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Windstar Cruises Cruises 2027

812 results

Browse all Windstar Cruises cruises departing in 2027
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ALL-INCLUSIVE OFFER

Thailand & The Steps Of Angkor Wat Cruise Tour

  • calendar2 Jan '27
  • 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

  • calendar2 Jan '27
  • 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

Madrid & Southern Spain Winter Escapes Cruise Tour

  • calendar2 Jan '27
  • moon 13 nights
  • anchor Star Explorer
  • ship-cardDep: Madrid
  • location-pinArr: Barcelona
Madrid / Madrid / Madrid / Barcelona / Barcelona / Barcelona / Barcelona / Valencia / Cartagena / 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

Costa Rica & Panama Canal

  • calendar2 Jan '27
  • moon 7 nights
  • anchor Wind Star
  • ship-cardDep: Colón
  • location-pinArr: Puerto Caldera
Colón / Fuerte Amador / Fuerte Amador / Isla Parida / Golfo Dulce / Quepos (Puerto Quepos) / Puerto Caldera / 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

Monteverde Cloud Forest & Arenal Volcano Cruise Tour

  • calendar2 Jan '27
  • moon 11 nights
  • anchor Wind Star
  • ship-cardDep: Colón
  • location-pinArr: Puerto Caldera
Colón / Fuerte Amador / Fuerte Amador / Isla Parida / Golfo Dulce / Quepos (Puerto Quepos) / Puerto Caldera / Santa Elena / La Fortuna / 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

Beach Fun & Sun: A Remote Caribbean Getaway

  • calendar2 Jan '27
  • moon 7 nights
  • anchor Wind Surf
  • ship-cardDep: Philipsburg
  • location-pinArr: Philipsburg
Philipsburg / Falmouth / Road Bay / Sopers Hole, Tortola / Great Harbour, Jost Van Dyke / Great Harbour, Jost Van Dyke / Gustavia / Philipsburg / 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 Explorations

  • calendar2 Jan '27
  • moon 14 nights
  • anchor Wind Surf
  • ship-cardDep: Philipsburg
  • location-pinArr: Philipsburg
Philipsburg / Falmouth / Road Bay / Sopers Hole, Tortola / Great Harbour, Jost Van Dyke / Great Harbour, Jost Van Dyke / Gustavia / Philipsburg / Terre-de-Haut / 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

  • calendar3 Jan '27
  • 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

  • calendar3 Jan '27
  • 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

Moorea Magic Overwater Villa Package

  • calendar4 Jan '27
  • moon 10 nights
  • anchor Star Breeze
  • ship-cardDep: Moorea
  • location-pinArr: Papeete, Tahiti
Moorea / Moorea / Moorea / 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

Bora Bora & Beyond Overwater Villa Package

  • calendar4 Jan '27
  • moon 10 nights
  • anchor Star Breeze
  • ship-cardDep: Bora-Bora
  • location-pinArr: Papeete, Tahiti
Bora-Bora / Bora-Bora / Bora-Bora / Papeete, Tahiti / Bora-Bora / 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

Dreams of Tahiti Air + Hotel Package from LAX

  • calendar5 Jan '27
  • moon 9 nights
  • anchor Star Breeze
  • ship-cardDep: Los Angeles, California
  • location-pinArr: Papeete, Tahiti
Los Angeles, California / Papeete, Tahiti / Papeete, Tahiti / Papeete, Tahiti / Raiatea / Raiatea / 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

Costa Rica & Panama Canal

  • calendar5 Jan '27
  • moon 7 nights
  • anchor Star Legend
  • ship-cardDep: Colón
  • location-pinArr: Puerto Caldera
Colón / Fuerte Amador / Fuerte Amador / Isla Parida / Golfo Dulce / Quepos (Puerto Quepos) / Puerto Caldera / 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

Monteverde Cloud Forest & Arenal Volcano Cruise Tour

  • calendar5 Jan '27
  • moon 11 nights
  • anchor Star Legend
  • ship-cardDep: Colón
  • location-pinArr: Puerto Caldera
Colón / Fuerte Amador / Fuerte Amador / Isla Parida / Golfo Dulce / Quepos (Puerto Quepos) / Puerto Caldera / Santa Elena / La Fortuna / 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

  • calendar6 Jan '27
  • 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

Tantalizing Thailand & Sparkling Singapore

  • calendar6 Jan '27
  • moon 11 nights
  • anchor Star Seeker
  • ship-cardDep: Bangkok
  • location-pinArr: Phuket
Bangkok / Cruising Chao Phraya River / Ko Samui / Singapore / Singapore / Port Klang / Georgetown, Penang / Koh Yao Noi / Krabi / 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 Thailand & Chiang Mai Cruise Tour

