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Windstar Cruises to Caribbean - Southern 2023/2024

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Cruises to Caribbean - Southern 2023/2024

Save up to 75% on Windstar cruises

As a large-scale seller of Windstar Cruises to Caribbean - Southern 2023/2024, 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 75% 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
12 reviews	Nov 04, 2023	Windstar	Star Pride	Caribbean	Philipsburg	Oranjestad	28 Nights	Anse Mitan \| Basseterre \| Bequia \| Bridgetown \| Castries \| Falmouth Harbour \| Gustavia \| Jost Van Dyke, Great Harbour \| Kralendijk \| Les Saintes \| Little Bay \| Man-O-War Bay \| Mayreau \| Oranjestad \| Pigeon Island \| Road Bay \| Roseau \| Soper's Hole \| Soufriere \| St. George's \| St. Maarten \| The Pitons \| Virgin Gorda \| Willemstad	$7,899 Up To $1000 Onboard Credit View Cruise
12 reviews	Nov 04, 2023	Windstar	Star Pride	Caribbean	Philipsburg	Balboa	35 Nights	Anse Mitan \| Balboa / Fuerte Amador \| Basseterre \| Bequia \| Bocas del Toro \| Bridgetown \| Cartagena \| Castries \| Falmouth Harbour \| Gustavia \| Jost Van Dyke, Great Harbour \| Kralendijk \| Les Saintes \| Little Bay \| Man-O-War Bay \| Mayreau \| Oranjestad \| Panama Canal \| Pigeon Island \| Road Bay \| Roseau \| San Blas \| Santa Marta \| Soper's Hole \| Soufriere \| St. George's \| St. Maarten \| The Pitons \| Virgin Gorda \| Willemstad	$10,499 Up To $1000 Onboard Credit View Cruise
12 reviews	Nov 11, 2023	Windstar	Star Pride	Caribbean	Philipsburg	Bridgetown	14 Nights	Anse Mitan \| Basseterre \| Bequia \| Bridgetown \| Castries \| Gustavia \| Les Saintes \| Little Bay \| Mayreau \| Pigeon Island \| Roseau \| St. George's \| St. Maarten \| The Pitons	$3,999 Up To $500 Onboard Credit View Cruise	Suite!
12 reviews	Nov 11, 2023	Windstar	Star Pride	Caribbean	Philipsburg	Bridgetown	7 Nights	Basseterre \| Bridgetown \| Gustavia \| Les Saintes \| Little Bay \| Pigeon Island \| Roseau \| St. Maarten	$2,499 Up To $250 Onboard Credit View Cruise	Suite!
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24 reviews	Dec 09, 2023	Windstar	Wind Surf	Caribbean	Philipsburg	Philipsburg	7 Nights	Basseterre \| Charlestown \| Gustavia \| Les Saintes \| Pigeon Island \| Roseau \| St. Maarten	$2,199 Up To $250 Onboard Credit View Cruise
12 reviews	Dec 09, 2023	Windstar	Star Pride	Caribbean	Balboa	Bridgetown	13 Nights	Balboa / Fuerte Amador \| Bocas del Toro \| Bridgetown \| Cartagena \| Kralendijk \| Mayreau \| Oranjestad \| Panama Canal \| San Blas \| Santa Marta \| Soufriere \| Willemstad	$3,899 Up To $500 Onboard Credit View Cruise
12 reviews	Dec 16, 2023	Windstar	Star Pride	Caribbean	Oranjestad	Bridgetown	6 Nights	Bridgetown \| Kralendijk \| Mayreau \| Oranjestad \| Soufriere \| Willemstad	$2,399 Up To $250 Onboard Credit View Cruise
12 reviews	Dec 22, 2023	Windstar	Star Pride	Caribbean	Bridgetown	Oranjestad	8 Nights	Bridgetown \| Kralendijk \| Man-O-War Bay \| Mayreau \| Oranjestad \| Soufriere \| St. George's \| Willemstad	$2,899 Up To $300 Onboard Credit View Cruise	Suite!
12 reviews	Dec 22, 2023	Windstar	Star Pride	Caribbean	Bridgetown	Balboa	15 Nights	Balboa / Fuerte Amador \| Bocas del Toro \| Bridgetown \| Cartagena \| Kralendijk \| Man-O-War Bay \| Mayreau \| Oranjestad \| Panama Canal \| San Blas \| Santa Marta \| Soufriere \| St. George's \| Willemstad	$4,599 Up To $500 Onboard Credit View Cruise
12 reviews	Oct 23, 2024	Windstar	Star Pride	Caribbean	Boston	San Juan	11 Nights	Basseterre \| Boston \| Gustavia \| Hamilton \| San Juan \| St. George's \| Virgin Gorda	$3,099 Shipboard Credit Per Person ($100) View Cruise	Shipboard Credit Per Person ($100)
12 reviews	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	$5,299 Shipboard Credit Per Person ($100) View Cruise	Shipboard Credit Per Person ($100)
9 reviews	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	$3,799 Shipboard Credit Per Person ($100) View Cruise	Shipboard Credit Per Person ($100)
12 reviews	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	$5,599 Shipboard Credit Per Person ($100) View Cruise	Shipboard Credit Per Person ($100)
9 reviews	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	$4,299 Shipboard Credit Per Person ($100) View Cruise	Shipboard Credit Per Person ($100)
9 reviews	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	$4,699 Up To $500 Onboard Credit View Cruise	Onboard Credit!
9 reviews	Dec 14, 2024	Windstar	Wind Spirit	Caribbean	Bridgetown	Bridgetown	7 Nights	Anse Mitan \| Bridgetown \| Les Saintes \| Little Bay \| Pigeon Island \| Roseau	$2,699 Up To $300 Onboard Credit View Cruise
9 reviews	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	$5,099 Up To $750 Onboard Credit View Cruise	Onboard Credit!
9 reviews	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	$4,799 Up To $500 Onboard Credit View Cruise	Onboard Credit!
9 reviews	Dec 28, 2024	Windstar	Wind Spirit	Caribbean	Bridgetown	Bridgetown	7 Nights	Anse Mitan \| Bridgetown \| Les Saintes \| Little Bay \| Pigeon Island \| Roseau	$3,199 Up To $500 Onboard Credit View Cruise
9 reviews	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	$4,499 Up To $500 Onboard Credit View Cruise

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