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Windstar Cruises Cruises 2026

482 results

Browse all Windstar Cruises cruises departing in 2026
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Star Collector: Lovely Leewards

  • calendar13 Dec '26
  • moon 14 nights
  • anchor Star Pride
  • ship-cardDep: San Juan (Puerto Rico)
  • location-pinArr: San Juan (Puerto Rico)
Dining
San Juan (Puerto Rico) / Gustavia / Basseterre, Saint Kitts / Philipsburg / Great Harbour, Jost Van Dyke / San Juan (Puerto Rico) / Saint George's / Port Elizabeth, Bequia / Mayreau Island / View full itinerary
sparks

Go All In

Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.

GO ALL IN

San Juan & the Virgin Islands

  • calendar13 Dec '26
  • moon 7 nights
  • anchor Star Pride
  • ship-cardDep: San Juan (Puerto Rico)
  • location-pinArr: San Juan (Puerto Rico)
Dining
San Juan (Puerto Rico) / Gustavia / Basseterre, Saint Kitts / Philipsburg / Great Harbour, Jost Van Dyke / San Juan (Puerto Rico) / View full itinerary
sparks

Go All In

Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.

GO ALL IN

Hidden Gems of the Canary Islands & Madeira

  • calendar17 Dec '26
  • moon 10 nights
  • anchor Wind Spirit
  • ship-cardDep: Santa Cruz de Tenerife
  • location-pinArr: Santa Cruz de Tenerife
Dining
Santa Cruz de Tenerife / Lanzarote / Funchal, Madeira / Funchal, Madeira / Porto Santo Island / San Sebastian / El Hierro Island / Santa Cruz de La Palma / Santa Cruz de Tenerife / View full itinerary
sparks

Go All In

Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.

GO ALL IN

Vietnam & Cambodia Revealed

  • calendar17 Dec '26
  • moon 10 nights
  • anchor Star Seeker
  • ship-cardDep: Bangkok
  • location-pinArr: Ha Long Bay
Dining
Bangkok / Cruising Chao Phraya River / Koh Kood / Sihanoukville / Ho Chi Minh City / Ho Chi Minh City / Sailing Saigon River / Da Nang / Chan May / View full itinerary
sparks

Go All In

Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.

GO ALL IN

Cambodia, Vietnam & the Heart of Hanoi Cruise Tour

  • calendar17 Dec '26
  • moon 13 nights
  • anchor Star Seeker
  • ship-cardDep: Bangkok
  • location-pinArr: Ha Long Bay
Dining
Bangkok / Cruising Chao Phraya River / Koh Kood / Sihanoukville / Ho Chi Minh City / Ho Chi Minh City / Sailing Saigon River / Da Nang / Chan May / View full itinerary
sparks

Go All In

Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.

GO ALL IN

Far Flung French Polynesia and Marquesas Magic

  • calendar17 Dec '26
  • moon 11 nights
  • anchor Star Breeze
  • ship-cardDep: Papeete, Tahiti
  • location-pinArr: Papeete, Tahiti
Dining
Papeete, Tahiti / Fakarava / Omo'a, Fatu Hiva / Atuona, Hiva Oa / Taiohae / Rangiroa / Bora-Bora / Bora-Bora / Papeete, Tahiti / View full itinerary
sparks

Go All In

Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.

GO ALL IN

Costa Rica & Panama Canal

  • calendar19 Dec '26
  • moon 7 nights
  • anchor Wind Star
  • ship-cardDep: Colón
  • location-pinArr: Puerto Caldera
Dining
Colón / Fuerte Amador / Fuerte Amador / Isla Parida / Golfo Dulce / Quepos (Puerto Quepos) / Puerto Caldera / View full itinerary
sparks

Go All In

Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.

GO ALL IN

Monteverde Cloud Forest & Arenal Volcano Cruise Tour

  • calendar19 Dec '26
  • moon 11 nights
  • anchor Wind Star
  • ship-cardDep: Colón
  • location-pinArr: Puerto Caldera
Dining
Colón / Fuerte Amador / Fuerte Amador / Isla Parida / Golfo Dulce / Quepos (Puerto Quepos) / Puerto Caldera / Santa Elena / La Fortuna / View full itinerary
sparks

Go All In

Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.

GO ALL IN

Beach Fun & Sun: A Remote Caribbean Getaway

  • calendar19 Dec '26
  • moon 7 nights
  • anchor Wind Surf
  • ship-cardDep: Philipsburg
  • location-pinArr: Philipsburg
Dining
Philipsburg / Gustavia / Falmouth / Road Bay / Sopers Hole, Tortola / Great Harbour, Jost Van Dyke / Great Harbour, Jost Van Dyke / Philipsburg / View full itinerary
sparks

Go All In

Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.

GO ALL IN

Star Collector: Caribbean Explorations

  • calendar19 Dec '26
  • moon 14 nights
  • anchor Wind Surf
  • ship-cardDep: Philipsburg
  • location-pinArr: Philipsburg
Dining
Philipsburg / Gustavia / Falmouth / Road Bay / Sopers Hole, Tortola / Great Harbour, Jost Van Dyke / Great Harbour, Jost Van Dyke / Philipsburg / Gustavia / View full itinerary
sparks

Go All In

Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.

