Maui Custom Charters

Maui’s premier private charter sailing

Where luxury meets adventure.

Charter-ready for sailing around the renowned waters of Maalaea, our sailing fleet provides the perfect choices for private groups to escape the crowds. Join us and snorkel, watch the sunset, enjoy some drinks, learn to sail, celebrate a special occasion, or just lay back and relax. We can customize the perfect trip to make your dreams come true.

Book a Charter

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4 Hours · Up to 6 Passengers · $1,800

Private Morning Snorkel Charter

Only accessible by boat, you and your family can get away from large crowds and enjoy your own private snorkeling spot!

Learn more Book Online

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Private Afternoon Snorkel Charter

Come join us on our afternoon snorkel sail and and enjoy the peaceful serenity of a more private and tranquil spot.

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Jan-April · Up to 6 Passengers · Starting at $1,000

Private Whale Watch Cruise

There is absolutely no better way to enjoy these charismatic gentle giants on Maui than from your very own sailboat.

charter sailboat maui

2 Hours · Up to 6 Passengers · Starting at $1,000

Private Sunset Charter

Join us for your own Private Sunset sail. Perfect for celebrating birthdays, anniversaries, proposals, bachelorette parties, quality family time, and more!

charter sailboat maui

2-12 Hours · Up to 6 Passengers · Starting at $1,000

Private Custom Charter

S/V Nova offers pleasant, personal, private sailing experiences, specialized in weddings, proposals, birthdays, ash scatterings, private dinners, and more!

Book a charter

Choose between the extremely spacious and sleek S/V Artemis, our 47’ Leopard sailing catamaran, the beautiful classic style sloop S/V Nova, our 42’ Catalina sailing monohull, or Marjorie Ann, our 36′ Chesapeake Bay powerboat.

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Family enjoying time on the trampoline on a sailboat

4-7 Hours · Up to 6 Guests · From $2,200

Private Snorkel & Sail

Enjoy Maui’s most beautiful snorkel spots, hands-on sailing instruction, or relax and sip a cocktail while enjoying the view.

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Women enjoying a drink during sunset on a sailboat on Maui

2 Hours · Up to 13 Guests · From $1,000

Join us for your own private sunset charter. Perfect for celebrating anniversaries, birthdays, bachelorette parties, and more!

Whale breaching out of the water off of Maui

Jan-April · Up to 13 Guests · From $1,500

Private Whale Watch

There is absolutely no better way to enjoy these charismatic gentle giants on Maui than from your own private sailing or power yacht.

VIEW charters

S/V Artemis sailing off of Maui

47’ Leopard Sailing Catamaran

S/V Artemis

Designed by award-winning Robertson and Caine, S/V Artemis’s sleek lines make her a dream to sail in any wind conditions presented to us in world-renowned Ma’alaea Bay.

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Drone view of S/V Nova sailing monohull on Maui

42’ Catalina Sailing Monohull

USA built, and internationally reputed as a leader in her class, cruising performance, and comfort, the Catalina 42 has become the choice of sailors worldwide.

Charter boat during sunset on Maui

36′ Chesapeake Bay Powerboat

F/V Marjorie Ann

Marjorie Ann is a 36′ Chesapeake Bay fishing boat equipped with modern electronics and fishing tackle, a comfortable cabin, large back deck, and plenty of shade.

Got Questions?

Give us a call at (808) 874-1110 and talk to one of our captains to fully customize your experience. When you call, rest assured you will get the most candid and accurate information possible.

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Guest Reviews ✵

Maui Custom Charters is a small ʻohana run business. We are one of the few companies on Maui owned and operated by born and raised captains . Our hand-selected and trained staff have been on island operating boats collectively for nearly 100 years, you can rest assured that your experience will be top notch.

We focus on providing genuine, thrilling, eco-friendly charters. Our goal is to ensure you have the most incredible experience that you will look forward to having again, telling all your friends about, and rebooking every time you return to Maui.

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 away from the crowds

Sail with us.

GungHo Sailing

Private Sailing Charter Maui

Sail along the West Maui Coastline

  • MOST POPULAR

Private Sunset Sail Maui

Want to see a quieter side of Maui? Book a Maui sunset sail to enjoy incredible views of the island as the sun sets above the ocean.

  • Clock 2-3 hours
  • $850 - $1 , 275

Other sailing trips from Maui

  • Clock 3 hours

Private Day Sail

The Daytime Sailing Charter is great for groups or families of six looking to enjoy a few hours of sailing around Maui.

  • Clock 3-4 hours
  • $1 , 275 - $1 , 700

Private Snorkel Sail

Snorkel and sail – enjoy the best of Maui’s gorgeous marine coastline.

  • Clock 4 hours

Private Sailing Lesson

Whether you are a beginner looking to get into sailing, or have some experience and looking to reinforce and build upon what you already know.

charter sailboat maui

About GungHo Sailing

With lifelong sailors Captain Keahi Ho and Captain Marty Bishop at the helm, we offer unique set of private charter sailing adventures on Maui including Day Sails and Sunset Sails from 2 to 4 hours long, for up to 6 people.

We’re here to help you experience Maui in the most inspiring way and share all our knowledge. Sailing involves feelings of freedom, relaxation and being in sync with nature.

We are also committed with out planet and our GungHo sails with its motor off 95% of the time and we use much less fuel than other tour companies in Hawaii.

Next to this, our tours groups are small to give an incredible experience to our guess while keeping minimal impact on our reefs and fragile ecosystem.

Sail Maui with the best!

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My fiancé and I went on a sunset sail with this company last night. I woke up this morning and couldn’t wait to write a review! It was an amazing experience. They are a top-notch company and had everything dialed in for us perfectly. I cannot recommend them enough!

Wonderful 2 hours in the company of Captain Keahi and Ali on the beautiful Gungho. Our family of four wanted to enjoy having a vessel to ourselves and this was the perfect choice. The ocean and skyline was stunning and we had the best Maui sunset we had seen.

This sailing experience was so much fun. Marty and Kass were fantastic and felt instantly like friends. They had a wealth of information about Hawaii, sailing, and marine life. They took us to a great snorkel spot. We were also treated to some whales, a rainbow, and a gorgeous sunset.

We had an amazing time during our sunset sail! It was such a gorgeous evening! Breathtaking scenery! Marty and Cass were awesome! Cass took the best pics for us! We even got to see a whale! It was one of the best parts of our week in Maui!

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Maui Sailing Charters

Morning Snorkel Sail

Adult (13yrs +): $134.00 plus taxes Child (5-12yrs): $89.00 plus taxes

Scotch Mist Sailing Charters offers a fun and exciting morning snorkel sail from Lahaina Harbor. Maui is quite possibly the perfect location for sailing and snorkeling due to its pristine crystal clear water, abundance of marine life, and gentle trade winds. Join us on our 50’ Santa Cruz sailing yacht for a thrilling 4 hour adventure.

Adventure Sail

Adventure Sail

Adult (13yrs +): $79.00 plus taxes Child (5-12yrs): $49.00 plus taxes

Join us on a fun and exciting 2-hour Adventure Sail with spectacular views of the West Maui Mountains, Lahaina Town and the Island of Lanai. See Lahaina Town with its seawall, historic colorful buildings from the water and gaze upon the “Big L” on top of the hillside above Lahainaluna School founded in 1831.

