Find Your Cruise Vacation

Roundtrip

7-Night Caribbean Cruise

$4,099

Windstar Cruises – Wind Surf

145 Reviews

Date:

Dec 28, 2024 View Other Dates

Ports:

Departs Dec 28, 2024 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

From

$4,099

Roundtrip

7-Night Caribbean Cruise

$2,719

Windstar Cruises – Wind Surf

145 Reviews

Date:

Jan 04, 2025 View Other Dates

Ports:

Departs Jan 04, 2025 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

From

$2,719

Roundtrip

14-Night Caribbean Cruise

$6,799

Windstar Cruises – Wind Surf

145 Reviews

Date:

Jan 04, 2025 View Other Dates

Ports:

Departs Jan 04, 2025 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

From

$6,799

Roundtrip

7-Night Caribbean Cruise

$3,499

Windstar Cruises – Wind Surf

145 Reviews

Date:

Jan 11, 2025 View Other Dates

Ports:

Departs Jan 11, 2025 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

From

$3,499

Roundtrip

7-Night Caribbean Cruise

$3,399

Windstar Cruises – Wind Surf

145 Reviews

Date:

Jan 25, 2025 View Other Dates

Ports:

Departs Jan 25, 2025 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

From

$3,399

Roundtrip

14-Night Caribbean Cruise

$5,699

Windstar Cruises – Wind Surf

145 Reviews

Date:

Feb 01, 2025 View Other Dates

Ports:

Departs Feb 01, 2025 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

From

$5,699

Roundtrip

14-Night Caribbean Cruise

$5,489

Windstar Cruises – Wind Surf

145 Reviews

Date:

Feb 08, 2025 View Other Dates

Ports:

Departs Feb 08, 2025 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

From

$5,489

Roundtrip

7-Night Caribbean Cruise

$3,199

Windstar Cruises – Wind Surf

145 Reviews

Date:

Feb 15, 2025 View Other Dates

Ports:

Departs Feb 15, 2025 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

From

$3,199

Roundtrip

14-Night Caribbean Cruise

$5,449

Windstar Cruises – Wind Surf

145 Reviews

Date:

Feb 15, 2025 View Other Dates

Ports:

Departs Feb 15, 2025 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

From

$5,449

Roundtrip

14-Night Caribbean Cruise

$5,399

Windstar Cruises – Wind Surf

145 Reviews

Date:

Feb 22, 2025 View Other Dates

Ports:

Departs Feb 22, 2025 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

From

$5,399

Roundtrip

7-Night Caribbean Cruise

$3,399

Windstar Cruises – Wind Surf

145 Reviews

Date:

Mar 01, 2025 View Other Dates

Ports:

Departs Mar 01, 2025 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

From

$3,399

Roundtrip

7-Night Caribbean Cruise

$3,099

Windstar Cruises – Wind Surf

145 Reviews

Date:

Mar 08, 2025 View Other Dates

Ports:

Departs Mar 08, 2025 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

From

$3,099

Roundtrip

14-Night Caribbean Cruise

$5,399

Windstar Cruises – Wind Surf

145 Reviews

Date:

Mar 08, 2025 View Other Dates

Ports:

Departs Mar 08, 2025 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

From

$5,399

Roundtrip

7-Night Caribbean Cruise

$3,199

Windstar Cruises – Wind Surf

145 Reviews

Date:

Mar 15, 2025 View Other Dates

Ports:

Departs Mar 15, 2025 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

From

$3,199

14-Night Repositioning Cruise

$2,599

Windstar Cruises – Wind Surf

145 Reviews

Date:

Mar 29, 2025

Ports:

Saint Maarten (Phillipsburg) → Ponta Delgada → Lisbon

Departs Mar 29, 2025 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

From

$2,599

22-Night Repositioning Cruise

$7,999

Windstar Cruises – Wind Surf

145 Reviews

Date:

Mar 29, 2025

Ports:

Departs Mar 29, 2025 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

From

$7,999

8-Night Mediterranean Cruise

$5,499

Windstar Cruises – Wind Surf

145 Reviews

Date:

Apr 12, 2025

Ports:

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

Departs Apr 12, 2025 from Lisbon, Portugal

Up to 2 deals including an Avoya Exclusive

From

$5,499

8-Night Mediterranean Cruise

$5,499

Windstar Cruises – Wind Surf

145 Reviews

Date:

Jun 06, 2025

Ports:

Rome (Civitavecchia) → Sorrento → Giardini Di Naxos → Kotor → Dubrovnik → Split → Rovinj → Venice

Departs Jun 06, 2025 from Rome (Civitavecchia), Italy

Up to 2 deals including an Avoya Exclusive

From

$5,499

9-Night Mediterranean Cruise

$4,999

Windstar Cruises – Wind Surf

145 Reviews

Date:

Jun 14, 2025

Ports:

Venice → Zadar → Hvar → Dubrovnik → Kotor → Corfu → Katakolon → Monemvasia → Piraeus (Athens)

Departs Jun 14, 2025 from Venice, Italy

Up to 2 deals including an Avoya Exclusive

From

$4,999

Roundtrip

10-Night Mediterranean Cruise

$5,199

Windstar Cruises – Wind Surf

145 Reviews

Date:

Jul 10, 2025

Ports:

Departs Jul 10, 2025 from Rome (Civitavecchia), Italy

Up to 2 deals including an Avoya Exclusive

From

$5,199

17-Night Mediterranean Cruise

$7,399

Windstar Cruises – Wind Surf

145 Reviews

Date:

Jul 10, 2025

Ports:

Departs Jul 10, 2025 from Rome (Civitavecchia), Italy

Up to 2 deals including an Avoya Exclusive

From

$7,399

7-Night Mediterranean Cruise

$4,359

Windstar Cruises – Wind Surf

145 Reviews

Date:

Jul 18, 2025 View Other Dates

Ports:

Rome (Civitavecchia) → Portoferraio → Portofino → Monte Carlo → Cannes → Sanary Sur Mer → Palamos → Barcelona

Departs Jul 18, 2025

Up to 2 deals including an Avoya Exclusive

From

$4,359

7-Night Mediterranean Cruise

$2,559

Windstar Cruises – Wind Surf

145 Reviews

Date:

Jul 20, 2025 View Other Dates

Ports:

Rome (Civitavecchia) → Portoferraio → Portofino → Monte Carlo → Cannes → Sanary Sur Mer → Palamos → Barcelona

Departs Jul 20, 2025 from Rome (Civitavecchia), Italy

Up to 2 deals including an Avoya Exclusive

From

$2,559

8-Night Mediterranean Cruise

$5,899

Windstar Cruises – Wind Surf

145 Reviews

Date:

Jul 31, 2025

Ports:

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

Departs Jul 31, 2025 from Lisbon, Portugal

Up to 2 deals including an Avoya Exclusive

From

$5,899

23-Night Mediterranean Cruise

$8,799

Windstar Cruises – Wind Surf

145 Reviews

Date:

Aug 04, 2025

Ports:

Departs Aug 04, 2025 from Lisbon, Portugal

Up to 2 deals including an Avoya Exclusive

From

$8,799