Name: 14-Night Caribbean Cruise
Brand: Windstar Cruises
Price: 4819 USD
Availability: InStock
Rating: 4.66 (148 reviews)

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14-night caribbean cruise

$4,819

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Jan 16, 2028 View Other Dates

Ports:

Departs Jan 16, 2028 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$4,819

7-night caribbean cruise

$3,062

Windstar Cruises – Star Legend

4.5 (86)

Date:

Jan 17, 2028 View Other Dates

Ports:

Departs Jan 17, 2028 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$3,062

14-night caribbean cruise

$4,893

Windstar Cruises – Star Legend

4.5 (86)

Date:

Jan 17, 2028 View Other Dates

Ports:

Departs Jan 17, 2028 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$4,893

7-night caribbean cruise

$3,051

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Jan 23, 2028 View Other Dates

Ports:

Departs Jan 23, 2028 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$3,051

14-night caribbean cruise

$4,819

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Jan 23, 2028 View Other Dates

Ports:

Departs Jan 23, 2028 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$4,819

7-night caribbean cruise

$3,030

Windstar Cruises – Star Legend

4.5 (86)

Date:

Jan 24, 2028 View Other Dates

Ports:

Departs Jan 24, 2028 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$3,030

14-night caribbean cruise

$4,893

Windstar Cruises – Star Legend

4.5 (86)

Date:

Jan 24, 2028

Ports:

Departs Jan 24, 2028 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$4,893

7-night caribbean cruise

$2,967

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Jan 30, 2028 View Other Dates

Ports:

Departs Jan 30, 2028 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$2,967

14-night caribbean cruise

$4,819

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Jan 30, 2028 View Other Dates

Ports:

Departs Jan 30, 2028 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$4,819

7-night caribbean cruise

$3,062

Windstar Cruises – Star Legend

4.5 (86)

Date:

Jan 31, 2028

Ports:

Departs Jan 31, 2028 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$3,062

14-night caribbean cruise

$4,893

Windstar Cruises – Star Legend

4.5 (86)

Date:

Jan 31, 2028

Ports:

Departs Jan 31, 2028 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$4,893

7-night caribbean cruise

$3,051

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Feb 06, 2028 View Other Dates

Ports:

Departs Feb 06, 2028 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$3,051

14-night caribbean cruise

$4,819

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Feb 06, 2028 View Other Dates

Ports:

Departs Feb 06, 2028 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$4,819

7-night caribbean cruise

$3,030

Windstar Cruises – Star Legend

4.5 (86)

Date:

Feb 07, 2028 View Other Dates

Ports:

Departs Feb 07, 2028 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$3,030

14-night caribbean cruise

$4,893

Windstar Cruises – Star Legend

4.5 (86)

Date:

Feb 07, 2028 View Other Dates

Ports:

Departs Feb 07, 2028 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$4,893

7-night caribbean cruise

$2,967

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Feb 13, 2028 View Other Dates

Ports:

Departs Feb 13, 2028 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$2,967

14-night caribbean cruise

$4,819

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Feb 13, 2028 View Other Dates

Ports:

Departs Feb 13, 2028 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$4,819

7-night caribbean cruise

$3,062

Windstar Cruises – Star Legend

4.5 (86)

Date:

Feb 14, 2028 View Other Dates

Ports:

Departs Feb 14, 2028 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$3,062

14-night caribbean cruise

$4,893

Windstar Cruises – Star Legend

4.5 (86)

Date:

Feb 14, 2028 View Other Dates

Ports:

Departs Feb 14, 2028 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$4,893

7-night caribbean cruise

$3,051

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Feb 20, 2028 View Other Dates

Ports:

Departs Feb 20, 2028 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$3,051

14-night caribbean cruise

$4,819

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Feb 20, 2028 View Other Dates

Ports:

Departs Feb 20, 2028 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$4,819

7-night caribbean cruise

$3,030

Windstar Cruises – Star Legend

4.5 (86)

Date:

Feb 21, 2028 View Other Dates

Ports:

Departs Feb 21, 2028 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$3,030

7-night caribbean cruise

$2,967

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Feb 27, 2028 View Other Dates

Ports:

Departs Feb 27, 2028 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$2,967

14-night caribbean cruise

$4,819

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Feb 27, 2028 View Other Dates

Ports:

Departs Feb 27, 2028 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$4,819

7-night caribbean cruise

$3,365

Windstar Cruises – Star Pride

4.5 (95)

Date:

Feb 28, 2028

Ports:

Balboa → Panama Canal → Bocas Del Toro → San Blas Island → Cartagena → Oranjestad

Departs Feb 28, 2028 from Balboa, Panama

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$3,365

Windstar Cruises to Caribbean