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Windstar Cruises to Caribbean - All 2024/2025

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Cruises to Caribbean - All 2024/2025

Save up to 80% on Windstar cruises

As a large-scale seller of Windstar Cruises to Caribbean - All 2024/2025, 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 Windstar cruise of your choice, please call our cruise consultants to book your vacation and save money with our first-rate personalized service! Book your Windstar 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
15 reviews	22 night Star Collector Voyages (Fall Leaves & Caribbean Breezes 22D MTR-SJU (Oct 12 2024))	Oct 12, 2024	Windstar	Star Pride	Canada	Montreal	San Juan	22 Nights	Bar Harbor \| Basseterre \| Boston \| Cap aux Meules \| Gaspe \| Gustavia \| Halifax \| Hamilton \| Louisbourg \| Lunenburg \| Montreal \| Portland \| Quebec City \| San Juan \| St. George's \| Virgin Gorda	$7,129 Up To $750 Onboard Credit View Cruise Get FREE Quote	Suite!	View Itinerary	Get FREE Quote
15 reviews	11 night Canada & New England (Boston Sights, Caribbean Nights 11D BOS-SJU (Oct 23 2024))	Oct 23, 2024	Windstar	Star Pride	Caribbean	Boston	San Juan	11 Nights	Basseterre \| Boston \| Gustavia \| Hamilton \| San Juan \| St. George's \| Virgin Gorda	$2,999 Shipboard Credit Per Person ($100) View Cruise Get FREE Quote	Shipboard Credit Per Person ($100)	View Itinerary	Get FREE Quote
15 reviews	14 night Star Collector Voyages (Lovely Leewards 14D SJU-SJU (Nov 9 2024))	Nov 09, 2024	Windstar	Star Pride	Caribbean	San Juan	San Juan	14 Nights	Bequia \| Gustavia \| Jost Van Dyke, Great Harbour \| Les Saintes \| Little Bay \| Pigeon Island \| San Juan \| St. George's \| St. Maarten \| St. Thomas \| Virgin Gorda / Prickly Pear	$4,749 Shipboard Credit Per Person ($100) View Cruise Get FREE Quote	Shipboard Credit Per Person ($100)	View Itinerary	Get FREE Quote
11 reviews	10 night Caribbean (Hidden Treasures of the Lesser Antilles 10D BGI-BGI (Nov 27 2024))	Nov 27, 2024	Windstar	Wind Spirit	Caribbean	Bridgetown	Bridgetown	10 Nights	Bridgetown \| Gustavia \| Jost Van Dyke, Great Harbour \| Les Saintes \| Little Bay \| Pigeon Island \| Soper's Hole \| Virgin Gorda / Prickly Pear	$3,699 Shipboard Credit Per Person ($100) View Cruise Get FREE Quote	Shipboard Credit Per Person ($100)	View Itinerary	Get FREE Quote
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15 reviews	14 night Star Collector Voyages (White Sands of the Windwards 14D SJU-ORJ (Dec 7 2024))	Dec 07, 2024	Windstar	Star Pride	Caribbean	San Juan	Oranjestad	14 Nights	Bridgetown \| Gustavia \| Kralendijk \| Little Bay \| Man-O-War Bay \| Mayreau \| Oranjestad \| Pigeon Island \| Roseau \| San Juan \| Soufriere \| St. George's \| St. Thomas \| Willemstad	$4,299 Shipboard Credit Per Person ($100) View Cruise Get FREE Quote	Shipboard Credit Per Person ($100)	View Itinerary	Get FREE Quote
