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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

Dreams of Tahiti

  • calendar22 Oct '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
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

Overwater Bungalow & Tahitian Paradises Cruise Tour

  • calendar22 Oct '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

Vatican & Italian Riviera Cruise Tour

  • calendar23 Oct '26
  • moon 7 nights
  • anchor Wind Surf
  • ship-cardDep: Rome
  • location-pinArr: Barcelona
Rome / Rome / Rome / Rome / Portofino / Monte-Carlo / Sanary-sur-Mer / Palamós / Barcelona / 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

Mediterranean Island Mosaic

  • calendar24 Oct '26
  • moon 7 nights
  • anchor Wind Star
  • ship-cardDep: Rome
  • location-pinArr: Barcelona
Rome / Portoferraio / Bastia / Calvi, Corsica / Mahón, Menorca / Palma de Mallorca / Barcelona / 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: Romance of the West Med

  • calendar24 Oct '26
  • moon 17 nights
  • anchor Wind Star
  • ship-cardDep: Rome
  • location-pinArr: Lisbon
Rome / Portoferraio / Bastia / Calvi, Corsica / Mahón, Menorca / Palma de Mallorca / Barcelona / Tarragona / Palma de Mallorca / 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

Quick Getaways: Yachtsman's Harbors of the Rivieras

  • calendar25 Oct '26
  • moon 5 nights
  • anchor Wind Surf
  • ship-cardDep: Rome
  • location-pinArr: Barcelona
Rome / Portofino / Monte-Carlo / Sanary-sur-Mer / Palamós / Barcelona / 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: Enchantment of the Western Med

  • calendar25 Oct '26
  • moon 13 nights
  • anchor Wind Surf
  • ship-cardDep: Rome
  • location-pinArr: Lisbon
Rome / Portofino / Monte-Carlo / Sanary-sur-Mer / Palamós / Barcelona / Palma de Mallorca / Cartagena / Málaga / 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

Yachtsman’s Mediterranean Rivieras & Madrid Cruise Tour

  • calendar25 Oct '26
  • moon 9 nights
  • anchor Wind Surf
  • ship-cardDep: Rome
  • location-pinArr: Madrid
Rome / Portofino / Monte-Carlo / Sanary-sur-Mer / Palamós / Barcelona / Madrid / Madrid / Madrid / 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

Next Stop Madrid: Spanish Treasures Cruise Tour

  • calendar26 Oct '26
  • moon 14 nights
  • anchor Wind Spirit
  • ship-cardDep: Madrid
  • location-pinArr: Lisbon
Madrid / Madrid / Madrid / Barcelona / Barcelona / Barcelona / Tarragona / Palma de Mallorca / Valencia / 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

Spanish Symphony & Madrid Medley Cruise Tour

  • calendar26 Oct '26
  • moon 12 nights
  • anchor Wind Surf
  • ship-cardDep: Madrid
  • location-pinArr: Lisbon
Madrid / Madrid / Madrid / Barcelona / Barcelona / Barcelona / Palma de Mallorca / Cartagena / Málaga / 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

Grand Japan

  • calendar26 Oct '26
  • moon 10 nights
  • anchor Star Seeker
  • ship-cardDep: Tokyo
  • location-pinArr: Osaka
Tokyo / Shimizu / Shingu / Kagoshima / Hashima / Nagasaki / Busan / Karatsu / Hiroshima / 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

Kyoto & the Zen of Japan Cruise Tour

  • calendar26 Oct '26
  • moon 12 nights
  • anchor Star Seeker
  • ship-cardDep: Tokyo
  • location-pinArr: Osaka
Tokyo / Shimizu / Shingu / Kagoshima / Hashima / Nagasaki / Busan / Karatsu / Hiroshima / 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: Island Jewels of Japan

  • calendar26 Oct '26
  • moon 20 nights
  • anchor Star Seeker
  • ship-cardDep: Tokyo
  • location-pinArr: Ha Long Bay
Tokyo / Tokyo / Shimizu / Shimizu / Shingu / Shingu / Kagoshima / Kagoshima / Hashima / 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: Japan & Vietnam In-Depth

  • calendar26 Oct '26
  • moon 30 nights
  • anchor Star Seeker
  • ship-cardDep: Tokyo
  • location-pinArr: Bangkok
Tokyo / Tokyo / Shimizu / Shimizu / Shingu / Shingu / Kagoshima / Kagoshima / Hashima / 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: Grand Asia Explorer

  • calendar26 Oct '26
  • moon 41 nights
  • anchor Star Seeker
  • ship-cardDep: Tokyo
  • location-pinArr: Phuket
Tokyo / Tokyo / Shimizu / Shimizu / Shingu / Shingu / Kagoshima / Kagoshima / Hashima / 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

Dreams of Tahiti Air + Hotel Package from LAX

  • calendar27 Oct '26
  • moon 9 nights
  • anchor Star Breeze
  • ship-cardDep: Los Angeles, California
  • location-pinArr: Papeete, Tahiti
Los Angeles, California / Papeete, Tahiti / Papeete, Tahiti / Papeete, Tahiti / Moorea / Raiatea / Raiatea / Motu Mahaea, Society Islands / 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

