24 reviews | Mar 29, 2025 | Windstar | Wind Surf | Europe | Philipsburg | Lisbon | 14 Nights | Lisbon | Ponta Delgada | St. Maarten | $2,499 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
1 reviews | Mar 29, 2025 | Ponant | Le Ponant | Caribbean - Eastern | Philipsburg | Marigot | 7 Nights | Beef Island | Jost Van Dyke | Marigot | Norman Island | Philipsburg | Virgin Gorda | $8,200 Up To $1000 Onboard Credit | | |
8 reviews | Mar 29, 2025 | Star Clippers | Star Flyer | Europe | Philipsburg | Lisbon | 20 Nights | Lisbon, Portugal | Philipsburg, St. Maarten | Ponta Delgada - Azores, Portugal | $3,100 Up To $500 Onboard Credit | | Rebate! |
8 reviews | Mar 29, 2025 | Star Clippers | Star Flyer | Europe | Philipsburg | Cannes | 35 Nights | Almeria, Spain | Cadiz, Spain | Cannes, France | Cartagena, Spain | Gibraltar, British Overseas Territory | Ibiza - Balearic Islands, Spain | Lisbon, Portugal | Mahon, Menorca - Balearic Islands, Spain | Malaga, Spain | Palma de Mallorca, Mallorca - Balearic Islands, Spain | Philipsburg, St. Maarten | Ponta Delgada - Azores, Portugal | Portimao, Portugal | Puerto Banus - Marbella, Spain | St. Tropez, France | Tangier, Morocco | $5,430 Up To $750 Onboard Credit | | |
Need Help Planning A Cruise?
Our cruise experts can help you:
- Find the best discounts
- Hold a cabin for 24 hours for free
- Receive personalized recommendations
- Book handicap accessible cabins
|
| 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 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! |
| 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 19, 2025 | SeaDream Yacht Club | SeaDream I | Transatlantic | Philipsburg | Malaga | 13 Nights | Malaga, Spain | Philipsburg, Sint Maarten, Dutch Caribbean | $4,199 Up To $500 Onboard Credit | | |
8 reviews | Nov 22, 2025 | 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.) | $1,730 Up To $250 Onboard Credit | | |
8 reviews | Nov 29, 2025 | 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 | $1,730 Up To $250 Onboard Credit | | Rebate! |
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 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) |
8 reviews | Dec 06, 2025 | 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.) | $1,730 Up To $250 Onboard Credit | | Rebate! |
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) |
8 reviews | Dec 13, 2025 | 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 | $1,730 Up To $250 Onboard Credit | | Rebate! |
24 reviews | Dec 14, 2025 | Windstar | Wind Surf | Caribbean | Philipsburg | Philipsburg | 7 Nights | Falmouth Harbour | Gustavia | Jost Van Dyke, Great Harbour | Road Bay | Soper's Hole | St. Maarten | Virgin Gorda / Prickly Pear | $2,399 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
24 reviews | Dec 14, 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 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
| 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! |
8 reviews | Dec 20, 2025 | Star Clippers | Star Flyer | Caribbean | 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.) | $1,730 Up To $250 Onboard Credit | | |