Windstar Cruises Deals

A Windstar sailing yacht sailing in French Polynesia.

Upcoming Windstar Cruises Deals

520 Results

Taxes and fees included in all prices shown

Sort

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.

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

Windstar

7-night Windward Islands Surf & Sunsets Cruise From San Juan, Puerto Rico

Iles des Saintes

Aboard

Star Pride

From

San Juan, Puerto Rico

9 Sailings

Nov 8, 2026 - Mar 27, 2028

9 Sailings

Nov 8, 2026 - Mar 27, 2028

Published prices from

$2,411

per person*

taxes & fees included

An idyllic white-sand beach with turquoise water and palm trees on Jost Van Dyke, with a lush green hill in the background.

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

Windstar

14-night Star Collector: Lovely Leewards Cruise From San Juan, Puerto Rico

St. Maarten (Philipsburg)

Aboard

Star Pride

From

San Juan, Puerto Rico

14 Sailings

Nov 8, 2026 - Mar 20, 2028

14 Sailings

Nov 8, 2026 - Mar 20, 2028

Published prices from

$4,014

per person*

taxes & fees included

Belém Tower on Tagus River.

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

Windstar

8-night The Colorful Canary Islands Cruise From Lisbon, Portugal

Funchal (Madeira)

San Sebastian (Spain)

Santa Cruz de La Palma

Las Palmas (Gran Canaria)

Aboard

Wind Spirit

From

Lisbon, Portugal

1 Sailing

Nov 9, 2026

1 Sailing

Nov 9, 2026

Rocky beach and palm trees in Barbados.

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

Windstar

14-night Ocean Crossings Cruise From Lisbon, Portugal

Bridgetown (Barbados)

Aboard

Wind Star

From

Lisbon, Portugal

1 Sailing

Nov 10, 2026

1 Sailing

Nov 10, 2026

Published prices from

$3,622

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

25-night Star Collector: Southern Caribbean Thanksgiving Jubilee Cruise From Lisbon, Portugal

Bridgetown (Barbados)

Aboard

Wind Star

From

Lisbon, Portugal

1 Sailing

Nov 10, 2026

1 Sailing

Nov 10, 2026

Published prices from

$8,239

per person*

taxes & fees included

Golden Thai temple architecture.

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

Windstar

17-night Legendary Hanoi & Angkor Wat Cruise/Land Package From Hanoi, Vietnam

Halong Bay (Hanoi)

Aboard

Star Seeker

From

Hanoi, Vietnam

5 Sailings

Nov 12, 2026 - Jan 9, 2029

5 Sailings

Nov 12, 2026 - Jan 9, 2029

A dramatic aerial shot of the Hai Van Pass near Hue, Vietnam, with a bay and coastline visible between lush green mountains under a vibrant sunrise sky.

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

Windstar

13-night Cambodia, Vietnam & The Heart Of Hanoi Cruise/Land Package From Hanoi, Vietnam

Halong Bay (Hanoi)

Aboard

Star Seeker

From

Hanoi, Vietnam

6 Sailings

Nov 12, 2026 - Jan 9, 2029

6 Sailings

Nov 12, 2026 - Jan 9, 2029

Published prices from

$7,659

per person*

taxes & fees included

Rocky beach and palm trees in Barbados.

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

Windstar

22-night Star Collector Cruise: Caribbean Beats & Transatlantic Treats From Malaga, Spain

Funchal (Madeira)

Bridgetown (Barbados)

Aboard

Star Legend

From

Malaga, Spain

1 Sailing

Nov 12, 2026

1 Sailing

Nov 12, 2026

Published prices from

$7,458

per person*

taxes & fees included

A picturesque view of the historic Cape Spartel Lighthouse on a cliff overlooking the Atlantic Ocean near Tangier, Morocco.

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

Windstar

13-night Ocean Crossings Cruise From Malaga, Spain

Funchal (Madeira)

Bridgetown (Barbados)

Aboard

Star Legend

From

Malaga, Spain

1 Sailing

Nov 12, 2026

1 Sailing

Nov 12, 2026

Published prices from

$5,710

per person*

taxes & fees included

A breathtaking view of Atuona, French Polynesia, featuring a small islet with two palm trees surrounded by clear turquoise water, with lush green hills and a bright blue sky with large fluffy clouds.

