1-800-627-3753 Speak to a Cruise Expert

Windstar Cruises October 2026

Save up to 80% on Windstar cruises

As a large-scale seller of Windstar Cruises October 2026, we are able to offer you unbeatable prices and unparalleled value. With cruise line volume buys plus our low everyday prices you can save up to 80% versus the brochure price! Once you have found the discounted Windstar cruise of your choice, please call our cruise consultants to book your vacation and save money with our first-rate personalized service! Book your Windstar cruise today with AffordableTours.com, your discounted cruise headquarters.

You get way more for way less. Really!

  • Choose from 1000+ Windstar Cruises
  • 4.9 stars on over 2500+ verified Reviews on Trustpilot; A+ BBB accredited rating since 2001
  • Way Less Money - Low price guaranteed
  • Way More Exclusives - All offers by cruise lines + exclusive and extra offers
  • Way Better Support - personalized service from dedicated travel consultant

Filter Cruises

Get All the Cruise Line Offers & More
Sail Date Cruise Line Ship Destination Departs Length Price You Save Discounts
11 reviews
Itinerary Map/Ship Image
7 night Greece (Treasures of the Greek Isles (Oct 1 2026))WindstarWind SpiritGreek IslesAthens (Piraeus)Athens (Piraeus)7 NightsAthens, Greece | Kusadasi | Monemvasia | Mykonos | Nafplio | Patmos | Santorini$5,373
Up To $750 Onboard Credit
 View ItineraryGet FREE Quote
4 reviews
Itinerary Map/Ship Image
7 night Tahiti (Dreams of Tahiti (Oct 1 2026))WindstarStar BreezeTahitiPapeetePapeete7 NightsBora Bora | Huahine | Moorea | Papeete | Raiatea$3,315
Shipboard Credit Per Person ($150)
Shipboard Credit Per Person ($150)View ItineraryGet FREE Quote
12 reviews
Itinerary Map/Ship Image
7 night Greece (Treasures of the Greek Isles (Oct 3 2026))WindstarWind StarGreek IslesAthens (Piraeus)Athens (Piraeus)7 NightsAthens, Greece | Kusadasi | Monemvasia | Mykonos | Nafplio | Patmos | Santorini$5,473
Up To $750 Onboard Credit
Onboard Credit!
View ItineraryGet FREE Quote
5 reviews
Itinerary Map/Ship Image
8 night Greece (Postcards from Northern Greece (Oct 3 2026))WindstarStar LegendGreek IslesAthens (Piraeus)Athens (Piraeus)8 NightsAthens, Greece | Kavala, Greece | Kusadasi | Skopelos, Greece | Thessaloniki, Greece | Volos, Greece$5,648
Shipboard Credit Per Person ($150)
Shipboard Credit Per Person ($150)View ItineraryGet FREE Quote

Need Help Planning A Cruise?

Our cruise experts can help you:

  • Get all the cruise line offers + exclusives
  • Hold a cabin for 24 hours for free
  • Receive personalized recommendations
  • Book handicap accessible cabins
5 reviews
Itinerary Map/Ship Image
16 night Star Collector Voyages (Eternal Greece (Oct 3 2026))WindstarStar LegendMediterraneanAthens (Piraeus)Istanbul16 NightsAthens, Greece | Bodrum | Corinth Canal | Delphi | Istanbul | Kavala, Greece | Kusadasi | Mykonos | Myrina | Santorini | Skopelos, Greece | Thessaloniki, Greece | Volos, Greece$9,139
Shipboard Credit Per Person ($150)
Shipboard Credit Per Person ($150)View ItineraryGet FREE Quote
4 reviews
Itinerary Map/Ship Image
11 night Tahiti (Final Rose & Overwater Bungalows + Air Package from LAX (Oct 9 2026))WindstarStar BreezeTahitiPapeetePapeete11 NightsBora Bora | Huahine | Moorea | Papeete | Raiatea$8,215
Up To $1000 Onboard Credit
Suite!
View ItineraryGet FREE Quote
4 reviews
Itinerary Map/Ship Image
11 night Tahiti (Final Rose & Overwater Bungalows + Air Package from LAX (Oct 9 2026))WindstarStar BreezeTahitiPapeetePapeete11 NightsBora Bora | Huahine | Moorea | Papeete | Raiatea$7,615
Up To $1000 Onboard Credit
 View ItineraryGet FREE Quote
25 reviews
Itinerary Map/Ship Image
11 night Cruise Tours (Vatican & Croatian Coastlines Cruise Tour (Oct 7 2026))WindstarWind SurfEuropeRomeVenice11 NightsDubrovnik | Giardini Naxos | Kotor | Rome | Rovinj | Sorrento | Trogir, Croatia | Venice$6,247
Up To $750 Onboard Credit
 View ItineraryGet FREE Quote
4 reviews
Itinerary Map/Ship Image
10 night Tahiti (Dreams of Tahiti Air + Hotel Package from LAX (Oct 8 2026))WindstarStar BreezeTahitiPapeetePapeete10 NightsBora Bora | Huahine | Moorea | Papeete | Raiatea$5,815
Up To $750 Onboard Credit
 View ItineraryGet FREE Quote
25 reviews
Itinerary Map/Ship Image
8 night Italy (Classic Italy & The Dalmatian Coast (Oct 7 2026))WindstarWind SurfMediterraneanRomeVenice8 NightsDubrovnik | Giardini Naxos | Kotor | Rome | Rovinj | Sorrento | Trogir, Croatia | Venice$4,347
Shipboard Credit Per Person ($150);Chef-hosted Dinner and Wine Pairing;James Beard Foundation Culina
Shipboard Credit Per Person ($150);Chef-hosted Dinner and Wine Pairing;James Beard Foundation CulinaView ItineraryGet FREE Quote
12 reviews
Itinerary Map/Ship Image
10 night Cruise Tours (Delphi & Meteora: Grecian Treasures Cruise Tour (Oct 10 2026))WindstarWind StarEuropeAthens (Piraeus)Athens (Piraeus)10 NightsAthens, Greece | Delphi | Kusadasi | Monemvasia | Mykonos | Nafplio | Patmos | Santorini$7,273
Up To $750 Onboard Credit
Onboard Credit!
View ItineraryGet FREE Quote
4 reviews
Itinerary Map/Ship Image
12 night Tahiti (Golden Days in Bora Bora Air + Overwater Villa Package from SEA (Oct 8 2026))WindstarStar BreezeTahitiPapeetePapeete12 NightsBora Bora | Huahine | Moorea | Papeete | Raiatea$7,815
Up To $1000 Onboard Credit
Suite!
View ItineraryGet FREE Quote
25 reviews
Itinerary Map/Ship Image
12 night Cruise Tours (Lake Como & Adriatic Romance Cruise Tour (Oct 7 2026))WindstarWind SurfEuropeRomeCernobbio12 NightsCernobbio | Dubrovnik | Giardini Naxos | Kotor | Rome | Rovinj | Sorrento | Trogir, Croatia | Venice | VENICE, Italy$8,247
Up To $1000 Onboard Credit
 View ItineraryGet FREE Quote
4 reviews
Itinerary Map/Ship Image
7 night Tahiti (Dreams of Tahiti (Oct 8 2026))WindstarStar BreezeTahitiPapeetePapeete7 NightsBora Bora | Huahine | Moorea | Papeete | Raiatea$3,315
Up To $500 Onboard Credit
 View ItineraryGet FREE Quote
4 reviews
Itinerary Map/Ship Image
14 night Star Collector Voyages (Tahitian Treasures & Magnificent Marquesas (Oct 8 2026))WindstarStar BreezeTahitiPapeetePapeete14 NightsBora Bora | Fakarava | Huahine | Moorea | Papeete | Raiatea | Rangiroa$5,328
Up To $750 Onboard Credit
 View ItineraryGet FREE Quote
18 reviews
Itinerary Map/Ship Image
11 night Canada & New England (Southeast Canadian Explorations (Oct 9 2026))WindstarStar PrideUSA - New EnglandMontrealBoston11 NightsBoston | Cap aux Meules | Gaspe | Halifax | Montreal | Portland | Quebec City | Rockland | Sydney, Nova Scotia, Canada$6,035
Up To $750 Onboard Credit
Suite!
View ItineraryGet FREE Quote
18 reviews
Itinerary Map/Ship Image
19 night Star Collector Voyages (Star Collector: Fall Leaves & Caribbean Breezes (Oct 9 2026))WindstarStar PrideCaribbeanMontrealSan Juan19 NightsBoston | Cap aux Meules | Gaspe | Halifax | Hamilton | Montreal | Portland | Quebec City | Rockland | San Juan | St. George's | Sydney, Nova Scotia, Canada$6,662
Up To $750 Onboard Credit
 View ItineraryGet FREE Quote
12 reviews
Itinerary Map/Ship Image
7 night Greece (Treasures of the Greek Isles (Oct 10 2026))WindstarWind StarGreek IslesAthens (Piraeus)Athens (Piraeus)7 NightsAthens, Greece | Kusadasi | Monemvasia | Mykonos | Nafplio | Patmos | Santorini$5,373
Up To $750 Onboard Credit
 View ItineraryGet FREE Quote
5 reviews
Itinerary Map/Ship Image
8 night Greece (Aegean Sea Odyssey via the Corinth Canal (Oct 11 2026))WindstarStar LegendGreek IslesAthens (Piraeus)Istanbul8 NightsAthens, Greece | Bodrum | Corinth Canal | Delphi | Istanbul | Kusadasi | Mykonos | Myrina | Santorini$5,090
Up To $750 Onboard Credit
Welcome Reception
Exclusive Amenity
Distinctive Host
*Distinctive Voyage
View ItineraryGet FREE Quote
5 reviews
Itinerary Map/Ship Image
11 night Cruise Tours (Istanbul Icons & Aegean Artifacts Cruise Tour (Oct 11 2026))WindstarStar LegendEuropeAthens (Piraeus)Istanbul11 NightsAthens, Greece | Bodrum | Corinth Canal | Delphi | Istanbul | Kusadasi | Mykonos | Myrina | Santorini$6,990
Up To $750 Onboard Credit
 View ItineraryGet FREE Quote

How It Works

Vacationing has never been easier or cheaper with the help of a dedicated travel consultant from AffordableTours.com

Freq Quote 1. Free Quote

Find your perfect trip on our website and simply request a free quote. Need to speak to a live person? Call us 7 days a week at 1-800-627-3753. No robots here!

Dedicated Travel Consultant 2. Dedicated Travel Consultant

Your personal travel consultant will reach out and be your point of contact for your entire travel experience from start to finish. Did we mention you'll be working with an award winning team? Sweet!

Low Price Guaranteed 3. Low Price Guaranteed

Because we're one of the largest sellers of travel, we're able to give you a discount on your vacation package. No one beats our prices!

Stress Free Travel 4. Stress Free Travel

Knowing you got the great deal, all that's left is for you to pack your bags and enjoy your vacation!


AffordableTours.com BBB Business Review

Better Business Bureau

AffordableTours.com is a proud recipient of the Better Business Bureau (BBB) awards 2006-2024 with A+ Rating.

It Pays To Refer! Earn Up To $200!

It's simple: Sign up your friends, family, and anyone to us and when they book you will receive an American Express gift card worth up to $200 in the mail for simply referring.

Read More

Get discounts by Email!