11 reviews	14 night Star Collector Voyages (Windward Treasures: An Antilles Odyssey 14D BGI-BGI (Dec 7 2024))	Dec 07, 2024	Windstar	Wind Spirit	Caribbean	Bridgetown	Bridgetown	14 Nights	Anse Mitan \| Bequia \| Bridgetown \| Castries \| Kingstown \| Les Saintes \| Little Bay \| Mayreau \| Pigeon Island \| Roseau \| St. George's \| The Pitons	$4,799 Shipboard Credit Per Person ($100) View Cruise Get FREE Quote	Shipboard Credit Per Person ($100)	View Itinerary	Get FREE Quote
11 reviews	14 night Star Collector Voyages (Windward Treasures: An Antilles Odyssey 14D BGI-BGI (Dec 14 2024))	Dec 14, 2024	Windstar	Wind Spirit	Caribbean	Bridgetown	Bridgetown	14 Nights	Anse Mitan \| Bequia \| Bridgetown \| Castries \| Kingstown \| Les Saintes \| Little Bay \| Mayreau \| Pigeon Island \| Roseau \| St. George's \| The Pitons	$4,999 Up To $750 Onboard Credit View Cruise Get FREE Quote	Onboard Credit!	View Itinerary	Get FREE Quote
11 reviews	7 night Caribbean (Windward Island Delights 7D BGI-BGI (Dec 14 2024))	Dec 14, 2024	Windstar	Wind Spirit	Caribbean	Bridgetown	Bridgetown	7 Nights	Anse Mitan \| Bridgetown \| Les Saintes \| Little Bay \| Pigeon Island \| Roseau	$2,899 Shipboard Credit Per Person ($100) View Cruise Get FREE Quote	Shipboard Credit Per Person ($100)	View Itinerary	Get FREE Quote
11 reviews	14 night Star Collector Voyages (Windward Treasures: An Antilles Odyssey 14D BGI-BGI (Dec 21 2024))	Dec 21, 2024	Windstar	Wind Spirit	Caribbean	Bridgetown	Bridgetown	14 Nights	Anse Mitan \| Bequia \| Bridgetown \| Castries \| Kingstown \| Les Saintes \| Little Bay \| Mayreau \| Pigeon Island \| Roseau \| St. George's \| The Pitons	$5,599 Shipboard Credit Per Person ($100) View Cruise Get FREE Quote	Shipboard Credit Per Person ($100)	View Itinerary	Get FREE Quote
11 reviews	14 night Star Collector Voyages (Windward Treasures: An Antilles Odyssey 14D BGI-BGI (Dec 28 2024))	Dec 28, 2024	Windstar	Wind Spirit	Caribbean	Bridgetown	Bridgetown	14 Nights	Anse Mitan \| Bequia \| Bridgetown \| Castries \| Kingstown \| Les Saintes \| Little Bay \| Mayreau \| Pigeon Island \| Roseau \| St. George's \| The Pitons	$4,899 Shipboard Credit Per Person ($100) View Cruise Get FREE Quote	Shipboard Credit Per Person ($100)	View Itinerary	Get FREE Quote
11 reviews	7 night Caribbean (Windward Island Delights 7D BGI-BGI (Dec 28 2024))	Dec 28, 2024	Windstar	Wind Spirit	Caribbean	Bridgetown	Bridgetown	7 Nights	Anse Mitan \| Bridgetown \| Les Saintes \| Little Bay \| Pigeon Island \| Roseau	$3,199 Shipboard Credit Per Person ($100) View Cruise Get FREE Quote	Shipboard Credit Per Person ($100)	View Itinerary	Get FREE Quote
11 reviews	14 night Star Collector Voyages (Windward Treasures: An Antilles Odyssey 14D BGI-BGI (Jan 4 2025))	Jan 04, 2025	Windstar	Wind Spirit	Caribbean	Bridgetown	Bridgetown	14 Nights	Anse Mitan \| Bequia \| Bridgetown \| Castries \| Kingstown \| Les Saintes \| Little Bay \| Mayreau \| Pigeon Island \| Roseau \| St. George's \| The Pitons	$4,799 Up To $500 Onboard Credit View Cruise Get FREE Quote		View Itinerary	Get FREE Quote
11 reviews	14 night Star Collector Voyages (Windward Treasures: An Antilles Odyssey 14D BGI-BGI (Jan 11 2025))	Jan 11, 2025	Windstar	Wind Spirit	Caribbean	Bridgetown	Bridgetown	14 Nights	Anse Mitan \| Bequia \| Bridgetown \| Castries \| Kingstown \| Les Saintes \| Little Bay \| Mayreau \| Pigeon Island \| Roseau \| St. George's \| The Pitons	$4,799 Shipboard Credit Per Person ($100) View Cruise Get FREE Quote	Shipboard Credit Per Person ($100)	View Itinerary	Get FREE Quote
