Windstar Cruises Deals

A Windstar sailing yacht sailing in French Polynesia.

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Overwater bungalows in Tahiti, French Polynesia.

FREE All-Inclusive Upgrade + up to $400 Onboard Credit*

Windstar

10-night Golden Days In Bora Bora Cruise/Land Package From Papeete, Tahiti, French Polynesia

Aboard

Star Breeze

From

Papeete, Tahiti, French Polynesia

4 Sailings

Oct 19 - Dec 7, 2026

4 Sailings

Oct 19 - Dec 7, 2026

The iconic Library of Celsus in the ancient city of Ephesus, Turkey, with its magnificent, two-story facade and marble columns standing against a backdrop of cypress trees and green hills.

Up to $500 FREE Onboard Credit*+ 2 more offers

Windstar

70-night Star Collector: Grand Mediterranean And Latin America Adventure Cruise From Istanbul, Turkey

Kusadasi (Ephesus)

Aboard

Star Legend

From

Istanbul, Turkey

1 Sailing

Oct 19, 2026

1 Sailing

Oct 19, 2026

Published prices from

$25,938

per person*

taxes & fees included

A vibrant sunset view of the harbor and town of Myrina, Greece, with boats docked and lights illuminating the buildings against a backdrop of a mountain with a castle ruin.

Up to $500 FREE Onboard Credit*+ 2 more offers

Windstar

16-night Star Collector: Aegean & Bosporus Escapades Cruise From Istanbul, Turkey

Kusadasi (Ephesus)

Aboard

Star Legend

From

Istanbul, Turkey

1 Sailing

Oct 19, 2026

1 Sailing

Oct 19, 2026

Published prices from

$8,180

per person*

taxes & fees included

The ancient Greek ruins of Delphi, Greece, featuring a large column fragment in the foreground with a dramatic mountain and valley backdrop.

Up to $500 FREE Onboard Credit*+ 2 more offers

Windstar

8-night Aegean Sea Odyssey via the Corinth Canal Cruise From Istanbul, Turkey

Kusadasi (Ephesus)

Aboard

Star Legend

From

Istanbul, Turkey

1 Sailing

Oct 19, 2026

1 Sailing

Oct 19, 2026

Published prices from

$4,422

per person*

taxes & fees included

A picturesque view of a brick lighthouse perched on the lush, green cliffs of Maroe Bay, Huahine, with the ocean and a blue sky in the background.

Up to $500 FREE Onboard Credit*+ 2 more offers

Windstar

9-night Dreams Of Tahiti Cruise/Land Package From Papeete, Tahiti, French Polynesia

Aboard

Star Breeze

From

Papeete, Tahiti, French Polynesia

32 Sailings

Oct 20, 2026 - Dec 26, 2028

32 Sailings

Oct 20, 2026 - Dec 26, 2028

Published prices from

$5,669

per person*

taxes & fees included

A turquoise and white ferry boat cruises through the harbor in Hamilton, Bermuda, with a backdrop of pastel-colored buildings and houses along the waterfront.

Up to $500 FREE Onboard Credit*+ 2 more offers

Windstar

8-night Bermuda Bliss Cruise From Boston, Massachusetts

Aboard

Star Pride

From

Boston, Massachusetts

1 Sailing

Oct 20, 2026

1 Sailing

Oct 20, 2026

Published prices from

$2,854

per person*

taxes & fees included

A breathtaking landscape of Raiatea Island, French Polynesia, showcasing lush, green volcanic mountains covered in tropical foliage descending into a tranquil turquoise lagoon.

FREE All-Inclusive Upgrade + up to $400 Onboard Credit*

Windstar

10-night Overwater Bungalow & Tahitian Paradises Cruise/Land Package From Papeete, Tahiti, French Polynesia

Aboard

Star Breeze

From

Papeete, Tahiti, French Polynesia

5 Sailings

Oct 22 - Dec 10, 2026

5 Sailings

Oct 22 - Dec 10, 2026

Overwater bungalows in Tahiti, French Polynesia.

FREE All-Inclusive Upgrade + up to $400 Onboard Credit*

Windstar

7-night Dreams Of Tahiti Cruise From Papeete, Tahiti, French Polynesia

Aboard

Star Breeze

From

Papeete, Tahiti, French Polynesia

35 Sailings

Oct 22, 2026 - Dec 28, 2028

35 Sailings

Oct 22, 2026 - Dec 28, 2028

Published prices from

$2,606

per person*

taxes & fees included

St. Peter's Basilica, Rome cityscape at sunset.