Champagne Sunset Sail

Champagne Sunset Sail

Adult (13yrs +): $94.00 plus taxes

One of the best experiences on Maui is our 2-hour Champagne Sunset Sail with beautiful vistas of the West Maui Mountains, Lahaina Town from the water and sunset vistas over the Island of Lanai. Enjoy bubbly champagne and chocolates together with our other complimentary beverages – white wine, local beer, sodas and juices – before you dine and party the evening away in Lahaina Town.

Maui Sailing Charters

Scotch Mist Sailing Charters is the premier sailing charter company on Maui. Enjoy stunning scenic views as you glide silently along the sparkling blue waters off Maui’s West Coast. We offer a Morning Snorkel Sail, Morning and Afternoon Adventure Sails, Champagne Sunset Sails, and customized Private Charters for up to 22 passengers on the Scotch Mist, a Santa Cruz 50 sailing yacht. This beautiful sailing vessel is built for speed and stability and offers thrills and relaxation rolled into one as our experienced crew takes you on a breathtaking sailing adventure.

We are located in Lahaina Harbor, Front Row Slip 2 on the beautiful island of Maui, Hawaii’s second largest island. The weather on Maui is mild year-round and our gentle trade winds make Maui an unbeatable sailing destination. There is nothing like gliding quickly and silently across the ocean – guided by nature’s wind and enjoying her beauty and wonder.

Scotch Mist

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Scotch Mist Sailing Charters   |  (808) 661-0386  |  [email protected]   |   Lahaina Harbor, Front Row Slip 2

Scotch mist sailing charters, (808) 661-0386, [email protected], lahaina harbor, front row slip 2.

Kainani Sails Maui Private Yacht

​​​ Kainani Sails

​ makai adventures, choosing to sail with us means you are choosing to support a locally owned and family operated business that employs  full-time maui residents, many of whom have lost their homes. we appreciate you #lahainastrong.

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Snorkel with a sea turtle! Private half-day snorkel sails available at an affordable rate. Great option for couples, families, or small groups looking for a unique experience. Maui Sailing Charters

Enjoy Hawaii on a private yacht.

Sail without the crowds. .

Maui Private Snorkeling

Or call us directly at 

Set sail on Maui's newest private yacht. Experience performance sailing, personalized snorkel trips , whale watching , or relaxing sunset cruises aboard a yacht all your own. Departing from world famous Ka'anapali Beach!

Sit back and relax as we discover true hawaii from the sea. , maui snorkeling tours, maui sunset sail and maui private charters.

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Snorkel | Sunset | Charter

Come as guests & leave as friends.

Maui Snorkeling Tour

RECOMMENDED PLACES TO EAT:

BEST HAPPY HOUR: http://www.dthmaui.com

BEST EATS WITH A VIEW: http://malatavern.com

BEST SHAVE ICE: http://www.breakwallmaui.com

BEST BREWERY: http://www.koholabrewery.com

BEST PIZZA: http://prisonstreetpizza.com

BEST BURGER: http://www.coolcatcafe.com

BEST FRESH POKE:  https://www.tobismaui.com/

BEST VEGETARIAN: https://www.mokuroots.com

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What We Offer

3-hr  Intimate Maui Sunset Sails

3-hr Memorials At Sea or Ash Scattering Services

5-hr Maui Snorkeling & Sailing Adventures

6+ hr All Day Fun Under The Sun

We specialize in private sailing charters. Whether you are looking for some time to relax and kick back, or if you want to real in luxury - give us a call and see how we can help you make the most of your time while onboard. 

Real Sailing Aboard a Private Sailboat...

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Lana'i is home to a resident pod of spinner dolphins, seen regularly playing off the rugged coastline. See them play at the bow with Kainani Sails of Maui Sailing Charters

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*All trips depend on the weather and sea conditions. Destinations are at the Captain's discretion.*

Maui Sailing Blog

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A true Hawaiian!

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Featured Destination: The Mala Wharf Experience

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  • Nov 3, 2019

Our NEW boat!

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Fish Galore!

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Cruise Into The Maui Sunset

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Kainani Sails Snorkel Extravaganza

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Snorkel with Fish Seen Nowhere Else on Earth

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Snorkel with Fish Seen Nowhere Else on Earth

Hawaii Sailing Adventures, LLC

Private Charters in Maui, Oahu, Lanai, Kauai

Private Catamaran Sailing Charter Trips in Maui

Perfect for family trips, weddings, honeymoons and vacations..

1/2 day, one-day, sunset, dinner, multi-day to multi-week inter-island vacation, and trip options are available.

As Hawaii's second largest island, Maui boasts white sand, crystal clear water, black sand beaches, waterfalls & mountains. With Hawaii Sailing Adventures, you can sail Maui by booking a private sailboat charter and luxuriously exploring the white, black, and red beaches or many activities, including sailing, surfing, paddleboard, kayaking, snorkeling, scuba, biking, windsurfing, swimming, shopping, eating. Our boat routes are perfect for family trips, friends, weddings, honeymoons, birthdays, anniversaries, and vacations.

We offer the only private vacation sailing catamarans and the most extensive fleet of monohulls available on and inter-island to Maui from the neighboring island for just your family and friends.

Contact us today to talk about booking your Hawaiian vacation!

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Explore Our Maui Fleet

top view anchored

Custom 49 catamaran

2 boats

Fountaine Pajot Helia 44

Catamaran Maui

Excess 12 – 39’

anchored

42 Catalina MK 11

under sail 1

Beneteau Oceanis 48

saling 3

Nautor Swan 46

top view

Ferretti 69

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Chesapeake Bay 36

Visit one of the luxury spa resorts on kaanapali beach..

  • See “tons” of frolicking Humpback whales.
  • Snorkel, sunbathe, fish, surf, sail, swim, relax.
  • Maui, Lanai and Molokai, short sails between islands.
  • Fishing is great and we know the most amazing snorkel spots.
  • Lahaina is a historic whaling town, beautiful art galleries, wonderful upscale restaurants.

Sailing Maui and Oahu is a weather friendly option for Winter.

Ready to find out more?

Get information on prices, itineraries, private daily or weekly charters & tours in Hawaii.

What our customers say...

  • (808) 751-1230
  • Toll Free Phone: 800-542-3483

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Private Charters

  • Special Events

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Waiver: All guests are required to fill out a waiver prior to boarding Alii Nui. Waivers may be completed using the link in your confirmation email from FareHarbor. They may also be completed Here: https://waiver.smartwaiver.com/v/ansunset/

Your Dream Day in Paradise

Ready to set sail? Simply fill out the form with additional details, and our team will contact you. Customize your day, your way!

Unforgettable & Elevated Celebrations

The royal treatment for any occasion, why choose an ali’i class yacht, expert team.

Our dedicated professionals ensure every detail is attended to and executed.

Luxurious Experience

Our luxury yachts offer unparalleled comfort and elegance.

Stunning Backdrop

Enjoy panoramic views of Maui and all of its natural beauty.

Elevated Offerings

Gourmet food, an onboard photographer and a top-shelf bar are just the beginning.

Customizable Events

Tailor your celebration or event perfectly to your preferences.

