sunset catamaran cruise maui

Adventure Sunset Sail

Quick details.

• User Ages: All ages

Offered Monday  – Friday

Includes: Three-course appetizers, plated and served; Open Bar; Sparkling wine toast at sunset

Beach load at Maluaka Beach in Makena

Ages 13 and up

Soak in the golden hour on a wailea sunset cruise.

There’s nothing quite like a Maui sunset, with Molokini silhouetted on the horizon and the presence of friends and loved ones and the best crew on Maui taking care of your every need.

Kai Kanani’s Adventure Sunset Sail is a two-hour sail featuring live music, a stellar menu from Wailea’s own Spoon & Key Market , and an open bar full of local spirits such as Ocean Vodka and Kula Rum , as well as wine from Ulupalakua’s MauiWine . At sunset, we pour their sparkling wine for a sunset toast. 

As the only catamaran in South Maui, we sail alone with the ocean, our canvas, and the wind as the brush.* Our captain and crew are there to serve you and your friends and make the tour as comfortable as possible. Sit back and enjoy what we think will be the best evening of your Maui vacation.

We offer a shuttle service from Wailea Resorts to and from our check-in location at Maluaka Beach . Space is limited, so contact us to reserve your spot. We look forward to seeing you aboard!

* All tour locations are subject to weather and at the captain’s discretion. Safety is our top concern at Kai Kanani, and we apologize if there is any inconvenience due to weather-related cancellations or changes.

Explore the Enchanting Wailea: A Sunset Cruise Like No Other

Maui, a part of the Hawaiian archipelago, is synonymous with paradise, and for a good reason. Its enchanting landscapes, friendly locals, and diverse marine life make it a prime destination for travelers seeking both relaxation and adventure. However, among its various attractions, the Wailea sunset cruise is a jewel that offers a unique way to experience the island’s beauty.

Embarking on a Journey: The Wailea Sunset

The Wailea sunset is not just a visual feast; it’s an experience that touches every sense. The gentle lapping of the waves, the salty breeze, and the kaleidoscope of colors in the sky create a symphony of sensations, making every sunset cruise a journey to remember. Wailea, with its pristine beaches and luxury resorts, provides a tranquil setting to witness the day’s end, where the golden sun meets the azure sea, leaving a trail of amber and rose hues in the sky.

Whether you are a photographer looking to capture the perfect shot or a romantic soul yearning for a serene escape, the Wailea sunset cruise offers something for everyone. It’s a place where time seems to slow down, and the worries of the world fade away, leaving only the beauty of the moment.

The Wailea Sunset Cruise Experience

What sets the Wailea sunset cruise apart is not just the stunning views but also the exceptional service and attention to detail. The crew is dedicated to making every journey special, providing insights about the island’s history, flora, and fauna, and ensuring every guest’s comfort and enjoyment.

As the boat sails smoothly over the clear waters, guests can savor delicious local cuisine, sip on exotic cocktails, and immerse themselves in the panoramic beauty of the seascape. It’s a celebration of the senses, where every flavor, sound, and sight is amplified by the surrounding natural beauty.

Diversity of Marine Life

Maui’s rich waters are home to a diverse array of marine life. During the cruise, it’s common to encounter playful dolphins, majestic whales (during the migration season), and colorful schools of fish. The Wailea sunset cruise provides a unique opportunity to witness these creatures in their natural habitat, adding another layer to the enchanting experience.

The island’s coral reefs, teeming with life, are a testament to the richness of Maui’s marine ecosystem. The vibrant underwater world, with its myriad of colors and shapes, is a paradise for divers and snorkelers. Those interested in exploring this aquatic wonderland can opt for Maui snorkeling tours , where expert guides help uncover the secrets of the deep, introducing the fascinating inhabitants of the reef.

Other Enchanting Experiences in Maui

While the sunset cruise is a highlight, Maui offers a plethora of other experiences that cater to different interests and preferences. For those who prefer active adventures, sailing tours in Maui allow the exploration of the island’s diverse coastlines, discovering secluded beaches, hidden coves, and dramatic cliffs.

The sunrise snorkel in Maui is another must-try experience, where the early rays of the sun illuminate the underwater world, revealing the vibrant colors and intricate patterns of the coral reefs. It’s a refreshing start to the day, filled with wonder and discovery.

For those who seek relaxation, Maui’s spas and wellness centers offer traditional Hawaiian healing practices and massages, using local ingredients like volcanic clay and coconut oil to rejuvenate the body and soul. The island’s farm-to-table dining experiences are a feast for the palate, showcasing the rich flavors of locally sourced ingredients prepared with culinary finesse.

The Essence of Aloha: Conclusion

Maui encapsulates the spirit of Aloha, a philosophy that goes beyond a greeting to represent love, compassion, and kindness. It’s this spirit that permeates every experience on the island, making each moment special.

Whether it’s the warmth of the locals, the breathtaking landscapes, the diverse activities, or the enchanting Wailea sunset cruise , Maui invites everyone to embrace the Aloha spirit, to connect with nature and each other, and to create memories that last a lifetime.

So come, explore the enchanting Wailea, embark on a sunset cruise, and discover the myriad treasures of Maui. Let the island’s beauty and charm captivate your heart and soul, and experience the true essence of paradise.

