Philipsburg Small Ship Cruises
Travel made your way ™
| Trip Name | From | Days | Next Departure | Summary |
|---|---|---|---|---|
| Westbound Atlantic Ocean Crossing | $4600 | 25 | Oct 29, 2025 | Embark on a 25-day cruise aboard the Star Flyer, visiting Malaga, Gibraltar, Tangier, Cadiz, Safi, Arrecife, Puerto del Rosario, Las Palmas, San … |
| Enjoy Caribbean Rhythms at the Turn of the Year | $11595 | 15 | Explore the best of the Caribbean on this cruise aboard the Sea Cloud. From the Dutch Colonial port town of Philipsburg, sail to the British Virgin … | |
| Barefoot through Balmy January | $8995 | 10 | Jan 10, 2025 | Experience an unforgettable 10-day Caribbean sailing adventure, visiting islands from St. Maarten to Barbados. Visit iconic spots like St. Barths, … |
| Caribbean Yachting Hideaways | $7190 | 8 | Dec 21, 2024 | Embark on an 8-day Caribbean adventure aboard the luxurious Emerald Azzurra. Explore Culebra’s pristine beaches, Vieques’ lovely waterfront, Cruz … |
| Treasure Islands | $1640 | 8 | Dec 21, 2024 | 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 … |
| Western Antilles | $2480 | 8 | Oct 5, 2026 | Explore the Caribbean in this 8-day itinerary. Start in Philipsburg, Sint Maarten, Gustavia, Saint-Barthelemy, Deshaies in Guadeloupe, Saint-Pierre, … |
| Leeward Islands | $1640 | 8 | Dec 28, 2024 | 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 … |
| Trip Name | From | Days | Next Departure | Summary |
|---|---|---|---|---|
| Westbound Atlantic Ocean Crossing | $4600 | 25 | Oct 29, 2025 | Embark on a 25-day cruise aboard the Star Flyer, visiting Malaga, Gibraltar, Tangier, Cadiz, Safi, Arrecife, Puerto del Rosario, Las Palmas, San … |
| Caribbean Yachting Hideaways | $7190 | 8 | Dec 21, 2024 | Embark on an 8-day Caribbean adventure aboard the luxurious Emerald Azzurra. Explore Culebra’s pristine beaches, Vieques’ lovely waterfront, Cruz … |
| Ship Name | Max Passengers | From | Summary |
|---|---|---|---|
| Star Flyer | 170 | $1640 | The Star Flyer is a stylish vessel designed to accommodate 170 passengers in an intimate and comfortable atmosphere. This true clipper ship reflects … |
| Sea Cloud | 64 | $8995 | With occupancy for just 64 guests, the Sea Cloud is a modern and elegant windjammer outfitted with modern amenities and uniquely decorated cabins. … |
| Sea Cloud II | 94 | $10995 | The Sea Cloud II is a legendary windjammer comparable to her sister ship, the Sea Cloud. Featuring her own unique character, the Sea Cloud II … |
| Emerald Azzurra | 100 | $7190 | As Emerald's first-ever ocean superyacht, the luxurious Emerald Azzurra is designed to take up to 100 passengers sailing along the Adriatic Coast, … |
| Sea Cloud Spirit | 136 | $7500 | Sea Cloud Spirit is a modern and elegant windjammer with occupancy for 136 guests and a crew of 85. It gives you an amazing opportunity of traveling … |
| SH Vega | 152 | $2480 | 5-star elegant Scandi-design boutique ship offers you an intimate setting from which you will be fully immersed in all the sights and scenery of your … |
| Trip Name | Save | From | Days | Next Departure | Summary |
|---|---|---|---|---|---|
| Caribbean Yachting Hideaways | Custom Label | $7190 | 8 | Dec 21, 2024 | Embark on an 8-day Caribbean adventure aboard the luxurious Emerald Azzurra. Explore Culebra’s pristine beaches, Vieques’ lovely waterfront, Cruz … |