11 reviews	7 night Caribbean (Windward Island Delights 7D BGI-BGI (Jan 11 2025))	Jan 11, 2025	Windstar	Wind Spirit	Caribbean	Bridgetown	Bridgetown	7 Nights	Anse Mitan \| Bridgetown \| Les Saintes \| Little Bay \| Pigeon Island \| Roseau	$2,999 Shipboard Credit Per Person ($100) View Cruise Get FREE Quote	Shipboard Credit Per Person ($100)	View Itinerary	Get FREE Quote
11 reviews	14 night Star Collector Voyages (Windward Treasures: An Antilles Odyssey 14D BGI-BGI (Jan 18 2025))	Jan 18, 2025	Windstar	Wind Spirit	Caribbean	Bridgetown	Bridgetown	14 Nights	Anse Mitan \| Bequia \| Bridgetown \| Castries \| Kingstown \| Les Saintes \| Little Bay \| Mayreau \| Pigeon Island \| Roseau \| St. George's \| The Pitons	$4,599 Shipboard Credit Per Person ($100) View Cruise Get FREE Quote	Shipboard Credit Per Person ($100)	View Itinerary	Get FREE Quote
24 reviews	14 night Star Collector Voyages (Caribbean Explorations 14D PH1-PH1 (Jan 18 2025))	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	$4,799 Up To $500 Onboard Credit View Cruise Get FREE Quote	Onboard Credit!	View Itinerary	Get FREE Quote
11 reviews	14 night Star Collector Voyages (Windward Treasures: An Antilles Odyssey 14D BGI-BGI (Jan 25 2025))	Jan 25, 2025	Windstar	Wind Spirit	Caribbean	Bridgetown	Bridgetown	14 Nights	Anse Mitan \| Bequia \| Bridgetown \| Castries \| Kingstown \| Les Saintes \| Little Bay \| Mayreau \| Pigeon Island \| Roseau \| St. George's \| The Pitons	$4,799 Shipboard Credit Per Person ($100) View Cruise Get FREE Quote	Shipboard Credit Per Person ($100)	View Itinerary	Get FREE Quote
11 reviews	7 night Caribbean (Windward Island Delights 7D BGI-BGI (Jan 25 2025))	Jan 25, 2025	Windstar	Wind Spirit	Caribbean	Bridgetown	Bridgetown	7 Nights	Anse Mitan \| Bridgetown \| Les Saintes \| Little Bay \| Pigeon Island \| Roseau	$2,799 Shipboard Credit Per Person ($100) View Cruise Get FREE Quote	Shipboard Credit Per Person ($100)	View Itinerary	Get FREE Quote
11 reviews	14 night Star Collector Voyages (Windward Treasures: An Antilles Odyssey 14D BGI-BGI (Feb 1 2025))	Feb 01, 2025	Windstar	Wind Spirit	Caribbean	Bridgetown	Bridgetown	14 Nights	Anse Mitan \| Bequia \| Bridgetown \| Castries \| Kingstown \| Les Saintes \| Little Bay \| Mayreau \| Pigeon Island \| Roseau \| St. George's \| The Pitons	$4,899 Shipboard Credit Per Person ($100) View Cruise Get FREE Quote	Shipboard Credit Per Person ($100)	View Itinerary	Get FREE Quote
11 reviews	14 night Star Collector Voyages (Windward Treasures: An Antilles Odyssey 14D BGI-BGI (Feb 8 2025))	Feb 08, 2025	Windstar	Wind Spirit	Caribbean	Bridgetown	Bridgetown	14 Nights	Anse Mitan \| Bequia \| Bridgetown \| Castries \| Kingstown \| Les Saintes \| Little Bay \| Mayreau \| Pigeon Island \| Roseau \| St. George's \| The Pitons	$4,799 Shipboard Credit Per Person ($100) View Cruise Get FREE Quote	Shipboard Credit Per Person ($100)	View Itinerary	Get FREE Quote

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