  • calendar6 Jan '27
  • moon 15 nights
  • anchor Star Seeker
  • ship-cardDep: Bangkok
  • location-pinArr: Bangkok
Bangkok / Cruising Chao Phraya River / Ko Samui / Singapore / Singapore / Port Klang / Georgetown, Penang / Koh Yao Noi / Krabi / 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

Southern Spain Winter Escapes

  • calendar6 Jan '27
  • moon 9 nights
  • anchor Star Explorer
  • ship-cardDep: Barcelona
  • location-pinArr: Barcelona
Barcelona / Barcelona / Valencia / Cartagena / Gibraltar / Málaga / Málaga / 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: Winter in Spain and the Rivieras

  • calendar6 Jan '27
  • moon 16 nights
  • anchor Star Explorer
  • ship-cardDep: Barcelona
  • location-pinArr: Rome
Barcelona / Barcelona / Valencia / Cartagena / Gibraltar / Málaga / Málaga / 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: Winter Mediterranean Adventure

  • calendar6 Jan '27
  • moon 24 nights
  • anchor Star Explorer
  • ship-cardDep: Barcelona
  • location-pinArr: Venice
Barcelona / Barcelona / Valencia / Cartagena / Gibraltar / Málaga / Málaga / 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

Dreams of Tahiti

  • calendar7 Jan '27
  • moon 7 nights
  • anchor Star Breeze
  • ship-cardDep: Papeete, Tahiti
  • location-pinArr: Papeete, Tahiti
Papeete, Tahiti / Raiatea / Raiatea / 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.

ALL-INCLUSIVE OFFER

Star Collector: Extended Tahiti & Tuamotu Adventures

  • calendar7 Jan '27
  • moon 14 nights
  • anchor Star Breeze
  • ship-cardDep: Papeete, Tahiti
  • location-pinArr: Papeete, Tahiti
Papeete, Tahiti / Raiatea / Raiatea / 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.

ALL-INCLUSIVE OFFER

Monteverde Cloud Forest & Arenal Volcano Cruise Tour

  • calendar8 Jan '27
  • moon 11 nights
  • anchor Star Legend
  • ship-cardDep: San José
  • location-pinArr: Colón
San José / La Fortuna / La Fortuna / Santa Elena / Puerto Caldera / Puerto Caldera / Quepos (Puerto Quepos) / Golfo Dulce / Isla Parida / 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

Classic Caribbean

  • calendar9 Jan '27
  • moon 7 nights
  • anchor Wind Surf
  • ship-cardDep: Philipsburg
  • location-pinArr: Philipsburg
Philipsburg / Terre-de-Haut / Mayreau Island / Roseau / Basseterre, Saint Kitts / Gustavia / Philipsburg / 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 Explorations

  • calendar9 Jan '27
  • moon 14 nights
  • anchor Wind Surf
  • ship-cardDep: Philipsburg
  • location-pinArr: Philipsburg
Philipsburg / Terre-de-Haut / Mayreau Island / Roseau / Basseterre, Saint Kitts / Gustavia / Philipsburg / Road Bay / Sopers Hole, Tortola / 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

  • calendar10 Jan '27
  • 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

Winter Riviera & Madrid Cruise Tour

  • calendar11 Jan '27
  • moon 11 nights
  • anchor Star Explorer
  • ship-cardDep: Madrid
  • location-pinArr: Rome
Madrid / Madrid / Madrid / Barcelona / Barcelona / Barcelona / Barcelona / Nice / Nice / 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

Costa Rica & Panama Canal

  • calendar12 Jan '27
  • moon 7 nights
  • anchor Star Legend
  • ship-cardDep: Puerto Caldera
  • location-pinArr: Colón
Puerto Caldera / Quepos (Puerto Quepos) / Golfo Dulce / Isla Parida / Fuerte Amador / Colón / 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

Costa Rica, Panama Canal & Machu Picchu Cruise Tour

  • calendar12 Jan '27
  • moon 12 nights
  • anchor Star Legend
  • ship-cardDep: Puerto Caldera
  • location-pinArr: Lima
Puerto Caldera / Quepos (Puerto Quepos) / Golfo Dulce / Isla Parida / Fuerte Amador / Colón / Lima / Lima / Lima / 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 Thailand & Chiang Mai Cruise Tour

  • calendar14 Jan '27
  • moon 14 nights
  • anchor Star Seeker
  • ship-cardDep: Koh Yao Noi
  • location-pinArr: Cruising Chao Phraya River
Koh Yao Noi / Phuket / Phuket / Phuket / Phuket / Krabi / Bangkok / Koh Yao Noi / Georgetown, Penang / 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 1-30 of 812 results