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Windstar Cruises Cruises 2026

399 results

Browse all Windstar Cruises cruises departing in 2026
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ALL-INCLUSIVE OFFER

2026 Spanish Mystery Cruise

  • calendar4 Nov '26
  • moon 8 nights
  • anchor Star Legend
  • ship-cardDep: Barcelona
  • location-pinArr: Málaga
Barcelona / Mystery Ports / Mystery Ports / Mystery Ports / Mystery Ports / Mystery Ports / Mystery Ports / Mystery Ports / Málaga / View full itinerary
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Drinks, gratuities, and WiFi included plus up to exclusive savings on selected sailings - only with The Cruise Line.

ALL-INCLUSIVE OFFER

Star Collector: Spanish Mystery & Atlantic Crossing

  • calendar4 Nov '26
  • moon 23 nights
  • anchor Ship name
  • ship-cardDep: Barcelona
  • location-pinArr: Bridgetown
Barcelona / Barcelona / Mystery Ports / Mystery Ports / Mystery Ports / Mystery Ports / Mystery Ports / Mystery Ports / Mystery Ports / View full itinerary
sparks

All-Inclusive offer

Drinks, gratuities, and WiFi included plus up to exclusive savings on selected sailings - only with The Cruise Line.

ALL-INCLUSIVE OFFER

East Asian Legends

  • calendar5 Nov '26
  • moon 10 nights
  • anchor Star Seeker
  • ship-cardDep: Osaka
  • location-pinArr: Ha Long Bay
Osaka / Amami Ōshima / Okinawa / Ishigaki / Keelung (Chilung) / Hong Kong / Hong Kong / Ha Long Bay / View full itinerary
sparks

All-Inclusive offer

Drinks, gratuities, and WiFi included plus up to exclusive savings on selected sailings - only with The Cruise Line.

ALL-INCLUSIVE OFFER

Star Collector: Okinawa Days & Mekong Ways

  • calendar5 Nov '26
  • moon 20 nights
  • anchor Ship name
  • ship-cardDep: Osaka
  • location-pinArr: Cruising Chao Phraya River
Osaka / Amami Ōshima / Okinawa / Ishigaki / Keelung (Chilung) / Hong Kong / Hong Kong / Ha Long Bay / Da Nang / View full itinerary
sparks

All-Inclusive offer

Drinks, gratuities, and WiFi included plus up to exclusive savings on selected sailings - only with The Cruise Line.

ALL-INCLUSIVE OFFER

Star Collector: Wonders of Southern Japan & Southeast Asia

  • calendar5 Nov '26
  • moon 31 nights
  • anchor Ship name
  • ship-cardDep: Osaka
  • location-pinArr: Phuket
Osaka / Amami Ōshima / Okinawa / Ishigaki / Keelung (Chilung) / Hong Kong / Hong Kong / Ha Long Bay / Da Nang / View full itinerary
sparks

All-Inclusive offer

Drinks, gratuities, and WiFi included plus up to exclusive savings on selected sailings - only with The Cruise Line.

ALL-INCLUSIVE OFFER

Heart Of Hanoi & East Asia Legends Cruise Tour

  • calendar5 Nov '26
  • moon 13 nights
  • anchor Star Seeker
  • ship-cardDep: Osaka
  • location-pinArr: Ha Long Bay
Osaka / Amami Ōshima / Okinawa / Ishigaki / Keelung (Chilung) / Hong Kong / Hong Kong / Ha Long Bay / Ha Long Bay / View full itinerary
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All-Inclusive offer

Drinks, gratuities, and WiFi included plus up to exclusive savings on selected sailings - only with The Cruise Line.

ALL-INCLUSIVE OFFER

Dreams of Tahiti

  • calendar5 Nov '26
  • moon 7 nights
  • anchor Star Breeze
  • ship-cardDep: Papeete, Tahiti
  • location-pinArr: Papeete, Tahiti
Papeete, Tahiti / Moorea / Raiatea / Raiatea / Motu Mahaea, Society Islands / Bora-Bora / Bora-Bora / Huahine / Papeete, Tahiti / View full itinerary
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Drinks, gratuities, and WiFi included plus up to exclusive savings on selected sailings - only with The Cruise Line.

