WINDSTAR CRUISES...FIVE-STAR VACATIONS AT SEA

Book Your Luxury Cruise with Windstar Cruises & cruises.inspirato.com

Relax, unwind and sail away aboard the ultimate in luxury accommodations with Windstar Cruises. Each Windstar cruise ship is designed to provide an intimate cruising experience with an average of just 148 guests per ship, all the while providing the luxury and services you’d expect from a larger cruise line. These elegant, streamlined ships afford you the opportunity to wine, dine and dance your days away at exotic destinations such as Santorini, Barbados and Portofino. All staterooms are elegantly and tastefully decorated to provide the comforts of home, as well as the benefits of lavish resorts including queen-sized beds, granite vanities and Bose speakers, plus picturesque oceanview windows in every room.

Mealtimes aboard Windstar Cruises are nothing short of spectacular. Choose open-seating for dinner under the stars at Candles, or indulge in a delicious meal at The Restaurant, both of which offer five-star dining and hand-selected wines to complement your meal. After dinner, treat yourself to a nightcap at the piano bar and a game of luck at the onboard casino. Or, simply relax on deck and enjoy live music and the gorgeous night skies of paradise.

Begin your day with a refreshing dip in the sparkling waters of the cooling saltwater pool, or simply soak in the warm sun on one of the many comfortable chaise lounges. With the ocean as your backyard, there’s never been a better time to try kayaking, windsurfing or even waterskiing from the onboard Watersports platform. After a long day of ocean adventures, let your cares melt away with a soothing and indulgent aromatherapy massage at the WindSpa.

Choose your own adventures with Windstar Cruises. With voyages averaging between 7 and 13 days, it’s easy to build your own dream vacation. Take a stunning holiday in the Greek Isles, and visit breathtaking cities like Mykonos, Athens and Istanbul. If the tropics are more your flavor, take advantage of a dazzling weeklong sailing through the Windward Islands and visit the exotic Tobago Cays, open-air markets of St. George’s and more. Make memories that will last a lifetime with Windstar Cruises. Let cruises.inspirato.com help you plan the perfect cruise today!

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Small Ship Luxury Vacations
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Caribbean Windstar Cruises

Caribbean Windstar Cruises

Set sail for a destination that’s far from ordinary aboard a luxury cruise line that will let you indulge in paradise the right way. When you sail with Windstar to the Caribbean, not only are you guaranteed some of the finest sun, surf and sand – you’re also sure to have the ultimate of luxury cruising experiences. If your Windstar Caribbean cruise takes you through St. George’s, be sure to browse the colorful open-air markets. Explore the lush forests and vegetation that make St. Lucia such a popular, yet pristine, tropical destination. Don’t forget your camera, and be sure to take pictures of “The Baths” in Virgin Gorda. Most Windstar Caribbean cruises range between 7 and 14 nights, so be sure to take the time to explore all the wonders that paradise has to offer.

  • Star Pride

    11 Night Autumn Latitudes of the Eastern Seaboard

    4.5 rating out of 5  (25 reviews)

    Star Pride

    Departing from: New York, New York
    Ports of Call:
    • Philadelphia, Pennsylvania
    • Charleston, South Carolina
    • Bimini, Bahamas
    • Samana, Dominican Republic
    • San Juan, Puerto Rico
    Sailing Dates:
    • October 2019
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    $1,699
    $154pernight
  • Star Pride

    7 Night Antilles Island Hopping

    4.5 rating out of 5  (25 reviews)

    Star Pride

    Departing from: Bridgetown, Barbados
    Ports of Call:
    • Bequia, Grenadines
    • Castries, St. Lucia
    • Iles Des Saintes, Guadeloupe
    • Basseterre, St. Kitts
    • Gustavia, St. Barts
    • Virgin Gorda, B.V.I.
    • San Juan, Puerto Rico
    Sailing Dates:
    • November 2019
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    $1,699
    $243pernight
  • Star Legend

    7 Night San Juan & the Virgin Islands

    4.3 rating out of 5  (18 reviews)

    Star Legend

    Departing from: San Juan, Puerto Rico
    Ports of Call:
    • Vieques, Puerto Rico
    • Gustavia, St. Barts
    • Little Bay, Montserrat
    • Philipsburg, St. Maarten
    • Jost Van Dyke, B.V.I.
    • Virgin Gorda, B.V.I.
    Sailing Dates:
    • November 2019
    • January 2020
    interior from
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    $1,799
    $257pernight
  • Star Legend

