Speak to one of our cruise experts 08000 086 677
Date and duration
calendar

Windstar Cruises 2026

280 results

Browse all Windstar Cruises departing in 2026
Sort byDeparture Date
ALL-INCLUSIVE OFFER

Aegean Sea Odyssey via the Corinth Canal

  • calendar19 Oct '26
  • moon 8 nights
  • anchor Star Legend
  • ship-cardDep: Istanbul
  • location-pinArr: Athens
Istanbul / Myrina, Lemnos / Mykonos / Kusadasi / Bodrum / Santorini / Delphi / Athens / View full itinerary
£3,459pp
View detailsEnquire now
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: Aegean & Bosporus Escapades

  • calendar19 Oct '26
  • moon 16 nights
  • anchor Star Legend
  • ship-cardDep: Istanbul
  • location-pinArr: Barcelona
Istanbul / Myrina, Lemnos / Mykonos / Kusadasi / Bodrum / Santorini / Delphi / Athens / Delphi / View full itinerary
£5,369pp
View detailsEnquire now
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

  • calendar20 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

Call for price

View detailsEnquire now
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

Bermuda Bliss

  • calendar20 Oct '26
  • moon 8 nights
  • anchor Star Pride
  • ship-cardDep: Boston, Massachusetts
  • location-pinArr: San Juan (Puerto Rico)
Boston, Massachusetts / Hamilton / Hamilton / Saint George / Saint George / San Juan (Puerto Rico) / View full itinerary
£1,419pp
View detailsEnquire now
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

  • 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
£2,339pp
View detailsEnquire now
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
£4,369pp
View detailsEnquire now
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
£2,849pp
View detailsEnquire now
sparks

All-Inclusive offer

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

Cruise & Stay

Yachtsman's Harbors of the Rivieras from Rome with Stay

  • calendar24 Oct '26
  • moon 6 nights
  • anchor Wind Surf
  • ship-cardDep: Rome
  • location-pinArr: Barcelona
Flights
Private transfers
Hotel stays
Dining
Rome, Italy / Embarkation at Civitavecchia, Rome / Portofino, Italy / Monte Carlo, Monaco / Sanary-sur-Mer, France / Palamos, Spain / Disembarkation at Barcelona, Spain / View full itinerary
£1,899pp
View detailsEnquire now
sparks

Exclusive to The Cruise Line

Includes return flights from the UK, private overseas transfers, one-night stay in Rome, and a five-night Mediterranean cruise aboard Wind Surf.

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
£1,859pp
View detailsEnquire now
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
£3,269pp
View detailsEnquire now
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
£1,479pp
View detailsEnquire now
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
£3,589pp
View detailsEnquire now
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
£4,589pp
View detailsEnquire now
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
£5,439pp
View detailsEnquire now
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
£5,439pp
View detailsEnquire now
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

Call for price

View detailsEnquire now
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

Call for price

View detailsEnquire now
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

Call for price

View detailsEnquire now
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

Call for price

View detailsEnquire now
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

Call for price

View detailsEnquire now
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

Call for price

View detailsEnquire now
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
£5,339pp
View detailsEnquire now
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
£2,189pp
View detailsEnquire now
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
£2,079pp
View detailsEnquire now
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
£2,769pp
View detailsEnquire now
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
£4,799pp
View detailsEnquire now
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
£3,759pp
View detailsEnquire now
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
£2,319pp
View detailsEnquire now
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
£2,319pp
View detailsEnquire now
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
£3,989pp
View detailsEnquire now
sparks

All-Inclusive offer

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

Showing 151-180 of 280 results