Windstar Cruises

Small Ship Luxury Vacations

Discover small-ship voyages & cultural experiences

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Recommended Sailings
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 Breeze
    4.3 rating out of 5  (22 reviews)

    7 Night San Juan & the Virgin Islands

    Star Breeze

    Departing from: San Juan, Puerto Rico
    Ports of Call:
    • Charlotte Amalie, St. Thomas, U.S.V.I.
    • Gustavia, St. Barts
    • Little Bay, Montserrat
    • Philipsburg, St. Maarten
    • Jost Van Dyke, B.V.I.
    • Virgin Gorda, B.V.I.
    Sailing Dates:
    • January 2021
    • February 2021
    • March 2021
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    $1,499
    $214pernight
    Bonus Offers Available:
    • Have a Future Cruise Credit? Click for details.
     
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    4.3 rating out of 5  (22 reviews)
  • Star Breeze
    4.3 rating out of 5  (22 reviews)

    7 Night Windward Islands Surf & Sunsets

    Star Breeze

    Departing from: San Juan, Puerto Rico
    Ports of Call:
    • St. George's, Grenada
    • Bequia, Grenadines
    • Pigeon Island, St. Lucia
    • Iles Des Saintes, Guadeloupe
    • Philipsburg, St. Maarten
    Sailing Dates:
    • December 2020
    • January 2021
    • February 2021
    • March 2021
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    $1,299
    $186pernight
    Bonus Offers Available:
    • Have a Future Cruise Credit? Click for details.
     
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    4.3 rating out of 5  (22 reviews)
  • Wind Surf
    4.3 rating out of 5  (58 reviews)

    7 Night Classic Caribbean

    Wind Surf

    Departing from: Philipsburg, St. Maarten
    Ports of Call:
    • Charlestown, Nevis
    • Roseau, Dominica
    • Pigeon Island, St. Lucia
    • Iles Des Saintes, Guadeloupe
    • Basseterre, St. Kitts
    • Gustavia, St. Barts
    Sailing Dates:
    • December 2020
    • February 2021
    • April 2021
    • December 2021
    • March 2022
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    $1,499
    $214pernight
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    Bonus Offers Available:
    • Have a Future Cruise Credit? Click for details.
     
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    4.3 rating out of 5  (58 reviews)
  • Wind Surf
    4.3 rating out of 5  (58 reviews)

    7 Night Yachtsman Caribbean

    Wind Surf

    Departing from: Philipsburg, St. Maarten
    Ports of Call:
    • Road Bay, Anguilla
    • Soper's Hole, Tortola, B.V.I.
    • Jost Van Dyke, B.V.I.
    • Virgin Gorda, B.V.I.
    • Gustavia, St. Barts
    • Falmouth, Antigua
    Sailing Dates:
    • December 2020
    • February 2021
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    $1,499
    $214pernight
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    Bonus Offers Available:
    • Have a Future Cruise Credit? Click for details.
     
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    4.3 rating out of 5  (58 reviews)
  • Wind Surf
    4.3 rating out of 5  (58 reviews)

    7 Night Jewels of the Windward Islands

    Wind Surf

    Departing from: Bridgetown, Barbados
    Ports of Call:
    • Pigeon Island, St. Lucia
    • Castries, St. Lucia
    • Anse Matin, Martinique
    • Mayreau, Grenadines
    • St. George's, Grenada
    • Bequia, Grenadines
    Sailing Dates:
    • January 2021
    • February 2021
    • March 2021
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    $1,499
    $214pernight
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    Bonus Offers Available:
    • Have a Future Cruise Credit? Click for details.
     