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Overwater Bungalow & Tahitian Paradises Cruise Tour

  • calendar5 Nov '26
  • moon 10 nights
  • anchor Star Breeze
  • ship-cardDep: Papeete, Tahiti
  • location-pinArr: Papeete, Tahiti
Papeete, Tahiti / Moorea / Raiatea / Raiatea / Motu Mahaea, Society Islands / Bora-Bora / Bora-Bora / Huahine / Papeete, Tahiti / View full itinerary
sparks

All-Inclusive offer

Drinks, gratuities, and WiFi included plus up to exclusive savings on selected sailings - only with The Cruise Line.

ALL-INCLUSIVE OFFER

Star Collector: Lovely Leewards

  • calendar8 Nov '26
  • moon 14 nights
  • anchor Star Pride
  • ship-cardDep: San Juan (Puerto Rico)
  • location-pinArr: San Juan (Puerto Rico)
San Juan (Puerto Rico) / Saint George's / Port Elizabeth, Bequia / Mayreau Island / Terre-de-Haut / Marigot / San Juan (Puerto Rico) / Basseterre, Saint Kitts / Gustavia / View full itinerary
sparks

All-Inclusive offer

Drinks, gratuities, and WiFi included plus up to exclusive savings on selected sailings - only with The Cruise Line.

ALL-INCLUSIVE OFFER

Windward Islands Surf & Sunsets

  • calendar8 Nov '26
  • moon 7 nights
  • anchor Star Pride
  • ship-cardDep: San Juan (Puerto Rico)
  • location-pinArr: San Juan (Puerto Rico)
San Juan (Puerto Rico) / Saint George's / Port Elizabeth, Bequia / Mayreau Island / Terre-de-Haut / Marigot / San Juan (Puerto Rico) / View full itinerary
sparks

All-Inclusive offer

Drinks, gratuities, and WiFi included plus up to exclusive savings on selected sailings - only with The Cruise Line.

ALL-INCLUSIVE OFFER

The Colorful Canary Islands

  • calendar9 Nov '26
  • moon 8 nights
  • anchor Wind Spirit
  • ship-cardDep: Lisbon
  • location-pinArr: Santa Cruz de Tenerife
Lisbon / Funchal, Madeira / San Sebastian / Santa Cruz de La Palma / Las Palmas / Santa Cruz de Tenerife / View full itinerary
sparks

All-Inclusive offer

Drinks, gratuities, and WiFi included plus up to exclusive savings on selected sailings - only with The Cruise Line.

ALL-INCLUSIVE OFFER

Star Collector: Southern Caribbean Thanksgiving Jubilee

  • calendar10 Nov '26
  • moon 25 nights
  • anchor Wind Star
  • ship-cardDep: Lisbon
  • location-pinArr: Colón
Lisbon / Lisbon / Bridgetown / Bridgetown / Port Elizabeth, Bequia / Port Elizabeth, Bequia / Saint George's / Saint George's / Kralendijk / View full itinerary
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All-Inclusive offer

Drinks, gratuities, and WiFi included plus up to exclusive savings on selected sailings - only with The Cruise Line.

ALL-INCLUSIVE OFFER

Knot Your Average Crossing

  • calendar10 Nov '26
  • moon 14 nights
  • anchor Wind Star
  • ship-cardDep: Lisbon
  • location-pinArr: Bridgetown
Lisbon / Bridgetown / View full itinerary
sparks

All-Inclusive offer

Drinks, gratuities, and WiFi included plus up to exclusive savings on selected sailings - only with The Cruise Line.

ALL-INCLUSIVE OFFER

Cambodia, Vietnam & the Heart of Hanoi Cruise Tour

  • calendar12 Nov '26
  • moon 13 nights
  • anchor Star Seeker
  • ship-cardDep: Ha Long Bay
  • location-pinArr: Cruising Chao Phraya River
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

All-Inclusive offer

Drinks, gratuities, and WiFi included plus up to exclusive savings on selected sailings - only with The Cruise Line.

ALL-INCLUSIVE OFFER

Legendary Hanoi & Angkor Wat Cruise Tour

  • calendar12 Nov '26
  • moon 17 nights
  • anchor Star Seeker
  • ship-cardDep: Ha Long Bay
  • location-pinArr: Bangkok
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

All-Inclusive offer

Drinks, gratuities, and WiFi included plus up to exclusive savings on selected sailings - only with The Cruise Line.

