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 | | |
9 reviews | Jan 17, 2026 | Seabourn | Ovation | Caribbean | Philipsburg | Philipsburg | 14 Nights | Antigua | Bridgetown, Barbados | Grenada | Jost Van Dyke, B.V.I. | Philipsburg, St. Maarten | Port Elizabeth, Bequia | Saint Pierre et Miquelon, France | St. Lucia | $7,241 Up To $750 Onboard Credit | | Suite! |
9 reviews | Jan 31, 2026 | Seabourn | Ovation | Caribbean | Philipsburg | Bridgetown | 14 Nights | Bridgetown, Barbados | Grenada | Philipsburg, St. Maarten | Port Elizabeth, Bequia | Rodney Bay, Saint Lucia | Roseau, Dominica | Saint Pierre et Miquelon, France | $7,357 Up To $750 Onboard Credit | | Suite! |
9 reviews | Feb 21, 2026 | Seabourn | Ovation | Caribbean | Philipsburg | Philipsburg | 14 Nights | Antigua | Bridgetown, Barbados | Grenada | Jost Van Dyke, B.V.I. | Philipsburg, St. Maarten | Port Elizabeth, Bequia | Saint Pierre et Miquelon, France | St. Lucia | $7,241 Up To $750 Onboard Credit | | Suite! |
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9 reviews | Mar 07, 2026 | Seabourn | Ovation | Caribbean | Philipsburg | Bridgetown | 14 Nights | Bridgetown, Barbados | Grenada | Philipsburg, St. Maarten | Port Elizabeth, Bequia | Rodney Bay, Saint Lucia | Roseau, Dominica | Saint Pierre et Miquelon, France | $7,357 Up To $750 Onboard Credit | | Suite! |
| Apr 09, 2025 | SeaDream Yacht Club | SeaDream I | Caribbean | Philipsburg | Philipsburg | 5 Nights | Falmouth Bay, Antigua and Barbuda | Gustavia, St. Barths, F.W.I. | Philipsburg, Sint Maarten, Dutch Caribbean | White Bay, Jost van Dyke, B. V. I. | $3,099 Up To $500 Onboard Credit | | |
| Apr 14, 2025 | SeaDream Yacht Club | SeaDream I | Caribbean | Philipsburg | Philipsburg | 5 Nights | Gustavia, St. Barths, F.W.I. | Norman Island, B. V. I. | Philipsburg, Sint Maarten, Dutch Caribbean | Spanish Town, Virgin Gorda, B. V. I. | White Bay, Jost van Dyke, B. V. I. | $3,099 Up To $500 Onboard Credit | | Onboard Credit! |
| Apr 13, 2025 | SeaDream Yacht Club | SeaDream I | Caribbean | Philipsburg | Philipsburg | 6 Nights | Gustavia, St. Barths, F.W.I. | Norman Island, B. V. I. | Philipsburg, Sint Maarten, Dutch Caribbean | Sandy Ground, Anguilla,B.W.I. | Spanish Town, Virgin Gorda, B. V. I. | White Bay, Jost van Dyke, B. V. I. | $3,399 Up To $500 Onboard Credit | | Onboard Credit! |
| Nov 14, 2026 | SeaDream Yacht Club | SeaDream I | Caribbean | Philipsburg | Bridgetown | 7 Nights | Bridgetown, Barbados, Barbados | Gustavia, St. Barths, F.W.I. | Leverick Bay, Virgin Gorda, B. V. I. | Mayreau, St. Vincent and the Grenadines | Norman Island, B. V. I. | Philipsburg, Sint Maarten, Dutch Caribbean | Soper's Hole, Tortola, B. V. I. | Spanish Town, Virgin Gorda, B. V. I. | Terre De Haut, Îles des Saintes, Guadeloupe, F.W.I. | $4,399 Up To $500 Onboard Credit | | Onboard Credit! |
5 reviews | Jan 04, 2026 | Silversea | Silver Shadow | Caribbean | Philipsburg | Philipsburg | 7 Nights | Les Saintes, Guadeloupe | Little Bay, Montserrat, Montserrat | Philipsburg, St. Maarten | St. Johns, Antigua | St. Thomas, Virgin Islands | $6,100 Up To $750 Onboard Credit | | Balcony! |
5 reviews | Jan 11, 2026 | Silversea | Silver Shadow | Caribbean | Philipsburg | Philipsburg | 7 Nights | Les Saintes, Guadeloupe | Little Bay, Montserrat, Montserrat | Philipsburg, St. Maarten | St. Johns, Antigua | St. Thomas, Virgin Islands | $6,100 Up To $750 Onboard Credit | | Balcony! |
5 reviews | Jan 18, 2026 | Silversea | Silver Shadow | Caribbean | Philipsburg | Bridgetown | 7 Nights | Gustavia, Saint Barthélemy | Philipsburg, St. Maarten | Roseau, Dominica | St. John, Virgin Islands | $6,100 Up To $750 Onboard Credit | | Balcony! |
5 reviews | Feb 19, 2026 | Silversea | Silver Shadow | Caribbean | Philipsburg | Philipsburg | 7 Nights | Les Saintes, Guadeloupe | Little Bay, Montserrat, Montserrat | Philipsburg, St. Maarten | St. Johns, Antigua | St. Thomas, Virgin Islands | $5,900 Up To $750 Onboard Credit | | |
5 reviews | Feb 26, 2026 | Silversea | Silver Shadow | Caribbean | Philipsburg | Bridgetown | 7 Nights | Gustavia, Saint Barthélemy | Philipsburg, St. Maarten | Roseau, Dominica | St. John, Virgin Islands | $5,900 Shipboard Credit Per Person ($300) | | Shipboard Credit Per Person ($300) |
24 reviews | Jan 18, 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 | $4,499 Up To $500 Onboard Credit | | Onboard Credit! |
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 | $3,999 Up To $500 Onboard Credit | | Onboard Credit! |
24 reviews | Dec 02, 2025 | Windstar | Wind Surf | Caribbean | Philipsburg | Philipsburg | 5 Nights | Gustavia | Jost Van Dyke, Great Harbour | Soper's Hole | St. Maarten | Virgin Gorda / Prickly Pear | $1,899 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
24 reviews | Dec 02, 2025 | Windstar | Wind Surf | Caribbean | Philipsburg | Philipsburg | 12 Nights | Basseterre | Charlestown | Gustavia | Jost Van Dyke, Great Harbour | Les Saintes | Pigeon Island | Roseau | Soper's Hole | St. Maarten | Virgin Gorda / Prickly Pear | $3,299 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
24 reviews | Dec 07, 2025 | Windstar | Wind Surf | Caribbean | Philipsburg | Philipsburg | 7 Nights | Basseterre | Charlestown | Gustavia | Les Saintes | Pigeon Island | Roseau | St. Maarten | $2,299 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
24 reviews | Dec 07, 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 | $3,699 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |