Name: 7-Night Caribbean Cruise
Brand: Windstar Cruises
Price: 3151 USD
Availability: InStock
Rating: 4.66 (148 reviews)

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7-night caribbean cruise

$3,151

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Jan 23, 2027 View Other Dates

Ports:

Departs Jan 23, 2027 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$3,151

14-night caribbean cruise

$5,119

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Jan 23, 2027

Ports:

Departs Jan 23, 2027 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$5,119

7-night caribbean cruise

$3,267

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Jan 30, 2027 View Other Dates

Ports:

Departs Jan 30, 2027 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$3,267

14-night caribbean cruise

$5,219

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Jan 30, 2027 View Other Dates

Ports:

Departs Jan 30, 2027 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$5,219

7-night caribbean cruise

$3,251

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Feb 06, 2027 View Other Dates

Ports:

Departs Feb 06, 2027 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$3,251

14-night caribbean cruise

$5,219

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Feb 06, 2027 View Other Dates

Ports:

Departs Feb 06, 2027 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$5,219

7-night caribbean cruise

$3,267

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Feb 13, 2027 View Other Dates

Ports:

Departs Feb 13, 2027 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$3,267

14-night caribbean cruise

$5,119

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Feb 13, 2027 View Other Dates

Ports:

Departs Feb 13, 2027 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$5,119

14-night caribbean cruise

$5,119

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Feb 20, 2027

Ports:

Departs Feb 20, 2027 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$5,119

7-night caribbean cruise

$3,267

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Feb 27, 2027

Ports:

Departs Feb 27, 2027 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$3,267

14-night caribbean cruise

$5,019

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Feb 27, 2027

Ports:

Departs Feb 27, 2027 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$5,019

7-night caribbean cruise

$3,051

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Mar 06, 2027 View Other Dates

Ports:

Departs Mar 06, 2027 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$3,051

14-night caribbean cruise

$5,019

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Mar 06, 2027 View Other Dates

Ports:

Departs Mar 06, 2027 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$5,019

7-night caribbean cruise

$3,267

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Mar 13, 2027 View Other Dates

Ports:

Departs Mar 13, 2027 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$3,267

14-night caribbean cruise

$5,119

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Mar 13, 2027 View Other Dates

Ports:

Departs Mar 13, 2027 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$5,119

7-night caribbean cruise

$3,151

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Mar 20, 2027 View Other Dates

Ports:

Departs Mar 20, 2027 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$3,151

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

View Details

Oceanview From

$3,030

7-night caribbean cruise

$7,312

Windstar Cruises – Star Seeker

Date:

Feb 06, 2026 View Other Dates

Ports:

Departs Feb 06, 2026 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

View Details

Balcony From

$7,312

7-night caribbean cruise

$5,836

Windstar Cruises – Star Seeker

Date:

Feb 27, 2026

Ports:

Departs Feb 27, 2026 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$5,836

7-night caribbean cruise

$6,062

Windstar Cruises – Star Seeker

Date:

Mar 06, 2026 View Other Dates

Ports:

Departs Mar 06, 2026 from San Juan, Puerto Rico

Up to 1 deal

View Details

Oceanview From

$6,062

14-night caribbean cruise

$11,296

Windstar Cruises – Star Seeker

Date:

Mar 06, 2026

Ports:

Departs Mar 06, 2026 from San Juan, Puerto Rico

View Details

Oceanview From

$11,296

10-night caribbean cruise

$3,026

Windstar Cruises – Star Pride

4.5 (95)

Date:

Oct 22, 2027

Ports:

Boston → Hamilton → Saint George's → Saint Barthelemy (Gustavia) → Virgin Gorda → San Juan

Departs Oct 22, 2027 from Boston, Massachusetts

View Details

Oceanview From

$3,026

7-night caribbean cruise

$2,862

Windstar Cruises – Star Pride

4.5 (95)

Date:

Nov 01, 2027 View Other Dates

Ports:

Departs Nov 01, 2027 from San Juan, Puerto Rico

View Details

Oceanview From

$2,862

14-night caribbean cruise

$4,593

Windstar Cruises – Star Pride

4.5 (95)

Date:

Nov 01, 2027 View Other Dates

Ports:

Departs Nov 01, 2027 from San Juan, Puerto Rico

View Details

Oceanview From

$4,593

7-night caribbean cruise

$2,930

Windstar Cruises – Star Pride

4.5 (95)

Date:

Nov 08, 2027 View Other Dates

Ports:

Departs Nov 08, 2027 from San Juan, Puerto Rico

View Details

Oceanview From

$2,930

Windstar Cruises to Caribbean