Discover the Magic of a Wailea Sunset Cruise

Experience the breathtaking beauty of Maui’s coast with a Wailea sunset cruise , a must-do for any visitor to the island. As the sun dips below the horizon, the sky transforms into a canvas of fiery oranges, pinks, and purples mirrored by the crystal-clear waters of the Pacific. But a sunset cruise in Wailea is more than just a visual spectacle; it’s an immersive experience that combines relaxation, romance, and adventure into one unforgettable journey.

Why Choose a Sunset Cruise in Wailea?

Wailea, located on Maui’s south shore, is renowned for its stunning beaches, luxurious resorts, and, most notably, its incredible sunsets. Opting for a sunset cruise in Maui Wailea provides not only spectacular views but also the chance to see marine life, enjoy live music, and savor gourmet appetizers and cocktails. It’s an all-encompassing experience that highlights the best of Maui’s natural beauty and hospitable culture.

What to Expect on Your Journey

From the moment you step aboard, you’ll feel the magic of the Hawaiian islands. Each sunset sail in Maui is designed to offer a unique experience. You’ll be greeted with a traditional Hawaiian welcome, complete with lei and a smile from the friendly crew who will be your guides through this journey.

As you sail along Wailea’s coastline, keep your eyes peeled for playful dolphins, majestic humpback whales (during the winter months), and sea turtles gliding through the waters. The crew, knowledgeable about Maui’s marine life and culture, will share fascinating stories and facts, making this cruise not only enjoyable but also educational.

Customize Your Experience

No two sunset cruises are the same, and with options for customization for sunset cruise Wailea , you can make your trip truly unique. Whether you’re seeking a romantic outing with your partner, a fun evening with friends, or a private family gathering, there’s a package that fits your needs. From private charters to intimate group settings, the emphasis is on creating moments that will be cherished for a lifetime.

Memorable Moments Await

As the cruise returns to shore, the fading light of the day sets a serene backdrop for reflection and relaxation. It’s a moment to take in the beauty of the islands, the warmth of the people, and the joy of life’s simple pleasures. A sunset cruise in Maui is more than just an activity; it’s a highlight of any Hawaiian vacation, a story to be told, and an experience that will be remembered forever.

Ready to embark on this magical journey? Explore our options for a Wailea sunset cruise and book your adventure today. Let the beauty of Maui’s sunsets captivate your heart and create memories that will last a lifetime.

• Chevron down Food Menu

All Courses are plated and served to our guests.

First Course: Hummus and crudités, assorted cheese and charcuterie

Second Course: Seared ahi with chimichurri sauce (lemon, garlic, herbs)

Third Course: Baked Pasta (three cheese, marinara, and herbs), Caprese Salad  (tomatoes, mozzarella cheese, basil pesto, balsamic drizzle)

Dessert: Kai Kanani Signature chocolate cake with berry compote

• Variety of juices and soft drinks
• Cocktails, premium liquor, Maui Brewing on tap, MauiWine and Champagne, and a Lokélani Sparkling Rosé toast at sunset

* Menu items may be substituted based on availability

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• User All ages
• Hour Glass 3.5-4.25 Hours

Signature Deluxe Snorkel

Snorkel Molokini and enjoy up to 200 ft. of visibility on our classic Maui adventure. An open bar, Maui Brewing beers, and a full-service deli lunch in three courses complete the perfect day!

Sunrise Deluxe Snorkel

The most exclusive tour on Maui, snorkeling Molokini before any other snorkel boats arrive. Hot cinnamon rolls, a three-course breakfast, plus an open bar make this the best morning of your visit to Maui.

• Hour Glass 2-2.75 Hours

Adventure Whale Watch

Sail with our attentive crew and naturalists as we welcome Pacific humpback whales to their winter home. Our beach-loading location gets you on the water and in nature easily.

Premier Snorkel Sail

West Maui Adventure Snorkel Sail

TURTLE REEF AFTERNOON SNORKEL

Holo Holo Sunset Cocktail Sail

Ka'anapali Sunset Dinner Sail

4th of July Sail

Premium Whale Watch

Classic Whale Watch

Discount Whale Watch

DOLPHIN WATCH

KA'ANAPALI SURF CLUB

AQUALANI WATERSPORTS WAILEA

• Private Charters
• 808-661-7245
• [email protected]
• 808.661.SAIL (7245)

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.

KA'ANAPALI SUNSET DINNER SAIL

4TH OF JULY SAIL

WHAT TO EXPECT

From our customers.

8 Best Maui Sunset Cruises For a Great Night Out

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I’ve traveled all over the world and one of the things I always look forward to doing in every location is watching the sunset (and now that I have young kids I’m usually also watching the sunrise ). 

While we’ve seen some great sunsets, none compare to Maui. The sunsets here are unbelievably spectacular. Pink, purple, ombre skies that sometimes you can’t even believe are real. And while you can certainly see these sunsets from land, there’s something very special about enjoying them from the water. 

If you’re looking for a Maui sunset cruise that really wows, we have a list of the best of the best, and what makes each one so special. Living on Maui for three years we were able to experience more than our fair share of these, so we’re happy to be able to share our advice with you!