Seating Options

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Premium Top Deck Seating

• Priority boarding by Captain

• Private server / crew member • Specialty boarding snack(s) & welcome lei • Elevated champagne & exclusive cocktails • Free to enjoy the entire vessel • Exclusive access only to Premium ticket holders (maximum 12)

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Select Outdoor

• Exceptional views with our outdoor seating • Dedicated service directly to your table

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Standard Cabin Seating

• Bench seating inside our spacious cabin

Request To Book

Complete this questionnaire as a prerequisite to a recreational scuba diving or freediving course.

Note to women: If you are pregnant, or attempting to become pregnant, do not dive .

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Complete this questionnaire as a prerequisite to a recreational scuba diving or freediving course. Note to women:

Box a – i have/have had:, box b – i am over 45 years of age and:, box c – i have/have had:, box d – i have/have had:, box e – i have/have had:, box f – i have/have had:, box g – i have had:, you're clear to dive we look forward to having you out with us, to ensure a safe and enjoyable dive experience, please complete our diver medical | medical examiner’s evaluation form before your trip..

Thank you for prioritizing safety on your diving adventure with us!

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SELECT YOUR SAILING CHARTER

Hula Girl Sailing Charters

High Performance Sailing Restaurant & Bar

ShangriLa Sailing Charters

Exclusive Private Charters

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Premier Snorkel Sail

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West Maui Adventure Snorkel Sail

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TURTLE REEF AFTERNOON SNORKEL

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Holo Holo Sunset Cocktail Sail

Two couples smiling and relaxing on a Teralani Tours main holo-holo sailboat

Ka'anapali Sunset Dinner Sail

Two couples enjoying a scenic sail and dinner together

4th of July Sail

Two Teralani boats peacefully sailing on the open sea

Premium Whale Watch

Thrilling main mid-day whale watch adventure with breathtaking views of majestic whales in the ocean

Classic Whale Watch

An up-close encounter with magnificent whales at sea

Discount Whale Watch

incredible marine giants in their natural habitat.

DOLPHIN WATCH

the sunlight sparkles on the ocean waves, enhancing the dolphins' energetic performance

KA'ANAPALI SURF CLUB

A bright yellow kayak rests on the sandy shore beside the calm, blue sea

AQUALANI WATERSPORTS WAILEA

Two individuals are kayaking on the serene blue waters near Teralani.

SUNSET SAILS

Our commitment to luxury goes beyond aesthetics, creating an environment of utmost comfort and enjoyment.

Our team of knowledgeable professionals shares their passion and expertise, enriching your journey with valuable insights.

Witness spinner dolphins, snorkel pristine reefs, and encounter humpback whales up close for truly unforgettable memories.

Each adventure is thoughtfully designed to showcase Maui's marine wonders, from snorkeling to whale watching.

OUR SUNSET SAILS

Holo holo sunset cocktail sail.

A romantic couple toasting to love during a Teralani sunset cruise

KA'ANAPALI SUNSET DINNER SAIL

A couple clinking their glasses as they savor the Teralani sunset

4TH OF JULY SAIL

A breathtaking scene on the open sea

WHAT TO EXPECT

From our customers.

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Private Boat Charters on Maui

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(808 ) SEA-MAUI

Maui's #1 Boat Charter company

5 STAR VESSELS / 5 STAR SERVICE

Event Planning

Sea Maui offers 2 sailing catamarans which operate from Ka'anapali Beach daily. Our private boat charters are completely customizable. We offer snorkeling trips, sunset sailing, weddings, memorial sails and more! Full catering and open bar included on all trips.

We offer private charters to fit any budget. Both of our vessels can accommodate up to 48 passengers and have the capabilities to provide amazing snorkeling tours, sunset sails, wedding events and more. Priced from $1,200 an hour, we offer the most competitive pricing for large vessels on Maui.

We offer a wide range of services to make each sail a perfect experience for you and your guests. All trips are fully catered by renowned Executive Chef Joey Macadangdang and every sail includes an open bar. We can also provide live entertainment, floral arrangements, transportation and more! 

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Rates and more info, get in touch.

Send us a message with any comments, questions, or scheduling concerns. We will get back to you soon!

2435 Ka‘Anapali Parkway, Lahaina, Hawaii 96761, United States

(808) 732-6284

Copyright © 2020 Private Boat Charters on Maui - All Rights Reserved.

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MAUI CATAMARAN TOURS

Join us where the horizon meets the sea, catamaran sailing and snorkeling tours, molokini snorkel & sail, west maui snorkel & sail, pali coast snorkel & performance sail, midday performance sail, maui whale watching tours, early sail with the whales, morning sail with the whales, midday sail with the whales, afternoon sail with the whales, what to expect when sailing with sail maui.

Sail Maui performance charter boats

What should I bring on my catamaran tour?

We encourage you to be prepared for your charter with your swimwear, towels, and reef safe sunscreen. The state of Hawai’i allows only reef safe sunscreen, which should be easy to find locally. We also have reef safe sunscreen on board. We will provide all of your snorkeling equipment, including floatation noodles. Please note, we absolutely do not allow full face masks on any of our charters. We also encourage you to bring something warm for the return sail, such as a light jacket or sweater.

What should I expect when sailing aboard a catamaran?

Our vessels are designed for sailing, offering both agility and stability on the water. With a cabin offering shaded seating space, as well as refuge from the sun under our sails, our vessels ensure a comfortable experience both in and out of the sun. We have trampolines at our bow that offer lounging opportunities and a chance to peer into the beautiful water as we sail across it. We have ladders that descend into the water with hand rails to assist you going in and out. We also have freshwater showers at our stern.

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What sets Sail Maui apart from other tours?

At Sail Maui, sailing is what we do best. Our captain and crew are passionate about what they do, and their enthusiasm is catching. They are fun, knowledgeable about the island and the waters, and they love to share what they know. Above and beyond that, we offer some of the most competitive rates on the island. As one of the few companies that truly values sailing we offer the best catamaran sailing experience available. While our vessels are sizable, we limit our passenger count to ensure that your experience is always spacious and intimate.

MEET THE CREW

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Captain Greg

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Mate Daniela

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FIRST MATE KEELY

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Our talented team of Trilogy Coordinators work with groups ranging in size from 2 to 200. Each event is unique and thoughtfully crafted to reflect your personality and vision. Whether it’s a wedding, family reunion, or incentive trip, when you’re multiple time zones away from your party destination, we know it can be challenging! We see it as an honor and privilege to be your “go-to” source, coordinating with vendors, offering our local expertise, and bringing the vision of your perfect day to life. No matter the occasion, we take the stress out of your planning.

This level of customer service and our clients’ word-of-mouth recommendations have won us the loyalty of our guests for the past 45 years, giving Trilogy the honor of being Maui’s #1 sailing company since 1973.

EXPLORE TRILOGY WEDDINGS

fire knife dancer at a luau at trilogy's hale o manele

REQUEST A QUOTE

Personal info.

Gemini is now open for tours 7 days a week and currently in our famous whale season. We are running our regular Snorkel Sail Adventure as well as two Whale Watches (AM & PM) per day at reduced capacity to ensure proper social distancing. We are once again offering our delicious catering from the chefs of the Westin Ka’anapali Beach. Space is limited so please book your tour early. Click HERE to reserve your spot!

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  • About the Vessel

Morning Snorkel Adventure

Snorkel sail adventure.

  • Maui’s Premier Sunset Dinner Sail

Morning Whale Watches

Afternoon whale watches.

