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Windstar Cruises to Caribbean

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13-night caribbean cruise
$4,619
Windstar Cruises – Wind Surf
4.7 (148)
Departs Jan 03, 2028 from Saint Maarten (Phillipsburg), Netherlands Antilles
14-night caribbean cruise
$4,893
Windstar Cruises – Star Legend
4.5 (86)
Departs Jan 03, 2028 from San Juan, Puerto Rico
7-night caribbean cruise
$3,051
Windstar Cruises – Wind Surf
4.7 (148)
Departs Jan 09, 2028 from Saint Maarten (Phillipsburg), Netherlands Antilles
14-night caribbean cruise
$4,819
Windstar Cruises – Wind Surf
4.7 (148)
Departs Jan 09, 2028 from Saint Maarten (Phillipsburg), Netherlands Antilles
7-night caribbean cruise
$3,030
Windstar Cruises – Star Legend
4.5 (86)
Departs Jan 10, 2028 from San Juan, Puerto Rico
14-night caribbean cruise
$4,893
Windstar Cruises – Star Legend
4.5 (86)
Departs Jan 10, 2028 from San Juan, Puerto Rico
7-night caribbean cruise
$2,967
Windstar Cruises – Wind Surf
4.7 (148)
Departs Jan 16, 2028 from Saint Maarten (Phillipsburg), Netherlands Antilles
14-night caribbean cruise
$4,819
Windstar Cruises – Wind Surf
4.7 (148)
Departs Jan 16, 2028 from Saint Maarten (Phillipsburg), Netherlands Antilles
7-night caribbean cruise
$3,062
Windstar Cruises – Star Legend
4.5 (86)
Departs Jan 17, 2028 from San Juan, Puerto Rico
14-night caribbean cruise
$4,893
Windstar Cruises – Star Legend
4.5 (86)
Departs Jan 17, 2028 from San Juan, Puerto Rico
7-night caribbean cruise
$3,051
Windstar Cruises – Wind Surf
4.7 (148)
Departs Jan 23, 2028 from Saint Maarten (Phillipsburg), Netherlands Antilles
14-night caribbean cruise
$4,819
Windstar Cruises – Wind Surf
4.7 (148)
Departs Jan 23, 2028 from Saint Maarten (Phillipsburg), Netherlands Antilles
7-night caribbean cruise
$3,030
Windstar Cruises – Star Legend
4.5 (86)
Departs Jan 24, 2028 from San Juan, Puerto Rico
14-night caribbean cruise
$4,893
Windstar Cruises – Star Legend
4.5 (86)
Departs Jan 24, 2028 from San Juan, Puerto Rico
7-night caribbean cruise
$2,967
Windstar Cruises – Wind Surf
4.7 (148)
Departs Jan 30, 2028 from Saint Maarten (Phillipsburg), Netherlands Antilles
14-night caribbean cruise
$4,819
Windstar Cruises – Wind Surf
4.7 (148)
Departs Jan 30, 2028 from Saint Maarten (Phillipsburg), Netherlands Antilles
7-night caribbean cruise
$3,062
Windstar Cruises – Star Legend
4.5 (86)
Departs Jan 31, 2028 from San Juan, Puerto Rico
14-night caribbean cruise
$4,893
Windstar Cruises – Star Legend
4.5 (86)
Departs Jan 31, 2028 from San Juan, Puerto Rico
7-night caribbean cruise
$3,051
Windstar Cruises – Wind Surf
4.7 (148)
Departs Feb 06, 2028 from Saint Maarten (Phillipsburg), Netherlands Antilles
14-night caribbean cruise
$4,819
Windstar Cruises – Wind Surf
4.7 (148)
Departs Feb 06, 2028 from Saint Maarten (Phillipsburg), Netherlands Antilles
14-night caribbean cruise
$4,893
Windstar Cruises – Star Legend
4.5 (86)
Departs Feb 07, 2028 from San Juan, Puerto Rico
7-night caribbean cruise
$2,967
Windstar Cruises – Wind Surf
4.7 (148)
Departs Feb 13, 2028 from Saint Maarten (Phillipsburg), Netherlands Antilles
14-night caribbean cruise
$4,819
Windstar Cruises – Wind Surf
4.7 (148)
Departs Feb 13, 2028 from Saint Maarten (Phillipsburg), Netherlands Antilles
7-night caribbean cruise
$3,062
Windstar Cruises – Star Legend
4.5 (86)
Departs Feb 14, 2028 from San Juan, Puerto Rico
14-night caribbean cruise
$4,893
Windstar Cruises – Star Legend
4.5 (86)
Departs Feb 14, 2028 from San Juan, Puerto Rico
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