    7 Night Windward Islands Surfs & Sunsets

    4.3 rating out of 5  (18 reviews)

    Star Legend

    Departing from: San Juan, Puerto Rico
    Ports of Call:
    • Philipsburg, St. Maarten
    • Iles Des Saintes, Guadeloupe
    • Bequia, Grenadines
    • Pigeon Island, St. Lucia
    • St. George's, Grenada
    Sailing Dates:
    • November 2019
    • December 2019
    • January 2020
    interior from
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    $1,799
    $257pernight
  • Star Pride

    7 Night Winter Antilles Escape

    4.5 rating out of 5  (25 reviews)

    Star Pride

    Departing from: San Juan, Puerto Rico
    Ports of Call:
    • Vieques, Puerto Rico
    • Philipsburg, St. Maarten
    • Little Bay, Montserrat
    • Roseau, Dominica
    • Pigeon Island, St. Lucia
    • St. George's, Grenada
    • Bridgetown, Barbados
    Sailing Dates:
    • November 2019
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    $1,799
    $257pernight
  • Star Pride

    7 Night Costa Rica & Panama Canal

    4.5 rating out of 5  (25 reviews)

    Star Pride

    Departing from: Puerto Caldera (Puntarenas), Costa Rica
    Ports of Call:
    • Puerto Quepos, Costa Rica
    • Puerto Jimenez (Golfo Dulce), Costa Rica
    • Golfito, Costa Rica
    • Isla Parida, Panama
    • Balboa, Panama
    • Panama Canal Full Transit
    • Colon, Panama
    Sailing Dates:
    • December 2019
    • January 2020
    • February 2020
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    $2,099
    $300pernight
  • Star Pride

    7 Night San Juan & the Virgin Islands

    4.5 rating out of 5  (25 reviews)

    Star Pride

    Departing from: San Juan, Puerto Rico
    Ports of Call:
    • Vieques, Puerto Rico
    • Gustavia, St. Barts
    • Little Bay, Montserrat
    • Philipsburg, St. Maarten
    • Jost Van Dyke, B.V.I.
    • Virgin Gorda, B.V.I.
    Sailing Dates:
    • February 2020
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    $2,299
    $328pernight
Europe Windstar Cruises

Europe Windstar Cruises

If you’ve been looking for the perfect way to explore Europe, look no further than a Windstar luxury cruise. Known for providing one-of-a-kind resort-type experiences at sea, you’re guaranteed personalized service, pampering and the utmost of comfort and style onboard every Windstar cruise. Perhaps you’ll have the opportunity to see the vast Acropolis of Athens. Maybe your cruise will take you to the breathtaking palaces of Istanbul. Enjoy a decadent cup of some of the finest coffee in the world in Bodrum. Wherever your Windstar European cruise takes you, you’re sure to have adventures and memories that will last a lifetime.

Departure Ports for Windstar European Cruises:  

  • Star Legend

    7 Night Fados Folksongs Tapas & Crystal

    4.3 rating out of 5  (18 reviews)

    Star Legend

    Departing from: Lisbon, Portugal
    Ports of Call:
    • Porto, Portugal
    • Ferrol, Spain
    • Isles Of Scilly
    • Fishguard, Wales
    • Dublin, Ireland
    Sailing Dates:
    • July 2020
    interior from
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    $2,799
    $400pernight
  • Star Pride

    7 Night Yachtsmans Harbors of the Rivieras

    4.5 rating out of 5  (25 reviews)

    Star Pride

    Departing from: Barcelona, Spain
    Ports of Call:
    • Palamos, Spain
    • Sanary-Sur-Mer, France
    • Monte Carlo, Monaco
    • Cannes, France
    • Portofino, Italy
    • Portoferraio, Elba
    • Civitavecchia (Rome), Italy
    Sailing Dates:
    • April 2020
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    $2,899
    $414pernight
  • Star Pride

    8 Night Spanish Serenade

    4.5 rating out of 5  (25 reviews)

    Star Pride

    Departing from: Lisbon, Portugal
    Ports of Call:
    • Portimao, Portugal
    • Cadiz (Seville), Spain
    • Tangier, Morocco
    • Malaga (Granada), Spain
    • Almeria, Spain
    • Palma De Mallorca, Balearic Islands
    • Barcelona, Spain
    Sailing Dates:
    • April 2020
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    $2,999
    $375pernight
  • Star Legend

    10 Night Autumn on the Atlantic Coast

    4.3 rating out of 5  (18 reviews)