  • Exclusive Private Charters
  • 4th of July Fireworks Cruise
  • Private Charters
  • FAQ’s

Gemini Sailing Boat

Check out our Availability!

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While snorkeling along West Maui’s coastline, experience warm waters abundant with sea life. You will see a variety of tropical fish, and if you’re lucky an endangered Hawaiian Green Sea turtle ‘Honu’. A hot buffet lunch is served and our complimentary bar is open.

Now offering a new Morning Snorkel Adventure tour for the summer months! Click HERE for more information

Sailing With Gemini Charters

Begin your Maui Snorkel adventure with the sensation of your bare feet slipping into the warm sands at Ka‘anapali Beach, Maui. Walk down a few feet to meet Gemini, our luxurious 64’ catamaran and her friendly, professional crew who will be on the beach ready to welcome you aboard. With ample seating in sun or shade, exposed to the gentle elements or sheltered by the spacious cabin, prepare to relax and enjoy your most memorable Maui day.

Sunset Dinner Sail

Relax as Gemini’s crew set sail for two hours of smooth and exciting Tradewind sailing with phenomenal views of West Maui’s mountains, Molokai and Lanai. Sip a Mai Tai or a Maui Brewed Beer, and lounge on Gemini’s decks or trampolines, as the sun sets on another perfect day in paradise.

Whale Watching Highlights

With Snorkel Sailing Adventures and seasonal Sunset Sails and Whale Watches, Gemini and her crew will always show you the best of times. Enjoy delicious catering by Westin Maui Resort & Spa and an all-inclusive complimentary bar onboard, we will deliver you back to the warm sands of Ka‘anapali with a well fed body, mind and spirit … and we’ll look forward to your return! Reserve your Maui snorkel or other boat tour today!

Winter Whale Watches

From December 15 to April 15 Gemini offers two daily Whale Watches. A morning Whale watch and an Afternoon Whale Watch. Our Professional Marine Naturalists share intriguing information and up-to date facts about the Whales as our guests listen to ‘Whale Songs’ live on Gemini’s hydrophone.

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Official Whale Watch Charter of The Sentry

Gemini tours, premier sunset dinner sail, exclusive private charters.

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Gemini Sailing

Over 1200+ 5 star reviews and counting.

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GEMINI HIGHLIGHTS

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Maui Snorkeling » Private Boat Charters

Private Boat Charters

Custom Private Maui Boat Rentals

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Pride of Maui

Our Captains and crew have years of experience running boat charters on Maui. We understand the importance of your special day and strive to exceed your expectations. We invite you to join us aboard Leilani, our 50ft Uniflite Motor Yacht, where you are part of our Ohana (family). We’ve specialized in private boat charters in Maui for over 30 years, and feature two vessels from which to choose. Leilani is Coast Guard certified for 49 passengers plus crew.

Wedding rehearsals are our specialty. Leilani is the perfect yacht for an intimate and affordable wedding reception or rehearsal dinner.

Leilani logo

Our sister vessel Pride of Maui is the largest and most stable Maxi Power catamaran with two sprawling decks. Pride is very popular for larger gatherings (receptions, corporate events) and for guests who live large.

Our senior Private Event Planner is uniquely gifted at creating extraordinary events tailored to your interests. The options on a private charter are almost endless.

Pride of Maui logo

Can we book a charter for today?

Unfortunately, we need at least a couple of days to put together a crew, as well as providing the meals and drinks that come with the Private Charter.

Can we bring our own alcohol?

Due to the Hawaii State Liquor Law we don’t allow any of our guests to bring their own alcohol on board. However, we’re more than happy to provide that for you and add that to your Private Charter.

Can we go to a different snorkel location?

Yes, as long as the weather permits we’d be happy to take you folks out to a different snorkel location.

Leilani Private Boat Charter

Up to 40 passengers

Need bigger capacity?

Maui's best and most affordable private charter

Pride Of Maui

  • Company Incentive
  • Sunset Cruise
  • Family Gathering Private Rentals
  • Snorkeling & SCUBA Diving
  • Wedding Receptions
  • Custom Designed Yacht Parties
  • Whale Watching Tours
  • Private Themed Yacht Parties

Leilani on board

LIFETIME ADVENTURE

Incredible day

You can experience an incredible day of snorkeling adventure, whale watching (sightings guaranteed from January to March), dolphin quest and swimming with green sea turtles. Molokini Crater is the number 1 snorkeling destination in Hawaii. Molokini boasts crystal clear water with visibility often more than 100 feet. Molokini snorkeling is unique and a once-in-a-lifetime opportunity to visit one of only three volcanic calderas on the planet.

DESTINATIONS

Molokini Crater Turtle Town, Coral Gardens

Molokini Crater is the number 1 snorkeling destination in Hawaii. Molokini boasts crystal clear water with visibility often more than 100 feet. Molokini snorkeling is unique and a once-in-a-lifetime opportunity to visit one of only three volcanic calderas on the planet.

Star fish

REFRESHMENTS

Fresh food & beverages

Your exclusive private boat charter starts with freshly baked muffins, tropical fruit, passion orange juice and Kona Coffee. After snorkeling at Molokini, you will enjoy pulled pork sandwiches, jumbo steamed hot dogs, pineapple coleslaw, vegetable crudités as well as freshly prepared pasta salad. Veggie sandwiches are available upon request. Homemade macadamia nut and chocolate cookies are served for dessert.

Book your trip

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  • Destinations

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My 1-Week Maui Itinerary

My 1-Week Maui Itinerary

Last Updated on September 17, 2024

Maui is always a good idea, whether you’re into outdoor adventure or beach bumming. Here I’m sharing my 1-week Maui itinerary and details of our trip on this Hawaiian paradise.

Spearmint water fringe the coast, misty waterfalls tumble over lush green rockfaces and massive volcanoes loom over quaint beach towns — Maui is the Hawaiian island that most people dream of.  Despite being the second largest island in Hawai’i, Maui still has a laidback feel, with pockets of nature and villages with the aloha spirit. 

As I discovered on my trip to Maui, there’s plenty of adventure to be had on this Hawaiian island  — from hiking up a volcano to paragliding , scuba-diving and many more. I’m sharing our 1-week Maui itinerary that will show you the other sides of the country allowing you to enjoy more than just a stroll on the beach.

1 week Maui itinerary

Table of Contents

Maui Itinerary Map

Maui itinerary day 1: wailea beach, maui itinerary day 2: haleakala, maui itinerary day 3: kula, maui itinerary day 4: molokini, maui itinerary day 5: hana, maui itinerary day 6: drive back south, maui itinerary day 7: prepare to head home, how to get to maui, by rental car, taxis and ridesharing apps, by bike, scooter or moped, best time to visit maui, driving in maui, is it safe to visit maui, what to pack for maui, enjoy your maui trip, the ultimate maui itinerary & guide.

With only 1 week in Maui, we managed to explore quite a bit of the island and pack in a few exciting adventures. You’ll have enough time to relax on beautiful beaches, go on a few hikes, drive the scenic route to Hana and experience a traditional Hawaiian luau. Even though Maui is spread out, it only takes about three hours to drive from one end of the island to the other. So, you’re never too far from your next waterfall hike, beach day, or poke bowl pit stop.

NOTE: Certain areas of Maui, including Lahaina, have been devastated by wildfires in 2023. Please be sure to double-check whether places are open and accessible and be even more kind, respectful, and patient with the land and the locals than you generally would be.

