Name: 14-Night Caribbean Cruise
Brand: Windstar Cruises
Price: 5090 USD
Availability: InStock
Rating: 4.66 (148 reviews)

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14-night caribbean cruise

$5,090

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Jan 02, 2027

Ports:

Departs Jan 02, 2027 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

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Oceanview From

$5,090

7-night caribbean cruise

$3,251

Windstar Cruises – Star Pride

4.5 (95)

Date:

Jan 03, 2027 View Other Dates

Ports:

Departs Jan 03, 2027 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

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Oceanview From

$3,251

14-night caribbean cruise

$5,764

Windstar Cruises – Star Pride

4.5 (95)

Date:

Jan 03, 2027

Ports:

Departs Jan 03, 2027 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$5,764

7-night caribbean cruise

$3,202

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Jan 09, 2027

Ports:

Departs Jan 09, 2027 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$3,202

14-night caribbean cruise

$5,930

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Jan 09, 2027

Ports:

Departs Jan 09, 2027 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$5,930

7-night caribbean cruise

$2,758

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

View Details

Oceanview From

$2,758

7-night caribbean cruise

$3,008

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Jan 16, 2027 View Other Dates

Ports:

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

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$3,008

14-night caribbean cruise

$6,210

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Jan 16, 2027 View Other Dates

Ports:

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

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$6,210

7-night caribbean cruise

$4,182

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

$4,182

14-night caribbean cruise

$6,630

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

$6,630

7-night caribbean cruise

$2,728

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

$2,728

14-night caribbean cruise

$5,860

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

$5,860

7-night caribbean cruise

$3,517

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

$3,517

14-night caribbean cruise

$6,770

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

$6,770

7-night caribbean cruise

$4,373

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

$4,373

14-night caribbean cruise

$8,030

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

$8,030

7-night caribbean cruise

$3,727

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Feb 20, 2027 View Other Dates

Ports:

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

Up to 3 deals including Avoya Exclusives

View Details

Oceanview From

$3,727

14-night caribbean cruise

$7,680

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

$7,680

8-night caribbean cruise

$4,340

Windstar Cruises – Star Legend

4.5 (86)

Date:

Feb 22, 2027

Ports:

Departs Feb 22, 2027 from Oranjestad, Aruba

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$4,340

7-night caribbean cruise

$3,988

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

$3,988

14-night caribbean cruise

$6,420

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

$6,420

7-night caribbean cruise

$3,097

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

Inside From

$3,097

14-night caribbean cruise

$5,930

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

$5,930

7-night caribbean cruise

$3,393

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

$3,393

14-night caribbean cruise

$5,790

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

$5,790

Windstar Cruises to Caribbean