Date and duration
Windstar Cruises Cruises 2026
462 results
Browse all Windstar Cruises cruises departing in 2026
462 results
Cruise Line
Ship
Destination
Cruise Type
Departure Date
Departure Port
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Star Collector: Lovely Leewards
- 22 Nov '26
14 nights 
Star Pride
Dep: San Juan (Puerto Rico)
Arr: 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
Windward Islands Surf & Sunsets
- 22 Nov '26
- 7 nights
- Star Pride
- Dep: San Juan (Puerto Rico)
- Arr: 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
GO ALL IN
Tahiti & the Tuamotu Islands
- 23 Nov '26
- 10 nights
- Star Breeze
- Dep: Papeete, Tahiti
- Arr: Papeete, Tahiti
Dining
Papeete, Tahiti / Fakarava / Rangiroa / Motu Mahaea, Society Islands / Bora-Bora / Bora-Bora / Huahine / Moorea / Papeete, Tahiti / View full itinerary
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
GO ALL IN
Star Collector: Twice the Tahiti
- 23 Nov '26
- 17 nights
- Star Breeze
- Dep: Papeete, Tahiti
- Arr: Papeete, Tahiti
Dining
Papeete, Tahiti / Fakarava / Rangiroa / Motu Mahaea, Society Islands / Bora-Bora / Bora-Bora / Huahine / Moorea / Papeete, Tahiti / View full itinerary
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
Colombian & Southern Caribbean Coastlines
- 24 Nov '26
- 11 nights
- Wind Star
- Dep: Bridgetown
- Arr: Colón
Dining
Bridgetown / Port Elizabeth, Bequia / Saint George's / Kralendijk / Willemstad / Oranjestad / Cartagena / San Blas Islands / Colón / View full itinerary
Star Collector: Reefs & Rainforests: The Caribbean, Colombia, Panama & Costa Rica via the Panama Canal
- 24 Nov '26
- 18 nights
- Wind Star
- Dep: Bridgetown
- Arr: Puerto Caldera
Dining
Bridgetown / Port Elizabeth, Bequia / Saint George's / Kralendijk / Willemstad / Oranjestad / Cartagena / San Blas Islands / Colón / View full itinerary
GO ALL IN
Tantalizing Thailand & Sparkling Singapore
- 25 Nov '26
- 11 nights
- Star Seeker
- Dep: Bangkok
- Arr: Phuket
Dining
Bangkok / Cruising Chao Phraya River / Ko Samui / Singapore / Singapore / Port Klang / Georgetown, Penang / Koh Yao Noi / Krabi / View full itinerary
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
GO ALL IN
Treasures Of Thailand & Chiang Mai Cruise Tour
- 25 Nov '26
- 15 nights
- Star Seeker
- Dep: Bangkok
- Arr: Bangkok
Dining
Bangkok / Cruising Chao Phraya River / Ko Samui / Singapore / Singapore / Port Klang / Georgetown, Penang / Koh Yao Noi / Krabi / View full itinerary
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
Hidden Gems of the Canary Islands & Madeira
- 27 Nov '26
- 10 nights
- Wind Spirit
- Dep: Santa Cruz de Tenerife
- Arr: Santa Cruz de Tenerife
Dining
Santa Cruz de Tenerife / Puerto del Rosario, Fuerteventura / Funchal, Madeira / Funchal, Madeira / Porto Santo Island / Santa Cruz de La Palma / El Hierro Island / San Sebastian / Santa Cruz de Tenerife / View full itinerary
Jewels of the Windward Islands
- 27 Nov '26
- 7 nights
- Star Legend
- Dep: Bridgetown
- Arr: Bridgetown
Dining
Bridgetown / Trois-Ilets / Pigeon Island / Pigeon Island / Castries / Mayreau Island / Saint George's / Port Elizabeth, Bequia / Bridgetown / View full itinerary
Star Collector: Captivating Caribbean
- 27 Nov '26
- 15 nights
- Star Legend
- Dep: Bridgetown
- Arr: Oranjestad
Dining
Bridgetown / Trois-Ilets / Pigeon Island / Pigeon Island / Castries / Mayreau Island / Saint George's / Port Elizabeth, Bequia / Bridgetown / View full itinerary
Star Collector: Lovely Leewards
- 29 Nov '26
- 14 nights
- Star Pride
- Dep: San Juan (Puerto Rico)
- Arr: 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
San Juan & the Virgin Islands
- 29 Nov '26
- 7 nights
- Star Pride
- Dep: San Juan (Puerto Rico)
- Arr: 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
GO ALL IN
Final Rose & Overwater Bungalows + Air Package from LAX
- 30 Nov '26
- 11 nights
- Star Breeze
- Dep: Papeete, Tahiti
- Arr: Los Angeles, California
Dining
Papeete, Tahiti / Bora-Bora / Bora-Bora / Papeete, Tahiti / Moorea / Moorea / Raiatea / Raiatea / Motu Mahaea, Society Islands / View full itinerary
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
GO ALL IN
Golden Days in Bora Bora Air + Overwater Villa Package from LAX
- 30 Nov '26
- 10 nights
- Star Breeze
- Dep: Papeete, Tahiti
- Arr: Papeete, Tahiti
Dining
Papeete, Tahiti / Bora-Bora / Bora-Bora / Papeete, Tahiti / Papeete, Tahiti / Moorea / Raiatea / Raiatea / Motu Mahaea, Society Islands / View full itinerary
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
GO ALL IN
Dreams of Tahiti Air + Hotel Package from LAX
- 1 Dec '26
- 9 nights
- Star Breeze
- Dep: Los Angeles, California
- Arr: Papeete, Tahiti
Dining
Los Angeles, California / Papeete, Tahiti / Papeete, Tahiti / Papeete, Tahiti / Moorea / Raiatea / Raiatea / Motu Mahaea, Society Islands / Bora-Bora / View full itinerary
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
Cruise & Stay
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Dreams of Tahiti
- 1 Dec '26
- 12 nights
- Star Breeze
- Dep: Papeete, Tahiti
- Arr: Papeete, Tahiti
Flights
Private transfers
Hotel stays
Dining
Journey begins / Papeete, Tahiti / Papeete, Tahiti (Embarkation) / Moorea, French Polynesia / Raiatea, French Polynesia / Motu Mahaea (Tahaa), French Polynesia / Bora Bora, French Polynesia / Huahine, French Polynesia / Papeete, Tahiti (Disembarkation) / View full itinerary
Exclusive to The Cruise Line
Includes return flights from the UK, private overseas transfers, pre- and post-cruise stays at the InterContinental Tahiti Resort & Spa, and a seven-night cruise aboard Star Breeze.
