Sail the eastern Caribbean aboard the elegant Sea Cloud II, exploring a broad sweep of islands shaped by volcanic landscapes, colonial history and vibrant local cultures. From the intimate harbors of the Grenadines to French-influenced Guadeloupe, historic St. Kitts, wild Dominica and the dramatic coastline of St. Lucia, each destination reveals a distinct facet of the region. Unhurried days at sea beneath billowing sail allow the timeless rhythm of tall-ship life to unfold, while each island visit blends cultural discovery with the Caribbean’s extraordinary natural beauty. Together, these experiences create a richly varied journey through the eastern Caribbean.
Arrive in Barbados and settle into your cabin aboard the elegant Sea Cloud II. Cast off this evening as you enjoy dinner and your first Caribbean sunset.
Begin the morning on deck, where the crew climbs aloft to raise the sails of Sea Cloud II by hand. Anchor at tiny Bequia by afternoon. Explore the charming waterfront and immerse yourself in this unique maritime culture. Swim along palm-fringed beaches or join the expedition team to visit a traditional model boat museum. In Port Elizabeth, browse the local market and stroll the waterfront Belmont Walkway.
Just three miles long and one mile wide, Union Island is nicknamed "the Tahiti of the West Indies" due to its dramatic volcanic silhouette. After a day at sea, stretch your legs with a walk along the beach at Chatham Bay, go for a swim in the surrounding turquoise waters and admire Sea Cloud II anchored off the coast. Enjoy a BBQ lunch on the bay and indulge in some local flavors before setting sail this afternoon.
Enjoy a full day under sail on the Caribbean Sea. Relax with a book, photograph the ship's exquisite details and attend talks by experts on the natural wonders and cultures of the islands that await.
Distinctly French in character and culture, Terre-de-Haut charms with colorful houses and bustling island life. Enjoy postcard views from Fort Napoléon, with its cactus garden, iguanas and maritime museum. Then stroll through the French colonial town center and swim from a nearby sandy beach.
With its mountainous interior and rugged coastline of sheltered bays, St. Kitts is a striking island with a relaxed, local character. Spend the morning exploring Brimstone Hill Fortress, a UNESCO World Heritage site, along with the gardens of Romney Manor and a traditional Caribbean batik workshop. In the afternoon, stroll the historic streets of Basseterre or take a refreshing dip in the warm Caribbean waters.
While sailing between islands, enjoy impeccable service and cuisine and deepen your understanding of the region with lectures from your expedition team. On the Lido Deck, settle into comfortable steamer chairs with a drink in hand and watch the crew adeptly navigate clear waters as you relax in the warm, balmy breeze.
Spend the day exploring Dominica, known as “the Nature Island” for its untamed beauty and many protected reserves. Hike through lush rainforest, then join a historian in exploring the ruins of Fort Shirley, an 18th-century British garrison, to learn about Dominica's turbulent colonial history. Enjoy a sunset cocktail at the fort or go for a refreshing swim before casting off.
Arrive at St. Lucia and anchor under the island's iconic twin peaks, the Pitons, which rise dramatically above the sea. After exploring the fishing port of Soufrière, drive into St. Lucia's volcanic caldera and discover the otherworldly landscape of mud pools and sulfur springs. Visit the tropical Mamiku botanical gardens—backed by the gorgeous Diamond Falls—and delve into the grounds’ complex history, which dates back to the reign of Louis XIV. Weather permitting, set sail as the winds fill the sails in a glorious spectacle. Enjoy the captain’s farewell reception and dinner to celebrate the end of a fantastic voyage.
Disembark Sea Cloud II after breakfast for flights home.
Itineraries are subject to change.
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Vessel Type: Tall Ship (Sailing)
Length: 105 metres
Passenger Capacity: 88
Built: 2001
Sea Cloud II is a romantic tall ship that masterfully blends the elegance of classic sailing with the comfort and convenience of modern luxury. Inspired by her legendary predecessor from the 1930s, this three-masted barque is fitted with 23 sails and is hand-sailed whenever possible, adding a sense of theatre and tradition to every voyage. With 44 cabins accommodating just 88 guests, the atmosphere aboard remains intimate and relaxed, while the interiors evoke the charm of a bygone era—polished wood, sweeping staircases, and vintage nautical style—all paired with the contemporary standards of a premium expedition ship.
Guests aboard Sea Cloud II enjoy spacious decks for sun-soaked sailing days, al fresco dining on the Lido Deck, and a wellness area featuring a sauna, massage therapy, and fitness facilities. The ship’s welcoming indoor spaces include an elegant dining room and a comfortable lounge for evening Recaps hosted by expert field staff such as historians and photo instructors. Meals focus on locally sourced ingredients and regional cuisine, served in an informal yet refined setting. With an open Bridge policy and wide, accessible passageways, Sea Cloud II invites guests not just to relax, but to immerse themselves fully in the experience of life under sail.