Want to get right to it without reading all the details? Jump in and book these recommended tours: 1. This is the cruise to book if you want live music 2. Book this for a convenient Wailea departure 3. Getaway from the crowds with this small group sail 4. Luau or cruise? Get both with this sunset luau cruise 5. Enjoy a full dinner cruise with your sunset 6. This is our favorite tour during whale season Need more time on (and in) the water? Make sure you check out our top snorkeling tours on Maui .

1. Sunset Live Music Cruise (Ka’anapali)

Head out onto the water with a drink in hand while being serenaded by an on-bard musician. This sunset live music cruise really knows how to have a good time. Offered every Tuesday and Thursday, you and approximately 47 other guests will board a 55’ catamaran for two hours of fun. 

Included is live music, an open bar (beer, wine, champagne, and mixed drinks), and pupus (light appetizers). 

They depart from Ka’anapali beach (how convenient!) and if you’re not staying in Ka’anapali you’ll get a 4 hour Whalers Village parking validation. Note that because of the convenient location and not needing to drive to a harbor, they do beach loading. That means you’ll be wading into the water up to your knees in order to board. Long dresses and pants aren’t ideal here. 

If you’re not interested in live music, or you can’t go on Tuesday or Thursday, they offer a regular sunset cruise (sans live music) all other days of the week. Learn more about their standard Ka’anapali sunset cocktail cruise .

2. Sunset Luau Cruise (Ma’alaea Harbor)

Can’t decide between going to a luau or enjoying a sunset cruise for an evening activity? Do both with this sunset luau cruise ! While this isn’t a true full luau, you’ll still get to experience traditional music and dance with Maui’s gorgeous sunset as a backdrop. 

You’ll board the maxi powered catamaran which leaves from Ma’alaea Harbor in central Maui (paid parking available). On board you’ll be treated to appetizers, a full dinner, and an open bar with beer, wine, and mixed drinks. During the cruise you’ll have the opportunity to enjoy Polynesian dance, which makes this experience part sunset cruise, part luau. 

The boat has a coast guard approved occupancy of 149 people, but they intentionally limit it to 60% of capacity so there’s extra space to stretch out. While this is the most expensive cruise on this list, you do get to see hula and a full dinner.

If you prefer to keep your luau and your sunset sail separate, we have a list of the best luaus on Maui.

3. Catamaran Sunset Sail

Spend 2.5 hours aboard this 48 passenger, 65’ catamaran, with plenty of room to spread out. Excited for a little more adventure? Head up front to the trampolines (though you might get a bit wet). 

They have two different boat options, both leaving from Lahaina Harbor. The first is on a 65’ Catamaran, with capacity up to 48 passengers. The second cruise on the Paragon is limited to 25 passengers. 

On both, you can enjoy pupus as well as an open bar with cocktails, wine, and beer. 

Note: Due to the damage to Lahaina Harbor during the fires, Sail Maui is no longer operating from Lahaina Harbor. Book their Molokini Snorkel Tour from Ma’alaea Harbor in Central Maui to support their crew!

4. Adventure Sunset Sail

Staying in Wailea or Kihei? This is the sunset cruise you want to be on. This Adventure Sunset Sail departs from Maluaka Beach , a very convenient South Maui location. The adventure part of this sunset sail is that you get to enjoy a beach loading, which means you should expect to get wet! We happened to go out on an evening when the south swell was particularly large, so we were in for even more of an adventure! (You can see the video of our experience below). 

Once aboard the 65’ catamaran, you’ll enjoy two hours of sail time, 3 appetizer courses from The Market Maui (a great Wailea deli/restaurant), and an open bar featuring local brand like MauiWine and Ocean Vodka. 

If you haven’t rented a car or you don’t want to drive, they do offer shuttle service from Wailea hotels. But book early as this option tends to fill up! 

We loved this sunset cruise experience and we were able to go out for a great night in Wailea after it ended. Here’s a list of our favorite Wailea restaurants .

5. Lahaina, Ka’anapali, or Ma’alaea Sunset Sail

Another stellar option is this 2 hour sunset cruise which departs from three different locations on the island: Lahaina Harbor, Ma’alaea Harbor, or Ka’anapali (beach loading). 

A standout feature here is that they offer private tables for two, which makes this a great option for a romantic evening on the sea. They serve plated appetizers and there is a premium open bar with beer, wine, and cocktails. 

If you’ve taken the cruise from Lahaina Harbor, it’s just a short walk to their family-owned pizza restaurant, Kapena’s , which we highly recommend!

6. Champagne Sunset Sail

If you’re looking for a smaller group, this is the sunset sail for you. This is a sailing experience, not just a sunset cruise on their Santa Cruz 50 sailing yacht. With a capacity of only 22 people, this is a fun small group experience. 

While you won’t find as much food on this sail as you will on the others, you’ll enjoy champagne and chocolate. Guests must be 13 years or older to enjoy this experience. 

7. Premium Sunset Dinner Cruise

If you’re looking for something more than a cocktail and pupu cruise, consider a dinner cruise . Hop aboard this 65’ luxury catamaran for 2.5 hours, relax, and enjoy the spectacular scenery and service. 