Next Stop Madrid: Spanish Treasures Cruise Tour

  • calendar27 Oct '26
  • moon 14 nights
  • anchor Wind Star
  • ship-cardDep: Madrid
  • location-pinArr: Lisbon
Madrid / Madrid / Madrid / Barcelona / Barcelona / Barcelona / Tarragona / Palma de Mallorca / Valencia / 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

A Piece of Greece, a Slice of Sicily & the Corinth Canal

  • calendar27 Oct '26
  • moon 8 nights
  • anchor Star Legend
  • ship-cardDep: Athens
  • location-pinArr: Barcelona
Athens / Delphi / Corfu / Argostoli / Messina / Trapani, Sicily / Cagliari / Barcelona / 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

Masterpieces at Sea: Gems of the Leeward Islands

  • calendar28 Oct '26
  • moon 11 nights
  • anchor Star Pride
  • ship-cardDep: San Juan (Puerto Rico)
  • location-pinArr: San Juan (Puerto Rico)
San Juan (Puerto Rico) / Gustavia / Basseterre, Saint Kitts / Falmouth / Terre-de-Haut / Pigeon Island / Saint George's / 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

Dreams of Tahiti

  • calendar29 Oct '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
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

Overwater Bungalow & Tahitian Paradises Cruise Tour

  • calendar29 Oct '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: Southern Spain & Canary Islands

  • calendar30 Oct '26
  • moon 18 nights
  • anchor Wind Spirit
  • ship-cardDep: Barcelona
  • location-pinArr: Santa Cruz de Tenerife
Barcelona / Tarragona / Palma de Mallorca / Valencia / Cartagena / Málaga / Málaga / Tangier / Lisbon / 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

Treasures of Southern Spain & Morocco

  • calendar30 Oct '26
  • moon 10 nights
  • anchor Wind Spirit
  • ship-cardDep: Barcelona
  • location-pinArr: Lisbon
Barcelona / Tarragona / Palma de Mallorca / Valencia / Cartagena / Málaga / Málaga / Tangier / Lisbon / 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

Spanish Symphony

  • calendar30 Oct '26
  • moon 8 nights
  • anchor Wind Surf
  • ship-cardDep: Barcelona
  • location-pinArr: Lisbon
Barcelona / Palma de Mallorca / Cartagena / Málaga / Gibraltar / Cádiz / Lisbon / 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

Portuguese Passages & Spanish Shorelines Cruise Tour

  • calendar30 Oct '26
  • moon 12 nights
  • anchor Wind Surf
  • ship-cardDep: Barcelona
  • location-pinArr: Lisbon
Barcelona / Palma de Mallorca / Cartagena / Málaga / Gibraltar / Cádiz / Lisbon / Lisbon / Lisbon / 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

Treasures of Southern Spain & Morocco

  • calendar31 Oct '26
  • moon 10 nights
  • anchor Wind Star
  • ship-cardDep: Barcelona
  • location-pinArr: Lisbon
Barcelona / Tarragona / Palma de Mallorca / Valencia / Cartagena / Málaga / Málaga / Tangier / Lisbon / 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: Classic Crossing to Spain & More

  • calendar31 Oct '26
  • moon 24 nights
  • anchor Wind Star
  • ship-cardDep: Barcelona
  • location-pinArr: Bridgetown
Barcelona / Tarragona / Palma de Mallorca / Valencia / Cartagena / Málaga / Málaga / Tangier / Lisbon / 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

Golden Days in Bora Bora Air + Overwater Villa Package from LAX

  • calendar2 Nov '26
  • moon 10 nights
  • anchor Star Breeze
  • ship-cardDep: Papeete, Tahiti
  • location-pinArr: Papeete, Tahiti
Papeete, Tahiti / Bora-Bora / Bora-Bora / Papeete, Tahiti / Papeete, Tahiti / Moorea / Raiatea / Raiatea / Motu Mahaea, Society Islands / 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

Dreams of Tahiti Air + Hotel Package from LAX

  • calendar3 Nov '26
  • moon 9 nights
  • anchor Star Breeze
  • ship-cardDep: Los Angeles, California
  • location-pinArr: Papeete, Tahiti
Los Angeles, California / Papeete, Tahiti / Papeete, Tahiti / Papeete, Tahiti / Moorea / Raiatea / Raiatea / Motu Mahaea, Society Islands / 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

Kyoto & East Asia Dreams Cruise Tour

  • calendar3 Nov '26
  • moon 12 nights
  • anchor Star Seeker
  • ship-cardDep: Osaka
  • location-pinArr: Ha Long Bay
Osaka / Kyoto / Osaka / Kyoto / Amami Ōshima / Okinawa / Ishigaki / Keelung (Chilung) / Hong Kong / 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 271-300 of 399 results