ALL-INCLUSIVE OFFER

Ocean Crossings

  • calendar12 Nov '26
  • moon 15 nights
  • anchor Ship name
  • ship-cardDep: Málaga
  • location-pinArr: Bridgetown
Málaga / Málaga / Tangier / Tangier / Casablanca / Casablanca / Funchal, Madeira / Funchal, Madeira / Bridgetown / View full itinerary
sparks

All-Inclusive offer

Drinks, gratuities, and WiFi included plus up to exclusive savings on selected sailings - only with The Cruise Line.

ALL-INCLUSIVE OFFER

Star Collector: Caribbean Beats & Transatlantic Treats

  • calendar12 Nov '26
  • moon 22 nights
  • anchor Ship name
  • ship-cardDep: Málaga
  • location-pinArr: Bridgetown
Málaga / Málaga / Tangier / Tangier / Casablanca / Casablanca / Funchal, Madeira / Funchal, Madeira / Bridgetown / View full itinerary
sparks

All-Inclusive offer

Drinks, gratuities, and WiFi included plus up to exclusive savings on selected sailings - only with The Cruise Line.

ALL-INCLUSIVE OFFER

Far Flung French Polynesia and Marquesas Magic

  • calendar12 Nov '26
  • moon 11 nights
  • anchor Star Breeze
  • ship-cardDep: Papeete, Tahiti
  • location-pinArr: Papeete, Tahiti
Papeete, Tahiti / Fakarava / Omo'a, Fatu Hiva / Atuona, Hiva Oa / Taiohae / Rangiroa / Bora-Bora / Bora-Bora / Papeete, Tahiti / View full itinerary
sparks

All-Inclusive offer

Drinks, gratuities, and WiFi included plus up to exclusive savings on selected sailings - only with The Cruise Line.

ALL-INCLUSIVE OFFER

Star Collector: Lovely Leewards

  • calendar15 Nov '26
  • moon 14 nights
  • anchor Star Pride
  • ship-cardDep: San Juan (Puerto Rico)
  • location-pinArr: San Juan (Puerto Rico)
San Juan (Puerto Rico) / Basseterre, Saint Kitts / Gustavia / Philipsburg / Great Harbour, Jost Van Dyke / San Juan (Puerto Rico) / Saint George's / Port Elizabeth, Bequia / Mayreau Island / View full itinerary
sparks

All-Inclusive offer

Drinks, gratuities, and WiFi included plus up to exclusive savings on selected sailings - only with The Cruise Line.

ALL-INCLUSIVE OFFER

San Juan & the Virgin Islands

  • calendar15 Nov '26
  • moon 7 nights
  • anchor Star Pride
  • ship-cardDep: San Juan (Puerto Rico)
  • location-pinArr: San Juan (Puerto Rico)
San Juan (Puerto Rico) / Basseterre, Saint Kitts / Gustavia / Philipsburg / Great Harbour, Jost Van Dyke / San Juan (Puerto Rico) / View full itinerary
sparks

All-Inclusive offer

Drinks, gratuities, and WiFi included plus up to exclusive savings on selected sailings - only with The Cruise Line.

ALL-INCLUSIVE OFFER

Vietnam & Cambodia Revealed

  • calendar15 Nov '26
  • moon 10 nights
  • anchor Star Seeker
  • ship-cardDep: Ha Long Bay
  • location-pinArr: Cruising Chao Phraya River
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

All-Inclusive offer

Drinks, gratuities, and WiFi included plus up to exclusive savings on selected sailings - only with The Cruise Line.

ALL-INCLUSIVE OFFER

Star Collector: Captivating Vietnam & Thailand

  • calendar15 Nov '26
  • moon 21 nights
  • anchor Star Seeker
  • ship-cardDep: Ha Long Bay
  • location-pinArr: Phuket
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

All-Inclusive offer

Drinks, gratuities, and WiFi included plus up to exclusive savings on selected sailings - only with The Cruise Line.

ALL-INCLUSIVE OFFER

Ancient Wonders Of Vietnam & Angkor Wat Cruise Tour

  • calendar15 Nov '26
  • moon 14 nights
  • anchor Star Seeker
  • ship-cardDep: Ha Long Bay
  • location-pinArr: Bangkok
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

All-Inclusive offer

Drinks, gratuities, and WiFi included plus up to exclusive savings on selected sailings - only with The Cruise Line.