You’ll depart from the beach in Ka’anapali — very convenient if you’re staying in Ka’anapali. But if you’re not, don’t worry! They give you a 4 hour parking validation for Whalers Village . Once aboard, you’ll have an open bar and a buffet dinner to enjoy. There’s something for nearly everyone when it comes to the food selection. 

Kids of all ages are welcome. But don’t wear long dresses or pants. This is a beach loading boat, which means you’ll get a bit wet while getting on and off. The convenience of this beach loading cruise can’t be beat. 

8. Luxury Sunset Sail from Ma’alaea Harbor (10% off!)

Keep it simple and luxurious with this 2 hour sunset sail. This is arguably one of the best sunset sails for spotting whales in the winter as you’ll cruise through the ‘Au’Au channel. This is the area between Lana’i and West Maui and its warm, shallow waters are a favorite of humpback whales and their calfs!

An open bar and appetizers are included in the price. While this isn’t a small tour (it welcomes up to 48 passengers), it’s a great option for families with small children because kids under 3 sail for free! Plus you’ll save 10% with our discount code!

Maui Sunset Cruise FAQs

Can you see whales on a maui sunset cruise.

You sure can! While these aren’t whale watching tours, if they come across a whale during whale season, they will absolutely stop to watch them. Whale season runs December – April , and these sunset cruises all cruise in prime whale watching locations. So the odds of seeing whales during your cruise is pretty good! 

What is the best place to watch the sunset on Maui?

Head to West or South Maui for spectacular sunset views. You’ll get amazing views both from land or from sea. What we love about a sunset cruise is that you not only get to appreciate the sunset over the water, you get to see the island lit up in the glow of the setting sun. 

What do you wear on a Maui sunset cruise?

Pretty much anything you want! Bring a light jacket or sweater, especially during the winter if you tend to get cold in the evening. There is usually a light wind and after a day of fun in the sun, it can feel a little cool. 

If you’re doing one of the beach loading tours, don’t wear long dresses or pants. Expect that your knees and below will get wet. But that’s part of the adventure of beach loading!

How long is a sunset sail on Maui?

Most sunset sails on Maui are two hours, though you will find some that run a bit longer, at 2.5 hours. But they are quick tours that will usually get you back in time for any dinner plans you have that evening.

Find a great place to stay on Maui: The 7 Best Vacation Rentals in Wailea and Makena The 12 Best Maui Beach Hotels (+ 5 awesome beachfront condos) Where to Stay in Hana Maui for One Night: 4 Great Options

There’s More to See Than Sunsets

Maui is a dream destination and there is so much to see and do. If you want to make your trip planning easy, our itineraries are here to help . With carefully thought-out excursion days, we take you around the island, seeing the best sights, stopping at the best beaches, and eating at the best restaurants. We’ve done the homework for you, now you get to download and enjoy!

My twin sister and I just returned from an amazing birthday in Maui.  I ordered your itinerary for Maui and we relied on it heavily. I just wanted you to know your itinerary was spot on and your recommendations were the best. Thank you so so much. Kate R.

Maui Wayfinder Itinerary

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The step-by-step itinerary takes you to all the best beaches, snorkeling spots, restaurants, and sights. You’ll get six carefully planned excursion days to help you see the can’t miss stops no matter how limited your time is.

Get all the details on our itinerary and download it for a memorable and easily planned trip to Maui.

I'm the co-founder, with my husband Jordan, of The Hawaii Vacation Guide. We have lived on Maui and Oahu and continue to travel, experience, and learn about the Hawaiian Islands. We travel with our kids, Henry and Edith. I am a planner! I love to plan trips from the mainland and island-hopping adventures, excursion days, and everything in-between. I spend a lot of my time in Hawai'i on a SUP and my favorite time of year in Hawai'i is whale season!

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Makani Sunset Sail

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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/aliiboat

The best sunset view on the island.

• Light gourmet bites for a little taste of the islands.
• Year round sunset timing guarantee.
• The perfect cocktail hour prior to your favorite dinner reservation.
• Premium open bar with top shelf spirits, craft cocktails, local beers, seltzers, fine wines and bubbles.

• JACKFRUIT 'CRAB' CAKES crispy garlic F • SPICY AHI POKE* big island ahi with sriracha aioli • Haleakala Beef Satay Skewer with Mango Plum Sauce

• Kula Greens Salad with Candied Macadamia Nuts, Cherry Tomatoes, Shaved Red Onion, and Feta Cheese with Champagne Vinaigrette and House Made Ranch Dressing • Braised Bok Choy with Lemon-infused Olive Oil • Purple Molokai Sweet Potato Puree with Coconut Milk and Ginger • Vegetable Fried Rice with Truffle and Pineapple • Huli Huli Chicken • Ginger Braised Short Rib with Ginger Sake Sauce • Chef's Fresh Catch Special

• Lilikoi Mousse with Whipped Cream • Chocolate Torte • Chocolate Covered Strawberries

• Coffee & Tea Bar • POG, Orange, Pineapple, and Cranberry Juice • Coca Cola Soda products and filtered water • Beer, Wine, Sparkling Wine, and Seltzers** • Open Premium Bar featuring rum, gin, vodka, tequila, and whisky cocktails** **alcoholic beverages for guests 21+ with valid state ID

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Catamaran Sunset Cruise

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What to Expect

Our Snorkel, Whale Watching, and Sunset adventures depart right from Ka’anapali Beach in front of Whaler’s Village. Green sea turtles, Hawaiian spinner dolphins, and humpback whales (seasonal) are regularly seen on daily adventures. Sit back, relax, and enjoy great company, food, and drinks while sailing through beautiful blue Hawaiian waters.