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

Windstar

11-night Far Flung French Polynesia & Marquesas Magic Cruise From Papeete, Tahiti, French Polynesia

Aboard

Star Breeze

From

Papeete, Tahiti, French Polynesia

4 Sailings

Nov 12, 2026 - Oct 15, 2028

4 Sailings

Nov 12, 2026 - Oct 15, 2028

Published prices from

$4,214

per person*

taxes & fees included

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.

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

Windstar

7-night San Juan & The Virgin Islands Cruise From San Juan, Puerto Rico

St. Maarten (Philipsburg)

Aboard

Star Pride

From

San Juan, Puerto Rico

8 Sailings

Nov 15, 2026 - Mar 20, 2028

8 Sailings

Nov 15, 2026 - Mar 20, 2028

Published prices from

$2,443

per person*

taxes & fees included

Royal Palace and Silver Pagoda in Phnom Penh.

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

Windstar

15-night Ancient Wonders Of Vietnam & Angkor Wat Cruise/Land Package From Ha Long Bay (Hanoi), Vietnam

Halong Bay (Hanoi)

Ho Chi Minh City (Saigon)

Aboard

Star Seeker

From

Ha Long Bay (Hanoi), Vietnam

2 Sailings

Nov 15 - Dec 27, 2026

2 Sailings

Nov 15 - Dec 27, 2026

An aerial view of a secluded luxury resort on Koh Yao Noi, Thailand, with bungalows and a swimming pool nestled in lush jungle foliage next to a white sand beach and turquoise water with a boat dock.

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

Windstar

21-night Star Collector: Captivating Vietnam & Thailand Cruise From Ha Long Bay (Hanoi), Vietnam

Halong Bay (Hanoi)

Ho Chi Minh City (Saigon)

Aboard

Star Seeker

From

Ha Long Bay (Hanoi), Vietnam

6 Sailings

Nov 15, 2026 - Jan 12, 2029

6 Sailings

Nov 15, 2026 - Jan 12, 2029

Published prices from

$9,920

per person*

taxes & fees included

A dramatic aerial shot of the Hai Van Pass near Hue, Vietnam, with a bay and coastline visible between lush green mountains under a vibrant sunrise sky.

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

Windstar

10-night Vietnam & Cambodia Revealed Cruise From Ha Long Bay (Hanoi), Vietnam

Halong Bay (Hanoi)

Ho Chi Minh City (Saigon)

Aboard

Star Seeker

From

Ha Long Bay (Hanoi), Vietnam

6 Sailings

Nov 15, 2026 - Jan 12, 2029

6 Sailings

Nov 15, 2026 - Jan 12, 2029

Published prices from

$5,076

per person*

taxes & fees included

"An aerial view of Porto Santo Island, Portugal, showing the long, sandy beach and the turquoise waters of the Atlantic Ocean, with resorts and buildings nestled at the base of the island's mountains. "

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

Windstar

10-night Hidden Gems Of The Canary & Madeira Islands Cruise From Santa Cruz de Tenerife, Canary Islands

Santa Cruz de Tenerife

Funchal (Madeira)

Ilha de Porto Santo

San Sebastian (Spain)

Aboard

Wind Spirit

From

Santa Cruz de Tenerife, Canary Islands

7 Sailings

Nov 17, 2026 - Jan 16, 2027

7 Sailings

Nov 17, 2026 - Jan 16, 2027

Published prices from

$4,140

per person*

taxes & fees included

Overwater bungalows in Tahiti, French Polynesia.

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

Windstar

12-night Tahiti & The Tuamotu Islands Cruise/Land Package From Papeete, Tahiti, French Polynesia

Aboard

Star Breeze

From

Papeete, Tahiti, French Polynesia

12 Sailings

Nov 21, 2026 - Oct 3, 2028

12 Sailings

Nov 21, 2026 - Oct 3, 2028

Published prices from

$6,895

per person*

taxes & fees included

Golden Thai temple architecture.

