Sailing the Caribbean on the Legendary Sea Cloud

8-Day Escorted Tour


The Tour

While there are many ways to travel the Caribbean, you’ll find that exploring aboard an authentic square-rigger tall ship offers an unrivaled experience and guarantees you an in-depth encounter with all its wonders. The 58-guest Sea Cloud is an extraordinary, historic yacht that will enable you to:

  • Experience the power of sailing aboard a four-masted, 30-sail tall ship
  • Sail into smaller, lesser-known ports and anchorages of the “old Caribbean”
  • Explore the islands’ wildlife, cultures, and the undersea, too
  • Enjoy the relaxed pace of Caribbean life and traveling by private sailing yacht

Built in Germany in 1931, the Sea Cloud carries 30 sails and measures a total of 32,000 square feet.

Read Owen Hardy’s report of the Society’s October, 2015 voyage by clicking here. Click here to see our short Sea Cloud photo album.

The Society of International Railway Travelers and Lindblad Expeditions, both Virtuoso partners, are delighted to join in offering this fabulous journey.

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The Itinerary

Day 1: U.S./Barbados/Embark
Arrive in Barbados and settle into your cabin aboard the elegant Sea Cloud. Cast off this evening, and enjoy dinner and our first Caribbean sunset. (D)

Day 2: Under Sail
Begin the morning on deck, where sailors climb aloft to raise the Sea Cloud’s sails by hand. Enjoy a full day under sail across the Caribbean. Relax with a book, photograph the ship’s exquisite details, and attend talks by our experts on the natural history and culture of the islands we will soon explore. (B, L, D)

Day 3: Dominica
Spend the day exploring Dominica, known as “the nature island” for its spectacular beauty and many protected reserves. Hike through enchanting rain forest. Join our historian in exploring the ruins of Fort Shirley, an 18th-century British garrison, and learn about Dominica’s turbulent colonial history. Go for a refreshing swim before casting off for a sunset seen from the sea. (B, L, D)

Day 4: Îles des Saintes/Under Sail
Distinctly French in character and culture, the shops, homes, and people of Les Saintes are colorful, tasteful, and delightful. Enjoy picture-postcard views from Fort Napoléon, with its cactus garden, iguanas, and maritime museum. Then stroll through French colonial Terre-de-Haut and swim and snorkel from a nearby sandy beach. In the afternoon, we set sail south on a beam reach, as the winds fill the square sails in a glorious spectacle. (B, L, D)

Day 5: Under Sail/Bequia, the Grenadines
Sail aboard our magnificent ship in the morning and anchor at tiny Bequia by afternoon. Explore the charming waterfront and immerse yourself in this unique maritime culture. Go snorkeling at a nearby reef, swim along palm-backed beaches, or join our staff to visit a traditional model boat museum. In Port Elizabeth, we’ll find local crafts, markets, and one of the best bookstores in the West Indies. (B, L, D)

Day 6: Under Sail/Exploring the Grenadines
Spend the morning aboard Sea Cloud under sail, exploring the idyllic Grenadine Islands with their quintessential tropical cays. We’ll have options to snorkel among myriad colorful fish, or enjoy the sheltered white-sand beaches of the area. (B, L, D)

Day 7: Les Pitons, St. Lucia/Under Sail
Arrive at St. Lucia and anchor under the island’s iconic twin peaks, Les Pitons, which rise dramatically above the sea. After exploring the fishing port of Soufrière, drive into St. Lucia’s active volcanic crater and discover the otherworldly landscape of mud pools and sulfur springs. Take a tropical walk through botanical gardens alive with birds and the backdrop rush of Diamond Falls. Spend the afternoon sailing as we return to Barbados. (B, L, D)

DAY 8: Barbados/Disembark/Home
Disembark, tour the island, and transfer to the airport for your return flight. (B, L)

Legend for Meals: B – Breakfast, L – Lunch, D – Dinner

2020 Dates:

February 14 - 21
February 21 - 28
February 28 - March 6

2021 Dates:

February 16-23
February 23-March 2
March 2-9

The Prices

2020 Pricing:
Accommodations Price
Category 1 $8,730
Category 2 $9,980
Category 3 $12,090
Category 4 $12,610
Original/Deluxe Category B $14,130
Original/Deluxe Category A $14,890
Owner’s Suites $17,170
The price of a single Category 1 cabin is $13,490.
2021 Pricing:
Accommodations Price
Category 1 $9,290
Category 2 $10,630
Category 3 $12,850
Category 4 $13,420
Original/Deluxe Category B $15,020
Original/Deluxe Category A $15,840
Owner’s Suites $18,280
The price of a single Category 1 cabin is $13,940.
Deposit price for all accommodations is $1,500 per person
Prices are per person, double occupancy.


What’s included aboard the ship: All meals and non-alcoholic beverages, hors d’oeuvres and snacks during the Recap periods, complimentary bar tab, gratuities.

What’s included off the ship: Hotels and meals on land, as indicated in itinerary; sightseeing and entrance fees, all excursions and snorkeling gear (where relevant).

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The Highlights

  • Sail the waters of the Caribbean aboard the elegant tall ship Sea Cloud
  • Explore the captivating rain forest of Dominica
  • Take in the French culture of Îles des Saintes
  • Snorkel among the colorful fish off the coast of the Grenadine Islands
  • Admire the active volcanic crater, mud pools, and sulfur springs in Les Pitons, St. Lucia
  • Wine included with lunch and dinner. Bar Drinks and gratuities also included
The Sea Cloud at sunset.
The Sea Cloud at sunset.
Open deck spaces abound for watching the choreography of the Sea Cloud under sail.
Open deck spaces abound for watching the choreography of the Sea Cloud under sail.
Restaurant on the Sea Cloud
Restaurant on the Sea Cloud
Cabin 1, Marjorie Merriweather Post's opulent suite
Cabin 1, Marjorie Merriweather Post's opulent suite