West Maui Half Day Snorkel Adventure

• Breakfast is Served, come hungry to enjoy a delicious breakfast served onboard to start the trip.
• The Captain will determine the best site to visit that day based upon current water conditions
• Masks and snorkels for all ages/sizes (Sea Maui does not provide prescription masks and/or masks to fit over glasses. Visit The Snorkel Store for rentals)
• Once in the water you will experience beautiful tropical fish, honu (Hawaiian green sea turtles), vibrant reef, and hopefully some other wildlife surprises
• Once back on board you will enjoy a sumptuous lunch prepared by Chef Joey
• You will be offered access to our premium beers, hand crafted cocktails, and other libations as we take a leisurely site seeing cruise and whale watching (seasonal) back to Ka’anapali Beach
• Just bring your towel, sunscreen, and sense of adventure! We provide the rest

Lanai Half Day Snorkel Adventure

• Experience another Hawaiian island on this delightful sailing catamaran, and cruise across the ‘Au’au Channel in style
• The Captain will determine the best site to visit that day based upon current water conditions, typically renowned Manele Bay or Club Lanai 
• Just bring your towel, sunscreen, and sense of adventure! We provide the rest!

Sunset Live!

• Step onboard and enjoy access to our premium beers, hand crafted cocktails, and other libations as we take a leisurely site seeing cruise and whale watching (seasonal) through the ‘Au’au Channel.
• Light Pupu’s (apetizer) served onboard prepared by Executive Chef Joey.
• Site Back, Relax with a cold beverage, and enjoy our LIVE musician onboard for a one-of-a-kind catamaran experience.  

Original Sunset Cocktail Cruise

• Light Pupu’s (apetizer) served onboard prepared by Executive Chef Joey

Whale Watch (Seasonal)

• Departs daily right from Ka’anapali Beach in front of Whaler’s Village.
• Step onboard and enjoy access to our premium beers and hand crafted cocktails, as we take a leisurely site seeing cruise and whale watch through the ‘Au’au Channel.

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FROM MA'ALAEA HARBOR: MAUI SUNSET DINNER CRUISE ABOARD THE CALYPSO

Quick details.

• Calendar Availability: Runs Daily
• Clock Mandatory Check-In: 5:00 PM
• Clock Prompt Departure: 5:30 PM
• Clock Duration: 2 Hours
• Users Ages: All ages
• User Small Child: Ages 3 and under free - 1 free child per paying adult
• Map Marker Meet At: Ma'alaea Harbor, Slip 76, 101 Ma'alaea Road, Wailuku, HI 96793
• Anchor Waiver: Please sign the Liability Waiver before you go
• Phone Tour Not Available?: If your dates aren’t available online, please contact us at 808-856-4260
• Info Includes: Dinner & Two Drinks

Small Children Free - 1 Small Child (No Meal) Per Paying Adult

Enjoy a sunset dinner cruise in maui .

This stable, comfortable, triple-deck catamaran leaves from centrally-located Ma’alaea Harbor. Come aboard this relaxing two-hour excursion, which gives you time to enjoy a delicious meal, explore the incredible craft, listen to great island-style music, and watch the sun go down from your place on top of the waves! Seating on the Calypso sunset dinner cruise in Maui comfortably accommodates any size group, including couples, families, and even large corporate events. You’ll find tables for two, four, eight, and ten, as well as enclaves throughout the vessel to sit and sip drinks, see the ocean from a new perspective, or hang with the kids when they need to fidget.

Explore all three decks, and take your time to find just the right spot in sun or shade. Calypso’s three restrooms are on the lowest deck. The front of the boat is the most open to sun and wind, so wear a secure hat and, as one of our lighthearted guests advised, “consider leaving your fake eyelashes on shore”! After you’ve settled in, pick up a fizzy soda, tropical juice or island themed adult beverage. Your Calypso sunset dinner cruise includes two free drinks, and once the catamaran has motored out of the harbor, you can order alcohol. Friendly crew members tend the bar, and they can bring you Mai-Tais, wine, and beer.

When it’s time for the delicious main meal enjoy  juicy prime rib. Mahi mahi, teriyaki chicken, steamed vegetables, roasted potatoes, and chocolate cake is also ready for you to eat. While you chow down, the crew comes by often to take things out of your way, ensuring that no trash ends up in the ocean. There is plenty of time to gaze at the islands of Kaho’olawe and Lana’i in the distance – not to mention the epic snorkeling site, Molokini Crater. Closer to the boat, you’ll see the Kahalawai Mountains of west Maui as they stretch toward the sky. When humpback whales are visiting the islands from Alaska, chances are excellent that you will see some of the magnificent marine mammals on your Calypso dinner cruise! Any time you do, the captain and crew are sure to get on the mic for some whale conversation. You and your group will love this fun time on the sea, so follow the sun, love your loved ones, and have a great meal on the Calypso dinner cruise!

