7-night caribbean cruise

$4,967

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Dec 28, 2025 View Other Dates

Ports:

Departs Dec 28, 2025 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

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Oceanview From

$4,967

7-night caribbean cruise

$6,910

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Jan 04, 2026 View Other Dates

Ports:

Departs Jan 04, 2026 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

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Suite From

$6,910

7-night caribbean cruise

$7,136

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Jan 11, 2026

Ports:

Departs Jan 11, 2026 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

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Suite From

$7,136

7-night caribbean cruise

$4,222

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Jan 18, 2026

Ports:

Departs Jan 18, 2026 from Bridgetown, Barbados

Up to 2 deals including an Avoya Exclusive

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Oceanview From

$4,222

14-night caribbean cruise

$8,247

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Jan 18, 2026

Ports:

Departs Jan 18, 2026 from Bridgetown, Barbados

Up to 2 deals including an Avoya Exclusive

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Oceanview From

$8,247

7-night caribbean cruise

$4,424

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Jan 25, 2026

Ports:

Departs Jan 25, 2026 from Bridgetown, Barbados

Up to 2 deals including an Avoya Exclusive

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Oceanview From

$4,424

15-night caribbean cruise

$7,766

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Jan 25, 2026

Ports:

Departs Jan 25, 2026 from Bridgetown, Barbados

Up to 2 deals including an Avoya Exclusive

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Oceanview From

$7,766

8-night panama canal cruise

$2,630

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Feb 01, 2026

Ports:

Oranjestad → Cartagena → San Blas Island → Bocas Del Toro → Colon

Departs Feb 01, 2026 from Oranjestad, Aruba

Up to 3 deals including Avoya Exclusives

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Oceanview From

$2,630

16-night panama canal cruise

$4,775

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Feb 01, 2026

Ports:

Departs Feb 01, 2026 from Oranjestad, Aruba

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$4,775

8-night panama canal cruise

$3,243

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Feb 09, 2026

Ports:

Colon → Bocas Del Toro → San Andres Island → Roatan → Belize City → Costa Maya → Cozumel

Departs Feb 09, 2026 from Colon, Panama

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$3,243

19-night panama canal cruise

$6,268

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Feb 09, 2026

Ports:

Departs Feb 09, 2026 from Colon, Panama

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$6,268

11-night caribbean cruise

$4,863

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Feb 17, 2026

Ports:

Departs Feb 17, 2026 from Cozumel, Mexico

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$4,863

18-night caribbean cruise

$8,965

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Feb 17, 2026

Ports:

Departs Feb 17, 2026 from Cozumel, Mexico

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$8,965

7-night caribbean cruise

$4,351

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Feb 28, 2026

Ports:

Departs Feb 28, 2026 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$4,351

14-night caribbean cruise

$6,919

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Feb 28, 2026

Ports:

Departs Feb 28, 2026 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$6,919

7-night caribbean cruise

$3,867

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Mar 07, 2026

Ports:

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

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$3,867

7-night caribbean cruise

$3,767

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Mar 14, 2026

Ports:

Departs Mar 14, 2026 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$3,767

14-night caribbean cruise

$6,819

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Mar 14, 2026

Ports:

Departs Mar 14, 2026 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$6,819

7-night caribbean cruise

$4,051

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Mar 21, 2026

Ports:

Departs Mar 21, 2026 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$4,051

14-night caribbean cruise

$7,219

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Mar 21, 2026

Ports:

Departs Mar 21, 2026 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$7,219

7-night caribbean cruise

$4,267

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Mar 28, 2026

Ports:

Departs Mar 28, 2026 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$4,267

21-night caribbean cruise

$6,344

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Mar 28, 2026

Ports:

Departs Mar 28, 2026 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$6,344

14-night repositioning cruise

$3,226

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Apr 04, 2026

Ports:

Saint Maarten (Phillipsburg) → Ponta Delgada → Lisbon

Departs Apr 04, 2026 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 1 deal

View Details

Oceanview From

$3,226

22-night repositioning cruise

$7,148

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Apr 04, 2026

Ports:

Departs Apr 04, 2026 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$7,148

8-night mediterranean cruise

$4,461

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Apr 18, 2026

Ports:

Lisbon → Cadiz → Gibraltar → Malaga → Leith → Cartagena → Mallorca → Barcelona

Departs Apr 18, 2026 from Lisbon, Portugal

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$4,461