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

Windstar Cruises 2026 2025/2026

Save up to 80% on Windstar cruises

As a large-scale seller of Windstar Cruises 2026 2025/2026, 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
16 reviews
Itinerary Map/Ship Image
11 night Cruise Tours (Marvels of Latin America Cruise Tour (Jan 7 2026))WindstarStar PridePanama CanalLimaColon11 NightsColón | Guayaquil, Ecuador | Lima, Peru | Manta, Equador | Trujillo, Peru$8,436
Shipboard Credit Per Person ($150)
Shipboard Credit Per Person ($150)View ItineraryGet FREE Quote
25 reviews
Itinerary Map/Ship Image
7 night Caribbean (Beach Fun & Sun: A Remote Caribbean Getaway (Jan 4 2026))WindstarWind SurfCaribbean - EasternPhilipsburgPhilipsburg7 NightsGustavia | Jost Van Dyke, Great Harbour | Philipsburg, St. Maarten | Road Bay | Soper's Hole$2,610
Shipboard Credit Per Person ($150)
Shipboard Credit Per Person ($150)View ItineraryGet FREE Quote
25 reviews
Itinerary Map/Ship Image
14 night Star Collector Voyages (Leeward & Windward Caribbean Havens (Jan 4 2026))WindstarWind SurfCaribbean - EasternPhilipsburgBridgetown14 NightsBasseterre | Bridgetown | Gustavia | Jost Van Dyke, Great Harbour | Kingstown | Les Saintes | Philipsburg, St. Maarten | Pigeon Island | Road Bay | Soper's Hole$4,147
Shipboard Credit Per Person ($150)
Shipboard Credit Per Person ($150)View ItineraryGet FREE Quote
25 reviews
Itinerary Map/Ship Image
21 night Star Collector Voyages (A Lesser Antilles Odyssey (Jan 4 2026))WindstarWind SurfCaribbean - EasternPhilipsburgBridgetown21 NightsAnse Mitan | Basseterre | Bequia | Bridgetown | Castries | Gustavia | Jost Van Dyke, Great Harbour | Kingstown | Les Saintes | Mayreau | Philipsburg, St. Maarten | Pigeon Island | Road Bay | Soper's Hole | St. George's$6,370
Up To $750 Onboard Credit
 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
25 reviews
Itinerary Map/Ship Image
28 night Star Collector Voyages (The Best of the Windward & Leeward Isles (Jan 4 2026))WindstarWind SurfCaribbeanPhilipsburgOranjestad28 NightsAnse Mitan | Basseterre | Bequia | Bridgetown | Castries | Gustavia | Jost Van Dyke, Great Harbour | Kingstown | Kralendijk | Les Saintes | Man-O-War Bay | Mayreau | Oranjestad | Philipsburg, St. Maarten | Pigeon Island | Road Bay | Soper's Hole | Soufriere | St. George's | Willemstad$8,495
Up To $1000 Onboard Credit
Onboard Credit!
View ItineraryGet FREE Quote
25 reviews
Itinerary Map/Ship Image
55 night Star Collector Voyages (Grand Caribbean Adventure (Jan 4 2026))WindstarWind SurfCaribbeanPhilipsburgPhilipsburg55 NightsAnse Mitan | Basseterre | Belize City | Bequia | Bocas del Toro | Bridgetown | Cartagena | Castries | Colón | Costa Maya | Cozumel | Grand Cayman | Gustavia | Jost Van Dyke, Great Harbour | Kingstown | Kralendijk | La Romana | Les Saintes | Man-O-War Bay | Mayreau | Oranjestad | Philipsburg, St. Maarten | Pigeon Island | Port Antonio | Road Bay | Roatan | Santa Marta | Santo Domingo | Soper's Hole | Soufriere | St. George's | Willemstad$18,146
Up To $1000 Onboard Credit
Onboard Credit!
View ItineraryGet FREE Quote
5 reviews
Itinerary Map/Ship Image
8 night Mediterranean (Winter in Italy and the Dalmatian Coast (Jan 4 2026))WindstarStar LegendMediterraneanVeniceRome8 NightsDubrovnik | Naples | Rome | Venice | Zadar$3,358
Shipboard Credit Per Person ($150)
Shipboard Credit Per Person ($150)View ItineraryGet FREE Quote
5 reviews
Itinerary Map/Ship Image
15 night Star Collector Voyages (Winter in Europes Riviera & Croatia (Jan 4 2026))WindstarStar LegendEurope - WesternVeniceBarcelona15 NightsBarcelona | Dubrovnik | Genoa, Italy | Livorno | Naples | Nice | Rome | Venice | Zadar$5,205
Shipboard Credit Per Person ($150)
Shipboard Credit Per Person ($150)View ItineraryGet FREE Quote
5 reviews
Itinerary Map/Ship Image