• Chevron down Mandatory Check-In

30-minutes prior to departure

• Chevron down Duration
• Chevron down Meet At

Ma’alaea Harbor, Slip 76, 101 Ma’alaea Road, Wailuku, HI 96793

• Chevron down Paid Parking
• There is paid parking available at Maui Harbor Shops / Maui Ocean Center located at 300 Ma’alaea Road, Wailuku, HI 96793 and at the Ma’alaea Harbor around the boat slips
• Give yourself extra time to account for traffic, weather, road construction, parking , and the walk from the parking lot to the boat slip (10-15 minutes) in order to arrive at check-in 30-minutes prior to departure
• Chevron down Dinner Menu
• Caesar salad with homemade buttery croutons, freshly grated parmesan cheese, and warm breadsticks

Choice of Entrée

• Garlic rosemary roasted prime rib
• Fresh island fish with lemon butter caper sauce
• BBQ roasted chicken thigh and leg combo
• Kiawe smoked baby back ribs
• Penne pasta with Thai basil marinara (vegetarian option)
• All entrees served with white rice and locally sourced sautéed vegetables
• Double-layer chocolate cake and New York style cheesecake
• Chevron down Drink Menu
• Honolulu Beerworks El Guapo Blonde Ale, Hope Island IPA, Kewalo’s Cream Ale
• Mahina Premium Dark and Light Rum, Torado Silver Tequila, Early Times Kentucky Whisky, Nikolai Premium Vodka, Mr. and Ms. Tea Pina Colada
• Sycamore Lane Cellars Chardonnay and Cabernet Sauvignon
• Unlimited ice-cold soda, juice, and water
• Chevron down What's Included
• Live island-style music (most nights)
• Two complimentary alcoholic beverages included, $5.00 each thereafter. Must be 21+ with a valid photo ID
• Unlimited Ice-cold soda, juice, and water
• Triple-deck catamaran with incredible panoramic views
• Comfortable table and chair seating
• Large stable decks with plenty of space to move around
• Experienced and professional captain and crew
• Chevron down What's Available
• Adult beverages are available for purchase $5.00 each
• Dramamine is available for purchase 2 for $5.00
• T-shirts are available for purchase $20.00 each
• Chevron down What's Excluded
• Hotel pick-up and drop-off
• Parking fees
• Chevron down What to Bring
• Light jacket or sweater
• Valid ID required for passengers 21+ who will be drinking alcoholic beverages
• Cash if you plan to tip the crew
• Chevron down What You Should Know
• If you have a dietary restriction (vegetarian, gluten free, etc.) this must be noted and specific dietary restricted lunch requested at time of booking
• There is no meal provided for small child 0 – 3 years old. Someone in your party can share their meal with the small child or you can purchase a child ticket that comes with a meal included
• Minimum drinking age is 21
• Must have valid photo ID
• Operates in most weather conditions, please dress appropriately
• A 24-hour notice is required for cancellation or reschedule
• Children must be accompanied by an adult
• Chevron down Accessibility
• Not wheelchair accessible
• Stroller accessible
• Near public transportation

RELATED CRUISES

• DEC - APRIL

From Ma'alaea Harbor: Maui Whale Watch Cruise Aboard the Calypso

The two-hour Calypso whale watching in Maui is one of the most thrilling family-friendly Hawaiian activities! From December 18th through April 15th, climb aboard our boat, and make your way to the top. Book your Maalaea whale watching excursion online today!

• Hour Glass 2 hours

From Ma’alaea Harbor: Thanksgiving Dinner Cruise Aboard the Calypso

Enjoy the spectacular views of the West Maui Mountains and neighboring islands on Molokai and Lanai as our crew serves you table-side a Hawaiian-influenced Thanksgiving day feast with all the fixings!

Premium Maui Sunset Cruise with Dinner

Quick details.

Hour Glass Duration:  Approx. 2.5 hours

Calendar Availability:  Daily

Includes Live Music on Wednesdays and Saturdays!

Info Included:  Full Gourmet Dinner, Open Bar

Binoculars Whale Watching: Enjoy whale watching on your sunset trip from Dec. 15 – April 15

Ages 13 - 20

Ages 3 - 12, young child, a complete guide to majestic maui sunset dinner cruise.

Are you planning to go on a magical sunset dinner cruise on your vacation to Hawaii? Have a unique dining experience at the Sea Maui sunset dinner cruise. Forget the busy buzz and hustle of land and enjoy the moment of your stay with us. We gladly welcome you aboard Sea Maui’s newest vessel: a newly refurbished 65 ft luxury catamaran! Explore and enjoy the humbling panoramic views of Maui and the scenery of the neighboring islands surrounding it during the majestic hours of sunset.

Have a great time with family and loved ones on your sail to a sunset dinner cruise. Enjoy and jive with great music while savoring good food and indulging in handcrafted drinks. Know everything about the Sea Maui sunset dinner cruise and every detail about this tour. 

What to Expect on Your Sunset Dinner Cruise

What’s included in the sunset dinner cruise.

