Cruises from Philipsburg, St. Maarten 2025/2026
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As a large-scale seller of Cruises from Philipsburg, St. Maarten 2025/2026, we are able to offer you unbeatable prices and unparalleled value. With cruise line volume buys plus our low everyday prices you can save up to 80% versus the brochure price! Once you have found the discounted cruise of your choice, please call our cruise consultants to book your vacation and save money with our first-rate personalized service! Book your cruise today with AffordableTours.com, your discounted cruise headquarters.
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Sail Date | Cruise Line | Ship | Destination | Departs | Length | Price | You Save | Discounts | ||||
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8 reviews ![]() | 7 night Treasure Islands | Feb 15, 2025 | Star Clippers![]() | Star Flyer | 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.) | $1,870 Shipboard Credit Per Stateroom ($150) | Shipboard Credit Per Stateroom ($150) | View Itinerary | Get FREE Quote |
25 reviews ![]() | 7 night Caribbean (Beach Fun & Sun: A Remote Caribbean Getaway (Feb 15 2025)) | Feb 15, 2025 | Windstar![]() | Wind Surf | Philipsburg | Philipsburg | 7 Nights | Gustavia | Jost Van Dyke, Great Harbour | Philipsburg, St. Maarten | Road Bay | Soper's Hole | $2,306 Shipboard Credit Per Person ($150) | Shipboard Credit Per Person ($150) | View Itinerary | Get FREE Quote |
8 reviews ![]() | 7 night Leeward Islands | Feb 22, 2025 | Star Clippers![]() | Star Flyer | Philipsburg | Philipsburg | 7 Nights | Cabrits, Dominica | Charlestown, Nevis | Deshaies, Guadeloupe | Gustavia, St. Barts | Philipsburg, St. Maarten | Terre-de-Haut, Iles des Saintes | $1,870 Shipboard Credit Per Stateroom ($150) | Shipboard Credit Per Stateroom ($150) | View Itinerary | Get FREE Quote |
9 reviews ![]() | 7-day Yachtsman's Caribbean | Feb 22, 2025 | Seabourn![]() | Ovation | Philipsburg | Bridgetown | 7 Nights | Bridgetown, Barbados | Fort-De-France, Martinique | Grenada | Philipsburg, St. Maarten | Port Elizabeth, Bequia | $4,818 Up To $500 Onboard Credit Welcome Reception Exclusive Amenity Distinctive Host | *Distinctive Voyage | View Itinerary | Get FREE Quote |
9 reviews ![]() | 14-day Caribbean Gems In Depth | Feb 22, 2025 | Seabourn![]() | Ovation | Philipsburg | Philipsburg | 14 Nights | Antigua | Bridgetown, Barbados | Fort-De-France, Martinique | Grenada | Jost Van Dyke, B.V.I. | Philipsburg, St. Maarten | Port Elizabeth, Bequia | St. Lucia | $8,677 Up To $1000 Onboard Credit Welcome Reception Exclusive Amenity Distinctive Host | *Distinctive Voyage | View Itinerary | Get FREE Quote |
25 reviews ![]() | 7 night Caribbean (Classic Caribbean (Feb 22 2025)) | Feb 22, 2025 | Windstar![]() | Wind Surf | Philipsburg | Philipsburg | 7 Nights | Basseterre | Charlestown | Gustavia | Les Saintes | Philipsburg, St. Maarten | Pigeon Island | Roseau | $2,611 Up To $300 Onboard Credit | View Itinerary | Get FREE Quote | |
8 reviews ![]() | 7 night Treasure Islands | Mar 01, 2025 | Star Clippers![]() | Star Flyer | 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.) | $1,870 Shipboard Credit Per Stateroom ($150) | Shipboard Credit Per Stateroom ($150) | View Itinerary | Get FREE Quote |
1 reviews ![]() | 7 night Caribbean (Philipsburg to Marigot) | Mar 01, 2025 | Ponant![]() | Le Ponant | Philipsburg | Marigot | 7 Nights | Beef Island | Jost Van Dyke | Marigot | Norman Island | Philipsburg | Virgin Gorda | $8,710 Up To $1000 Onboard Credit | View Itinerary | Get FREE Quote | |
25 reviews ![]() | 7 night Caribbean (Beach Fun & Sun: A Remote Caribbean Getaway (Mar 1 2025)) | Mar 01, 2025 | Windstar![]() | Wind Surf | Philipsburg | Philipsburg | 7 Nights | Gustavia | Jost Van Dyke, Great Harbour | Philipsburg, St. Maarten | Road Bay | Soper's Hole | $2,377 Shipboard Credit Per Person ($150) | Shipboard Credit Per Person ($150) | View Itinerary | Get FREE Quote |
8 reviews ![]() | 7 night Leeward Islands | Mar 08, 2025 | Star Clippers![]() | Star Flyer | Philipsburg | Philipsburg | 7 Nights | Cabrits, Dominica | Charlestown, Nevis | Deshaies, Guadeloupe | Gustavia, St. Barts | Philipsburg, St. Maarten | Terre-de-Haut, Iles des Saintes | $1,870 Shipboard Credit Per Stateroom ($150) | Shipboard Credit Per Stateroom ($150) | View Itinerary | Get FREE Quote |