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

Windstar

19-night Legendary Temples: Chiang Mai & Angkor Wat Cruise/Land Package From Bangkok, Thailand

Bangkok (Klong Toey)

Chao Phraya River

Aboard

Star Seeker

From

Bangkok, Thailand

3 Sailings

Nov 21, 2026 - Jan 24, 2027

3 Sailings

Nov 21, 2026 - Jan 24, 2027

Elephant Show Thailand

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

Windstar

15-night Thailand & The Steps Of Angkor Wat Cruise/Land Package From Bangkok, Thailand

Bangkok (Klong Toey)

Chao Phraya River

Aboard

Star Seeker

From

Bangkok, Thailand

7 Sailings

Nov 21, 2026 - Jan 18, 2029

7 Sailings

Nov 21, 2026 - Jan 18, 2029

Published prices from

$8,977

per person*

taxes & fees included

An aerial view of Bora Bora, a South Pacific island with lush green, volcanic peaks, and turquoise blue waters, surrounded by luxury overwater bungalows on a coral reef.

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

Windstar

17-night Star Collector – Twice the Tahiti Cruise From Papeete, Tahiti, French Polynesia

Aboard

Star Breeze

From

Papeete, Tahiti, French Polynesia

1 Sailing

Nov 23, 2026

1 Sailing

Nov 23, 2026

Published prices from

$6,269

per person*

taxes & fees included

An aerial view of Bora Bora, a South Pacific island with lush green, volcanic peaks, and turquoise blue waters, surrounded by luxury overwater bungalows on a coral reef.

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

Windstar

10-night Tahiti & The Tuamotu Islands Cruise From Papeete, Tahiti, French Polynesia

Aboard

Star Breeze

From

Papeete, Tahiti, French Polynesia

12 Sailings

Nov 23, 2026 - Oct 5, 2028

12 Sailings

Nov 23, 2026 - Oct 5, 2028

Published prices from

$3,816

per person*

taxes & fees included

Rocky beach and palm trees in Barbados.

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

Windstar

18-night Star Collector: Reefs & Rainforests: The Caribbean, Colombia, Panama & Costa Rica Via The Panama Canal Cruise From Bridgetown, Barbados

Bridgetown (Barbados)

Aboard

Wind Star

From

Bridgetown, Barbados

1 Sailing

Nov 24, 2026

1 Sailing

Nov 24, 2026

Published prices from

$8,542

per person*

taxes & fees included

Colorful colonial balconies in Cartagena.

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

Windstar

11-night Colombian & Southern Caribbean Coastlines Cruise From Bridgetown, Barbados

Bridgetown (Barbados)

Aboard

Wind Star

From

Bridgetown, Barbados

1 Sailing

Nov 24, 2026

1 Sailing

Nov 24, 2026

Published prices from

$5,067

per person*

taxes & fees included

Illuminated Singapore Marina Bay skyline at night.

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

Windstar

14-night Treasures Of Thailand & Chiang Mai Cruise/Land Package From Bangkok (Khlong Toey), Thailand

Bangkok (Klong Toey)

Chao Phraya River

Kuala Lumpur (Port Klang)

Aboard

Star Seeker

From

Bangkok (Khlong Toey), Thailand

7 Sailings

Nov 25, 2026 - Jan 22, 2029

7 Sailings

Nov 25, 2026 - Jan 22, 2029

Illuminated Singapore Marina Bay skyline at night.

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

Windstar

11-night Tantalizing Thailand & Sparkling Singapore Cruise From Bangkok (Khlong Toey), Thailand

Bangkok (Klong Toey)

Kuala Lumpur (Port Klang)

Aboard

Star Seeker

From

Bangkok (Khlong Toey), Thailand

7 Sailings

Nov 25, 2026 - Jan 22, 2029

7 Sailings

Nov 25, 2026 - Jan 22, 2029

Published prices from

$5,414

per person*

taxes & fees included

A view of Pigeon Island National Landmark, St. Lucia, showing a lush, green peninsula jutting out into the ocean with waves crashing on the rocks.

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

Windstar

15-night Star Collector: Captivating Caribbean Cruise From Bridgetown, Barbados

Bridgetown (Barbados)

Aboard

Star Legend

From

Bridgetown, Barbados

1 Sailing

Nov 27, 2026

1 Sailing

Nov 27, 2026

Published prices from

$4,768

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.