GO ALL IN

Naturally Costa Rica

  • calendar20 Dec '26
  • moon 8 nights
  • anchor Star Legend
  • ship-cardDep: Fuerte Amador
  • location-pinArr: Puerto Caldera
Dining
Fuerte Amador / Isla Parida / Golfo Dulce / Quepos (Puerto Quepos) / Punta Leona / Curú Wildlife Refuge / Playa Flamingo / Puerto Caldera / View full itinerary
sparks

Go All In

Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.

GO ALL IN

Star Collector: Lovely Leewards

  • calendar20 Dec '26
  • moon 14 nights
  • anchor Star Pride
  • ship-cardDep: San Juan (Puerto Rico)
  • location-pinArr: San Juan (Puerto Rico)
Dining
San Juan (Puerto Rico) / Saint George's / Port Elizabeth, Bequia / Mayreau Island / Terre-de-Haut / Marigot / San Juan (Puerto Rico) / Gustavia / Basseterre, Saint Kitts / View full itinerary
sparks

Go All In

Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.

GO ALL IN

Windward Islands Surf & Sunsets

  • calendar20 Dec '26
  • moon 7 nights
  • anchor Star Pride
  • ship-cardDep: San Juan (Puerto Rico)
  • location-pinArr: San Juan (Puerto Rico)
Dining
San Juan (Puerto Rico) / Saint George's / Port Elizabeth, Bequia / Mayreau Island / Terre-de-Haut / Marigot / San Juan (Puerto Rico) / View full itinerary
sparks

Go All In

Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.

GO ALL IN

Monteverde Cloud Forest & Arenal Volcano Cruise Tour

  • calendar22 Dec '26
  • moon 11 nights
  • anchor Wind Star
  • ship-cardDep: San José
  • location-pinArr: Colón
Dining
San José / La Fortuna / La Fortuna / Santa Elena / Puerto Caldera / Puerto Caldera / Quepos (Puerto Quepos) / Golfo Dulce / Isla Parida / View full itinerary
sparks

Go All In

Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.

GO ALL IN

Cambodia, Vietnam & the Heart of Hanoi Cruise Tour

  • calendar24 Dec '26
  • moon 13 nights
  • anchor Star Seeker
  • ship-cardDep: Ha Long Bay
  • location-pinArr: Bangkok
Dining
Ha Long Bay / Ha Long Bay / Ha Long Bay / Ha Long Bay / Ha Long Bay / Ha Long Bay / Da Nang / Chan May / Sailing Saigon River / View full itinerary
sparks

Go All In

Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.

GO ALL IN

Legendary Hanoi & Angkor Wat Cruise Tour

  • calendar24 Dec '26
  • moon 17 nights
  • anchor Star Seeker
  • ship-cardDep: Ha Long Bay
  • location-pinArr: Bangkok
Dining
Ha Long Bay / Ho Chi Minh City / Ho Chi Minh City / Ha Long Bay / Ha Long Bay / Ha Long Bay / Da Nang / Chan May / Sailing Saigon River / View full itinerary
sparks

Go All In

Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.

GO ALL IN

Tahiti & the Tuamotu Islands Air + Hotel Package from LAX

  • calendar26 Dec '26
  • moon 12 nights
  • anchor Star Breeze
  • ship-cardDep: Los Angeles, California
  • location-pinArr: Papeete, Tahiti
Dining
Los Angeles, California / Papeete, Tahiti / Papeete, Tahiti / Papeete, Tahiti / Fakarava / Rangiroa / Motu Mahaea, Society Islands / Bora-Bora / Bora-Bora / View full itinerary
sparks

Go All In

Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.

GO ALL IN

Costa Rica & Panama Canal

  • calendar26 Dec '26
  • moon 7 nights
  • anchor Wind Star
  • ship-cardDep: Puerto Caldera
  • location-pinArr: Colón
Dining
Puerto Caldera / Quepos (Puerto Quepos) / Golfo Dulce / Isla Parida / Fuerte Amador / Colón / View full itinerary
sparks

Go All In

Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.

GO ALL IN

Classic Caribbean

  • calendar26 Dec '26
  • moon 7 nights
  • anchor Wind Surf
  • ship-cardDep: Philipsburg
  • location-pinArr: Philipsburg
Dining
Philipsburg / Gustavia / Roseau / Mayreau Island / Terre-de-Haut / Basseterre, Saint Kitts / Philipsburg / View full itinerary
sparks

Go All In

Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.

GO ALL IN

Star Collector: Caribbean Explorations

  • calendar26 Dec '26
  • moon 14 nights
  • anchor Wind Surf
  • ship-cardDep: Philipsburg
  • location-pinArr: Philipsburg
Dining
Philipsburg / Gustavia / Roseau / Mayreau Island / Terre-de-Haut / Basseterre, Saint Kitts / Philipsburg / Falmouth / Road Bay / View full itinerary
sparks

Go All In

Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.

