Island Windjammer Cruises

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Island Windjammer Cruises

If you’re looking for a sailing vacation ruled by the sun, moon, and tides, you’ve found it!

Island Windjammers offers six, ten, and twelve-night sailings aboard our classic clipper ship Vela, schooner Diamant, and sailing yacht Lyra! Vela hosts twenty-six guests, Diamant accommodates ten guests, while our new addition Lyra has room for eight. This is small ship cruising at its finest.

Our Island Girls are fully-crewed and feature air-conditioned cabins, private bathrooms, portholes, and all modern comforts.

Your Captain sets the course. Each day is a new adventure. Free your mind from schedules, and savor each moment as the crew hoists the sails, the trade winds fill the canvas, and you set off to your next secret island destination.

There’s no rush. You’ll have plenty of time ashore to explore vibrant villages, sip rum at quirky beach bars, or laze the days away on pristine beaches.

Even the nights are magical. Shipmates gather on deck to dance, share a joke or tell tales of the day’s adventures. Lean on the rail, and steal a kiss under a canopy of stars.

Live in the now, and breathe it all in. This is island life--and you’re living it!

cruise ship sailboat

ALWAYS ON ISLAND TIME

These 3 lesser-known cruise lines offer amazing voyages on sail-powered ships

Gene Sloan

There is nothing quite as magical — or romantic — as a cruise on a sailing ship.

To stand on the deck of a vessel topped with dozens of billowing sails, propelled through the waves by the power of the wind alone, is to go back in time to an earlier age of travel, when crossing the world's oceans was as adventurous as it was challenging.

It's an experience that's all about the feeling of the wind in your hair, the lean of the vessel (known as the heel) as it's pushed by the wind and the sway from the waves (which is actually smoother than what you get on a motor ship).

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In contrast to what you'll find on so many motor-powered ships, cruising on a masted ship is about the simple thrill of traveling across the sea and not about all the many attractions you'll find on board.

Only a handful of small cruise brands — so small that you might never have heard of them — offer trips on sailing ships. Here, we look at the three biggest players in this niche subset of the cruise industry.

Sea Cloud Cruises

cruise ship sailboat

If it's an authentic, old-style sailing experience you want, then Sea Cloud Cruises is the line for you. The Germany-based company operates three large sailing ships where the sails are unfurled by hand, just as they were on sailing ships centuries ago.

On the biggest of these three vessels, the 136-passenger Sea Cloud Spirit , 18 deckhands scurry high into the rigging on sea days to manually untie and prepare the sails, an amazing sight. Unveiled in 2021 , it's a full-rigged, three-masted sailing ship of the sort that hasn't been common on the world's oceans for more than a century.

Related: Why Sea Cloud Spirit is a sailing vessel you'll want to try

Sea Cloud Cruises' two other vessels — Sea Cloud 2 and Sea Cloud — are smaller but offer a similar show as the sails are set by hand the old-fashioned way. The former is a 23-year-old, three-masted barque propelled by 23 sails (five fewer than Sea Cloud Spirit); the latter is a 93-year-old, four-masted barque with 30 sails and a storied past.

cruise ship sailboat

Now configured to carry 64 paying passengers, Sea Cloud was originally the private yacht of Postum Cereals heiress Marjorie Merriweather Post and her husband, the famed financier E. F. Hutton. At the time, the vessel was the largest private yacht in the world. It later served the U.S. Navy as a weather ship during World War II, after which it became the presidential yacht for the Dominican Republic. It only began sailing as a cruise vessel in the 1980s.

If you have money to spare, you can still book Post's opulent private quarters on Sea Cloud, now its owner's suite. It'll set you back around $5,000 per day per couple. Her husband's slightly smaller quarters are also available to book at a similar rate.

Post, the wealthiest woman in the U.S. during her lifetime, notably also built Mar-a-Lago, the massive estate in Florida that is now the official residence of Donald Trump.

Sea Cloud Cruises is the most all-inclusive and upscale of the three brands listed in this story, with pricing to match. Expect to pay nearly $1,000 per person per day or more for many sailings.

Sea Cloud Cruises' three vessels offer a diverse array of sailings in the Mediterranean, Northern Europe, the Canary Islands and Morocco, the Caribbean or along the west coast of Central America.

Related: Cruising Costa Rica, Panama with Sea Cloud Cruises

Windstar Cruises

cruise ship sailboat

Founded in the 1980s, Windstar Cruises got its start as a sailing ship line. While it now operates traditional motor-powered ships, too, voyages on sailing ships are still a big part of its business.

