Name: 14-Night Caribbean Cruise
Brand: Windstar Cruises
Price: 5423 USD
Availability: InStock
Rating: 4.66 (148 reviews)

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14-night caribbean cruise

$5,423

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Jan 30, 2028 View Other Dates

Ports:

Departs Jan 30, 2028 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$5,423

7-night caribbean cruise

$2,373

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

$2,373

14-night caribbean cruise

$5,582

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

$5,582

7-night caribbean cruise

$2,432

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

$2,432

14-night caribbean cruise

$5,423

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

$5,423

7-night caribbean cruise

$2,341

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

$2,341

14-night caribbean cruise

$5,582

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

$5,582

7-night caribbean cruise

$2,273

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

$2,273

14-night caribbean cruise

$5,423

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

$5,423

7-night caribbean cruise

$2,373

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

$2,373

14-night caribbean cruise

$5,582

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

$5,582

7-night caribbean cruise

$2,362

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 2 deals including an Avoya Exclusive

View Details

Oceanview From

$2,362

14-night caribbean cruise

$5,423

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 2 deals including an Avoya Exclusive

View Details

Oceanview From

$5,423

7-night caribbean cruise

$2,341

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 2 deals including an Avoya Exclusive

View Details

Oceanview From

$2,341

22-night caribbean cruise

$3,037

Windstar Cruises – Star Legend

4.5 (86)

Date:

Feb 21, 2028

Ports:

Departs Feb 21, 2028 from San Juan, Puerto Rico

View Details

Oceanview From

$3,037

14-night caribbean cruise

$5,166

Windstar Cruises – Star Pride

4.5 (95)

Date:

Feb 21, 2028

Ports:

Departs Feb 21, 2028 from Puerto Caldera (Puntarenas), Costa Rica

View Details

Oceanview From

$5,166

21-night caribbean cruise

$7,579

Windstar Cruises – Star Pride

4.5 (95)

Date:

Feb 21, 2028

Ports:

Departs Feb 21, 2028 from Puerto Caldera (Puntarenas), Costa Rica

View Details

Oceanview From

$7,579

7-night caribbean cruise

$2,273

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

$2,273

14-night caribbean cruise

$5,423

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

$5,423

7-night caribbean cruise

$2,676

Windstar Cruises – Star Pride

4.5 (95)

Date:

Feb 28, 2028

Ports:

Balboa → Panama Canal → Bocas Del Toro → San Blas Island → Cartagena → Oranjestad

Departs Feb 28, 2028 from Balboa, Panama

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$2,676

14-night caribbean cruise

$5,355

Windstar Cruises – Star Pride

4.5 (95)

Date:

Feb 28, 2028

Ports:

Departs Feb 28, 2028 from Balboa, Panama

View Details

Oceanview From

$5,355

7-night caribbean cruise

$2,362

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

$2,362

14-night caribbean cruise

$5,423

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

$5,423

7-night caribbean cruise

$2,859

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

View Details

Oceanview From

$2,859

14-night caribbean cruise

$5,174

Windstar Cruises – Star Pride

4.5 (95)

Date:

Mar 06, 2028

Ports:

Departs Mar 06, 2028 from Oranjestad, Aruba

View Details

Oceanview From

$5,174

Windstar Cruises to Caribbean