Tall Ship Caribbean Sailing Adventure

After a refreshing morning swim in the bay, it’s time to set the sails towards the island of Dominica, where Oosterschelde will anchor in the bay near Rousseau by late afternoon.

Day 3

Dominica is the largest and most mountainous island of the Windward Islands of the Lesser Antilles. Still relatively untouched by mass tourism, it offers an authentic Caribbean experience. Join a guided hike across the island where you can find a natural pool beneath a jungle waterfall for an unforgettable swim!

Day 4

Our next destination is Guadeloupe. Guadeloupe is an archipelago in its own right with the main butterfly-shaped island surrounded by even more miniature versions of this tropical paradise. The main island is divided by the Salee River, home to jungle swamps, and connected only by a couple of bridges.

More than a quarter of the island is designated as a National Park, making it a haven for nature enthusiasts. Visitors can spend their day exploring the park, climbing the La Soufrière volcano, or walking through lush rainforests. Snorkelers and divers are urged to visit the Jacques Cousteau diving site, which is often regarded as one of the most beautiful diving locations in the world.

Day 6

After a refreshing morning swim, sail on to the volcanic island of Montserrat. The eruption of the Soufriere Hills Volcano in 1995 devastated the island, with the last two decades spent re-building and growing the population.

Day 7

Spend the day exploring Montserrat. Dubbed one of the most dramatic islands in the Caribbean for its geological history and landscape, it is home to towering mountain peaks and rainforest hillsides.  Nowadays, Montserrat draws tourists wanting to experience a little bit of authentic, laid back Caribbean island life. A slow rhythm with friendly locals, rainforest trails and wonderful bird-watching opportunities where cruise liners are yet to arrive. 

Spend the day under sail to the island of Nevis, part of the Lesser Antilles and a constituent state of Saint Kitts and Nevis. Christopher Columbus discovered the island in 1493 and named it Nevis, believing he saw snow on the summit of the island’s highest mountain.

Day 9

This highest peak is the mysterious Nevis Peak, a dormant volcano surrounded by lush jungle and hiking trails. Today, you can opt for a hike through the rainforest, or history enthusiasts may enjoy visiting Charlestown to see colonial architecture and the birthplace of Alexander Hamilton, one of the United States’ Founding Fathers.

Day 10

Hoisting the sails, our next destination is the island of Saint-Barthélemy. The French-speaking island of St Barths has long been dubbed the playground of the rich and famous with pristine beaches, gourmet dining and designer boutiques.

Day 11

Away from the hustle and bustle, a tropical paradise awaits with luscious mountains, stretches of soft white-sand beaches and beautiful flowering gardens filled with hibiscus. This volcanic island is surrounded by shallow reefs, so it makes for great snorkelling and swimming too.

Day 12 – 13

For the final time, we hoist the sails and head toward the final destination of our journey, St Martin. The island is divided into a Dutch and French side. We will anchor in the bay near Marigot, on the French side, in the late afternoon. The next morning, after breakfast, you will disembark.

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Please use this day-by-day itinerary as a guide, as it will depend on the wind and weather!