Up to $500 FREE Onboard Credit*+ 2 more offers

Windstar

7-night Vatican & Italian Riviera Cruise/Land Package From Civitavecchia, Rome, Italy

Rome (Civitavecchia)

Aboard

Wind Surf

From

Civitavecchia, Rome, Italy

1 Sailing

Oct 23, 2026

1 Sailing

Oct 23, 2026

A panoramic sunset shot of the beautiful harbor in Palma de Mallorca, Spain, with a marina full of boats and buildings on the surrounding hills.

Up to $500 FREE Onboard Credit*+ 2 more offers

Windstar

17-night Star Collector: Romance Of The West Med Cruise From Civitavecchia, Rome, Italy

Rome (Civitavecchia)

Aboard

Wind Star

From

Civitavecchia, Rome, Italy

1 Sailing

Oct 24, 2026

1 Sailing

Oct 24, 2026

Published prices from

$6,658

per person*

taxes & fees included

St. Peter's Basilica, Rome cityscape at sunset.

Up to $500 FREE Onboard Credit*+ 2 more offers

Windstar

7-night Mediterranean Island Mosaic Cruise From Civitavecchia, Rome, Italy

Rome (Civitavecchia)

Aboard

Wind Star

From

Civitavecchia, Rome, Italy

1 Sailing

Oct 24, 2026

1 Sailing

Oct 24, 2026

Published prices from

$2,833

per person*

taxes & fees included

A close-up view of traditional, colorful wooden fishing boats called 'pointus' docked in the picturesque harbor of Sanary-sur-Mer, France, under a bright, sunny sky.

Up to $500 FREE Onboard Credit*+ 2 more offers

Windstar

10-night Yachtsman’s Mediterranean Rivieras & Madrid Cruise/Land Package From Civitavecchia, Rome, Italy

Rome (Civitavecchia)

Aboard

Wind Surf

From

Civitavecchia, Rome, Italy

1 Sailing

Oct 25, 2026

1 Sailing

Oct 25, 2026

Belém Tower on Tagus River.

Up to $500 FREE Onboard Credit*+ 2 more offers

Windstar

13-night Star Collector: Enchantment Of The Western Med Cruise From Civitavecchia, Rome, Italy

Rome (Civitavecchia)

Aboard

Wind Surf

From

Civitavecchia, Rome, Italy

1 Sailing

Oct 25, 2026

1 Sailing

Oct 25, 2026

Published prices from

$5,721

per person*

taxes & fees included

A classic view of the picturesque harbor of Portofino, Italy, with its iconic, brightly painted buildings reflected on the shimmering blue water and lush green hills in the background.

Up to $500 FREE Onboard Credit*+ 2 more offers

Windstar

5-night Yachtsman's Harbors Of The Rivieras Cruise From Civitavecchia, Rome, Italy

Rome (Civitavecchia)

Aboard

Wind Surf

From

Civitavecchia, Rome, Italy

1 Sailing

Oct 25, 2026

1 Sailing

Oct 25, 2026

Published prices from

$1,922

per person*

taxes & fees included

A historic fortress, the Castle of La Calahorra, stands on a hilltop overlooking a town with white-washed houses below, under a blue sky with scattered clouds in Almería, Spain.

Up to $500 FREE Onboard Credit*+ 2 more offers

Windstar

12-night Spanish Symphony & Madrid Medley Cruise/Land Package From Madrid, Spain

Palma de Mallorca

Cartagena (Spain)

Aboard

Wind Surf

From

Madrid, Spain

1 Sailing

Oct 26, 2026

1 Sailing

Oct 26, 2026

A low-angle shot of the magnificent Palacio Consistorial, the town hall of Cartagena, Spain, showcasing its ornate, white marble facade and domed rooftops against a blue sky.

Up to $500 FREE Onboard Credit*+ 2 more offers

Windstar

14-night Next Stop Madrid: Spanish Treasures Cruise/Land Package From Madrid, Spain

Barcelona (Tarragona)

Palma de Mallorca

Aboard

Wind Spirit

From

Madrid, Spain

1 Sailing

Oct 26, 2026

1 Sailing

Oct 26, 2026

A stunning nighttime view of Hiroshima Castle in Japan, brightly lit and surrounded by a moat reflecting the castle and the modern city skyline in the background.

FREE All-Inclusive Upgrade + up to $400 Onboard Credit*

Windstar

10-night Grand Japan Cruise From Tokyo, Japan

Hashima Island (Gunkanjima)

Aboard

Star Seeker

From

Tokyo, Japan

16 Sailings

Oct 26, 2026 - May 5, 2029

16 Sailings

Oct 26, 2026 - May 5, 2029

Published prices from

$4,415

per person*

taxes & fees included

A stunning nighttime view of Hiroshima Castle in Japan, brightly lit and surrounded by a moat reflecting the castle and the modern city skyline in the background.