7 day Maui itinerary - The Ultimate Maui guide

Here’s a map of my Maui itinerary. Click to see it on Google Maps.

How to use this map : Click on the top left of the map to display the list of locations, then click on the locations to display further information. To open a larger version in a new tab, click on the top right corner of the map. Star the map to save it to your own Google Maps.

Download my Maui itinerary on Google Maps.

1-Week Maui Itinerary

Our 1-week Maui itinerary started on the western part of the island; we based ourselves on Wailea Beach, where some of the best hotels in Maui are located. Wailea Beach is around a 35-minute drive from Kahului Airport.

After a long flight to Maui, we took the day to rest and just enjoy Wailea Beach. This wide, sandy haven offers spectacular views of Kaho’olawe, Molokini, and Lana’i (I heard that during the winter, you might even spot whales offshore). The rocky outcroppings at each end of the beach are excellent snorkeling spots when the ocean is calm. 

And there is also something for history buffs too. Wailea means “the water of Lea”, the goddess of canoe makers. Prior to resort development, this beach was called Kahamanini, and the name Wailea referred only to the rocky point defining the south end of this beach. The only drawback to Wailea Beach is the bustling crowds but it’s completely free in early the morning. However, you can escape into the water with a Guided Sea Ski Snorkeling Tour and snorkel using an underwater scooter!

7 day Maui itinerary - Maui Itinerary Day 1: Wailea Beach

Hop on a Hawaiian Sailing Canoe 

The Hawaiian sailing canoe holds a special place in Hawaiian culture, deeply intertwined with the community’s way of life and its history. The construction of a canoe was not just a practical endeavor but a significant communal event involving priests, craftsmen, laborers, and helpers from the village. For Hawaiian kings and chiefs, canoe building also symbolized the strength of their armies and the islands’ power.

This revered tradition continues today, and you can experience the ancient Hawaiian seafaring way by hopping on a canoe. We booked this guided tour and had an excellent guide who shared all the history of the canoe; its construction, sailing, and traditional navigation methods.

For a touch of nostalgia, the canoe is launched from the beach using age-old techniques. This was one of our favorite experiences in Maui.

1 week in Maui - Hawaiian Sailing Canoe

Hike la Perouse

Located at the end of Makena Alanui Road is La Perouse Bay, where you can go on a short but scenic hike. The bay was shaped by a lava flow from around 200 years ago when molten rock oozed from a split vent near the Haleakala volcano. The volcanic activity created the jagged shoreline and natural bay we see today. Most hiking trails in Hawaii mandate that you make reservations before setting off on a hike. La Perouse has no such limitations.

The La Perouse Bay trails wind through rugged lava fields and offer spectacular ocean views. With swimming, snorkeling, and surf opportunities along the way, these trails invite a sense of adventure and freedom for those who prefer more spontaneous explorations. However, it’s worth noting that the facilities here are limited. There are only two portable toilets and a small parking area, so plan your trip to avoid any inconveniences.

1 week in Maui - Hike la Perouse

Chill at Big Beach

Also known as Makena Beach or Oneloa Beach, Big Beach is a secluded alternative to the busier shores of Kāʻanapali and Lāhainā. Despite its growing popularity, Big Beach rarely feels packed (maybe that’s down to its rather generous size). Located south of Wailea, Big Beach stretches over half a mile and has an impressive width, providing ample space to relax without feeling crowded.

However, you should be aware of the beach’s significant on-shore break, which can be hazardous during large south swells. This is not a safe spot for small children or inexperienced swimmers but there are always lifeguards in place.

On a lighter note, I loved it because it’s easy to grab a bite at more pocket-friendly prices. There are several food vendors, often operating from trucks around Makena Park.

1 week in Maui - Chill at Big Beach

Where to Stay Near Wailea Beach  

Luxury: wailea beach marriott resort & spa.

Staying here is like having a front-row seat to the mesmerizing ocean and Hawaiian sunsets, all while enjoying a perfectly crafted mai tai. Found between two secluded sandy beaches on Maui’s southern coastline, this hotel offers unparalleled access to lush golfing greens and exceptional shopping.

The resort is a playground for all ages, featuring an array of engaging activities and interactive spaces. There are three championship-level golf courses, a nearly 10,000-square-foot spa, and a lively luau. Check out the rates here .

Luxury: Sheraton Maui

Staying at the Sheraton Maui Resort & Spa offers a quintessential Hawaiian experience. Found at Puu Kekaa on Kaanapali Beach, this resort combines adventure, romance, and family fun. While here, you can immerse in indigenous Hawaiian cultural activities, unwind on the white sandy beach, and take in breathtaking Pacific views. Check out the rates here .

Maui itinerary 7 days - Where to Stay Near Wailea Beach  

On Day 2 of your Maui itinerary, you will drive along State Highway 378 (Crater Road) to Haleakala National Park – one of the Best National Parks in the USA . The national park is about 1 hour east of Wailea Beach but the road there isn’t quite straight-forward. Your journey will lead you north through a couple of small towns (Maalaea, Waikapu, and Kahului) before heading southeast to the park.

Maui 7 days itinerary - Maui Itinerary Day 2: Haleakala

Drive up to Haleakala Crater

The next day, rise early and drive to the Haleakalā Crater for sunrise. As the third largest volcano in Hawaii, Haleakalā rises majestically to 10,023 feet, covering about three-quarters of the entire island. The volcano is located within the Haleakalā National Park and is one of the best road trips I have ever taken.

You’ll ascend to the summit via the Haleakalā Highway, a ten-mile stretch from the main park entrance to the upper craters and viewing areas. The drive is slow and winding, with numerous pull-offs that offer stunning vistas. This scenic route is not just a drive but an immersive experience, showcasing the grandeur of the beautiful Haleakalā. Witness the sunrise from the summit of Haleakala on this unforgettable tour.

My 1-Week Maui Itinerary

Enjoy a Farm Tour at O’o Farms Kula

I have always made it a habit to do a food tour whenever I visit a new destination. A friend recommended O’o Farms Kula and I was really glad we chose their 3-hour farm-to-table lunch and farmer field tour.

We started our tour in the lush green fields of the farm, where we met our knowledgeable guide. As we strolled along the slopes, we learned about regenerative farming practices and the diverse crops grown here. The breathtaking 3500-foot elevation offers panoramic bi-coastal views and a refreshing upcountry climate that enhances the experience.

After that, we settled into the rustic communal dining area under reclaimed wood pavilions, and tucked into a delectable four-course meal prepared with fresh ingredients sourced from the farm and supplemented by local, sustainably sourced products. Each dish was served family-style, accompanied by stories of its creation and the farm’s practices, all while sipping on O’o coffee.

Tours are held Monday through Friday, from 10:30 am to 1:30 pm. Get more information on the tour here .

Maui itinerary 7 days - Farm Tour at O’o Farms Kula

Dinner at Nick’s Fishmarket

For dinner, head to Nick’s Fishmarket. The seafood restaurant’s menu offers mouth-watering fresh Hawaiian fish cuisines like opakapaka, mahi mahi, and ahi. Steak enthusiasts will relish the perfectly cooked filet mignon. Under the guidance of Chef Maka, every dish celebrates the island’s most exquisite products and supports local producers. Get more information about the restaurant here .