24 night Star Collector Voyages (Winter Mediterranean Adventure (Jan 4 2026))WindstarStar LegendMediterraneanVeniceBarcelona24 NightsBarcelona | Cartagena, Spain | Dubrovnik | Genoa, Italy | Gibraltar | Livorno | Málaga | Naples | Nice | Palma de Mallorca | Rome | Valencia | Venice | Zadar$8,184
Up To $1000 Onboard Credit
 View ItineraryGet FREE Quote
11 reviews
Itinerary Map/Ship Image
10 night Caribbean (Sublime Southern Caribbean (Jan 4 2026))WindstarWind SpiritCaribbean - SouthernBridgetownPhilipsburg10 NightsAnse Mitan | Basseterre | Bridgetown | Falmouth Harbour | Gustavia | Les Saintes | Philipsburg, St. Maarten | Pigeon Island | Road Bay | Roseau | St. John's$3,420
Up To $500 Onboard Credit
 View ItineraryGet FREE Quote
3 reviews
Itinerary Map/Ship Image
11 night Tahiti (Final Rose & Overwater Bungalows + Air Package from LAX (Jan 9 2026))WindstarStar BreezeTahitiPapeeteBora Bora11 NightsBora Bora | Huahine | Moorea | Papeete | Raiatea$8,215
Up To $1000 Onboard Credit
 View ItineraryGet FREE Quote
3 reviews
Itinerary Map/Ship Image
11 night Tahiti (Final Rose & Overwater Bungalows + Air Package from LAX (Jan 9 2026))WindstarStar BreezeTahitiPapeeteBora Bora11 NightsBora Bora | Huahine | Moorea | Papeete | Raiatea$7,615
Up To $1000 Onboard Credit
 View ItineraryGet FREE Quote
3 reviews
Itinerary Map/Ship Image
10 night Tahiti (Dreams of Tahiti Air + Hotel Package from LAX (Jan 8 2026))WindstarStar BreezeTahitiPapeetePapeete10 NightsBora Bora | Huahine | Moorea | Papeete | Raiatea$5,715
Up To $750 Onboard Credit
Suite!
View ItineraryGet FREE Quote
16 reviews
Itinerary Map/Ship Image
11 night Costa Rica & Panama Canal (Marvels of Ecuador, Peru, and the Panama Canal (Jan 7 2026))WindstarStar PrideCentral AmericaLimaColon11 NightsColón | Guayaquil, Ecuador | Lima, Peru | Manta, Equador | Trujillo, Peru$5,436
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
3 reviews
Itinerary Map/Ship Image
12 night Tahiti (Golden Days in Bora Bora Air + Overwater Villa Package from SEA (Jan 8 2026))WindstarStar BreezeTahitiPapeetePapeete12 NightsBora Bora | Huahine | Moorea | Papeete | Raiatea$7,815
Up To $1000 Onboard Credit
 View ItineraryGet FREE Quote
3 reviews
Itinerary Map/Ship Image
7 night Tahiti (Dreams of Tahiti (Jan 8 2026))WindstarStar BreezeTahitiPapeetePapeete7 NightsBora Bora | Huahine | Moorea | Papeete | Raiatea$3,315
Up To $500 Onboard Credit
 View ItineraryGet FREE Quote
3 reviews
Itinerary Map/Ship Image
10 night Cruise Tours (Tahiti & Moorea Culture Through Cuisine Cruise Tour (Jan 8 2026))WindstarStar BreezeTahitiPapeeteMoorea10 NightsBora Bora | Huahine | Moorea | MOOREA, French Polynesia | Papeete | Raiatea$5,315
Up To $750 Onboard Credit
 View ItineraryGet FREE Quote
11 reviews
Itinerary Map/Ship Image
10 night Mediterranean (Canary Islands Idyll (Jan 9 2026))WindstarWind StarMediterraneanSanta Cruz De TenerifeSanta Cruz De Tenerife10 NightsFunchal | Lanzarote | Las Palmas | San Sebastian | Santa Cruz de Palma | Santa Cruz de Tenerife$3,919
Shipboard Credit Per Person ($150)
Shipboard Credit Per Person ($150)View ItineraryGet FREE Quote
25 reviews
Itinerary Map/Ship Image
7 night Caribbean (Lush & Lovely Islands of the Lesser Antilles (Jan 11 2026))WindstarWind SurfCaribbean - EasternPhilipsburgBridgetown7 NightsBasseterre | Bridgetown | Gustavia | Kingstown | Les Saintes | Philipsburg, St. Maarten | Pigeon Island$2,636
Up To $300 Onboard Credit
 View ItineraryGet FREE Quote
25 reviews
Itinerary Map/Ship Image
14 night Star Collector Voyages (Antilles Adventures (Jan 11 2026))WindstarWind SurfCaribbean - SouthernPhilipsburgBridgetown14 NightsAnse Mitan | Basseterre | Bequia | Bridgetown | Castries | Gustavia | Kingstown | Les Saintes | Mayreau | Philipsburg, St. Maarten | Pigeon Island | St. George's$4,259
Up To $500 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!