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Dreams of Tahiti
- 3 Dec '26
- 7 nights
- Star Breeze
- Dep: Papeete, Tahiti
- Arr: Papeete, Tahiti
Dining
Papeete, Tahiti / Moorea / Raiatea / Raiatea / Motu Mahaea, Society Islands / Bora-Bora / Bora-Bora / Huahine / Papeete, Tahiti / View full itinerary
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
GO ALL IN
Overwater Bungalow & Tahitian Paradises Cruise Tour
- 3 Dec '26
- 10 nights
- Star Breeze
- Dep: Papeete, Tahiti
- Arr: Papeete, Tahiti
Dining
Papeete, Tahiti / Moorea / Raiatea / Raiatea / Motu Mahaea, Society Islands / Bora-Bora / Bora-Bora / Huahine / Papeete, Tahiti / View full itinerary
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
Dining
Bridgetown / Rodney Bay / Port Elizabeth, Bequia / Mayreau Island / Kralendijk / Willemstad / Oranjestad / View full itinerary
Star Collector: Windward Islands & Spanish New World
- 4 Dec '26
- 16 nights
- Star Legend
- Dep: Bridgetown
- Arr: Fuerte Amador
Dining
Bridgetown / Rodney Bay / Port Elizabeth, Bequia / Mayreau Island / Kralendijk / Willemstad / Oranjestad / Cartagena / Cartagena / View full itinerary
Star Collector: Hearty Ports & Rum Punches - A Transatlantic Crossing
- 5 Dec '26
- 21 nights
- Wind Surf
- Dep: Lisbon
- Arr: Philipsburg
Dining
Lisbon / Philipsburg / Gustavia / Falmouth / Road Bay / Sopers Hole, Tortola / Great Harbour, Jost Van Dyke / Great Harbour, Jost Van Dyke / Philipsburg / View full itinerary
Ocean Crossings
- 5 Dec '26
- 14 nights
- Wind Surf
- Dep: Lisbon
- Arr: Philipsburg
Dining
Lisbon / Philipsburg / View full itinerary
Costa Rica & Panama Canal
- 5 Dec '26
- 7 nights
- Wind Star
- Dep: Colón
- Arr: Puerto Caldera
Dining
Colón / Fuerte Amador / Fuerte Amador / Isla Parida / Golfo Dulce / Quepos (Puerto Quepos) / Puerto Caldera / View full itinerary
Monteverde Cloud Forest & Arenal Volcano Cruise Tour
- 5 Dec '26
- 11 nights
- Wind Star
- Dep: Colón
- Arr: Puerto Caldera
Dining
Colón / Fuerte Amador / Fuerte Amador / Isla Parida / Golfo Dulce / Quepos (Puerto Quepos) / Puerto Caldera / Santa Elena / La Fortuna / View full itinerary
Star Collector: Lovely Leewards
- 6 Dec '26
- 14 nights
- Star Pride
- Dep: San Juan (Puerto Rico)
- Arr: 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
Windward Islands Surf & Sunsets
- 6 Dec '26
- 7 nights
- Star Pride
- Dep: San Juan (Puerto Rico)
- Arr: 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
GO ALL IN
Final Rose & Overwater Bungalows + Air Package from LAX
- 7 Dec '26
- 11 nights
- Star Breeze
- Dep: Papeete, Tahiti
- Arr: Los Angeles, California
Dining
Papeete, Tahiti / Bora-Bora / Bora-Bora / Papeete, Tahiti / Moorea / Moorea / Raiatea / Raiatea / Motu Mahaea, Society Islands / View full itinerary
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
GO ALL IN
Golden Days in Bora Bora Air + Overwater Villa Package from LAX
- 7 Dec '26
- 10 nights
- Star Breeze
- Dep: Papeete, Tahiti
- Arr: Papeete, Tahiti
Dining
Papeete, Tahiti / Bora-Bora / Bora-Bora / Papeete, Tahiti / Papeete, Tahiti / Moorea / Raiatea / Raiatea / Motu Mahaea, Society Islands / View full itinerary
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
Dining
Santa Cruz de Tenerife / Lanzarote / Funchal, Madeira / Funchal, Madeira / Porto Santo Island / Santa Cruz de La Palma / El Hierro Island / San Sebastian / Santa Cruz de Tenerife / View full itinerary
Showing 391-420 of 462 results