GO ALL IN

Hidden Gems of the Canary Islands & Madeira

  • calendar27 Dec '26
  • moon 10 nights
  • anchor Wind Spirit
  • ship-cardDep: Santa Cruz de Tenerife
  • location-pinArr: Santa Cruz de Tenerife
Dining
Santa Cruz de Tenerife / Lanzarote / Funchal, Madeira / Funchal, Madeira / Porto Santo Island / San Sebastian / Santa Cruz de La Palma / El Hierro Island / Santa Cruz de La Palma / View full itinerary
sparks

Go All In

Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.

GO ALL IN

Star Collector: Lovely Leewards

  • calendar27 Dec '26
  • moon 14 nights
  • anchor Star Pride
  • ship-cardDep: San Juan (Puerto Rico)
  • location-pinArr: San Juan (Puerto Rico)
Dining
San Juan (Puerto Rico) / Gustavia / Basseterre, Saint Kitts / Philipsburg / Great Harbour, Jost Van Dyke / San Juan (Puerto Rico) / Saint George's / Port Elizabeth, Bequia / Mayreau Island / View full itinerary
sparks

Go All In

Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.

GO ALL IN

San Juan & the Virgin Islands

  • calendar27 Dec '26
  • moon 7 nights
  • anchor Star Pride
  • ship-cardDep: San Juan (Puerto Rico)
  • location-pinArr: San Juan (Puerto Rico)
Dining
San Juan (Puerto Rico) / Gustavia / Basseterre, Saint Kitts / Philipsburg / Great Harbour, Jost Van Dyke / San Juan (Puerto Rico) / View full itinerary
sparks

Go All In

Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.

GO ALL IN

Vietnam & Cambodia Revealed

  • calendar27 Dec '26
  • moon 10 nights
  • anchor Star Seeker
  • ship-cardDep: Ha Long Bay
  • location-pinArr: Bangkok
Dining
Ha Long Bay / Ha Long Bay / Da Nang / Chan May / Sailing Saigon River / Ho Chi Minh City / Ho Chi Minh City / Sihanoukville / Koh Kood / View full itinerary
sparks

Go All In

Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.

GO ALL IN

Ancient Wonders Of Vietnam & Angkor Wat Cruise Tour

  • calendar27 Dec '26
  • moon 14 nights
  • anchor Star Seeker
  • ship-cardDep: Ha Long Bay
  • location-pinArr: Bangkok
Dining
Ha Long Bay / Ha Long Bay / Da Nang / Chan May / Sailing Saigon River / Ho Chi Minh City / Ho Chi Minh City / Sihanoukville / Koh Kood / View full itinerary
sparks

Go All In

Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.

GO ALL IN

Star Collector: Captivating Vietnam & Thailand

  • calendar27 Dec '26
  • moon 21 nights
  • anchor Star Seeker
  • ship-cardDep: Ha Long Bay
  • location-pinArr: Phuket
Dining
Ha Long Bay / Ha Long Bay / Da Nang / Chan May / Sailing Saigon River / Ho Chi Minh City / Ho Chi Minh City / Sihanoukville / Koh Kood / View full itinerary
sparks

Go All In

Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.

GO ALL IN

Tahiti & the Tuamotu Islands

  • calendar28 Dec '26
  • moon 10 nights
  • anchor Star Breeze
  • ship-cardDep: Papeete, Tahiti
  • location-pinArr: Papeete, Tahiti
Dining
Papeete, Tahiti / Fakarava / Rangiroa / Motu Mahaea, Society Islands / Bora-Bora / Bora-Bora / Huahine / Moorea / Papeete, Tahiti / View full itinerary
sparks

Go All In

Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.

GO ALL IN

Star Collector: Twice the Tahiti

  • calendar28 Dec '26
  • moon 17 nights
  • anchor Star Breeze
  • ship-cardDep: Papeete, Tahiti
  • location-pinArr: Papeete, Tahiti
Dining
Papeete, Tahiti / Fakarava / Rangiroa / Motu Mahaea, Society Islands / Bora-Bora / Bora-Bora / Huahine / Moorea / Papeete, Tahiti / View full itinerary
sparks

Go All In

Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.

GO ALL IN

Monteverde Cloud Forest & Arenal Volcano Cruise Tour

  • calendar28 Dec '26
  • moon 8 nights
  • anchor Star Legend
  • ship-cardDep: Puerto Caldera
  • location-pinArr: Colón
Dining
Puerto Caldera / Punta Leona / Quepos (Puerto Quepos) / Golfo Dulce / Isla Parida / Fuerte Amador / Colón / View full itinerary
sparks

Go All In

Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.

GO ALL IN

Costa Rica & Panama Canal

  • calendar28 Dec '26
  • moon 8 nights
  • anchor Star Legend
  • ship-cardDep: Puerto Caldera
  • location-pinArr: Colón
Dining
Puerto Caldera / Punta Leona / Quepos (Puerto Quepos) / Golfo Dulce / Isla Parida / Fuerte Amador / Colón / View full itinerary
sparks

Go All In

Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.

Showing 451-480 of 482 results