| 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. | $3,999 Up To $500 Onboard Credit | | Onboard Credit! |
| 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. | $4,599 Up To $500 Onboard Credit | | Onboard Credit! |
| 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. | $3,999 Up To $500 Onboard Credit | | |
| Dec 20, 2025 | SeaDream Yacht Club | SeaDream I | Caribbean | Philipsburg | San Juan del Sur | 7 Nights | Charlestown, Nevis, St. Kitts & Nevis | Gustavia, St. Barths, F.W.I. | Philipsburg, Sint Maarten, Dutch Caribbean | Prickly Pear, B.V.I, B. V. I. | San Juan, Puerto Rico | Sandy Ground, Anguilla,B.W.I. | $3,999 Up To $500 Onboard Credit | | Onboard Credit! |
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| Apr 18, 2026 | SeaDream Yacht Club | SeaDream I | Transatlantic | Philipsburg | Malaga | 14 Nights | Chrishi Beach Club, Nevis, St. Kitts & Nevis | Malaga, Spain | Philipsburg, Sint Maarten, Dutch Caribbean | $4,799 Up To $500 Onboard Credit | | Onboard Credit! |
| 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 | | Onboard Credit! |
| 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 | | 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! |
2 reviews | Jan 18, 2026 | SeaDream Yacht Club | SeaDream II | Caribbean | Philipsburg | San Juan del Sur | 7 Nights | Charlestown, Nevis, St. Kitts & Nevis | Falmouth Bay, Antigua and Barbuda | Gustavia, St. Barths, F.W.I. | Philipsburg, Sint Maarten, Dutch Caribbean | Saba, Netherlands Antilles | San Juan, Puerto Rico | Terre De Haut, Îles des Saintes, Guadeloupe, F.W.I. | White Bay, Jost van Dyke, B. V. I. | $4,399 Up To $500 Onboard Credit | | Onboard Credit! |
2 reviews | Mar 01, 2026 | SeaDream Yacht Club | SeaDream II | Caribbean | Philipsburg | Charlotte Amalie | 7 Nights | Charlestown, Nevis, St. Kitts & Nevis | Charlotte Amalie, St. Thomas, U.S.V.I. | Falmouth Bay, Antigua and Barbuda | Gustavia, St. Barths, F.W.I. | Iles des Saintes, Guadeloupe, F.W.I. | Philipsburg, Sint Maarten, Dutch Caribbean | Saba, Netherlands Antilles | White Bay, Jost van Dyke, B. V. 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 | | |
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 | | |
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 | | Balcony! |
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) |
8 reviews | Nov 30, 2024 | Star Clippers | Star Flyer | Caribbean - Eastern | Philipsburg | Philipsburg | 7 Nights | Cabrits, Dominica | Charlestown, Nevis | Deshaies, Guadeloupe | Gustavia, St. Barts | Philipsburg, St. Maarten | Terre-de-Haut, Iles des Saintes | $1,640 Up To $200 Onboard Credit | | Rebate! |
8 reviews | Dec 07, 2024 | Star Clippers | Star Flyer | Caribbean - Eastern | Philipsburg | Philipsburg | 7 Nights | Basseterre, St. Kitts (morning) | Gustavia, St. Barts | Philipsburg, St. Maarten | Road Bay, Anguilla | Sopers Hole - Tortola, British Virgin Islands (BVI) | South Friars Bay - Beach, St. Kitts (afternoon) | Spanish Town - Virgin Gorda, British Virgin Islands (B.V.I) | White Bay, Jost van Dyke (B.V.I.) | $1,640 Up To $200 Onboard Credit | | |
8 reviews | Dec 14, 2024 | Star Clippers | Star Flyer | Caribbean - Eastern | Philipsburg | Philipsburg | 7 Nights | Cabrits, Dominica | Charlestown, Nevis | Deshaies, Guadeloupe | Gustavia, St. Barts | Philipsburg, St. Maarten | Terre-de-Haut, Iles des Saintes | $1,640 Up To $200 Onboard Credit | | Rebate! |