Maui itinerary 7 days - Dinner at Nick’s Fishmarket

The third day of this Maui itinerary leads to the beautiful town of Kula, 30 minutes from Haleakalā National Park. To reach the town, you’ll drive back along Crater Road for about 13.9 miles.

Go Paragliding at Kula

Kula, the upcountry region of Maui, is one of the best places to paraglide in the world because of the predictable weather conditions. The trade winds that come through Maui help stabilize the wind direction and create conditions suitable for paragliding. 

I flew with Proflyght Paragliding, one of the oldest paragliding schools in the world, having been around for 50 years. No experience is needed for a tandem experience. There is no age limit either (Proflyght has flown with passengers aged 3 to 98 years old).

The price for a 3000-foot descent is $185 (10-15 minutes), and the 1000-foot descent (3-5 minutes) is $95. The take-off spot is near Paia area. Here’s my paragliding experience in Maui, Hawaii.

Maui itinerary 7 days - Maui Itinerary Day 3: Kula

Hike in Waihe’e Coastal Dunes and Wetlands Refuge

In the afternoon, we eased into a more relaxing experience, at the Waihe’e Coastal Dunes and Wetlands Refuge . This 277-acre protected area, managed by the Hawai’i Island Land Trust, offers a peaceful escape into Hawaii’s rich natural and cultural history.

Once home to ancient villages, a large fish pond, and sacred heiau, the refuge is now a haven for endangered Hawaiian birds and native plants. The 2.4-mile trail meanders past the former Waihe’e Dairy and other historic buildings, hugging the coastline to the point where Waihe’e Stream meets the ocean.

You can return along the coastal route or opt for a more secluded inland trail through the shaded woodland. While exploring, it’s essential to respect the sacred land, cultural sites, and fragile ecosystems. You can do so by staying on designated paths and not disturbing the structures, rock formations, and heiau that hold deep significance to the Hawaiian people.

1 week in Maui - Waihe’e Coastal Dunes and Wetlands Refuge

Lunch at Mama’s Fish House

After the hike, we went to Mama’s Fish House for a tasty lunch. This iconic restaurant on Maui’s north shore is one of the best in Hawaii and also one of the toughest reservations to get. (Be sure to make a booking in advance!)

The restaurant specializes in fresh, locally caught fish, with prices typically ranging between $65 and $90. Despite its somewhat isolated location, many make the drive out to get a taste of its unique cuisines. Read reviews here.

1 week in Maui - Lunch at Mama’s Fish House

Day 4 of this Maui itinerary will take you to the idyllic Molokini located a few miles off the coast. The underground crater is a beautiful spectacle and to get there, you need to hop on a boat. Luckily, there are so many snorkeling and scuba diving companies that offer daily trips to the area.

Scuba dive or Snorkel off Molokini

Molokini had been on my bucket list for some time, and I finally had the chance to dive there on my Maui trip. I was excited to explore the area, so I connected with Pauline Fiene, an experienced diver and co-owner of Mike Severns Diving . That morning, Pauline and dive master A.J. took the time to chat with everyone individually to understand our skills and preferences, making sure we felt safe.

As we plunged into the waters, we were greeted by a stunning vertical wall of volcanic rock that dropped nearly 300 feet into the dark abyss below. Vibrant angelfish and pufferfish darted among the coral caves and rock tunnels, while patches of green and pink corals bloomed against the rugged, dark grey slopes.

The reef here is one of the healthiest in Hawaii, thanks to its remote location three miles from the shore. So, if you want an unforgettable snorkeling experience or scuba dive, Molokini is the perfect spot to do so in Maui. Read about our Maui scuba diving experience here. I highly recommend booking this tour.

1 week in Maui - Maui Itinerary Day 4: Molokini

Sunset Sailing Cruise

In the evening, prepare for a magical experience as you cruise along the coast of Molokini at sunset. As the sun dips toward the horizon, the sky transforms into a vivid canvas of hues, reflecting off the calm waters surrounding the ancient volcanic crater. The serene atmosphere is perfect for unwinding, with the gentle sway of the boat and the warm breeze brushing against your skin.

On my trip to Molokini, I joined this guided tour from Maalaea and it was a beautiful experience. Our trip was accompanied by soothing live music and an assortment of beverages. As we glided past the crescent-shaped Molokini, we spotted dolphins and sea turtles frolicking near the beach.

1 week in Maui - Sunset Sailing Cruise

Experience a Hawaiian Luau 

A Maui luau is a vibrant and culturally rich celebration that offers a glimpse into the traditions and history of Hawaii. Set against the stunning backdrop of beaches, lush gardens, or oceanfront resorts, a luau is a sensory feast of music, dance, and authentic Hawaiian cuisine. Luau are festivities deeply rooted in Hawaiian culture, often held to mark significant family milestones like a baby’s first birthday, a graduation, or a wedding.

On my trip, I went to the legendary Feast of Lele for their famous luau, which combines gourmet interpretations of traditional dishes with curated wine pairings. We feasted on Hawaiian delicacies like kālua pig cooked in an imu (earth oven), haupia (coconut pudding), and poi. Sadly, the Feast at Lele location was destroyed by the Lahaina fires and remains closed today.

Other luaus with great reviews include the Myths of Maui Lūʻau at the Royal Lāhainā Resort, Drums of the Pacific at the Hyatt Regency, and the famed Old Lāhainā Lūʻau. 

Maui itinerary - Experience a Hawaiian Luau 

Day 5 of your Maui itinerary will lead through one of the island’s most beautiful roads. The drive along the 65-mile road is a staple for adventurers, groups, and families visiting Maui. Your trip will culminate in Hana, a beautiful town in the eastern part of the island.

Drive the Road to Hana

If there was ever a time to truly embrace the journey as much as the destination, this is it. The Road to Hana is a 65-mile journey that winds from the charming town of Pāʻia to the remote eastern tip of Maui. With over 600 hairpin curves, 59 bridges, and some pulse-quickening one-way stretches, the road snakes through lush rainforest landscapes straight out of a dream.

Along the way, you’ll encounter waterfalls, hidden jungle hikes, fruit stands, black sand beaches, and even roadside vendors selling delectable snacks. The drive to Hana is an experience packed with stunning scenery and more things to do and taste than you could possibly fit into a single day. I suggest booking the Road to Hana Adventure Tour with Pickup for a more personalized small group experience.

Maui itinerary - Maui Itinerary Day 5: Hana

Stop for a Coffee at Paia Bay Coffee

You’ll need a pick-me-up coffee ahead of your long drive to Hana. The best place to grab one is Paia Bay Coffee & Bar in Paia Town. The café feels like a secret oasis, set amidst a lush tropical garden.

This vibrant spot is a favorite among locals, yogis, surfers, as well as road-trippers going to Hana. The chic café serves some of the best coffee in Maui and their snacks are delicious. I recommend you try their chicken sandwiches on your visit. Check out the reviews here .

charter sailboat maui

Visit the Twin Falls

The Twin Falls are the first easily accessible waterfall and pool on the Road to Hana. This serene spot features a scenic road that meanders for nearly a mile alongside Ho’olawa Stream, leading you through a lush jungle. The well-maintained, graded, and graveled path splits into two footpaths after about half a mile, directing you towards the two main tributary streams.

