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Guadeloupe Small Ship Cruises

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Tour to the blissful island of Guadeloupe that forms an overseas region of France in the Caribbean. This island is located South of the island of Antigua and north of the island of Dominica and the official language is French but most of the population also speaks Antillean Creole. Be prepared to eat fantastic French-Caribbean fusion cuisines, taste French wine, and experience some of the best rum the Caribbean has to offer. Tour through the Memorial Acte or simply relax in the beautiful St. Anne and Pointe des Chateaux beaches. Or, if you're interested in the unique, isolated history and culture of the island simply visit the Memorial ACTe museum. Tour the Caribbean on a small ship cruise that allows access to smaller coves, reefs, and ports. Contact our travel experts to start planning your ideal trip to Guadeloupe today!

10 Best Guadeloupe Small Ship Cruises for 2024-2025

Mountains by the ocean in St Lucia

On the Sunny Side of Life

Philipsburg Roundtrip
8 Days from $5,055
Discover deep volcanic lakes, dense rainforests, waterfalls, and small river courses that form the primordial backdrop of the islands' sugar cane fields and spice plantations. The scent of cloves, cinnamon, and nutmeg hang in the air wherever you go.
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Dock going out into the crystal blue ocean

Classic Yachtsman Caribbean

Antigua to Barbados
8 Days from $1,660
Royal Clipper offers the ultimate sea-going experience as you travel to the beautiful beaches and landscapes of the Caribbean. This 8-day sailing journey is unforgettable, with destinations including Barbados, St. Lucia, Dominica, Antigua, Martinique, and more!
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Learn about the history of the Caribbean

Embracing Inner Spirit and Thriving Caribbean Cruise

Saint Martin to Barbados
8 Days from $6,614
Explore the Caribbean in this 8-day itinerary. Start in Philipsburg, Sint Maarten, Gustavia, Saint-Barthélemy, Deshaies in Guadeloupe, Saint-Pierre, Martinique, Soufriere, St Lucia, and conclude in Bridgetown, Barbados.
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Beautiful beach in Dominica

Leeward Islands

Philipsburg to Philipsburg
8 Days from $1,600
The Star Flyer authentic clipper hosts this 8-day cruise of the Caribbean, departing on a roundtrip from St. Maarten and sailing Nevis, Dominica, Iles des Saintes, Guadeloupe, Antigua, and St. Barts. As the wind blows your ship across turquoise waters through thousands of cays, snorkel in the clear water, relax on sunny beaches or hike to the tropical mountaintops.
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Explore colorful Gustavia

Sailing on the Warm Trade Wind

Philipsburg to Santo Domingo
8 Days from $4,955
Sail like Christopher Columbus on the balmy trade winds of the Caribbean, drifting from island to island in blissful relaxation aboard Sea Cloud II. Visit St Maarten, St. Barths, Îles des Saintes, Virgin Gorda, and the Dominican Republic.
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Relax on the sunny beaches of the Caribbean

Eastern Caribbean with St. Barths

Bridgetown - Marigot
8 Days from $8,890
On an 8-day voyage on the Emerald Azzurra, visit St. Barths and the Eastern Caribbean. Discover the azure waters of Tobago Cay National Park while introducing St. Lucia's natural splendor, including Soufrière's thermal springs, floral gardens, and waterfalls.
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Scuba diving in Tobago cays

Eastern Caribbean and Grenadines

St. John's to St. John's
8 Days from $8,890
On the Emerald Sakara, take an 8-day cruise to discover the Eastern Caribbean and Grenadines. Experience the wonder of Soufrière’s natural hot springs, botanical gardens, and waterfalls, and try the delicious, sweet treats of Terre-de-Haut in Guadeloupe.
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Soufriere bay, St Lucia

Pearls of the Caribbean

Roundtrip Fort-de-France
9 Days from $5,020
Join Le Bellot on its 9-day sailing expedition roundtrip from Fort-de-France and explore the enchanting islands in the Caribbean Sea visiting Port Elizabeth, St. George's, Saint Lucia, Soufrière and many more!
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Relax on the shores of the Caribbean

Cruising the Caribbean's Windward Islands – with Smithsonian Journeys

Vieux Fort - Vieux Fort
9 Days from $6,050
From Vieux Fort, St. Lucia set sail aboard Le Bellot for a 9-day Caribbean Windward cruise to visit the heart of the most enchanting islands in the Caribbean Sea. Before disembarking in Vieux Fort, explore long stretches of white-sand beaches, idyllic turquoise waters, and the laid-back island way of life.
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Pink beach huts in the Caribbean

Windward Islands

Bridgetown to Bridgetown
8 Days from $1,660
Board the luxurious Royal Clipper sailing ship for this 8-day roundtrip cruise of the Caribbean, departing from Bridgetown, Barbados to St. Lucia, Dominica, Antigua, St. Kitts, Martinique, and more! Snorkel in turquoise reefs, explore tropical rainforests, relax on the sun-kissed beaches, and delight in exotic markets and charming seaside cafes.
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Top 2 Guadeloupe Luxury Small Ship Cruises for 2024-2025

Soufriere bay, St Lucia

Pearls of the Caribbean

Roundtrip Fort-de-France
9 Days from $5,020
Join Le Bellot on its 9-day sailing expedition roundtrip from Fort-de-France and explore the enchanting islands in the Caribbean Sea visiting Port Elizabeth, St. George's, Saint Lucia, Soufrière and many more!
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Mountains by the ocean in St Lucia

Pearls of the Caribbean

Roundtrip Fort-de-France
9 Days from $5,830
Join Le Dumont-d'Urville on its 9-day sailing expedition roundtrip from Fort-de-France and explore the enchanting islands in the Caribbean Sea visiting Port Elizabeth, St. George's, Saint Lucia, Soufrière and many more!
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Best Guadeloupe Small Ship Cruise Lines for 2024-2025

  • Ponant - the sole French cruise line lets you escape to les Saintes - Guadeloupe in luxury. Discover the rich and diverse seabed beneath the clear waters on an unforgettable diving excursion aboard the explorer ship Le Champlain and get lost in the horizon as you watch the colorful saintoise fishing boats take to the seas. 
  • Star Clippers Americas - the acknowledged specialist in sailing cruises, has been sharing the dream with thousands of passengers from all over the world onboard its three sailing ships. Star Flyer is a true clipper ship, reflecting its proud heritage, the tradition, and the charm of the legendary era of sailing. This 115 meters long boat carries just 166 guests in pampered comfort across Guadeloupe. 
  • Sea Cloud Cruises - have sails that are still traditionally set by hand – a real piece of work. It is always a spectacular moment when the sailors climb the rigging, loosen the heavy cloth and then powerfully tension the lines on deck. Majestic tall ships Sea Cloud and Sea Cloud II, offer you a balanced mixture of real sailing experience and exciting discoveries ashore in Guadeloupe.

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