Name: 14-Night Caribbean Cruise
Brand: Windstar Cruises
Price: 4014 USD
Availability: InStock
Rating: 4.45 (86 reviews)

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14-night caribbean cruise

$4,014

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

$4,014

7-night caribbean cruise

$2,537

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 3 deals including Avoya Exclusives

View Details

Oceanview From

$2,537

14-night caribbean cruise

$4,460

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

$4,460

7-night caribbean cruise

$2,411

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

$2,411

14-night caribbean cruise

$4,084

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

$4,084

7-night caribbean cruise

$2,693

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

$2,693

14-night caribbean cruise

$4,740

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 1 deal

View Details

Oceanview From

$4,740

7-night caribbean cruise

$2,478

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

$2,478

14-night caribbean cruise

$4,434

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 1 deal

View Details

Oceanview From

$4,434

7-night caribbean cruise

$2,887

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 1 deal

View Details

Oceanview From

$2,887

14-night caribbean cruise

$4,740

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 1 deal

View Details

Oceanview From

$4,740

7-night caribbean cruise

$2,866

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 1 deal

View Details

Oceanview From

$2,866

7-night caribbean cruise

$2,903

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

$2,903

14-night caribbean cruise

$4,600

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

$4,600

7-night caribbean cruise

$2,642

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Mar 05, 2028 View Other Dates

Ports:

Departs Mar 05, 2028 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Inside From

$2,642

14-night caribbean cruise

$4,390

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Mar 05, 2028 View Other Dates

Ports:

Departs Mar 05, 2028 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$4,390

7-night caribbean cruise

$2,789

Windstar Cruises – Star Pride

4.5 (95)

Date:

Mar 06, 2028

Ports:

Oranjestad → Willemstad → Kralendijk → Saint Barthelemy (Gustavia) → Jost Van Dyke → Virgin Gorda → San Juan

Departs Mar 06, 2028 from Oranjestad, Aruba

Up to 2 deals including an Avoya Exclusive

View Details

Inside From

$2,789

14-night caribbean cruise

$4,710

Windstar Cruises – Star Pride

4.5 (95)

Date:

Mar 06, 2028

Ports:

Departs Mar 06, 2028 from Oranjestad, Aruba

Up to 2 deals including an Avoya Exclusive

View Details

Inside From

$4,710

21-night caribbean cruise

$6,873

Windstar Cruises – Star Pride

4.5 (95)

Date:

Mar 06, 2028

Ports:

Departs Mar 06, 2028 from Oranjestad, Aruba

Up to 2 deals including an Avoya Exclusive

View Details

Inside From

$6,873

7-night caribbean cruise

$2,693

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Mar 12, 2028 View Other Dates

Ports:

Departs Mar 12, 2028 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 3 deals including Avoya Exclusives

View Details

Oceanview From

$2,693

7-night caribbean cruise

$2,411

Windstar Cruises – Star Pride

4.5 (95)

Date:

Mar 13, 2028 View Other Dates

Ports:

Departs Mar 13, 2028 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$2,411

14-night caribbean cruise

$4,154

Windstar Cruises – Star Pride

4.5 (95)

Date:

Mar 13, 2028 View Other Dates

Ports:

Departs Mar 13, 2028 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$4,154

7-night caribbean cruise

$2,443

Windstar Cruises – Star Pride

4.5 (95)

Date:

Mar 20, 2028 View Other Dates

Ports:

Departs Mar 20, 2028 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$2,443

14-night caribbean cruise

$4,154

Windstar Cruises – Star Pride

4.5 (95)

Date:

Mar 20, 2028 View Other Dates

Ports:

Departs Mar 20, 2028 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$4,154

7-night caribbean cruise

$2,586

Windstar Cruises – Star Pride

4.5 (95)

Date:

Mar 27, 2028 View Other Dates

Ports:

Departs Mar 27, 2028 from San Juan, Puerto Rico

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$2,586

Windstar Cruises to Caribbean