Three of the Seattle-based brand's six vessels — Wind Spirit, Wind Star and Wind Surf — are sailing vessels, and they all offer a similar yacht-like, small-ship experience.

Two of the three vessels (Wind Spirit and Wind Star) are particularly intimate, measuring 5,407 tons and carrying just 148 passengers with every berth full.

Related: The 2 types of Windstar ships, explained

The line's third sailing vessel, Wind Surf, is nearly three times the size at 14,745 tons. It's one of the biggest sailing ships in the world (only a sister vessel that sails for Club Med is bigger). Wind Surf carries 342 people, an enormous number for a sailing ship.

cruise ship sailboat

Unlike on the vessels operated by Sea Cloud, the sails on Windstar's sailing ships aren't unfurled by hand in the old-fashioned way but by the push of a button from the bridge. It's a fully automated system that is much more modern, if less dramatic.

Still, the experience of slicing through the waves by the power of the wind alone on Windstar ships is as glorious and romantic as it is on the Sea Cloud ships.

Windstar Cruises is less all-inclusive and pricey than Sea Cloud but still offers a relatively upscale experience. Its dining program is done in partnership with the food-focused James Beard Foundation, which also brings James Beard Award-winning chefs to the ships regularly for food-themed itineraries.

For an extra $89 per person per day, passengers can also make the experience more all-inclusive with included Wi-Fi, unlimited beer, wine and cocktails, and gratuities (three things that aren't included in regular fares).

The line's three vessels typically spend nearly all of their time sailing in the Mediterranean, the Caribbean or along the west coast of Central America.

Related: Read more about Windstar's itineraries

Star Clippers

cruise ship sailboat

Like Sea Cloud and Windstar, Star Clippers operates three sailing vessels that are among the biggest and most elegant sailing vessels in the world.

The belle of the ball at the line is Royal Clipper, a stunning five-masted ship that is billed as the largest square-rigged ship in the world. Its enormous array of 42 sails has a sail area of 56,000 square feet — significantly more than the sails atop any of the Sea Cloud or Windstar vessels. (Only Sea Cloud Spirit comes relatively close with a sail area of 44,100 square feet spread across 28 sails.)

Built to resemble Preussen, a legendary tall ship of the 19th century, the 24-year-old Royal Clipper shares the spotlight at Star Clippers with two smaller sister vessels, Star Flyer and Star Clipper.

Carrying 166 passengers apiece, the smaller vessels were designed to resemble the speedy clipper ships of the 19th century, which were known for their narrow profile and large sail area. Each vessel has a sail area of 36,000 square feet spread across 16 sails, a large amount for the size.

cruise ship sailboat

When it comes to the setting of sails, Star Clippers vessels offer a level of old-style authenticity that is in between the ships of Sea Cloud and Windstar. Like on Sea Cloud vessels, the sails are pulled into position by a team of deckhands using hand power and winches to tighten the "sheets," or ropes.

Unlike on Sea Cloud vessels, the deck hands don't climb high into the rigging to untie and prepare the sails for winching. That part is done automatically at the push of a button from the bridge, as it is on Windstar vessels.

In one key difference, though, Star Clippers lets passengers harness up and climb into the crow's nest of its vessels — a thrilling experience. Just be prepared for your knees to go a bit wobbly as you get to the top; it's way up there.

Star Clippers sailings are the most affordable option among the three sailing brands, in part because the onboard experience is less all-inclusive and upscale.

The three Star Clippers vessels mostly operate sailings in the Mediterranean, the Canary Islands, the Caribbean and along the west coast of Central America.

Bottom line

It's still possible to get a taste of what traveling the world's oceans was like in the days before motor power. Three small cruise companies — Sea Cloud Cruises, Windstar Cruises and Star Clippers — offer voyages on large sailing ships that are as majestic as anything that has sailed the seas in centuries past.

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The best cruise ships with sails

Published 23rd January 2023 in Cruise Advice By Edwina Lonsdale /cruise-news/cruise-advice/best-cruise-ships-sails

Sea Cloud Cruises - Sea Cloud

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Picture this if you will - you have embarked in Barbados for a Caribbean cruise on a spacious cruise liner. You have a lovely cabin with its own balcony, but you decide to go up on deck for your sailaway party. Looking out across the harbour, drink in hand, you spot the most extraordinary sight. Proudly leaving the harbour under full sail , a beautiful tall ship glides through the water, sails rippling in the breeze. Are you stricken with cruise envy? If so, this is the article for you. These are the best cruise ships with sails...

