Sailing the Caribbean on a small ship cruise with Adventure Life
Winners of one of our Travel Video Contests, Dusty and Nikki Green, share a video of their reward trip: An unforgettable Caribbean sailing adventure on the Liberty Clipper. They perfectly captured the unique personality of this retreat in the Bahamas. Want to explore for yourself? Me too!
Caribbean Travel Deals
| Trip Name | Save | From | Days | Next Departure | Summary |
|---|---|---|---|---|---|
| Treasure Islands | Custom Label | $1960 | 8 | Nov 22, 2025 | Don't miss the opportunity to relax on one of the beaches and enjoy the tropical sun's warmth. Soak up the sun in one of the world's most gorgeous … |
| Eastern Caribbean with St. Barths | $9990 | 8 | Dec 6, 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 … | |
| Leeward Islands | Custom Label | $1960 | 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 … |
| Exploring South America | Custom Label | $21580 | 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, … |
| Cruising the Leeward Islands | $10990 | 8 | Dec 27, 2025 | Set sail on an 8-day cruise from Marigot, Saint Martin, aboard the Emerald Sakara, visiting stunning destinations like Anguilla and Virgin Gorda. … | |
| Eastern Caribbean with St. Barths | $7990 | 8 | Dec 6, 2025 | Embark on an 8-day Caribbean cruise aboard Emerald Sakara. Discover Anguilla’s pristine beaches, Gustavia’s vibrant streets, Nevis' historic … | |
| Grenadines & Windwards Yachting | $7990 | 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 … | |
| Vibes of the Virgin Islands | $7590 | 8 | Dec 13, 2026 | Set sail on an 8-day Caribbean cruise aboard Emerald Sakara from Saint Thomas to discover the Caribbean’s finest destinations. Explore the stunning … | |
| Quintessential Caribbean | $7990 | 8 | Jan 9, 2027 | Embark on an 8-day Caribbean cruise aboard the Emerald Sakara. Explore the vibrant culture of San Juan, the charm of Saint John, the tranquil beaches … | |
| Caribbean Yachting Hideaways | $8390 | 8 | Dec 20, 2025 | Set sail on an 8-day cruise from San Juan to St. John aboard the Emerald Azzurra, exploring stunning beaches and vibrant island towns. Visit … |