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    4.3 rating out of 5  (58 reviews)
  • Wind Surf
    4.3 rating out of 5  (58 reviews)

    7 Night Lush & Lovely Islands of the Lesser Antilles

    Wind Surf

    Departing from: Bridgetown, Barbados
    Ports of Call:
    • Roseau, Dominica
    • Pigeon Island, St. Lucia
    • Iles Des Saintes, Guadeloupe
    • Little Bay, Montserrat
    • Gustavia, St. Barts
    • Basseterre, St. Kitts
    • Philipsburg, St. Maarten
    Sailing Dates:
    • January 2021
    • March 2021
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    $1,499
    $214pernight
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    Bonus Offers Available:
    • Have a Future Cruise Credit? Click for details.
     
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    4.3 rating out of 5  (58 reviews)
  • Star Pride
    4.5 rating out of 5  (26 reviews)

    7 Night Windward Islands Surf & Sunsets

    Star Pride

    Departing from: San Juan, Puerto Rico
    Ports of Call:
    • St. George's, Grenada
    • Bequia, Grenadines
    • Pigeon Island, St. Lucia
    • Iles Des Saintes, Guadeloupe
    • Philipsburg, St. Maarten
    Sailing Dates:
    • November 2021
    • December 2021
    • January 2022
    • February 2022
    • March 2022
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    $1,799
    $257pernight
    Bonus Offers Available:
    • Have a Future Cruise Credit? Click for details.
     
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    4.5 rating out of 5  (26 reviews)
  • Star Breeze
    4.3 rating out of 5  (22 reviews)

    14 Night Star Collector: Lovely Leewards

    Star Breeze

    Departing from: San Juan, Puerto Rico
    Ports of Call:
    • Charlotte Amalie, St. Thomas, U.S.V.I.
    • Gustavia, St. Barts
    • Little Bay, Montserrat
    • Philipsburg, St. Maarten
    • Jost Van Dyke, B.V.I.
    • Virgin Gorda, B.V.I.
    • St. George's, Grenada
    • Bequia, Grenadines
    • Pigeon Island, St. Lucia
    • Iles Des Saintes, Guadeloupe
    • Philipsburg, St. Maarten
    Sailing Dates:
    • February 2021
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    $2,599
    $186pernight
    Bonus Offers Available:
    • Have a Future Cruise Credit? Click for details.
     
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    4.3 rating out of 5  (22 reviews)

Departure Ports for Caribbean Windstar Cruises:

South America/Panama Canal Windstar Cruises

South America/Panama Canal Windstar Cruises

  • Wind Star
    4.5 rating out of 5  (16 reviews)

    7 Night Costa Rica & Panama Canal

    Wind Star

    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 (Fuerte Amador), Panama
    • Panama Canal Full Transit
    • Colon, Panama
    Sailing Dates:
    • January 2021
    • February 2021
    • December 2021
    • January 2022
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    $1,699
    $243pernight
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    Bonus Offers Available:
    • Have a Future Cruise Credit? Click for details.
     
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    4.5 rating out of 5  (16 reviews)
  • Wind Star
    4.5 rating out of 5  (16 reviews)

    7 Night Costa Rica & Panama Canal

    Wind Star

    Departing from: Colon, Panama
    Ports of Call:
    • Panama Canal Full Transit
    • Balboa (Fuerte Amador), Panama
    • Isla Parida, Panama
    • Puerto Jimenez (Golfo Dulce), Costa Rica
    • Puerto Quepos, Costa Rica
    • Puerto Caldera (Puntarenas), Costa Rica
    Sailing Dates:
    • January 2021
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    $1,499
    $214pernight
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    Bonus Offers Available:
    • Have a Future Cruise Credit? Click for details.
     
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    4.5 rating out of 5  (16 reviews)
Pacific Windstar Cruises

Pacific Windstar Cruises

  • Wind Spirit
    4.5 rating out of 5  (18 reviews)

    7 Night Dreams of Tahiti

    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:
    • October 2020
    • November 2020
    • December 2020
    • January 2021
    • February 2021
    • March 2021
    • April 2021
    • June 2021
    • July 2021
    • August 2021
    • September 2021
    • October 2021
    • April 2022
    • May 2022
    • June 2022
    • July 2022
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    $1,399
    $200pernight
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    $3,699
    $528pernight
    Bonus Offers Available:
    • Have a Future Cruise Credit? Click for details.
     
