Windstar Cruises Cruises 2026
482 results
482 results
Jewels of the Windward Islands
- 27 Nov '26
7 nights 
Star Legend
Dep: Bridgetown
Arr: Bridgetown
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
Star Collector: Captivating Caribbean
- 27 Nov '26
- 15 nights
- Star Legend
- Dep: Bridgetown
- Arr: Oranjestad
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
Star Collector: Lovely Leewards
- 29 Nov '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
- 29 Nov '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.
Final Rose & Overwater Bungalows + Air Package from LAX
- 30 Nov '26
- 11 nights
- Star Breeze
- Dep: Papeete, Tahiti
- Arr: Los Angeles, California
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
Golden Days in Bora Bora Air + Overwater Villa Package from LAX
- 30 Nov '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.
Dreams of Tahiti Air + Hotel Package from LAX
- 1 Dec '26
- 9 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.
Dreams of Tahiti
- 3 Dec '26
- 7 nights
- Star Breeze
- Dep: Papeete, Tahiti
- Arr: Papeete, Tahiti
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
Overwater Bungalow & Tahitian Paradises Cruise Tour
- 3 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.
Windward Ways & Tobago Cays
- 4 Dec '26
- 8 nights
- Star Legend
- Dep: Bridgetown
- Arr: Oranjestad
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
Star Collector: Windward Islands & Spanish New World
- 4 Dec '26
- 16 nights
- Star Legend
- Dep: Bridgetown
- Arr: Fuerte Amador
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
Star Collector: Hearty Ports & Rum Punches - A Transatlantic Crossing
- 5 Dec '26
- 21 nights
- Wind Surf
- Dep: Lisbon
- Arr: Philipsburg
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
Ocean Crossings
- 5 Dec '26
- 14 nights
- Wind Surf
- Dep: Lisbon
- Arr: Philipsburg
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
Costa Rica & Panama Canal
- 5 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
- 5 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.
Star Collector: Lovely Leewards
- 6 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
- 6 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.
Final Rose & Overwater Bungalows + Air Package from LAX
- 7 Dec '26
- 11 nights
- Star Breeze
- Dep: Papeete, Tahiti
- Arr: Los Angeles, California
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
Golden Days in Bora Bora Air + Overwater Villa Package from LAX
- 7 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.
Hidden Gems of the Canary Islands & Madeira
- 7 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.
Dreams of Tahiti Air + Hotel Package from LAX
- 8 Dec '26
- 9 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.
Monteverde Cloud Forest & Arenal Volcano Cruise Tour
- 8 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.
Dreams of Tahiti
- 10 Dec '26
- 7 nights
- Star Breeze
- Dep: Papeete, Tahiti
- Arr: Papeete, Tahiti
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
Overwater Bungalow & Tahitian Paradises Cruise Tour
- 10 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: The Best of the Marquesas & French Polynesia
- 10 Dec '26
- 18 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
- 12 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.
Panama Canal, Cartagena, San Blas Islands & More
- 12 Dec '26
- 8 nights
- Star Legend
- Dep: Oranjestad
- Arr: Fuerte Amador
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
Star Collector: Latin America Explorer
- 12 Dec '26
- 16 nights
- Star Legend
- Dep: Oranjestad
- Arr: Puerto Caldera
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
Legendary Hanoi & Angkor Wat Cruise Tour
- 13 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.
Ancient Wonders Of Vietnam & Angkor Wat Cruise Tour
- 13 Dec '26
- 14 nights
- Star Seeker
- Dep: Bangkok
- Arr: Ha Long Bay
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.