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10-night mediterranean cruise

$4,588

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Sep 27, 2026

Ports:

Departs Sep 27, 2026 from Rome (Civitavecchia), Italy

Up to 2 deals including an Avoya Exclusive

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Oceanview From

$4,588

18-night mediterranean cruise

$7,916

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Sep 27, 2026

Ports:

Departs Sep 27, 2026 from Rome (Civitavecchia), Italy

Up to 2 deals including an Avoya Exclusive

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Oceanview From

$7,916

8-night mediterranean cruise

$3,728

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Oct 07, 2026

Ports:

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

Departs Oct 07, 2026 from Rome (Civitavecchia), Italy

Up to 2 deals including an Avoya Exclusive

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Oceanview From

$3,728

10-night mediterranean cruise

$3,950

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Oct 15, 2026

Ports:

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

Departs Oct 15, 2026 from Venice, Italy

Up to 2 deals including an Avoya Exclusive

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Inside From

$3,950

15-night mediterranean cruise

$5,561

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Oct 15, 2026

Ports:

Departs Oct 15, 2026 from Venice, Italy

Up to 2 deals including an Avoya Exclusive

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Inside From

$5,561

23-night mediterranean cruise

$12,338

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Oct 15, 2026

Ports:

Departs Oct 15, 2026 from Venice, Italy

Up to 2 deals including an Avoya Exclusive

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Inside From

$12,338

5-night mediterranean cruise

$1,886

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Oct 25, 2026

Ports:

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

Departs Oct 25, 2026 from Rome (Civitavecchia), Italy

Up to 2 deals including an Avoya Exclusive

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Inside From

$1,886

13-night mediterranean cruise

$8,483

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Oct 25, 2026

Ports:

Departs Oct 25, 2026 from Rome (Civitavecchia), Italy

Up to 2 deals including an Avoya Exclusive

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Inside From

$8,483

8-night mediterranean cruise

$7,022

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Oct 30, 2026

Ports:

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

Departs Oct 30, 2026 from Barcelona, Spain

Up to 2 deals including an Avoya Exclusive

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Inside From

$7,022

7-night caribbean cruise

$3,708

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Dec 19, 2026

Ports:

Departs Dec 19, 2026 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

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Oceanview From

$3,708

14-night caribbean cruise

$8,030

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Dec 19, 2026

Ports:

Departs Dec 19, 2026 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$8,030

7-night caribbean cruise

$4,742

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Dec 26, 2026

Ports:

Departs Dec 26, 2026 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

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Oceanview From

$4,742

14-night caribbean cruise

$7,960

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Dec 26, 2026

Ports:

Departs Dec 26, 2026 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$7,960

7-night caribbean cruise

$3,568

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Jan 02, 2027 View Other Dates

Ports:

Departs Jan 02, 2027 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$3,568

14-night caribbean cruise

$6,420

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Jan 02, 2027

Ports:

Departs Jan 02, 2027 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$6,420

7-night caribbean cruise

$3,482

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Jan 09, 2027

Ports:

Departs Jan 09, 2027 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$3,482

14-night caribbean cruise

$6,700

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Jan 09, 2027

Ports:

Departs Jan 09, 2027 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$6,700

7-night caribbean cruise

$3,533

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Jan 16, 2027 View Other Dates

Ports:

Departs Jan 16, 2027 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$3,533

14-night caribbean cruise

$8,310

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Jan 16, 2027 View Other Dates

Ports:

Departs Jan 16, 2027 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$8,310

7-night caribbean cruise

$5,162

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Jan 23, 2027 View Other Dates

Ports:

Departs Jan 23, 2027 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$5,162

14-night caribbean cruise

$8,240

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Jan 23, 2027

Ports:

Departs Jan 23, 2027 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$8,240

7-night caribbean cruise

$3,498

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Jan 30, 2027 View Other Dates

Ports:

Departs Jan 30, 2027 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$3,498

14-night caribbean cruise

$7,330

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Jan 30, 2027 View Other Dates

Ports:

Departs Jan 30, 2027 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$7,330

7-night caribbean cruise

$4,182

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Feb 06, 2027 View Other Dates

Ports:

Departs Feb 06, 2027 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$4,182

14-night caribbean cruise

$6,980

Windstar Cruises – Wind Surf

4.7 (148)

Date:

Feb 06, 2027 View Other Dates

Ports:

Departs Feb 06, 2027 from Saint Maarten (Phillipsburg), Netherlands Antilles

Up to 2 deals including an Avoya Exclusive

View Details

Oceanview From

$6,980