Windstar Cruises
Up to $300 to Spend on Board
Use it toward drinks, shore excursions, shopping & more
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Recommended Windstar Cruises

Our Featured Deals

  • Wind Surf
    4.4 rating out of 5  (82 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
    • Gustavia, St. Barts
    • Basseterre, St. Kitts
    Sailing Dates:
    • December 2025
    • March 2026
    interior from
    Not Available
    oceanview from
    364,429
    miles
    52,061 milespernight
    balcony from
    Not Available
    suite from
    778,714
    miles
    111,245 milespernight
    Rewards & Bonus Offers:
    • Exclusive: Earn 10,000 award miles back!
     
    oceanview from
    364,429
    miles
    52,061 milespernight
    4.4 rating out of 5  (82 reviews)
  • Star Legend
    4.4 rating out of 5  (29 reviews)

    8 Night Winter Italy & the Dalmatian Coast

    Star Legend

    Departing from: Civitavecchia (Rome), Italy
    Ports of Call:
    • Naples, Italy
    • Taormina (Naxos), Sicily, Italy
    • Dubrovnik, Croatia
    • Zadar, Croatia
    • Venice, Italy
    Sailing Dates:
    • December 2025
    • February 2026
    • March 2026
    interior from
    Not Available
    oceanview from
    Not Available
    balcony from
    Not Available
    suite from
    436,857
    miles
    54,607 milespernight
    Rewards & Bonus Offers:
    • Exclusive: Earn 10,000 award miles back!
    • Exclusive: Up to $300 to Spend on Board
     
    suite from
    436,857
    miles
    54,607 milespernight
    4.4 rating out of 5  (29 reviews)
  • Star Breeze
    4.4 rating out of 5  (44 reviews)

    10 Night Tahiti & the Tuamotu Islands

    Star Breeze

    Departing from: Papeete, Tahiti
    Ports of Call:
    • Fakarava, Tuamotu Archipelago
    • Rangiroa, French Polynesia
    • Taha'a, Society Islands
    • Bora Bora, French Polynesia
    • Huahine, French Polynesia
    • Moorea, French Polynesia
    Sailing Dates:
    • August 2025
    • November 2025
    • December 2025
    • May 2026
    • November 2026
    • December 2026
    interior from
    Not Available
    oceanview from
    Not Available
    balcony from
    Not Available
    suite from
    522,000
    miles
    52,200 milespernight
    Rewards & Bonus Offers:
    • Exclusive: Earn 10,000 award miles back!
    • Exclusive: Up to $300 to Spend on Board
     
    suite from
    522,000
    miles
    52,200 milespernight
    4.4 rating out of 5  (44 reviews)

New Ship: Star Seeker

  • Star Seeker

    7 Night Scenic Alaska

    Star Seeker - New Ship!

    Departing from: Vancouver (Canada Place), British Columbia
    Ports of Call:
    • Cruise Misty Fjords, Alaska
    • Ketchikan, Alaska
    • Sitka, Alaska
    • Haines, Alaska
    • Juneau, Alaska
    Sailing Dates:
    • July 2026
    interior from
    Not Available
    oceanview from
    Not Available
    balcony from
    Not Available
    suite from
    834,429
    miles
    119,204 milespernight
    Rewards & Bonus Offers:
     
    suite from
    834,429
    miles
    119,204 milespernight

South Pacific Windstar Cruises

Experience breathtaking beaches and unbeatable cuisine on a Windstar South Pacific cruise. Explore new islands each day and receive complimentary onboard perks on Windstar South Pacific cruises, including these Windstar cruises:
  • Star Breeze
    4.4 rating out of 5  (44 reviews)

    7 Night Dreams of Tahiti

    Star Breeze

    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:
    • July 2025
    • August 2025
    • September 2025
    • October 2025
    • November 2025
    • December 2025
    • January 2026
    • February 2026
    • March 2026
    • May 2026
    • June 2026
    • July 2026
    • August 2026
    • September 2026
    • October 2026
    • November 2026
    • December 2026
    interior from
    Not Available
    oceanview from
    Not Available
    balcony from
    Not Available
    suite from
    430,714
    miles
    61,531 milespernight
    Rewards & Bonus Offers:
    • Exclusive: Earn 10,000 award miles back!
    • Exclusive: Up to $300 to Spend on Board
     
    suite from
    430,714
    miles
    61,531 milespernight
    4.4 rating out of 5  (44 reviews)
  • Star Breeze
    4.4 rating out of 5  (44 reviews)

    14 Night Tahitian Treasures & Magnificent Marquesas

    Star Breeze

    Departing from: Papeete, Tahiti
    Ports of Call:
    • Fakarava, Tuamotu Archipelago
    • Fatu Hiva, Marquesas
    • Atuona, Hiva Oa, Marquesas
    • Taiohae, Nuku Hiva, Marquesas
    • Rangiroa, French Polynesia
    • Taha'a, Society Islands
    • Bora Bora, French Polynesia
    • Moorea, French Polynesia
    Sailing Dates:
    • September 2025
    interior from
    Not Available
    oceanview from
    Not Available
    balcony from
    Not Available
    suite from
    882,429
    miles
    63,031 milespernight
    Rewards & Bonus Offers:
    • Exclusive: Earn 10,000 award miles back!
     
    suite from
    882,429
    miles
    63,031 milespernight
    4.4 rating out of 5  (44 reviews)

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.