9 reviews ![]() | 7-day Yachtsman's Caribbean | Mar 08, 2025 | Seabourn![]() | Ovation | Philipsburg | Bridgetown | 7 Nights | Bridgetown, Barbados | Fort-De-France, Martinique | Grenada | Philipsburg, St. Maarten | Port Elizabeth, Bequia | $4,818 Shipboard Credit Per Person ($100) | Shipboard Credit Per Person ($100) | View Itinerary | Get FREE Quote |
9 reviews ![]() | 19-day Yachtsman's Caribbean & Atlantic Passage | Mar 08, 2025 | Seabourn![]() | Ovation | Philipsburg | Lisbon | 19 Nights | Bridgetown, Barbados | Fort-De-France, Martinique | Grenada | Lisbon, Portugal | Madeira, Portugal | Philipsburg, St. Maarten | Port Elizabeth, Bequia | Saint Pierre et Miquelon, France | $8,690 Up To $1000 Onboard Credit Welcome Reception Exclusive Amenity Distinctive Host | *Distinctive Voyage | View Itinerary | Get FREE Quote |
2 reviews ![]() | 8 night Marigot to San Juan | Mar 08, 2025 | SeaDream Yacht Club![]() | SeaDream II | Philipsburg | San Juan del Sur | 8 Nights | Charlestown, Nevis, St. Kitts & Nevis | Cruz Bay, St. John, U.S.V.I. | Gustavia, St. Barths, F.W.I. | Norman Island, B. V. I. | Philipsburg, Sint Maarten, Dutch Caribbean | San Juan, Puerto Rico | Sandy Ground, Anguilla, B.W.I. | Spanish Town, Virgin Gorda, B. V. I. | White Bay, Jost van Dyke, B. V. I. | $6,679 Up To $750 Onboard Credit | Onboard Credit! | View Itinerary | Get FREE Quote |
25 reviews ![]() | 14 night Star Collector Voyages (Caribbean Explorations (Mar 8 2025)) | Mar 08, 2025 | Windstar![]() | Wind Surf | Philipsburg | Philipsburg | 14 Nights | Basseterre | Charlestown | Gustavia | Jost Van Dyke, Great Harbour | Les Saintes | Philipsburg, St. Maarten | Pigeon Island | Road Bay | Roseau | Soper's Hole | $5,619 Shipboard Credit Per Person ($150) | Shipboard Credit Per Person ($150) | View Itinerary | Get FREE Quote |
25 reviews ![]() | 6 night Caribbean (Beach Fun & Sun: A Remote Caribbean Getaway (Mar 8 2025)) | Mar 08, 2025 | Windstar![]() | Wind Surf | Philipsburg | Philipsburg | 6 Nights | Falmouth Harbour | Gustavia | Jost Van Dyke, Great Harbour | Philipsburg, St. Maarten | Road Bay | Soper's Hole | $2,306 Up To $250 Onboard Credit | Onboard Credit! | View Itinerary | Get FREE Quote |
8 reviews ![]() | 7 night Treasure Islands | Mar 15, 2025 | Star Clippers![]() | Star Flyer | 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.) | $1,870 Shipboard Credit Per Stateroom ($150) | Shipboard Credit Per Stateroom ($150) | View Itinerary | Get FREE Quote |
![]() | 7 night Philipsburg to Bridgetown | Mar 15, 2025 | SeaDream Yacht Club![]() | SeaDream I | 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. | $5,719 Up To $750 Onboard Credit | Onboard Credit! | View Itinerary | Get FREE Quote |
25 reviews ![]() | 14 night Star Collector Voyages (Caribbean Explorations (Mar 15 2025)) | Mar 15, 2025 | Windstar![]() | Wind Surf | Philipsburg | Philipsburg | 14 Nights | Basseterre | Charlestown | Gustavia | Jost Van Dyke, Great Harbour | Les Saintes | Philipsburg, St. Maarten | Pigeon Island | Road Bay | Roseau | Soper's Hole | $6,919 Shipboard Credit Per Person ($150) | Shipboard Credit Per Person ($150) | View Itinerary | Get FREE Quote |
25 reviews ![]() | 7 night Caribbean (Classic Caribbean (Mar 15 2025)) | Mar 15, 2025 | Windstar![]() | Wind Surf | Philipsburg | Philipsburg | 7 Nights | Basseterre | Charlestown | Gustavia | Les Saintes | Philipsburg, St. Maarten | Pigeon Island | Roseau | $2,771 Up To $300 Onboard Credit Welcome Reception Exclusive Amenity Distinctive Host | *Distinctive Voyage | View Itinerary | Get FREE Quote |
8 reviews ![]() | 7 night Leeward Islands | Mar 22, 2025 | Star Clippers![]() | Star Flyer | Philipsburg | Philipsburg | 7 Nights | Cabrits, Dominica | Charlestown, Nevis | Deshaies, Guadeloupe | Gustavia, St. Barts | Philipsburg, St. Maarten | Terre-de-Haut, Iles des Saintes | $1,870 Shipboard Credit Per Stateroom ($150) | Shipboard Credit Per Stateroom ($150) | View Itinerary | Get FREE Quote |
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