If you plan on visiting these falls, please be mindful of potential high water or flash-floods after heavy rains. Beyond the stunning waterfalls, there’s a delightful food truck near the entrance, where you can enjoy refreshing popsicles with actual sugarcane sticks. The truck also sells fresh home-grown fruits, smoothies, cane juice, and homemade baked goods. Visit the Twin Falls on this tour.

Maui itinerary - Visit the Twin Falls

Go Surfing at Ho’okipa Bay Beach Park

Often hailed as the “Mecca” of the windsurfing world, Ho’okipa Beach Park is a legendary destination for windsurfing enthusiasts. Professional windsurfing competitions are held here regularly, and on most windy days, you can watch pros effortlessly glide and perform breathtaking maneuvers. The beach isn’t just a haven for watersport lovers; it also offers an incredible natural spectacle.

The exposed reef running along the shoreline, frequently attracts Hawaiian Green Sea Turtles (Honu). Many of these can be seen bobbing just beyond the waves. For those looking for a closer encounter, a few turtles can be found lounging on the sand near the lookout cliff.

These blend in so well with the surrounding boulders that it’s easy to miss them. At sunset, the scene is even more magical, with turtles and admirers gathering at the shore for a tranquil evening rest.

Maui itinerary - Surfing at Ho’okipa Bay Beach Park

Check Out the Black Sand Beach at Waiʻānapanapa State Park

Waiʻānapanapa State Park is one of the must-sees on your way to Hana. The breathtaking park is a natural wonder with nearly 360-degree panoramic views of the surroundings. The iconic Black Sand Beach is one of the most dramatic and one of the highlights of the park.

Although, it is more like small black pebbles than fine sand here. While the beach is not ideal for sunbathing, its striking beauty makes it feel like a living postcard. Despite its popularity, the beach rarely feels crowded, as most visitors often take a quick look and drive off.

7 days in Maui itinerary - Black Sand Beach at Waiʻānapanapa State Park

Where to Stay in Hana

Luxury: hana kai maui.

Hana Kai is a quintessential retreat with 17 beautifully furnished vacation condominiums that provide breathtaking views of Hana Bay and the Pacific Ocean. Each studio, one-bedroom, and deluxe condo is uniquely decorated and features a fully equipped kitchen and a spacious ocean lanai, or ocean-side balcony.

While here, you’ll enjoy panoramic oceanfront views from many of the condos, perfect for witnessing stunning sunrises and enchanting moonlit nights. Check out the rates here .

Luxury: Hana-Maui Resort

Located along Maui’s breathtaking eastern shore, this stay offers an unparalleled retreat that harmoniously blends Hawaiian tradition with modern luxury. As part of the Destination by Hyatt collection, this secluded paradise invites guests to embrace the serene beauty of Hana.

The resort’s accommodations range from spacious oceanfront bungalows to elegant garden suites, each thoughtfully designed to ensure comfort and tranquility. With no televisions or clocks to disturb the peace, you’ll disconnect from the outside world and fully immerse in the town’s natural splendor. Check out the rates here .

7 days in Maui itinerary - Where to Stay in Hana

After a glorious road trip on one of the island’s most picturesque stretches of tarmac, you will continue south on day 6. Like on day 5, you’ll make multiple stops along the way to enjoy some of Maui’s most explosive experiences.

Stop at Waioka Pond

Waioka Pond (Waioaoaka which means “open mouth of fresh water”) is a stunning gem along the Hana coastline. This pristine pool is not for the faint of heart; reaching it requires a combination of scrambling, climbing, and off-trail hiking. However, the effort to get there is well worth it.

Once you navigate the rugged trails and reach the pond’s edge, you’ll be greeted by a breathtaking scene. Here, you’ll see the blue ocean crashing against the rocks nearby and the dramatic, rugged landscape all around. For those adventurous souls, there are several hiking trails down the cliffs.

The easiest is right at the mauka end of the pool. Please wear sturdy shoes with good grip to avoid any slips on these challenging trails. Please be advised that the area is prone to flash floods, particularly during the rain season. On this self-driving audio tour of the Road to Hana, you’ll make a stop at Waioka Pond.

7 days in Maui itinerary - Maui Itinerary Day 6: Drive back South

Hike the Pipiwai Trail

The Pipiwai Trail is the quintessential hike for those seeking a blend of dramatic natural beauty and diverse landscapes. Spanning just 1.8 miles, this easy trail meanders beside a series of pools and waterfalls, each framed by the vibrant greenery of a tropical rainforest. The scenery evolves as you progress, transitioning from lush foliage to a serene bamboo forest that feels like stepping into another world.

It culminates at the base of the magnificent Waimoku Falls with a sheer cliff face. While the Pipiwai Trail offers a visual feast and a range of experiences, it’s worth noting that it’s one of the most crowded in Maui. So, be prepared to share the trail with other hikers.

Maui 7 days itinerary - Hike the Pipiwai Trail

Check Out Ke’anae Peninsula

The Ke’anae Peninsula is a brief detour off the Hana Highway. The peninsula offers breathtaking views of the ocean crashing against jagged lava rock, making it a must on your Maui itinerary. As you approach, the peninsula’s dramatic landscape will have already captured your attention from various lookouts along the road.

1 week in Maui - Ke’anae Peninsula

Grab a Quick Bite at Sunday’s Banana Bread

As you’re leaving the Ke’anae Peninsula, be sure to stop by Aunty Sandy’s Banana Bread. The snack stand is located on the left side of the road near the church. It is renowned for its warm, fresh-out-of-the-oven banana bread, baked daily with the perfect blend of sweetness and a hint of nostalgia.

At this point, you’re probably feeling a bit hungry, and there’s no better way to satisfy those cravings than with a slice of this iconic banana bread. Besides their delicious bread, the stand also sells other goodies like chili dogs, Kalua pork sandwiches, and smoothies, among others.  Check out the reviews here .

It’s time to drive back to the airport. It takes around 2.5 hours to drive to the Kahului Airport from Hana. However, most flights don’t leave Maui until the afternoon, so you have plenty of time to get there. But if you love traveling on your terms then chartering a private jet with Air Charter Service is a no-brainer.

1 week in Maui - Maui Itinerary Day 7: Prepare to Head Home!

Maui Travel Guide

To get to Maui, most people fly into Kahului Airport (OGG), the island’s main airport and primary entry point. To get here, you’ll likely arrive via a connecting flight from Honolulu’s Daniel K. Inouye International Airport. It’s Hawaii’s main airport with nonstop flights from major US cities like Seattle, San Francisco, Los Angeles, Las Vegas, Chicago, and others.

Direct flights to Maui are also available from select locations, and round-trip tickets from New York begin from around $450, depending on the season. If you’re planning on staying on Maui’s west side, the small commuter Kapalua Airport (JHM) is a wonderful alternative, especially if you’re planning to book a private plane .

For those planning to stay on the east side, Hāna Airport (HNM) offers flights to and from Honolulu but lacks public transport, so a car or prearranged shuttle is necessary. Regardless of where you enter from, Maui is easy to navigate and you only need a couple of hours to get from one end to another.

Search for flights to Maui Kahului Airport here.

Maui itinerary - How to Get to Maui

How to Get around Maui

As the second-largest Hawaiian island, Maui is a blend of breathtaking scenery and rural charm. To truly experience its charms, renting a car is your best bet—trust me, you’ll want the freedom to explore Maui at your own pace. And while the allure of a 4×4 Jeep or a sleek Mustang convertible might be tempting, the truth is you don’t need either here.

