Name: 28-Night Caribbean Cruise
Brand: Windstar Cruises
Price: 8699 USD
Availability: InStock
Rating: 4.77 (98 reviews)

28-night caribbean cruise

$8,699

Windstar Cruises – Wind Spirit

4.8 (98)

Date:

Feb 21, 2026

Ports:

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

Up to 2 deals including an Avoya Exclusive

Oceanview From

$8,699

7-night caribbean cruise

$2,899

Windstar Cruises – Wind Spirit

4.8 (98)

Date:

Feb 28, 2026

Ports:

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

Up to 2 deals including an Avoya Exclusive

Oceanview From

$2,899

15-night caribbean cruise

$4,499

Windstar Cruises – Wind Spirit

4.8 (98)

Date:

Feb 28, 2026

Ports:

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

Up to 2 deals including an Avoya Exclusive

Oceanview From

$4,499

8-night caribbean cruise

$2,799

Windstar Cruises – Wind Spirit

4.8 (98)

Date:

Mar 07, 2026

Ports:

Departs Mar 07, 2026 from Bridgetown, Barbados

Up to 1 deal

Oceanview From

$2,799

14-night caribbean cruise

$4,099

Windstar Cruises – Wind Spirit

4.8 (98)

Date:

Mar 07, 2026

Ports:

Departs Mar 07, 2026 from Bridgetown, Barbados

Up to 2 deals including an Avoya Exclusive

Oceanview From

$4,099

6-night caribbean cruise

$2,499

Windstar Cruises – Wind Spirit

4.8 (98)

Date:

Mar 15, 2026

Ports:

Departs Mar 15, 2026 from Bridgetown, Barbados

Up to 1 deal

Oceanview From

$2,499

7-night caribbean cruise

$2,699

Windstar Cruises – Wind Spirit

4.8 (98)

Date:

Mar 21, 2026

Ports:

Departs Mar 21, 2026 from Bridgetown, Barbados

Up to 2 deals including an Avoya Exclusive

Oceanview From

$2,699

22-night repositioning cruise

$4,499

Windstar Cruises – Wind Spirit

4.8 (98)

Date:

Mar 21, 2026

Ports:

Departs Mar 21, 2026 from Bridgetown, Barbados

Up to 2 deals including an Avoya Exclusive

Oceanview From

$4,499

15-night repositioning cruise

$2,899

Windstar Cruises – Wind Spirit

4.8 (98)

Date:

Mar 28, 2026

Ports:

Bridgetown → Lisbon →

Departs Mar 28, 2026 from Bridgetown, Barbados

Up to 2 deals including an Avoya Exclusive

Oceanview From

$2,899

25-night repositioning cruise

$5,499

Windstar Cruises – Wind Spirit

4.8 (98)

Date:

Mar 28, 2026

Ports:

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

Departs Mar 28, 2026 from Bridgetown, Barbados

Up to 2 deals including an Avoya Exclusive

Oceanview From

$5,499

7-night mediterranean cruise

$5,199

Windstar Cruises – Wind Spirit

4.8 (98)

Date:

May 07, 2026 View Other Dates

Ports:

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

Departs May 07, 2026 from Piraeus (Athens), Greece

Up to 2 deals including an Avoya Exclusive

Oceanview From

$5,199

7-night mediterranean cruise

$5,399

Windstar Cruises – Wind Spirit

4.8 (98)

Date:

Jun 04, 2026 View Other Dates

Ports:

Piraeus (Athens) → Ermoupoli → Kusadasi → Pythagoreio → Naxos → Folegandros → Milos → Athens

Departs Jun 04, 2026 from Piraeus (Athens), Greece

Up to 2 deals including an Avoya Exclusive

Oceanview From

$5,399

14-night mediterranean cruise

$8,899

Windstar Cruises – Wind Spirit

4.8 (98)

Date:

Jun 04, 2026 View Other Dates

Ports:

Departs Jun 04, 2026 from Piraeus (Athens), Greece

Up to 2 deals including an Avoya Exclusive

Oceanview From

$8,899

7-night mediterranean cruise

$5,399

Windstar Cruises – Wind Spirit

4.8 (98)

Date:

Jun 11, 2026 View Other Dates

Ports:

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

Departs Jun 11, 2026 from Piraeus (Athens), Greece

Up to 2 deals including an Avoya Exclusive

Oceanview From

$5,399

14-night mediterranean cruise

$8,599

Windstar Cruises – Wind Spirit

4.8 (98)

Date:

Jun 11, 2026

Ports:

Departs Jun 11, 2026 from Piraeus (Athens), Greece

Up to 2 deals including an Avoya Exclusive

Oceanview From

$8,599

7-night mediterranean cruise

$4,999

Windstar Cruises – Wind Spirit

4.8 (98)

Date:

Jun 18, 2026 View Other Dates

Ports:

Piraeus (Athens) → Ermoupoli → Kusadasi → Pythagoreio → Naxos → Folegandros → Milos → Athens

Departs Jun 18, 2026 from Piraeus (Athens), Greece

Up to 2 deals including an Avoya Exclusive

Oceanview From

$4,999

14-night mediterranean cruise

$8,099

Windstar Cruises – Wind Spirit

4.8 (98)

Date:

Jun 18, 2026 View Other Dates

Ports:

Departs Jun 18, 2026 from Piraeus (Athens), Greece

Up to 2 deals including an Avoya Exclusive

Oceanview From

$8,099

7-night mediterranean cruise

$4,999

Windstar Cruises – Wind Spirit

4.8 (98)

Date:

Jun 25, 2026 View Other Dates

Ports:

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

Departs Jun 25, 2026 from Piraeus (Athens), Greece

Up to 2 deals including an Avoya Exclusive

Oceanview From

$4,999

7-night mediterranean cruise

$3,599

Windstar Cruises – Wind Spirit

4.8 (98)

Date:

Jul 09, 2026 View Other Dates

Ports:

Rome (Civitavecchia) → Bastia → Ajaccio → Bonifacio → Alghero → Golfo Aranci → Rome

Departs Jul 09, 2026 from Rome (Civitavecchia), Italy

Up to 2 deals including an Avoya Exclusive

Oceanview From

$3,599

14-night mediterranean cruise

$5,399

Windstar Cruises – Wind Spirit

4.8 (98)

Date:

Jul 09, 2026 View Other Dates

Ports:

Departs Jul 09, 2026 from Rome (Civitavecchia), Italy

Up to 2 deals including an Avoya Exclusive

Oceanview From

$5,399

7-night mediterranean cruise

$3,199

Windstar Cruises – Wind Spirit

4.8 (98)

Date:

Jul 16, 2026 View Other Dates

Ports:

Rome (Civitavecchia) → Ponza → Amalfi → Lipari Island → Stromboli → Porto Cervo → Porto Vecchio → Rome

Departs Jul 16, 2026 from Rome (Civitavecchia), Italy

Up to 2 deals including an Avoya Exclusive

Oceanview From

$3,199

14-night mediterranean cruise

$5,399

Windstar Cruises – Wind Spirit

4.8 (98)

Date:

Jul 16, 2026

Ports:

Departs Jul 16, 2026 from Rome (Civitavecchia), Italy

Up to 2 deals including an Avoya Exclusive

Oceanview From

$5,399

7-night mediterranean cruise

$3,599

Windstar Cruises – Wind Spirit

4.8 (98)

Date:

Jul 23, 2026 View Other Dates

Ports:

Rome (Civitavecchia) → Bastia → Ajaccio → Bonifacio → Alghero → Golfo Aranci → Rome

Departs Jul 23, 2026 from Rome (Civitavecchia), Italy

Up to 2 deals including an Avoya Exclusive

Oceanview From

$3,599

14-night mediterranean cruise

$5,399

Windstar Cruises – Wind Spirit

4.8 (98)

Date:

Jul 23, 2026 View Other Dates

Ports:

Departs Jul 23, 2026 from Rome (Civitavecchia), Italy

Up to 2 deals including an Avoya Exclusive

Oceanview From

$5,399

7-night mediterranean cruise

$3,199

Windstar Cruises – Wind Spirit

4.8 (98)

Date:

Jul 30, 2026 View Other Dates

Ports:

Rome (Civitavecchia) → Ponza → Amalfi → Lipari Island → Stromboli → Porto Cervo → Porto Vecchio → Rome

Departs Jul 30, 2026 from Rome (Civitavecchia), Italy

Up to 2 deals including an Avoya Exclusive

Oceanview From

$3,199