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Windstar sailing yacht with white sails at sea

Windstar Cruises

180 Degrees from Ordinary

Small sailing and motor yachts offering intimate access to hidden harbors.

Fleet

6 ships

Best For

Yachting enthusiasts, couples, and off-the-beaten-path travelers

Top Regions

Tahiti, Greek Isles, Costa Rica, Caribbean

Price Point

$$$$

All Windstar Ships

Compare every Windstar ship and its current sailings — then let one of our advisors match you with the right ship, suite and itinerary.

Top Windstar Destinations

Explore the regions Windstar sails to, then let our advisors find the right voyage for you.

Need Help Planning?

Our cruise advisors are here to help you find the perfect cruise.

Windstar ship cruising past rugged coastal cliffs

Where Windstar Sails

Windstar seeks out smaller, less-visited ports of call, secluded coves and docks — from the Greek Isles and the Caribbean to Northern Europe and Asia.

Featured Sailings

Featured Windstar Cruises Deals

Sailings on the newest Windstar Cruises ships, picked from our booking engine and refreshed daily. Open any sailing for current availability, or ask an advisor to price it for your dates.

Star Seeker11 Days

Alaska

11 Days Alaska-N./S. Bound

Windstar Cruises · Star Seeker

Departs
May 20, 2027
Itinerary
Tokyo, Seward

Published prices from

$192per day* (from $2,107 per person) taxes, fees & port charges incl.
Star Breeze10 Days

Tahiti

10 Days Tahiti

Windstar Cruises · Star Breeze

Departs
Mar 1 & Sep 23, 2027
Itinerary
Papeete, Fakarava, Rangiroa, Tahaa, Bora Bora, Huahine, Moorea, Papeete

Published prices from

$230per day* (from $2,295 per person) taxes, fees & port charges incl.
Star Legend7 Days

Southern Caribbean

7 Days Caribbean-Southern

Windstar Cruises · Star Legend

Departs
Nov 27, 2026
Itinerary
Bridgetown, Anse Mitan, Rodney Bay, Castries, The Pitons, Mayreau, Saint George's, Bequia, Bridgetown

Published prices from

$209per day* (from $1,466 per person) taxes, fees & port charges incl.

*Per day price is the lowest published per-person fare divided by the number of cruise days. Fares change often and are confirmed at booking. See all cruise deals →

Departure Ports

Where Windstar Cruises Departs From

Ports with Windstar Cruises sailings in our booking engine right now. Pick a port to see Windstar Cruises cruises leaving from there.

Sailing from somewhere else? See all departure ports or ask an advisor.

Why Sail with Windstar?

Sailing & Star Yachts

Wind Class yachts with masts and sails, plus Star Class yachts.

Less-Visited Ports

Smaller ports of call, secluded coves and docks.

Marina Platform

Jump straight off the yacht; kayaks and paddleboards on select voyages.

James Beard Foundation

Daily dishes inspired by James Beard Foundation chefs, included in your fare.

Book Windstar Cruises With Us or Direct?

Same Windstar Cruises Fares. More on Your Side.

Our fares come straight from Windstar Cruises, with no booking fees added. Booking through The Cruise Company adds a personal advisor and these extras, at no extra cost.

Get a Quoteor call 1-800-988-6444

  • A personal advisorOne person who knows your booking, instead of a call center queue.
  • Price Drop PromiseIf the fare drops before final payment, we rebook you at the lower price when Windstar Cruises allows it.
  • Honest comparisonsWe compare Windstar Cruises with other lines, ships and cabins so you know it is the right fit.
  • Help when plans changeMissed flights, schedule changes or questions: you call us, and we handle it.
Couple enjoying the view from a cruise ship balcony

Ready to Plan Your Windstar Voyage?

Our cruise advisors will help you find the right itinerary, yacht and suite for your next escape.

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