Name: 15-Night Caribbean Cruise
Brand: Windstar Cruises
Price: 5658 USD
Availability: InStock
Rating: 4.45 (86 reviews)

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15-night caribbean cruise

$5,658

Windstar Cruises – Star Legend

4.5 (86)

Date:

Nov 27, 2026

Ports:

Departs Nov 27, 2026 from Bridgetown, Barbados

Up to 2 deals including an Avoya Exclusive

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Oceanview From

$5,658

7-night caribbean cruise

$3,162

Windstar Cruises – Star Pride

4.5 (95)

Date:

Nov 29, 2026 View Other Dates

Ports:

Departs Nov 29, 2026 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$3,162

14-night caribbean cruise

$4,993

Windstar Cruises – Star Pride

4.5 (95)

Date:

Nov 29, 2026 View Other Dates

Ports:

Departs Nov 29, 2026 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$4,993

8-night caribbean cruise

$3,519

Windstar Cruises – Star Legend

4.5 (86)

Date:

Dec 04, 2026

Ports:

Departs Dec 04, 2026 from Bridgetown, Barbados

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$3,519

16-night caribbean cruise

$5,711

Windstar Cruises – Star Legend

4.5 (86)

Date:

Dec 04, 2026

Ports:

Departs Dec 04, 2026 from Bridgetown, Barbados

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$5,711

7-night caribbean cruise

$3,130

Windstar Cruises – Star Pride

4.5 (95)

Date:

Dec 06, 2026 View Other Dates

Ports:

Departs Dec 06, 2026 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$3,130

14-night caribbean cruise

$4,993

Windstar Cruises – Star Pride

4.5 (95)

Date:

Dec 06, 2026 View Other Dates

Ports:

Departs Dec 06, 2026 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$4,993

7-night caribbean cruise

$3,162

Windstar Cruises – Star Pride

4.5 (95)

Date:

Dec 13, 2026 View Other Dates

Ports:

Departs Dec 13, 2026 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$3,162

14-night caribbean cruise

$5,193

Windstar Cruises – Star Pride

4.5 (95)

Date:

Dec 13, 2026 View Other Dates

Ports:

Departs Dec 13, 2026 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$5,193

7-night caribbean cruise

$3,567

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Dec 19, 2026

Ports:

Departs Dec 19, 2026 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$3,567

14-night caribbean cruise

$5,519

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Dec 19, 2026

Ports:

Departs Dec 19, 2026 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$5,519

14-night caribbean cruise

$6,793

Windstar Cruises – Star Pride

4.5 (95)

Date:

Dec 20, 2026 View Other Dates

Ports:

Departs Dec 20, 2026 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$6,793

7-night caribbean cruise

$3,351

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Dec 26, 2026

Ports:

Departs Dec 26, 2026 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$3,351

14-night caribbean cruise

$5,219

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Dec 26, 2026

Ports:

Departs Dec 26, 2026 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$5,219

7-night caribbean cruise

$4,262

Windstar Cruises – Star Pride

4.5 (95)

Date:

Dec 27, 2026 View Other Dates

Ports:

Departs Dec 27, 2026 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$4,262

14-night caribbean cruise

$7,393

Windstar Cruises – Star Pride

4.5 (95)

Date:

Dec 27, 2026 View Other Dates

Ports:

Departs Dec 27, 2026 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$7,393

7-night caribbean cruise

$3,167

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Jan 02, 2027 View Other Dates

Ports:

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

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$3,167

14-night caribbean cruise

$5,219

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

View Details

Oceanview From

$5,219

7-night caribbean cruise

$4,030

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

View Details

Oceanview From

$4,030

14-night caribbean cruise

$7,293

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

View Details

Oceanview From

$7,293

7-night caribbean cruise

$3,351

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

$3,351

14-night caribbean cruise

$5,819

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

$5,819

7-night caribbean cruise

$4,062

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

$4,062

7-night caribbean cruise

$3,567

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

$3,567

14-night caribbean cruise

$5,719

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

$5,719

Windstar Cruises to Caribbean