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    4.5 rating out of 5  (18 reviews)
  • Wind Spirit
    4.5 rating out of 5  (18 reviews)

    11 Night Tahiti & The Tuamotu islands

    Wind Spirit

    Departing from: Papeete, Tahiti
    Ports of Call:
    • Fakarava, Tuamotu Archipelago
    • Rangiroa, French Polynesia
    • Taha'a, Society Islands
    • Raiatea, French Polynesia
    • Bora Bora, French Polynesia
    • Huahine, French Polynesia
    • Moorea, French Polynesia
    Sailing Dates:
    • November 2020
    • December 2020
    • February 2021
    • May 2021
    • August 2021
    • May 2022
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    $1,899
    $173pernight
    balcony from
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    $4,799
    $436pernight
    Bonus Offers Available:
    • Have a Future Cruise Credit? Click for details.
     
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    4.5 rating out of 5  (18 reviews)
Transatlantic Windstar Cruises

Transatlantic Windstar Cruises

  • Wind Surf
    4.3 rating out of 5  (58 reviews)

    14 Night Ocean Crossing & Ponta Delgada Azores

    Wind Surf

    Departing from: Philipsburg, St. Maarten
    Ports of Call:
    • Ponta Delgada, Azores, Portugal
    • Lisbon, Portugal
    Sailing Dates:
    • April 2021
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    $1,599
    $114pernight
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    Bonus Offers Available:
    • Have a Future Cruise Credit? Click for details.
     
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    4.3 rating out of 5  (58 reviews)
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.

  • Wind Star
    4.5 rating out of 5  (16 reviews)

    7 Night Mediterranean Island Mosaic

    Wind Star

    Departing from: Barcelona, Spain
    Ports of Call:
    • Palma De Mallorca, Balearic Islands
    • Mahon (Mao), Menorca, Balearic Islands
    • Calvi, Corsica
    • Bastia, Corsica
    • Portoferraio, Elba
    • Rome, Italy
    Sailing Dates:
    • April 2021
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    $1,999
    $286pernight
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    Bonus Offers Available:
    • Have a Future Cruise Credit? Click for details.
     
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    4.5 rating out of 5  (16 reviews)
  • Wind Star
    4.5 rating out of 5  (16 reviews)

    10 Night Treasures of Southern Spain & Morocco

    Wind Star

    Departing from: Lisbon, Portugal
    Ports of Call:
    • Tangier, Morocco
    • Malaga (Granada), Spain
    • Cartagena, Spain
    • Valencia, Spain
    • Palma De Mallorca, Balearic Islands
    • Tarragona, Spain
    • Barcelona, Spain
    Sailing Dates:
    • April 2021
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    oceanview from
    $2,599
    $260pernight
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    Bonus Offers Available:
    • Have a Future Cruise Credit? Click for details.
     
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    4.5 rating out of 5  (16 reviews)
  • Wind Surf
    4.3 rating out of 5  (58 reviews)

    7 Night Enchanting Greece & the Amalfi Coast

    Wind Surf

    Departing from: Piraeus (Athens), Greece
    Ports of Call:
    • Monemvasia, Greece
    • Gythion (Sparta), Greece
    • Messina, Sicily, Italy
    • Sorrento/Capri, Italy
    • Ponza (Isola Di Ponza), Italy
    • Civitavecchia (Rome), Italy
    Sailing Dates:
    • June 2021
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    $3,199
    $457pernight
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    Bonus Offers Available:
    • Have a Future Cruise Credit? Click for details.
     
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    4.3 rating out of 5  (58 reviews)

Windstar Cruises...Five-Star Vacations at Sea

Book Your Luxury Cruise with Windstar Cruises & Frontier Cruises

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 Frontier Cruises help you plan the perfect cruise today!

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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 866-710-8287. 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.