Windstar Cruises Deals

A Windstar sailing yacht sailing in French Polynesia.

Upcoming Windstar Cruises Deals

511 results

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

$2,506

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

13 Sailings

Nov 15, 2026 - Mar 20, 2028

13 Sailings

Nov 15, 2026 - Mar 20, 2028

Published prices from

$4,108

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

$6,995

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

$8,812

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

$5,929

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

$3,832

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

A vibrant panoramic view of Castries, St. Lucia, with colorful buildings nestled along the harbor and lush green hills in the background under a blue sky with white clouds.

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

Windstar

7-night Jewels Of The Windward Islands 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

$2,458

per person*

taxes & fees included

A scenic view of Moorea, French Polynesia, with turquoise lagoons, a row of luxurious overwater bungalows, lush palm trees along the coast, and a distant island under a stunning blue sky.

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

Windstar

10-night Final Rose & Overwater Bungalows Cruise/Land Package From Papeete, Tahiti, French Polynesia

Aboard

Star Breeze

From

Papeete, Tahiti, French Polynesia

2 Sailings

Nov 30 - Dec 7, 2026

2 Sailings

Nov 30 - Dec 7, 2026

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

29 Sailings

Dec 1, 2026 - Dec 26, 2028

29 Sailings

Dec 1, 2026 - Dec 26, 2028

Published prices from

$5,685

per person*

taxes & fees included

A breathtaking aerial view of the iconic Pitons, two majestic volcanic peaks, rising from the turquoise waters of the Caribbean Sea on the island of St. Lucia, with a small bay and sailboats.

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

Windstar

16-night Star Collector: Windward Islands & Spanish New World Cruise From Bridgetown, Barbados

Bridgetown (Barbados)

Aboard

Star Legend

From

Bridgetown, Barbados

1 Sailing

Dec 4, 2026

1 Sailing

Dec 4, 2026

Published prices from

$5,244

per person*

taxes & fees included

A breathtaking tropical beach on Mayreau Island, Grenadines, with white sand, tall palm trees, and turquoise water under a perfectly blue sky.

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

Windstar

8-night Windward Ways & Tobago Cays Cruise From Bridgetown, Barbados

Bridgetown (Barbados)

Aboard

Star Legend

From

Bridgetown, Barbados

1 Sailing

Dec 4, 2026

1 Sailing

Dec 4, 2026

Published prices from

$2,760

per person*

taxes & fees included

An aerial view of Road Bay, Anguilla, showing a pristine white sand beach, lush green vegetation, and the stunningly clear turquoise water of the Caribbean Sea.

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

Windstar

21-night Star Collector: Hearty Ports & Rum Punches - A Transatlantic Crossing Cruise From Lisbon, Portugal

St. Maarten (Philipsburg)

Falmouth Harbour

Aboard

Wind Surf

From

Lisbon, Portugal

1 Sailing

Dec 5, 2026

1 Sailing

Dec 5, 2026

National Theatre of Costa Rica in San José.

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

Windstar

10-night Monteverde Cloud Forest & Arenal Volcano Cruise/Land Package From Colon, Panama

Golfo Dulce (Puerto Jimenez)

Aboard

Wind Star

From

Colon, Panama

3 Sailings

Dec 5, 2026 - Jan 2, 2027

3 Sailings

Dec 5, 2026 - Jan 2, 2027

An aerial view of the bustling city of Balboa, Panama, with a scenic coastal road alongside a marina and tall modern skyscrapers in the background.

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

Windstar

7-night Costa Rica & Panama Canal Cruise From Colon, Panama

Golfo Dulce (Puerto Jimenez)

Aboard

Wind Star

From

Colon, Panama

3 Sailings

Dec 5, 2026 - Jan 2, 2027

3 Sailings

Dec 5, 2026 - Jan 2, 2027

Published prices from

$3,715

per person*

taxes & fees included

National Theatre of Costa Rica in San José.

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

Windstar

11-night Monteverde Cloud Forest & Arenal Volcano Cruise/Land Package From San Jose, Costa Rica

San Jose (C.R.)

Puerto Caldera (Puntarenas)

Aboard

Wind Star

From

San Jose, Costa Rica

2 Sailings

Dec 8 - Dec 22, 2026

2 Sailings

Dec 8 - Dec 22, 2026

*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.