| Jan 25, 2025 | SeaDream Yacht Club | SeaDream I | Caribbean | Philipsburg | White Bay | -1 Nights | Bridgetown, Barbados | Gustavia, St. Barths, F.W.I. | Norman Island, B. V. I. | Philipsburg, Sint Maarten, Dutch Caribbean | Port Elizabeth, Bequia, St. Vincent and the Grenadines | Soper's Hole, Tortola, B. V. I. | Terre De Haut, Îles des Saintes, Guadeloupe, F.W.I. | Tobago Cays, St. Vincent and the Grenadines | White Bay, Jost van Dyke, B. V. I. | $3,999 Up To $500 Onboard Credit | | | View Itinerary | Get FREE Quote |
| Feb 01, 2025 | SeaDream Yacht Club | SeaDream I | Caribbean | Philipsburg | Philipsburg | 7 Nights | Falmouth Bay, Antigua and Barbuda | Gustavia, St. Barths, F.W.I. | Norman Island, B. V. I. | Philipsburg, Sint Maarten, Dutch Caribbean | Prickly Pear, B.V.I, B. V. I. | South Friars Bay, St. Kitts & Nevis | Spanish Town, Virgin Gorda, B. V. I. | Terre De Haut, Îles des Saintes, Guadeloupe, F.W.I. | $4,691 Up To $500 Onboard Credit | | | View Itinerary | Get FREE Quote |
24 reviews | Feb 01, 2025 | Windstar | Wind Surf | Caribbean - Eastern | Philipsburg | Philipsburg | 14 Nights | Basseterre | Charlestown | Falmouth Harbour | Gustavia | Jost Van Dyke, Great Harbour | Les Saintes | Pigeon Island | Road Bay | Roseau | Soper's Hole | St. Maarten | Virgin Gorda | $4,799 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) | View Itinerary | Get FREE Quote |
24 reviews | Feb 01, 2025 | Windstar | Wind Surf | Caribbean - Eastern | Philipsburg | Philipsburg | 7 Nights | Falmouth Harbour | Gustavia | Jost Van Dyke, Great Harbour | Road Bay | Soper's Hole | St. Maarten | Virgin Gorda | $2,799 Up To $300 Onboard Credit | | Onboard Credit! | View Itinerary | Get FREE Quote |
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1 reviews | Feb 01, 2025 | Ponant | Le Ponant | Caribbean - Eastern | Philipsburg | Marigot | 7 Nights | Beef Island | Jost Van Dyke | Marigot | Norman Island | Philipsburg | Virgin Gorda | $8,710 Up To $1000 Onboard Credit | | Onboard Credit! | View Itinerary | Get FREE Quote |
| Feb 08, 2025 | SeaDream Yacht Club | SeaDream I | Caribbean | Philipsburg | Bridgetown | 7 Nights | Bridgetown, Barbados, Barbados | Gustavia, St. Barths, F.W.I. | Mayreau, St. Vincent and the Grenadines | Philipsburg, Sint Maarten, Dutch Caribbean | Rodney Bay, Saint Lucia | Sandy Ground, Anguilla,B.W.I. | Sint Eustatius, Netherlands Antilles | Soufriere Bay, Saint Lucia | Terre De Haut, Îles des Saintes, Guadeloupe, F.W.I. | $4,399 Up To $500 Onboard Credit | | Onboard Credit! | View Itinerary | Get FREE Quote |
24 reviews | Feb 08, 2025 | Windstar | Wind Surf | Caribbean - Eastern | Philipsburg | Philipsburg | 14 Nights | Basseterre | Charlestown | Falmouth Harbour | Gustavia | Jost Van Dyke, Great Harbour | Les Saintes | Pigeon Island | Road Bay | Roseau | Soper's Hole | St. Maarten | Virgin Gorda | $4,899 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) | View Itinerary | Get FREE Quote |
24 reviews | Feb 08, 2025 | Windstar | Wind Surf | Caribbean - Eastern | Philipsburg | Philipsburg | 7 Nights | Basseterre | Charlestown | Gustavia | Les Saintes | Pigeon Island | Roseau | St. Maarten | $3,199 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) | View Itinerary | Get FREE Quote |
24 reviews | Feb 15, 2025 | Windstar | Wind Surf | Caribbean - Eastern | Philipsburg | Philipsburg | 14 Nights | Basseterre | Charlestown | Falmouth Harbour | Gustavia | Jost Van Dyke, Great Harbour | Les Saintes | Pigeon Island | Road Bay | Roseau | Soper's Hole | St. Maarten | Virgin Gorda | $4,599 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) | View Itinerary | Get FREE Quote |
24 reviews | Feb 15, 2025 | Windstar | Wind Surf | Caribbean - Eastern | Philipsburg | Philipsburg | 7 Nights | Falmouth Harbour | Gustavia | Jost Van Dyke, Great Harbour | Road Bay | Soper's Hole | St. Maarten | Virgin Gorda | $2,999 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) | View Itinerary | Get FREE Quote |