Up to $500 FREE Onboard Credit*+ 2 more offers

Windstar

12-night Kyoto & The Zen Of Japan Cruise/Land Package From Tokyo, Japan

Hashima Island (Gunkanjima)

Aboard

Star Seeker

From

Tokyo, Japan

15 Sailings

Oct 26, 2026 - May 5, 2029

15 Sailings

Oct 26, 2026 - May 5, 2029

Published prices from

$6,715

per person*

taxes & fees included

A picturesque, unpaved road lined with traditional dry-stone walls and vibrant pink bougainvillea flowers blooming against a bright blue sky.

Up to $500 FREE Onboard Credit*+ 2 more offers

Windstar

41-night Star Collector: Grand Asia Explorer Cruise From Tokyo, Japan

Hashima Island (Gunkanjima)

Aboard

Star Seeker

From

Tokyo, Japan

3 Sailings

Oct 26, 2026 - Nov 11, 2028

3 Sailings

Oct 26, 2026 - Nov 11, 2028

Published prices from

$19,055

per person*

taxes & fees included

Sunrise over Haeundae Beach, Busan, South Korea.

Up to $500 FREE Onboard Credit*+ 2 more offers

Windstar

30-night Star Collector: Japan & Vietnam In-Depth Cruise From Tokyo, Japan

Hashima Island (Gunkanjima)

Aboard

Star Seeker

From

Tokyo, Japan

3 Sailings

Oct 26, 2026 - Nov 11, 2028

3 Sailings

Oct 26, 2026 - Nov 11, 2028

Published prices from

$13,816

per person*

taxes & fees included

A striking view of the active Sakurajima volcano and its peaks, rising behind a foreground of green trees, in the bay of Kagoshima, Japan.

Up to $500 FREE Onboard Credit*+ 2 more offers

Windstar

20-night Star Collector: Island Jewels Of Japan Cruise From Tokyo, Japan

Hashima Island (Gunkanjima)

Aboard

Star Seeker

From

Tokyo, Japan

3 Sailings

Oct 26, 2026 - Nov 11, 2028

3 Sailings

Oct 26, 2026 - Nov 11, 2028

Published prices from

$9,070

per person*

taxes & fees included

Plaza Mayor in Madrid, Spain.

Up to $500 FREE Onboard Credit*+ 2 more offers

Windstar

14-night Next Stop Madrid: Spanish Treasures Cruise/Land Package From Madrid, Spain

Barcelona (Tarragona)

Palma de Mallorca

Aboard

Wind Star

From

Madrid, Spain

1 Sailing

Oct 27, 2026

1 Sailing

Oct 27, 2026

The ancient Greek ruins of Delphi, Greece, featuring a large column fragment in the foreground with a dramatic mountain and valley backdrop.

Up to $500 FREE Onboard Credit*+ 2 more offers

Windstar

8-night A Piece Of Greece, A Slice Of Sicily & The Corinth Canal Cruise From Piraeus (Athens), Greece

Athens (Piraeus)

Cephalonia (Argostoli)

Aboard

Star Legend

From

Piraeus (Athens), Greece

1 Sailing

Oct 27, 2026

1 Sailing

Oct 27, 2026

Published prices from

$4,280

per person*

taxes & fees included

An aerial view of the colorful waterfront of St. George's, Grenada, with the town's buildings nestled on a hillside and a long, rocky breakwater extending into the calm, turquoise water.

Up to $500 FREE Onboard Credit*+ 2 more offers

Windstar

11-night Gems Of The Leeward Islands Cruise From San Juan, Puerto Rico

Falmouth Harbour

Aboard

Star Pride

From

San Juan, Puerto Rico

1 Sailing

Oct 28, 2026

1 Sailing

Oct 28, 2026

Published prices from

$4,241

per person*

taxes & fees included

Belém Tower on Tagus River.

FREE All-Inclusive Upgrade + up to $400 Onboard Credit*

Windstar

12-night Portuguese Passages & Spanish Shorelines Cruise/Land Package From Barcelona, Spain

Palma de Mallorca

Cartagena (Spain)

Aboard

Wind Surf

From

Barcelona, Spain

2 Sailings

Oct 30, 2026 - Oct 28, 2028

2 Sailings

Oct 30, 2026 - Oct 28, 2028

Published prices from

$7,864

per person*

taxes & fees included

*Rates and offers are per person, in US Dollars, based on double occupancy, capacity controlled, subject to availability and confirmation, and may change without notice. Government taxes and fees are included. Rates and offers are available for select dates and categories only. Additional restrictions may apply. Call 1-800-377-9383 for full terms and conditions.