ALL-INCLUSIVE OFFER

Hidden Gems of the Canary Islands & Madeira

  • calendar17 Nov '26
  • moon 10 nights
  • anchor Wind Spirit
  • ship-cardDep: Santa Cruz de Tenerife
  • location-pinArr: Santa Cruz de Tenerife
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

All-Inclusive offer

Drinks, gratuities, and WiFi included plus up to exclusive savings on selected sailings - only with The Cruise Line.

ALL-INCLUSIVE OFFER

Tahiti & the Tuamotu Islands Air + Hotel Package from LAX

  • calendar21 Nov '26
  • moon 12 nights
  • anchor Star Breeze
  • ship-cardDep: Los Angeles, California
  • location-pinArr: Papeete, Tahiti
Los Angeles, California / Papeete, Tahiti / Papeete, Tahiti / Papeete, Tahiti / Fakarava / Rangiroa / Motu Mahaea, Society Islands / Bora-Bora / Bora-Bora / View full itinerary
sparks

All-Inclusive offer

Drinks, gratuities, and WiFi included plus up to exclusive savings on selected sailings - only with The Cruise Line.

ALL-INCLUSIVE OFFER

Thailand & The Steps Of Angkor Wat Cruise Tour

  • calendar21 Nov '26
  • moon 15 nights
  • anchor Star Seeker
  • ship-cardDep: Bangkok
  • location-pinArr: Phuket
Bangkok / Bangkok / Bangkok / Bangkok / Bangkok / Cruising Chao Phraya River / Bangkok / Ko Samui / Singapore / View full itinerary
sparks

All-Inclusive offer

Drinks, gratuities, and WiFi included plus up to exclusive savings on selected sailings - only with The Cruise Line.

ALL-INCLUSIVE OFFER

Legendary Temples: Chiang Mai & Angkor Wat Cruise Tour

  • calendar21 Nov '26
  • moon 19 nights
  • anchor Star Seeker
  • ship-cardDep: Phuket
  • location-pinArr: Bangkok
Phuket / Bangkok / Siem Reap / Siem Reap / Bangkok / Cruising Chao Phraya River / Bangkok / Ko Samui / Singapore / View full itinerary
sparks

All-Inclusive offer

Drinks, gratuities, and WiFi included plus up to exclusive savings on selected sailings - only with The Cruise Line.

ALL-INCLUSIVE OFFER

Star Collector: Lovely Leewards

  • calendar22 Nov '26
  • moon 14 nights
  • anchor Star Pride
  • ship-cardDep: San Juan (Puerto Rico)
  • location-pinArr: San Juan (Puerto Rico)
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

All-Inclusive offer

Drinks, gratuities, and WiFi included plus up to exclusive savings on selected sailings - only with The Cruise Line.

ALL-INCLUSIVE OFFER

Windward Islands Surf & Sunsets

  • calendar22 Nov '26
  • moon 7 nights
  • anchor Star Pride
  • ship-cardDep: San Juan (Puerto Rico)
  • location-pinArr: San Juan (Puerto Rico)
San Juan (Puerto Rico) / Saint George's / Port Elizabeth, Bequia / Mayreau Island / Terre-de-Haut / Marigot / San Juan (Puerto Rico) / View full itinerary
sparks

All-Inclusive offer

Drinks, gratuities, and WiFi included plus up to exclusive savings on selected sailings - only with The Cruise Line.

ALL-INCLUSIVE OFFER

Tahiti & the Tuamotu Islands

  • calendar23 Nov '26
  • moon 10 nights
  • anchor Star Breeze
  • ship-cardDep: Papeete, Tahiti
  • location-pinArr: Papeete, Tahiti
Papeete, Tahiti / Fakarava / Rangiroa / Motu Mahaea, Society Islands / Bora-Bora / Bora-Bora / Huahine / Moorea / Papeete, Tahiti / View full itinerary
sparks

All-Inclusive offer

Drinks, gratuities, and WiFi included plus up to exclusive savings on selected sailings - only with The Cruise Line.

Showing 301-330 of 399 results