    Star Legend

    Departing from: London, England
    Ports of Call:
    • Honfleur, France
    • St. Peter Port, Guernsey, Channel Islands
    • Belle-Ile, France
    • Bilbao, Spain
    • Porto, Portugal
    • Lisbon, Portugal
    Sailing Dates:
    • September 2020
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    $3,599
    $360pernight
  • Star Legend

    7 Night Ancient Epicenters in Autumn via the Corinth Canal

    4.3 rating out of 5  (18 reviews)

    Star Legend

    Departing from: Athens, Greece
    Ports of Call:
    • Delphi
    • Katakolon (Olympia), Greece
    • Valletta, Malta
    • Taormina (Naxos), Sicily, Italy
    • Amalfi, Italy
    • Civitavecchia (Rome), Italy
    Sailing Dates:
    • November 2020
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    $3,899
    $557pernight
Transatlantic Windstar Cruises

Transatlantic Windstar Cruises

  • Star Legend

    15 Night Mangos & Madeira A Puerto Rico & Portugal Transatlantic Crossing

    4.3 rating out of 5  (18 reviews)

    Star Legend

    Departing from: San Juan, Puerto Rico
    Ports of Call:
    • St. John's, Antigua
    • Funchal, Madeira
    • Lisbon, Portugal
    Sailing Dates:
    • February 2020
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    $1,999
    $133pernight
Pacific Windstar Cruises

Pacific Windstar Cruises

  • Wind Spirit

    7 Night Dreams of Tahiti

    4.5 rating out of 5  (15 reviews)

    Wind Spirit

    Departing from: Papeete, Tahiti
    Ports of Call:
    • Moorea, French Polynesia
    • Raiatea, French Polynesia
    • Taha'a, Society Islands
    • Bora Bora, French Polynesia
    • Huahine, French Polynesia
    Sailing Dates:
    • September 2019
    • October 2019
    • November 2019
    • December 2019
    • January 2020
    • July 2020
    • October 2020
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    $2,299
    $328pernight
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    Call
Canada New England Windstar Cruises

Canada New England Windstar Cruises

  • Star Pride

    10 Night Southeast Canadian Explorations

    4.5 rating out of 5  (25 reviews)

    Star Pride

    Departing from: Montreal, Quebec
    Ports of Call:
    • Quebec City, Quebec
    • Gaspe, Quebec
    • Charlottetown, Newfoundland, Canada
    • Transit Canso Canal
    • Halifax, Nova Scotia
    • Bar Harbor, Maine
    • Boston, Massachusetts
    Sailing Dates:
    • September 2019
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    $3,099
    $310pernight
  • Star Pride

    12 Night The Maritimes & Manhattan

    4.5 rating out of 5  (25 reviews)

    Star Pride

    Departing from: Montreal, Quebec
    Ports of Call:
    • Quebec City, Quebec
    • Gaspe, Quebec
    • Charlottetown, Prince Edward Island
    • Transit Canso Canal
    • Halifax, Nova Scotia
    • Bar Harbor, Maine
    • Provincetown, Massachusetts
    • Cruise Cape Cod Canal
    • Newport, Rhode Island
    • New York, New York
    Sailing Dates:
    • October 2019
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    $3,299
    $275pernight
About Windstar Cruises

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Terms & Conditions

Price is in U.S. dollars per person based on two people staying in the same stateroom. Price does not include airport and/or government taxes and fees, nor does pricing include fuel supplements. Prices do not include government taxes and fees, airfare, or a non-refundable $24.99 processing fee per booking. All offers are for selected dates only, are subject to availability, are limited and apply to new bookings only. Your exact price depends on the time of the actual booking. Additional restrictions may apply. All prices and dates may not be available at the time of booking. Passengers receiving special rates based on residency or age will be required to show a government-issued form of identification (passport, or birth certificate and driver's license) at the pier to validate state of residency or age prior to boarding the cruise ship.

Special requirements
If you or a guest is pregnant or traveling with an infant child, or if there is a need to communicate a request for special meals, medical conditions or physical challenges, we ask that you please call 800-895-3771. Cruise Specialists are available 24 hours a day, 7 days a week. We will do everything we can to meet your needs and answer all of your questions.

Minimum age requirements may apply.

Free upgrade!

Book an eligible stateroom on any qualifying sailing and receive a free upgrade! In some cases, you'll be upgraded to a more desirable location aboard your ship. In other instances, you'll be upgraded to a stateroom with extra space and/or a better view. It's also possible that you might receive all of these benefits. Select your sailing date to see which upgrades are available.

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