Windstar Cruises Cruises 2026
482 results
482 results
Star Collector: Lovely Leewards
- 13 Dec '26
14 nights 
Star Pride
Dep: San Juan (Puerto Rico)
Arr: San Juan (Puerto Rico)
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
San Juan & the Virgin Islands
- 13 Dec '26
- 7 nights
- Star Pride
- Dep: San Juan (Puerto Rico)
- Arr: San Juan (Puerto Rico)
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
Hidden Gems of the Canary Islands & Madeira
- 17 Dec '26
- 10 nights
- Wind Spirit
- Dep: Santa Cruz de Tenerife
- Arr: Santa Cruz de Tenerife
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
Vietnam & Cambodia Revealed
- 17 Dec '26
- 10 nights
- Star Seeker
- Dep: Bangkok
- Arr: Ha Long Bay
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
Cambodia, Vietnam & the Heart of Hanoi Cruise Tour
- 17 Dec '26
- 13 nights
- Star Seeker
- Dep: Bangkok
- Arr: Ha Long Bay
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
Far Flung French Polynesia and Marquesas Magic
- 17 Dec '26
- 11 nights
- Star Breeze
- Dep: Papeete, Tahiti
- Arr: Papeete, Tahiti
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
Costa Rica & Panama Canal
- 19 Dec '26
- 7 nights
- Wind Star
- Dep: Colón
- Arr: Puerto Caldera
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
Monteverde Cloud Forest & Arenal Volcano Cruise Tour
- 19 Dec '26
- 11 nights
- Wind Star
- Dep: Colón
- Arr: Puerto Caldera
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
Beach Fun & Sun: A Remote Caribbean Getaway
- 19 Dec '26
- 7 nights
- Wind Surf
- Dep: Philipsburg
- Arr: Philipsburg
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
Star Collector: Caribbean Explorations
- 19 Dec '26
- 14 nights
- Wind Surf
- Dep: Philipsburg
- Arr: Philipsburg
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
Naturally Costa Rica
- 20 Dec '26
- 8 nights
- Star Legend
- Dep: Fuerte Amador
- Arr: Puerto Caldera
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
Star Collector: Lovely Leewards
- 20 Dec '26
- 14 nights
- Star Pride
- Dep: San Juan (Puerto Rico)
- Arr: San Juan (Puerto Rico)
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
Windward Islands Surf & Sunsets
- 20 Dec '26
- 7 nights
- Star Pride
- Dep: San Juan (Puerto Rico)
- Arr: San Juan (Puerto Rico)
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
Monteverde Cloud Forest & Arenal Volcano Cruise Tour
- 22 Dec '26
- 11 nights
- Wind Star
- Dep: San José
- Arr: Colón
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
Cambodia, Vietnam & the Heart of Hanoi Cruise Tour
- 24 Dec '26
- 13 nights
- Star Seeker
- Dep: Ha Long Bay
- Arr: Bangkok
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
Legendary Hanoi & Angkor Wat Cruise Tour
- 24 Dec '26
- 17 nights
- Star Seeker
- Dep: Ha Long Bay
- Arr: Bangkok
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
Tahiti & the Tuamotu Islands Air + Hotel Package from LAX
- 26 Dec '26
- 12 nights
- Star Breeze
- Dep: Los Angeles, California
- Arr: Papeete, Tahiti
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
Costa Rica & Panama Canal
- 26 Dec '26
- 7 nights
- Wind Star
- Dep: Puerto Caldera
- Arr: Colón
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
Classic Caribbean
- 26 Dec '26
- 7 nights
- Wind Surf
- Dep: Philipsburg
- Arr: Philipsburg
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
Star Collector: Caribbean Explorations
- 26 Dec '26
- 14 nights
- Wind Surf
- Dep: Philipsburg
- Arr: Philipsburg
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
Hidden Gems of the Canary Islands & Madeira
- 27 Dec '26
- 10 nights
- Wind Spirit
- Dep: Santa Cruz de Tenerife
- Arr: Santa Cruz de Tenerife
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
Star Collector: Lovely Leewards
- 27 Dec '26
- 14 nights
- Star Pride
- Dep: San Juan (Puerto Rico)
- Arr: San Juan (Puerto Rico)
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
San Juan & the Virgin Islands
- 27 Dec '26
- 7 nights
- Star Pride
- Dep: San Juan (Puerto Rico)
- Arr: San Juan (Puerto Rico)
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
Vietnam & Cambodia Revealed
- 27 Dec '26
- 10 nights
- Star Seeker
- Dep: Ha Long Bay
- Arr: Bangkok
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
Ancient Wonders Of Vietnam & Angkor Wat Cruise Tour
- 27 Dec '26
- 14 nights
- Star Seeker
- Dep: Ha Long Bay
- Arr: Bangkok
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
Star Collector: Captivating Vietnam & Thailand
- 27 Dec '26
- 21 nights
- Star Seeker
- Dep: Ha Long Bay
- Arr: Phuket
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
Tahiti & the Tuamotu Islands
- 28 Dec '26
- 10 nights
- Star Breeze
- Dep: Papeete, Tahiti
- Arr: Papeete, Tahiti
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
Star Collector: Twice the Tahiti
- 28 Dec '26
- 17 nights
- Star Breeze
- Dep: Papeete, Tahiti
- Arr: Papeete, Tahiti
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
Monteverde Cloud Forest & Arenal Volcano Cruise Tour
- 28 Dec '26
- 8 nights
- Star Legend
- Dep: Puerto Caldera
- Arr: Colón
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
Costa Rica & Panama Canal
- 28 Dec '26
- 8 nights
- Star Legend
- Dep: Puerto Caldera
- Arr: Colón
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.