Find Your Cruise Vacation

Roundtrip

10-Night Caribbean Cruise

$3,999

Windstar Cruises – Wind Spirit

98 Reviews

Date:

Nov 27, 2024

Ports:

Departs Nov 27, 2024 from Bridgetown, Barbados

Up to 2 deals including an Avoya Exclusive

From

$3,999

Roundtrip

7-Night Caribbean Cruise

$2,599

Windstar Cruises – Wind Spirit

98 Reviews

Date:

Dec 07, 2024 View Other Dates

Ports:

Departs Dec 07, 2024 from Bridgetown, Barbados

Up to 2 deals including an Avoya Exclusive

From

$2,599

Roundtrip

14-Night Caribbean Cruise

$4,799

Windstar Cruises – Wind Spirit

98 Reviews

Date:

Dec 07, 2024 View Other Dates

Ports:

Departs Dec 07, 2024 from Bridgetown, Barbados

Up to 2 deals including an Avoya Exclusive

From

$4,799

Roundtrip

7-Night Caribbean Cruise

$2,293

Windstar Cruises – Wind Spirit

98 Reviews

Date:

Dec 14, 2024 View Other Dates

Ports:

Departs Dec 14, 2024 from Bridgetown, Barbados

Up to 2 deals including an Avoya Exclusive

From

$2,293

Roundtrip

14-Night Caribbean Cruise

$4,999

Windstar Cruises – Wind Spirit

98 Reviews

Date:

Dec 14, 2024 View Other Dates

Ports:

Departs Dec 14, 2024 from Bridgetown, Barbados

Up to 2 deals including an Avoya Exclusive

From

$4,999

Roundtrip

7-Night Caribbean Cruise

$3,299

Windstar Cruises – Wind Spirit

98 Reviews

Date:

Dec 21, 2024 View Other Dates

Ports:

Departs Dec 21, 2024 from Bridgetown, Barbados

Up to 2 deals including an Avoya Exclusive

From

$3,299

Roundtrip

7-Night Caribbean Cruise

$2,398

Windstar Cruises – Wind Spirit

98 Reviews

Date:

Jan 04, 2025 View Other Dates

Ports:

Departs Jan 04, 2025 from Bridgetown, Barbados

Up to 2 deals including an Avoya Exclusive

From

$2,398

Roundtrip

14-Night Caribbean Cruise

$5,429

Windstar Cruises – Wind Spirit

98 Reviews

Date:

Jan 04, 2025 View Other Dates

Ports:

Departs Jan 04, 2025 from Bridgetown, Barbados

Up to 2 deals including an Avoya Exclusive

From

$5,429

Roundtrip

7-Night Caribbean Cruise

$3,399

Windstar Cruises – Wind Spirit

98 Reviews

Date:

Jan 11, 2025 View Other Dates

Ports:

Departs Jan 11, 2025 from Bridgetown, Barbados

Up to 2 deals including an Avoya Exclusive

From

$3,399

Roundtrip

14-Night Caribbean Cruise

$11,099

Windstar Cruises – Wind Spirit

98 Reviews

Date:

Jan 11, 2025 View Other Dates

Ports:

Departs Jan 11, 2025 from Bridgetown, Barbados

Up to 2 deals including an Avoya Exclusive

From

$11,099

Roundtrip

7-Night Caribbean Cruise

$2,718

Windstar Cruises – Wind Spirit

98 Reviews

Date:

Jan 18, 2025 View Other Dates

Ports:

Departs Jan 18, 2025 from Bridgetown, Barbados

Up to 2 deals including an Avoya Exclusive

From

$2,718

Roundtrip

14-Night Caribbean Cruise

$5,699

Windstar Cruises – Wind Spirit

98 Reviews

Date:

Jan 18, 2025 View Other Dates

Ports:

Departs Jan 18, 2025 from Bridgetown, Barbados

Up to 2 deals including an Avoya Exclusive

From

$5,699

Roundtrip

7-Night Caribbean Cruise

$3,199

Windstar Cruises – Wind Spirit

98 Reviews

Date:

Jan 25, 2025 View Other Dates

Ports:

Bridgetown → San Jose → Roseau → Isle De Saintes → Anse Mitan → Saint Lucia (Pigeon) → Bridgetown

Departs Jan 25, 2025 from Bridgetown, Barbados

Up to 2 deals including an Avoya Exclusive

From

$3,199

Roundtrip

7-Night Caribbean Cruise

$4,049

Windstar Cruises – Wind Spirit

98 Reviews

Date:

Feb 01, 2025 View Other Dates

Ports:

Departs Feb 01, 2025 from Bridgetown, Barbados

Up to 2 deals including an Avoya Exclusive

From

$4,049

Roundtrip

7-Night Caribbean Cruise

$3,499

Windstar Cruises – Wind Spirit

98 Reviews

Date:

Feb 08, 2025 View Other Dates

Ports:

Departs Feb 08, 2025 from Bridgetown, Barbados

Up to 2 deals including an Avoya Exclusive

From

$3,499

Roundtrip

7-Night Caribbean Cruise

$3,299

Windstar Cruises – Wind Spirit

98 Reviews

Date:

Feb 15, 2025 View Other Dates

Ports:

Departs Feb 15, 2025 from Bridgetown, Barbados

Up to 2 deals including an Avoya Exclusive

From

$3,299

15-Night Repositioning Cruise

$2,399

Windstar Cruises – Wind Spirit

98 Reviews

Date:

Feb 22, 2025

Ports:

Bridgetown → Lisbon

Departs Feb 22, 2025 from Bridgetown, Barbados

Up to 2 deals including an Avoya Exclusive

From

$2,399

9-Night Mediterranean Cruise

$4,299

Windstar Cruises – Wind Spirit

98 Reviews

Date:

Apr 06, 2025

Ports:

Lisbon → Tangier → Malaga → Cartagena → Valencia → Mallorca → Tarragona → Barcelona

Departs Apr 06, 2025 from Lisbon, Portugal

Up to 2 deals including an Avoya Exclusive

From

$4,299

7-Night Mediterranean Cruise

$3,199

Windstar Cruises – Wind Spirit

98 Reviews

Date:

Apr 23, 2025 View Other Dates

Ports:

Rome (Civitavecchia) → Sorrento → Messina → Gythion → Monemvasia → Piraeus (Athens)

Departs Apr 23, 2025 from Rome (Civitavecchia), Italy

Up to 2 deals including an Avoya Exclusive

From

$3,199

Roundtrip

7-Night Mediterranean Cruise

$8,399

Windstar Cruises – Wind Spirit

98 Reviews

Date:

May 14, 2025 View Other Dates

Ports:

Piraeus (Athens) → Mykonos → Kusadasi → Patmos → Santorini → Milos → Monemvasia → Piraeus (Athens)

Departs May 14, 2025 from Piraeus (Athens), Greece

Up to 2 deals including an Avoya Exclusive

From

$8,399

Roundtrip

7-Night Mediterranean Cruise

$6,599

Windstar Cruises – Wind Spirit

98 Reviews

Date:

May 17, 2025 View Other Dates

Ports:

Piraeus (Athens) → Mykonos → Kusadasi → Patmos → Santorini → Milos → Monemvasia → Piraeus (Athens)

Departs May 17, 2025 from Piraeus (Athens), Greece

Up to 2 deals including an Avoya Exclusive

From

$6,599

Roundtrip

7-Night Mediterranean Cruise

$7,399

Windstar Cruises – Wind Spirit

98 Reviews

Date:

May 21, 2025 View Other Dates

Ports:

Piraeus (Athens) → Mykonos → Kusadasi → Patmos → Santorini → Milos → Monemvasia → Piraeus (Athens)

Departs May 21, 2025 from Piraeus (Athens), Greece

Up to 2 deals including an Avoya Exclusive

From

$7,399

Roundtrip

7-Night Mediterranean Cruise

$5,599

Windstar Cruises – Wind Spirit

98 Reviews

Date:

May 24, 2025 View Other Dates

Ports:

Piraeus (Athens) → Mykonos → Kusadasi → Patmos → Santorini → Milos → Monemvasia → Piraeus (Athens)

Departs May 24, 2025 from Piraeus (Athens), Greece

Up to 2 deals including an Avoya Exclusive

From

$5,599

Roundtrip

7-Night Mediterranean Cruise

$7,399

Windstar Cruises – Wind Spirit

98 Reviews

Date:

May 28, 2025 View Other Dates

Ports:

Piraeus (Athens) → Mykonos → Kusadasi → Patmos → Santorini → Milos → Monemvasia → Piraeus (Athens)

Departs May 28, 2025 from Piraeus (Athens), Greece

Up to 2 deals including an Avoya Exclusive

From

$7,399

Roundtrip

7-Night Mediterranean Cruise

$5,599

Windstar Cruises – Wind Spirit

98 Reviews

Date:

May 31, 2025 View Other Dates

Ports:

Piraeus (Athens) → Mykonos → Kusadasi → Patmos → Santorini → Milos → Monemvasia → Piraeus (Athens)

Departs May 31, 2025 from Piraeus (Athens), Greece

Up to 2 deals including an Avoya Exclusive

From

$5,599