Sure, they do look great in photos but often come with a hefty price tag because they are in high demand. The good news is that you don’t need a high-clearance vehicle for 99 percent of Maui’s roads, including the famous Road to Hana.

A sedan or SUV will do just fine, comfortably cruising from sandy beaches to volcanic peaks without missing a beat (or draining your wallet). For car rentals, we always use Discover Cars , as they consistently offer the best rates and customer service, with rentals typically starting from as low as $42 per day.

Search for car rentals in Kahului here!

Maui itinerary - How to Get around Maui by car

Taking a rideshare or taxi cab is also an effective way to get around Maui but requires a little patience and planning. While you’ll easily find Uber and Lyft on the island, don’t expect the rapid response you’d get in a bustling city like New York. Rideshare drivers here are fewer and often elusive, especially during peak hours or at night.

Taxis are also widely available but come with some challenges. If you plan on staying in remote areas of the island, you should know that getting a cab is just as hard. Also, taxis charge around $3 per mile and given that Maui is deceptively large, trips across the island could cost more than you might expect.

Also keep in mind that while your driver might be able to drop you off at a remote beach or trailhead, getting picked up again isn’t guaranteed. So, plan with your driver or get their contact if you are to use this mode of transport. Also, here’s a list of the travel apps I use to simplify my trips.

Maui itinerary - How to Get around Maui by taxi

Taking the bus is the most pocket-friendly way to get from point A to point B in Maui. The island’s bus service covers all routes across the island. A one-way ride costs just $2, but for greater flexibility, you can purchase an unlimited day pass for $4 or opt for monthly passes if you’re staying longer.

The bus is particularly effective for journeys along the west coast, servicing popular areas like Kaʻanapali, Lāhainā, and Kīhei with ease. However, be prepared for a slower pace; while buses are generally on time, they can occasionally run late and make frequent stops. You can easily track the live locations of the buses here . You might also want to book a bus ticket online here.

For a fun and nostalgic way to get around Maui, why not hop on a trolley? Two charming routes cater to shopaholics: the West Maui Shopping Express and the South Maui Shopping Express. Both routes have trolleys running daily and offering a breezy, scenic way to hop between the island’s best shopping spots.

If you’re staying in the Kaʻanapali area, the free trolley makes it easy to explore, with stops at hotels, shops, and golf courses. If you need to get between Kaʻanapali and Lāhainā, there’s a nearby shuttle that runs daily from 6 a.m. to 9:30 p.m. It costs just $2 each way, making it easy to enjoy both areas.

Maui itinerary - How to Get around Maui by trolley

Seeing Maui on the back of a scooter or bicycle is an experience you’ll never forget. Maui’s spread-out layout means that cycling and scootering are more effective for getting between two nearby towns. However, the biking culture here is rather downbeat, so don’t expect the same vibe you’d find on Oʻahu.

You can rent a bike or e-bike from local shops in Lāhainā, Kīhei, or other beach towns. Rental prices are affordable and practical, with many shops starting from about $75 a week for a laid-back beach cruiser to $250 for an electric bike. For bike rentals, I recommend Boss Frog’s and West Maui Cycles .

If you’re up for a bit more speed and flair, scooters or mopeds are a fun alternative, especially along the coast where they really shine. Rentals start at around $60 a day or $350 a week. For moped or scooter rentals, please check out Island Motion .

Maui itinerary 7 days - How to Get around Maui by bike, moped

The best time to visit Maui depends on what you’re looking for, but you really can’t go wrong any time of year. Temperatures in Maui are consistently pleasant, ranging from the high 70s to the mid-80s. While Maui’s rainy season is typically from November through April and the dry season from May through September, these aren’t set in stone.

So, don’t be surprised when you see rain in June. For the whale-watching season, plan your trip between November and May. During that window, you’ll likely spot North Pacific humpback whales grace the island’s waters.

If you’re looking to avoid crowds and high prices, consider the shoulder seasons of April through May and September through November. These windows offer lovely weather without the heavy influx of summer and winter travelers. The hurricane season in Maui runs from June to November, with the highest activity typically in July, August, and September.

Maui itinerary 7 days - Best Time to Visit Maui

Driving in Maui is pretty easy and straightforward. You won’t find a lot of traffic or rude drivers. Road users here are much calmer and no one really pointlessly hoots. It’s not a big island, so you can easily drive from one end of the island to another in about three hours. Just download the Maui map on Google Maps to access it offline.

I rely on DiscoverCars.com for car rentals around the globe. Their search engine compares rates from all major providers, consistently offering the best deals and services. Find car rentals in Maui here!

Maui itinerary 1 week - Driving in Maui

Maui is generally considered safe for travelers. The locals here largely depend on the thriving tourism industry, so they never do anything to comprise it. I’ve been to the Maui a couple of times, and never had anything bad happen to me.

However, I still recommend that you practice common-sense safety measures, like safeguarding your items and being aware of one’s surroundings for a safe trip.

Maui itinerary 7 days - Is it Safe to Visit Maui

For this trip to Maui, you’ll be spending most of your time outside, so definitely pack lots of sun-proof gear. KEEN footwear or normal sandals are also really useful for walking on beaches strewn with seashells or corals.

Snorkel mask and fins will come in useful as you’ll be using them a lot here. Also, be sure to bring your spinning reels or other gear that you might not be able to find on the island.

Packing List for Maui:

  • SPF 70 Sunscreen
  • Mosquito repellent
  • Snorkel mask and fins
  • UPF50+ rash guard swim shirt
  • Quick-dry towels
  • KEEN covered sandals
  • GoPro for waterproof photos/videos
  • Quick-dry t-shirts

7 days in Maui itinerary - What to Pack for Maui

Are you ready to explore Maui? Hope you found my 1-week Maui itinerary useful! Feel free to bookmark this Maui itinerary on your phone and refer it to it as you go along. Be sure to leave a comment below if you have any questions. Read more of my articles to get ideas for your next trip:

  • Best Caribbean Islands for Families
  • 28 Things to Do in Trinidad and Tobago
  • St Kitts: The Caribbean Without the Crowd
  • Climbing La Soufriere Volcano on St Vincent
  • Dominican Republic with Kids
  • 24 Things to Do in Curacao
  • Curacao Travel Guide
  • Costa Rica with Kids
  • Best Beaches in Curacao
  • Best Places to Visit in Jamaica

Disclaimer: This post contains affiliate links i.e. I’ll get a small commission when you book anything through my links, at NO extra cost to you. I only recommend companies I have personally used and enjoyed.

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Maui itinerary guide

Nellie Huang

Nellie Huang is the founder of WildJunket. Originally from Singapore, Nellie has traveled to over 150 countries across 7 continents. As an accomplished travel writer, she has written for BBC Travel, CNN and Rough Guides . She is also the author of five travel books, including the latest Lonely Planet's Mexico guidebook. Read more about her here and follow her on Facebook and Instagram .

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Private jet charter in Omsk, Russian Federation

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Explore Omsk by private jet or helicopter

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We are proud to offer the widest range of safety-vetted private jets, turboprops and helicopters in Omsk and the nearby cities. Flapper is the first company in the region to earn ARGUS® Certified accreditation, showcasing our unwavering commitment to safety.

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IMAGES

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