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Philipsburg Cruises 2024/2025

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Sail Date	Cruise Line	Ship	Destination	Departs	Length	Price	You Save	Discounts
8 reviews	7 night Leeward Islands	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	$1,875 Up To $250 Onboard Credit View Cruise Get FREE Quote		View Itinerary	Get FREE Quote
8 reviews	7 night Treasure Islands	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.)	$1,875 Up To $250 Onboard Credit View Cruise Get FREE Quote	Rebate!	View Itinerary	Get FREE Quote
8 reviews	7 night Leeward Islands	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	$1,875 Up To $250 Onboard Credit View Cruise Get FREE Quote		View Itinerary	Get FREE Quote
	7 night Charlotte Amalie, St. Thomas to San Juan	Dec 14, 2024	SeaDream Yacht Club	SeaDream I	Caribbean	Philipsburg	Philipsburg	7 Nights	Gustavia, St. Barths, F.W.I. \| Norman Island, B. V. I. \| Philipsburg, Sint Maarten, Dutch Caribbean \| Prickly Pear, B. V. I. \| Saba, Netherlands Antilles \| Sandy Ground, Anguilla,B.W.I. \| Soper's Hole, Tortola, B. V. I. \| Spanish Town, Virgin Gorda, B. V. I.	$4,619 Up To $500 Onboard Credit View Cruise Get FREE Quote		View Itinerary	Get FREE Quote
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	7 night San Juan to Charlotte Amalie, St. Thomas	Dec 21, 2024	SeaDream Yacht Club	SeaDream I	Caribbean	Philipsburg	Philipsburg	7 Nights	Charlestown, Nevis, St. Kitts & Nevis \| Gustavia, St. Barths, F.W.I. \| Norman Island, B. V. I. \| Philipsburg, Sint Maarten, Dutch Caribbean \| Sandy Ground, Anguilla,B.W.I. \| White Bay, Jost van Dyke, B. V. I.	$5,119 Up To $750 Onboard Credit View Cruise Get FREE Quote	Onboard Credit!	View Itinerary	Get FREE Quote
25 reviews	7 night Caribbean (Classic Caribbean 7D PH1-PH1 (Dec 21 2024))	Dec 21, 2024	Windstar	Wind Surf	Caribbean - Eastern	Philipsburg	Philipsburg	7 Nights	Basseterre \| Charlestown \| Gustavia \| Les Saintes \| Pigeon Island \| Roseau \| St. Maarten	$2,450 Up To $250 Onboard Credit View Cruise Get FREE Quote	Onboard Credit!	View Itinerary	Get FREE Quote
8 reviews	7 night Treasure Islands Christmas Cruise	Dec 21, 2024	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.)	$1,875 Up To $250 Onboard Credit View Cruise Get FREE Quote		View Itinerary	Get FREE Quote
8 reviews	7 night Leeward Islands New Years Cruise	Dec 28, 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	$2,075 Up To $250 Onboard Credit View Cruise Get FREE Quote	Rebate!	View Itinerary	Get FREE Quote
	7 night Charlotte Amalie, St. Thomas to Marigot	Dec 28, 2024	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 \| Spanish Town, Virgin Gorda, B. V. I. \| Terre De Haut, Îles des Saintes, Guadeloupe, F.W.I. \| White Bay, Jost van Dyke, B. V. I.	$7,119 Up To $750 Onboard Credit View Cruise Get FREE Quote	Onboard Credit!	View Itinerary	Get FREE Quote
8 reviews	7 night Treasure Islands	Jan 04, 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.)	$1,875 Up To $250 Onboard Credit View Cruise Get FREE Quote	Rebate!	View Itinerary	Get FREE Quote
	7 night Philipsburg to Bridgetown	Jan 04, 2025	SeaDream Yacht Club	SeaDream I	Caribbean	Philipsburg	Bridgetown	7 Nights	Bridgetown, Barbados, Barbados \| Falmouth Bay, Antigua and Barbuda \| 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.	$4,919 Up To $500 Onboard Credit View Cruise Get FREE Quote		View Itinerary	Get FREE Quote
