Trip Name | From | Days | Next Departure | Summary |
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Grenadine Islands | $2,020 | 8 | Dec 06, 2025 | On this 8-day expedition cruise, the Royal Clipper explores the Grenadine Islands. Enjoy blissful, laid-back beach days and appreciate the beauty of nature on this Caribbean adventure. |
Classic Yachtsman Caribbean | $2,020 | 8 | Nov 29, 2025 | Set sail on an 8-day cruise aboard the Royal Clipper, starting in Antigua. Highlights include snorkeling in Les Saintes, Dominica’s lush rainforests, Grenada’s spice markets, and Barbados’ rich heritage. |
Grenadines & Windwards Yachting | $7,990 | 8 | Nov 15, 2025 | Set sail on an 8-day extraordinary Caribbean cruise, discovering pristine beaches and vibrant coral reefs while hopping between culturally rich islands aboard Emerald Sakara. Enjoy pristine beaches, vibrant local cultures, and water activities like swimming and snorkeling. |
Eastbound Atlantic Ocean Crossing | $3,200 | 17 | Mar 28, 2026 | Embark on this 17-day Eastbound Atlantic Ocean Crossing cruise aboard Royal Clipper, starting from the port of Bridgetown. Experience the allure of the Azores, and play host to transatlantic yachtsmen, traders, and explorers. It stands on the green and fertile island of Sao Miguel. Finally, conclude your cruise in the city of Lisbon, Portugal. |
Gliding the Waters of the Windward Islands | $8,370 | 8 | Jan 03, 2026 | Explore the Caribbean on an 8-day cruise aboard Le Ponant. Visit Dominica to explore mangroves and meet the Kalinago people. Cruise through Saint Vincent and the Grenadines, snorkeling in Tobago Cays' clear waters. Experience sunsets, local culture, and beaches in Marie-Galante. This cruise combines relaxation and adventure in the Caribbean. |
Discover Eastern Caribbean & Grenadines | $21,340 | 15 | Dec 06, 2025 | Set sail on a 15-day cruise to explore unspoiled beaches, vibrant coral reefs, and captivating island cultures. Experience the genuine warmth of the locals as you hop between tropical paradises, creating unforgettable memories aboard the Emerald Sakara. |
Discover Eastern Caribbean & Grenadines | $15,180 | 15 | Nov 15, 2025 | Set sail on a 15-day cruise to explore unspoiled beaches, vibrant coral reefs, and captivating island cultures. Experience the genuine warmth of the locals as you hop between tropical paradises, creating unforgettable memories aboard the Emerald Sakara. |
Discover Eastern Caribbean & Grenadines | $15,980 | 15 | Jan 16, 2027 | Set sail on a 15-day Caribbean journey, where pristine beaches, vibrant coral reefs, and island-hopping adventures immerse you in diverse cultures. Experience the genuine warmth of local hospitality as you explore tropical paradises aboard the Emerald Azzurra. |
Trip Name | From | Days | Next Departure | Summary |
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Cruising the Caribbean's Windward Islands – with Smithsonian Journeys | $6,800 | 9 | Feb 28, 2026 | 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. |
Barbados to Panama | $4,350 | 15 | Nov 01, 2025 | Starting at the Caribbean port of Bridgetown, this 15-day cruise aboard the Royal Clipper sails through the turquoise Caribbean waters en route to the Panama Canal, visiting Grenada, Bonaire, Curacao, Aruba, and Colombia along the way. Explore the tropical jungles, snorkel in vibrant reefs, immerse yourself in tribal culture, and marvel at the Panama Canal. |
Caribbean Sojourn | $7,190 | 7 | Jan 03, 2027 | Embark on a 7-day Caribbean adventure aboard the Emerald Azzurra. Set sail from Barbados and explore diverse islands including Soufrière’s mud baths, Falmouth Harbour’s historic dockyard, Îles des Saintes’ picturesque beaches, Gustavia’s vibrant streets, and Marigot’s charming French town. |
Windward Islands | $2,020 | 8 | Dec 13, 2025 | Sail aboard the Royal Clipper on an 8-day journey through vibrant Caribbean islands, pristine beaches, and rich history. Highlights include Dominica’s lush Cabrits National Park, Antigua’s Falmouth Harbor, and Martinique’s stunning shores. |
Eastbound Atlantic Ocean Crossing | $5,610 | 29 | Mar 28, 2026 | Set sail on a 29-day Eastbound Atlantic Ocean cruise aboard Royal Clipper. Enjoy sailing, historic ports, and scenic coastal landscapes. |
Eastern Caribbean with St. Barths | $7,590 | 8 | Dec 06, 2026 | Set sail on an 8-day cruise aboard the Emerald Azzurra, exploring idyllic beaches and vibrant coral reefs—Island-hop through diverse cultures, with the warmth of the locals adding to your luxurious yacht experience. |
Barbados to Panama | $4,240 | 15 | Nov 29, 2025 | Set sail on a 15-day cruise with Star Clipper from Bridgetown, Barbados, exploring the Caribbean’s rich culture and history, ending in Balboa, Panama. Visit stunning destinations like Tobago Cays, Grenada, and the San Blas Islands, and experience the Panama Canal. |
Leeward Islands | $1,960 | 8 | Nov 29, 2025 | The Star Flyer authentic clipper hosts this 8-day cruise of the Caribbean, departing on a roundtrip from St. Maarten and sailing 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. |
Exploring South America | $21,580 | 21 | Oct 11, 2025 | On this 21-day Exploring South America Cruise from Barbados to Brazil aboard SH Vega, explore South America's Atlantic coast from Barbados to Brazil, encountering the Amazon Rainforest's biodiversity, colonial history in cities like Georgetown and Paramaribo, and natural wonders like Lençóis Maranhenses and the Amazon River mouth. |
Eastern Caribbean with St. Barths | $7,590 | 8 | Dec 20, 2026 | Set sail on an 8-day cruise aboard the Emerald Azzura, island-hopping through vibrant cultures and breathtaking landscapes. Discover pristine beaches, vivid coral reefs, and the genuine warmth of locals while enjoying the elegance of a luxury yacht experience. |