• Buffet-style dinner prepared and cooked by none other than Chef Jai.
• Access to a full open bar.
• 4-hours parking validation with ticket upon check in.
• A great spot to have a great whale watching experience (seasonal). 
• Outdoor and indoor comfortable seating options, regardless of the weather.
• Ideal location and lighting of sunset photography.
• Live music on Wednesdays and Saturdays

Departure and return details of the cruise

Kāʻanapali Beachwalk

You will have to check in at the Sea Maui kiosk along the beach walk at Whalers Village between Leilani’s and Hula Grill. From there, you are given validation of 4-hours of free parking for the parking structure of Whaler’s Village. CHECK-IN 30 mins prior to your departure time. 

After your sunset dinner cruise, you will return to the original departure location. Your sunset dinner cruise will end right where it all started. 

Required clothes to wear and items to bring on Maui’s sunset dinner cruise

• It is not recommended to wear long dresses, skirts, and long pants on the cruise.
• Bringing light jackets, sweatshirts, and cardigans are suggested for people prone to being cold. The temperature tends to decrease at night in the open water. 
• The wearing of sandals or flip-flops is recommended for easy removal. All shoes will be collected during the dinner cruise and put together in a storage bin. 
• Guests who will be drinking alcoholic beverages are required to present a valid ID or a government-issued photo ID.

Restrictions

• As this activity is a beach-loading catamaran, people with mobility issues or who have difficulty walking on their own are not recommended for this kind of trip.

Additional Information

• All guests must have a moderate physical fitness level.
• This is a beach loading vessel and you will get wet from about the knees down. Shoes will be collected before boarding.
• Sea Maui can accommodate a maximum of 49 guests only. 
• The vessel is not accessible by wheelchair as the vessel boards from the sand on the beach.
• All confirmation bookings will be received on the same day of the booking.
• Maui sunset dinner cruise schedule is subject to cancellation or changes due to traffic and weather conditions. 
• Gratuity for crews is not included in what you paid during booking. 
• All crews of Sea Maui are lifeguards, and CPR certified.

What does ” Beach Loading Catamaran” mean?

Beach loading catamaran means guests will need to walk a few steps down into the sand and water before reaching the dropdown staircase and getting on board the vessel. 

Can pregnant women or people with medical conditions still join the Maui sunset dinner cruise?

Though there are no restrictions on pregnant women joining the trip, a consultation and plans with your doctor before traveling is recommended. Snorkeling is not advisable for guests with pulmonary or heart illness conditions. 

If, for instance, your queries and concerns are not provided in the information above, contact Sea Maui, and our crew will be delighted to help you. Experience a romantic evening out with family and loved ones. Rest assured that your Maui sunset dinner cruise experience with Sea Maui will become a trip you will never forget and forever cherish. Book your trip today!

• Chevron down What does the boat look like?

• Chevron down Dinner Menu

DINNER MENU

GRILLED SALMON w/ GLAZED TERIYAKI SAUCE

SOY-BRAISED SHORTRIB w/ RED WINE SAUCE

KUNG PAO CHICKEN

CAESAR SALAD w/DRESSING, CROUTONS, & LEMONS

MIXED SEASONAL VEGGIES

GARLIC HERB FINGERLING POTATOES

DINNER ROLLS (Gluten)

• Chevron down What drinks are included?

All of our trips include a full open bar for guests that are 21+ years of age with proper ID.

We offer domestic & local beers, High Noon Hard Seltzers, Chardonnay, LaMarca Prosecco, Redemption Rye Whiskey, light rum, dark rum and Meili Vodka. We can create many different cocktails such as Maitai’s, Maui Mules, etc.

Our non-alcoholic beverages include soft drinks, lemonade, passion orange guava juice, water and coffee.

• Chevron down More Information
• Easy-to-find check-in location at The Whaler’s Village Shopping Center and the only boat with a physical location/booth on the beach. Our “Ocean Activities” booth is located along the beach walk at Whaler’s Village between Leilani’s restaurant and The Westin resort.
• The only boat with 4 hours of free parking validation, savings of $20 or more!
• Exceptional staff & service/certified naturalists for whale watches
• All crew members are lifeguard and CPR certified.
• Premium open bar
• Complimentary juice, water, Coke, Diet Coke, Sprite, and lemonade
• Kama’aina rate available with Hawaii ID, please call  (808) SEA-MAUI  to book.
• Private charters also available
• Don’t see your answer here? Check out our FAQ page, or just give us a ring (808) SEA-MAUI

Related Adventures

• Most Popular!
• Calendar Daily , Includes Live Music on Tuesday & Thursday!
• Hour Glass Approx 2 hours

Original Sunset Cocktail Cruise on Maui

Experience Sea Maui’s classic sunset charter as we depart from Ka’anapali Beach to enjoy a beautiful Hawaiian sunset with handcrafted cocktails in hand.

• Calendar Daily / Year Round
• Hour Glass 4.5 hours

West Maui Snorkel Half Day Adventure

Explore world class snorkel locations along the West coast of Maui. Close encounters with beautiful tropical fish, turtles, and coral reef can be expected. The perfect snorkeling trip for adventure lovers!