25 reviews	14 night Star Collector Voyages (Caribbean Explorations 14D PH1-PH1 (Jan 4 2025))	Jan 04, 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	$5,519 Up To $750 Onboard Credit View Cruise Get FREE Quote		View Itinerary	Get FREE Quote
25 reviews	7 night Caribbean (Classic Caribbean 7D PH1-PH1 (Jan 4 2025))	Jan 04, 2025	Windstar	Wind Surf	Caribbean - Eastern	Philipsburg	Philipsburg	7 Nights	Basseterre \| Charlestown \| Gustavia \| Les Saintes \| Pigeon Island \| Roseau \| St. Maarten	$3,251 Up To $500 Onboard Credit View Cruise Get FREE Quote	Onboard Credit!	View Itinerary	Get FREE Quote
8 reviews	7 night Leeward Islands	Jan 11, 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	$1,875 Up To $250 Onboard Credit View Cruise Get FREE Quote	Rebate!	View Itinerary	Get FREE Quote
25 reviews	14 night Star Collector Voyages (Caribbean Explorations 14D PH1-PH1 (Jan 11 2025))	Jan 11, 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	$5,219 Up To $750 Onboard Credit View Cruise Get FREE Quote		View Itinerary	Get FREE Quote
25 reviews	7 night Caribbean (Beach Fun & Sun: A Remote Caribbean Getaway 7D PH1-PH1 (Jan 11 2025))	Jan 11, 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	$3,267 Up To $500 Onboard Credit View Cruise Get FREE Quote		View Itinerary	Get FREE Quote
9 reviews	7-day Yachtsman's Caribbean	Jan 11, 2025	Seabourn	Ovation	Caribbean	Philipsburg	Bridgetown	7 Nights	Bridgetown, Barbados \| Fort-De-France, Martinique \| Grenada \| Philipsburg, St. Maarten \| Port Elizabeth, Bequia	$4,433 Up To $500 Onboard Credit Welcome Reception Exclusive Amenity Distinctive Host View Cruise Get FREE Quote	*Distinctive Voyage	View Itinerary	Get FREE Quote
9 reviews	14-day Caribbean Gems In Depth	Jan 11, 2025	Seabourn	Ovation	Caribbean	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	$7,467 Up To $750 Onboard Credit Welcome Reception Exclusive Amenity Distinctive Host View Cruise Get FREE Quote	*Distinctive Voyage	View Itinerary	Get FREE Quote
8 reviews	7 night Treasure Islands	Jan 18, 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.)	$1,875 Up To $250 Onboard Credit View Cruise Get FREE Quote		View Itinerary	Get FREE Quote
25 reviews	7 night Caribbean (Classic Caribbean 7D PH1-PH1 (Jan 18 2025))	Jan 18, 2025	Windstar	Wind Surf	Caribbean - Eastern	Philipsburg	Philipsburg	7 Nights	Basseterre \| Charlestown \| Gustavia \| Les Saintes \| Pigeon Island \| Roseau \| St. Maarten	$3,251 Up To $500 Onboard Credit Welcome Reception Exclusive Amenity Distinctive Host View Cruise Get FREE Quote	*Distinctive Voyage	View Itinerary	Get FREE Quote

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Learn More About Philipsburg Cruises

Review: 9 Night Bermuda And Caribbean Cruise With Royal Caribbean
Read a traveler review about her 9 night Bermuda & Caribbean Cruise with Royal Caribbean, from Cape Liberty, NJ on Anthem of the Seas.
Review: Eastern Caribbean With MSC Cruises
By: Shub Masood, Administrative Assistance This summer, my parents, children, and I cruised along the Eastern Caribbean with MSC Cruises aboard their brand new ship, the Seaside. I was a little nervous about trying out a European cruise line, because I didn’t know if the service and other quality standards would be up to par with…
Review: 7 Night Eastern Caribbean Cruise With Royal Caribbean
By: Cristina Elias, Administrative and Accounting Manager This year, my family and I took an Eastern Caribbean cruise with Royal Caribbean. We sailed on the Oasis of the Seas out of Orlando on a 7-night journey, stopping in Philipsburg, San Juan and Labadee.

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