24 reviews | Feb 22, 2025 | Windstar | Wind Surf | Caribbean - Eastern | Philipsburg | Philipsburg | 7 Nights | Basseterre | Charlestown | Gustavia | Les Saintes | Pigeon Island | Roseau | St. Maarten | $2,799 Up To $300 Onboard Credit | | | View Itinerary | Get FREE Quote |
9 reviews | Feb 22, 2025 | Seabourn | Ovation | Caribbean | Philipsburg | Bridgetown | 7 Nights | Bridgetown, Barbados | Fort-De-France, Martinique | Philipsburg, St. Maarten | Port Elizabeth, Bequia | $4,179 Up To $500 Onboard Credit Welcome Reception Exclusive Amenity Distinctive Host | | *Distinctive Voyage | View Itinerary | Get FREE Quote |
9 reviews | Feb 22, 2025 | Seabourn | Ovation | Caribbean | Philipsburg | Philipsburg | 14 Nights | Antigua | Bridgetown, Barbados | Fort-De-France, Martinique | Jost Van Dyke, B.V.I. | Philipsburg, St. Maarten | Port Elizabeth, Bequia | St. Lucia | $7,549 Up To $1000 Onboard Credit Welcome Reception Exclusive Amenity Distinctive Host | | *Distinctive Voyage | View Itinerary | Get FREE Quote |
24 reviews | Feb 22, 2025 | Windstar | Wind Surf | Caribbean | Philipsburg | Philipsburg | 14 Nights | Basseterre | Charlestown | Falmouth Harbour | Gustavia | Jost Van Dyke, Great Harbour | Les Saintes | Pigeon Island | Road Bay | Roseau | Soper's Hole | St. Maarten | Virgin Gorda / Prickly Pear | $4,399 Up To $500 Onboard Credit | | Onboard Credit! | View Itinerary | Get FREE Quote |
1 reviews | Mar 01, 2025 | Ponant | Le Ponant | Caribbean | Philipsburg | Marigot | 7 Nights | Beef Island | Jost Van Dyke | Marigot | Norman Island | Philipsburg | Virgin Gorda | $8,200 Up To $1000 Onboard Credit | | Onboard Credit! | View Itinerary | Get FREE Quote |
24 reviews | Mar 08, 2025 | Windstar | Wind Surf | Caribbean - Eastern | Philipsburg | Philipsburg | 14 Nights | Basseterre | Charlestown | Falmouth Harbour | Gustavia | Jost Van Dyke, Great Harbour | Les Saintes | Pigeon Island | Road Bay | Roseau | Soper's Hole | St. Maarten | Virgin Gorda | $4,799 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) | View Itinerary | Get FREE Quote |
24 reviews | Mar 08, 2025 | Windstar | Wind Surf | Caribbean - Eastern | Philipsburg | Philipsburg | 7 Nights | Falmouth Harbour | Gustavia | Jost Van Dyke, Great Harbour | Road Bay | Soper's Hole | St. Maarten | Virgin Gorda | $2,999 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) | View Itinerary | Get FREE Quote |
9 reviews | Mar 08, 2025 | Seabourn | Ovation | Caribbean | Philipsburg | Bridgetown | 7 Nights | Bridgetown, Barbados | Fort-De-France, Martinique | Philipsburg, St. Maarten | Port Elizabeth, Bequia | $4,179 Up To $500 Onboard Credit Welcome Reception Exclusive Amenity Distinctive Host | | *Distinctive Voyage | View Itinerary | Get FREE Quote |
9 reviews | Mar 08, 2025 | Seabourn | Ovation | Caribbean | Philipsburg | Lisbon | 19 Nights | Bridgetown, Barbados | Fort-De-France, Martinique | Lisbon, Portugal | Madeira, Portugal | Philipsburg, St. Maarten | Port Elizabeth, Bequia | Saint Pierre et Miquelon, France | $8,786 Up To $1000 Onboard Credit Welcome Reception Exclusive Amenity Distinctive Host | | *Distinctive Voyage | View Itinerary | Get FREE Quote |
| Mar 15, 2025 | SeaDream Yacht Club | SeaDream I | Caribbean | Philipsburg | Bridgetown | 7 Nights | Bridgetown, Barbados, Barbados | Deshaies, Guadeloupe, F.W.I. | Gustavia, St. Barths, F.W.I. | Mayreau, St. Vincent and the Grenadines | Philipsburg, Sint Maarten, Dutch Caribbean | Rodney Bay, Saint Lucia | Sandy Ground, Anguilla,B.W.I. | Soufriere Bay, Saint Lucia | Terre De Haut, Îles des Saintes, Guadeloupe, F.W.I. | $4,391 Up To $500 Onboard Credit | | | View Itinerary | Get FREE Quote |