• Calendar Daily / April 15th - Dec 14th
• Hour Glass 2.5 hours

Xpress Snorkel Tour on Maui

This one-of-a-kind Maui snorkeling adventure is the perfect option for customers who want to get to the snorkeling quickly at one of the most unique spots around the island!

• Calendar Daily
• Hour Glass 3.5 hours

Afternoon West Maui Snorkel Tour

Not exactly a morning person? This is the snorkel trip for you. The perfect way to spend the afternoon and not have to wake up early or spend 5 hours on the boat!

‘Alihilani Sunset Sail

Trip details.

Embark on an extraordinary sunset sail with us aboard our vessel ‘Alihilani. The name ‘Alihilani captures the place where the horizon meets the sea, a vision we are excited to share with you.

We will sail in the beautiful Au’Au inter-island channel, allowing for some incredible views of Maui while watching the sunset out at sea.

With abundant room to relax on the forward trampolines and comfortable seating both around and under our spacious cabin, we invite you to relax and enjoy the sounds of the sea as we turn off our motors and raise our sails.

From December to March prepare for the miraculous sight of humpback whales journeying south from Alaska. These magnificent creatures choose our warm, sheltered waters for mating and birthing, offering a rare chance to observe their breathtaking displays of breaching, tail-slapping, and spouting up close.

We look forward to sailing with you.

•  Adults $95.00 
•  Children $67.00
•  Infants (under 3) FREE!

Departure from Mā’alaea Harbor

• Sept 22 – March 21: 4:30 p.m. – 6:30 p.m.
• March 22 – Sept 21: 5:00 p.m. – 7:00 p.m.
• Departing daily
• Sept 22 – March 21: 4:00 p.m.
• March 22 – Sept 21: 4:30 p.m.
• Meet us at Mā’alaea Harbor, slip #72

Trip Includes:

• A selection of hot and cold appetizers
• Beverages including water and assorted sodas
• Open bar including beer, white wine, and island inspired cocktails
• Reef-safe sunscreen
• Light jacket recommended during winter months
• Limited to 48 Passengers
• 24-hour cancellation policy on all tours
• More questions? Check out our FAQ or get in touch !

DELUXE MA'ALAEA SUNSET

Whale watch.

DELUXE MAALAEA

Sunset whale watch.

Guest dine at personal two-top tables seated 6 feet from other couples/groups, outside.

Kula Cherry Tomato & Mozzarella Skewer with aged balsamic glaze

Hummus with Cucumbers and Carrots

Kalbi style BBQ Chicken Satay

Kalua Pulled Pork Sliders with Coleslaw on a Sweet Hawaiian Roll

AND A SWEET DESSERT

Chef’s choice : Seasonal dessert

DRINKS & COCKTAILS

Feel the aloha vibes as our Crew serve up a wide variety of alcoholic and non-alcoholic beverages–a little tasty something for everyone on this Sunset Sail.

PREMIUM BAR

Maui Brew Co. -Sunshine Girl Golden Ale

Maui Brew Co. -Seasonal Seltzer

Matua Sauvignon Blanc

Josh Pinot Noir

La Marca Prosecco

Captain’s Mule –  Our thirst-quenching twist on the classic Moscow Mule… New Amsterdam Vodka, splash of soda mixed with Elixir G ginger syrup and lime.*Option to sub Vodka for Tequila or Bourbon

Lana’i Tai –  A Mai Tai done the Trilogy way – Mango Rum, Orgeat, Fresh lime, Elixir G ginger syrup, pineapple juice and a float of Potter’s Dark Rum.

Good Ol’ Fashioned – Redemption Bourbon, agave syrup, splash of water, Watkins bitters.

Lahaina Sunrise – Camarena Reposado Tequila, Ginger ale, POG juice, splash of Elixir G ginger syrup and lime.

808 Margarita – Camarena Reposado Tequila, agave syrup, pineapple juice and a dash of bitters.  (808 is the area code encompassing Hawaii.)

*NOTE: Guests must be 21+ to enjoy our bar beverages.

DEPARTURE TIMES

• Dec 15 – Jan 31   |   4:00pm – 6:00pm
• Feb 1 – Mar 31    |   4:30pm – 6:30pm
• Apr 1 – Apr 15     |   5:00pm – 7:00pm

Check-in time is 15 minutes prior to scheduled departure time, at the loading dock.

DEPARTURE LOCATION

• Ma’alaea Harbor

Departs from Ma’alaea Harbor from Slip #99  or Slip #62. Please refer to your confirmation email and confirmation text message.

• 11 Ma’alaea Harbor Rd
• Wailuku,HI 96793

Parking within Ma’alaea Harbor is $1 per hour. Scan the QR code at the harbor, enter your license plate number and pay. Trilogy not responsible for towed cars.

WHAT'S INCLUDED

Comfortable seating and on-deck tables for two

Chef-Plated Appetizers & Dessert

On-board Whale Naturalists

Hydrophones (underwater listening apparatus for whales)

Premium open bar (21+ yrs must have ID)

Juice, Sodas, Filtered Water

EXPLORE OTHER TOURS

CAPTAIN'S SUNSET

Dinner sail.

KA'ANAPALI

DELUXE KA'ANAPALI

Sunset sail.