A sailing cruise ship is not for everyone, but if it ticks your boxes, you have a few options to choose from...

Windstar Cruises

Following a major refurbishment in November 2019, Windstar's flagship sailing cruise ship Wind Surf re-entered service with crisp new sails. Nearly half a football field's worth of sturdy Dacron sail-cloth measuring 21,570 square feet was hand-crafted in France by the team of maritime designers and artisans at Incidence Sails, premier designers in the offshore racing and Super Yacht sectors. Indeed the Wind Surf sail project was led by noted designers Stéphane Amiot and Maxime Paul, who sailed for France's Olympic sailing team in the 1992 Olympics.

The computerised sails are self-furling and operate remotely from the Bridge, with fore and aft guidance from the ship's Nautical Officers. Wind Surf has achieved a top speed under sail power alone of an amazing 15.6 knots during a transatlantic ocean crossing. If sailing ship cruises appeal to you, a few options are available. Wind Surf (342 guests) summers in Europe, before crossing the Atlantic for a season in the Caribbean, with a focus on the southerly Leeward Islands offering the small-ship yachting experience and great value for money too .

Meanwhile the smaller Wind Star (148 guests) weaves her magic on a sailing cruise in the Greek islands during the summer, the perfect area to explore under sail, and in the winter combines the iconic transit of the Panama Canal with the magical Pacific coast of Costa Rica, plus in Winter 2026 you will find her in the Canary Islands . Sister ship Wind Spirit operates similar itineraries in summer and winter months, but including convenient Barbados round-trip departures in her Caribbean season.

Request a Windstar Cruises brochure >

Windstar Cruises - Wind Star at sunset

The only French flagged cruise line, Ponant, offer some of the best cruise ships in the industry - they have a fleet of sleek and chic motor yachts which are extremely popular, but Ponant regulars remain supremely loyal to the first ship of the fleet, Le Ponant itself (the name means 'setting sun').

Having undergone a complete refit in 2021, when her already small guest numbers where reduced further from 64 to just 32, Le Ponant offers a truly private, welcoming and intimate environment. Sophisticated yet friendly, this ship gives you a little taste of France at sea, for al fresco cruising at its best. Ponant's itineraries are some of the most interesting and unique out there and on board Le Ponant you can explore Cape Verde, Croatia, Corsica, and the Caribbean .

Request a Ponant brochure >

Ponant Cruises - Le Ponant in the Maldives

Sea Cloud Cruises

Tall ships Sea Cloud and Sea Cloud II give an authentic taste of classic sailing traditions, and in 2021 they were joined by the newly built Sea Cloud Spirit , a fully rigged three-master. Teak decks, polished wood, sparkling brass and carefully stowed ropes will captivate any sailor.

On these sailing cruise ships, sailing is not just for show - it is a true craft. When the orders ring out over the deck and the crew climb the masts to hoist the sails, e very single manoeuvre marks a centuries-old ritual being brought to life. Combine that with great itineraries, genial fellow guests and the best in service, and you have a winner. The vessels are often chartered, so look out for sailing cruise opportunities in Europe and the Caribbean.

Request a Sea Cloud Cruises brochure >

sea cloud spirit

Star Clippers

The beautiful clipper ships of Star Clippers are unique sailing cruise ships charting a new age of sail, with a passionately loyal following of sail and cruise enthusiasts alike. Royal Clipper , Star Clipper and Star Flyer are modern ships, created for people who love their creature comforts alongside the traditions and romance of the legendary era of sailing ship cruises.

On these ships, you can hide away in the nets at the bow, or even (not for the faint-hearted) climb the mast (with safety harness provided) to one of the passenger lookout crow's nests.

Request a Star Clippers brochure >

Star Clipper deck

As always, if you have any questions or want to chat to us about anything, simply leave an enquiry or give us a call on 020 7399 7670.

cruise ship sailboat

Edwina Lonsdale is Managing Director and together with husband Matthew, owner of Mundy Cruising. Most recently she's cruised on Windstar and has also sailed with Silversea, Seabourn, Regent Seven Seas, Crystal, SeaDream, Ponant, AmaWaterways and Aqua Expeditions. Her favourite destination is the Galapagos however she's also enjoyed cruises in the Mediterranean, Danube, Middle East, East Africa & Indian Ocean, Brahmaputra, Vietnam, Cambodia, Laos, the Mekong, Thailand, Singapore, Malaysia, the Philippines, the Caribbean and the Arctic. When she’s not travelling she loves reading, food and wine.

cruise ship sailboat

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