Name: 7-Night Caribbean Cruise
Brand: Windstar Cruises
Price: 2999 USD
Availability: InStock
Rating: 4.52 (95 reviews)

7-night caribbean cruise

$2,999

Windstar Cruises – Star Pride

4.5 (95)

Date:

Jan 10, 2027 View Other Dates

Ports:

Departs Jan 10, 2027 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

Oceanview From

$2,999

7-night caribbean cruise

$2,499

Windstar Cruises – Wind Surf

4.7 (147)

Date:

Jan 16, 2027 View Other Dates

Ports:

Departs Jan 16, 2027 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 1 deal

Oceanview From

$2,499

14-night caribbean cruise

$3,999

Windstar Cruises – Wind Surf

4.7 (147)

Date:

Jan 16, 2027 View Other Dates

Ports:

Departs Jan 16, 2027 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 1 deal

Oceanview From

$3,999

7-night caribbean cruise

$2,599

Windstar Cruises – Wind Surf

4.7 (147)

Date:

Jan 23, 2027 View Other Dates

Ports:

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

Up to 1 deal

Oceanview From

$2,599

14-night caribbean cruise

$4,099

Windstar Cruises – Wind Surf

4.7 (147)

Date:

Jan 23, 2027

Ports:

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

Up to 1 deal

Oceanview From

$4,099

7-night caribbean cruise

$2,599

Windstar Cruises – Wind Surf

4.7 (147)

Date:

Jan 30, 2027 View Other Dates

Ports:

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

Up to 1 deal

Oceanview From

$2,599

14-night caribbean cruise

$4,099

Windstar Cruises – Wind Surf

4.7 (147)

Date:

Jan 30, 2027 View Other Dates

Ports:

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

Up to 1 deal

Oceanview From

$4,099

7-night caribbean cruise

$2,599

Windstar Cruises – Wind Surf

4.7 (147)

Date:

Feb 06, 2027 View Other Dates

Ports:

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

Up to 1 deal

Oceanview From

$2,599

14-night caribbean cruise

$4,099

Windstar Cruises – Wind Surf

4.7 (147)

Date:

Feb 06, 2027 View Other Dates

Ports:

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

Up to 1 deal

Oceanview From

$4,099

7-night caribbean cruise

$2,599

Windstar Cruises – Wind Surf

4.7 (147)

Date:

Feb 13, 2027 View Other Dates

Ports:

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

Up to 1 deal

Oceanview From

$2,599

14-night caribbean cruise

$4,099

Windstar Cruises – Wind Surf

4.7 (147)

Date:

Feb 13, 2027 View Other Dates

Ports:

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

Up to 1 deal

Oceanview From

$4,099

7-night caribbean cruise

$2,599

Windstar Cruises – Wind Surf

4.7 (147)

Date:

Feb 20, 2027 View Other Dates

Ports:

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

Up to 1 deal

Oceanview From

$2,599

14-night caribbean cruise

$4,099

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Feb 20, 2027

Ports:

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

Up to 1 deal

Oceanview From

$4,099

7-night caribbean cruise

$2,599

Windstar Cruises – Wind Surf

4.7 (147)

Date:

Feb 27, 2027

Ports:

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

Up to 1 deal

Oceanview From

$2,599

14-night caribbean cruise

$4,088

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Feb 27, 2027

Ports:

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

Up to 1 deal

Oceanview From

$4,088

7-night caribbean cruise

$2,599

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 1 deal

Oceanview From

$2,599

14-night caribbean cruise

$4,099

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 1 deal

Oceanview From

$4,099

7-night caribbean cruise

$2,599

Windstar Cruises – Wind Surf

4.7 (147)

Date:

Mar 13, 2027 View Other Dates

Ports:

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

Up to 1 deal

Oceanview From

$2,599

14-night caribbean cruise

$4,099

Windstar Cruises – Wind Surf

4.7 (147)

Date:

Mar 13, 2027 View Other Dates

Ports:

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

Up to 1 deal

Oceanview From

$4,099

7-night caribbean cruise

$2,599

Windstar Cruises – Wind Surf

4.7 (147)

Date:

Mar 20, 2027 View Other Dates

Ports:

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

Up to 1 deal

Oceanview From

$2,599

15-night caribbean cruise

$2,799

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Mar 27, 2027

Ports:

Saint Maarten (Phillipsburg) → Funchal → Porto Santo → Lisbon

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

Up to 1 deal

Oceanview From

$2,799

14-night caribbean cruise

$11,299

Windstar Cruises – Star Seeker

Date:

Jan 23, 2026

Ports:

Departs Jan 23, 2026 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

Balcony From

$11,299

14-night caribbean cruise

$7,199

Windstar Cruises – Wind Spirit

4.8 (100)

Date:

Jan 31, 2026

Ports:

Departs Jan 31, 2026 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

Oceanview From

$7,199

7-night caribbean cruise

$3,799

Windstar Cruises – Wind Spirit

4.8 (100)

Date:

Feb 07, 2026

Ports:

Departs Feb 07, 2026 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

Oceanview From

$3,799

Windstar Cruises to Caribbean