  • Wind Spirit
    4.5 rating out of 5  (21 reviews)

    7 Night Lush & Lovely Islands of the Lesser Antilles

    Wind Spirit

    Departing from: Philipsburg, St. Maarten
    Ports of Call:
    • Basseterre, St. Kitts
    • Gustavia, St. Barts
    • St. Johns, Antigua
    • Iles Des Saintes, Guadeloupe
    • Roseau, Dominica
    • Mayreau, Grenadines
    • Bridgetown, Barbados
    Sailing Dates:
    • February 2026
    interior from
    Not Available
    oceanview from
    419,571
    miles
    59,939 milespernight
    balcony from
    Not Available
    suite from
    919,571
    miles
    131,367 milespernight
    Rewards & Bonus Offers:
    • Exclusive: Earn 10,000 award miles back!
     
    oceanview from
    419,571
    miles
    59,939 milespernight
    4.5 rating out of 5  (21 reviews)
  • Star Pride
    4.4 rating out of 5  (41 reviews)

    7 Night Windward Ways & Tobago Cays

    Star Pride

    Departing from: Oranjestad, Aruba
    Ports of Call:
    • Kralendijk, Bonaire
    • Pigeon Island, St. Lucia
    • Cruise The Pitons, St. Lucia
    • Bequia, Grenadines
    • Mayreau, Grenadines
    • Man-O-War Bay, Charlotteville, Trinidad & Tobago
    • Bridgetown, Barbados
    Sailing Dates:
    • March 2026
    interior from
    Not Available
    oceanview from
    Not Available
    balcony from
    Not Available
    suite from
    374,143
    miles
    53,449 milespernight
    Rewards & Bonus Offers:
    • Exclusive: Up to $300 to Spend on Board
     
    suite from
    374,143
    miles
    53,449 milespernight
    4.4 rating out of 5  (41 reviews)

Departure Ports for Caribbean Windstar Cruises:

Canada/New England Windstar Cruises

  • Star Pride
    4.4 rating out of 5  (41 reviews)

    11 Night Southeast Canadian Explorations

    Star Pride

    Departing from: Boston, Massachusetts
    Ports of Call:
    • Portland, Maine
    • Bar Harbor, Maine
    • Lunenburg, Nova Scotia
    • Halifax, Nova Scotia
    • Louisbourg, Nova Scotia
    • Cap-Aux-Meules, Quebec
    • Gaspe, Quebec
    • Quebec City, Quebec
    • Montreal, Quebec, Canada
    Sailing Dates:
    • September 2025
    interior from
    Not Available
    oceanview from
    Not Available
    balcony from
    Not Available
    suite from
    856,429
    miles
    77,857 milespernight
    Rewards & Bonus Offers:
    • Exclusive: Earn 10,000 award miles back!
    • Exclusive: Up to $300 to Spend on Board
     
    suite from
    856,429
    miles
    77,857 milespernight
    4.4 rating out of 5  (41 reviews)
  • Star Pride
    4.4 rating out of 5  (41 reviews)

    11 Night Southeast Canadian Explorations

    Star Pride

    Departing from: Montreal, Quebec, Canada
    Ports of Call:
    • Quebec City, Quebec
    • Gaspe, Quebec
    • Cap-Aux-Meules, Quebec
    • Louisbourg, Nova Scotia
    • Halifax, Nova Scotia
    • Lunenburg, Nova Scotia
    • Bar Harbor, Maine
    • Portland, Maine
    • Boston, Massachusetts
    Sailing Dates:
    • September 2025
    interior from
    Not Available
    oceanview from
    Not Available
    balcony from
    Not Available
    suite from
    885,000
    miles
    80,455 milespernight
    Rewards & Bonus Offers:
    • Exclusive: Earn 10,000 award miles back!
    • Exclusive: Up to $300 to Spend on Board
     
    suite from
    885,000
    miles
    80,455 milespernight
    4.4 rating out of 5  (41 reviews)

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.

  • Star Legend
    4.4 rating out of 5  (29 reviews)

    7 Night Southern Spain Winter Escapes

    Star Legend

    Departing from: Barcelona, Spain
    Ports of Call:
    • Palma De Mallorca, Balearic Islands
    • Valencia, Spain
    • Cartagena, Spain
    • Gibraltar (U.K.)
    • Malaga (Granada), Spain
    Sailing Dates:
    • November 2025
    interior from
    Not Available
    oceanview from
    Not Available
    balcony from
    Not Available
    suite from
    406,000
    miles
    58,000 milespernight
    Rewards & Bonus Offers:
    • Exclusive: Earn 10,000 award miles back!
     
    suite from
    406,000
    miles
    58,000 milespernight
    4.4 rating out of 5  (29 reviews)
  • Wind Spirit
    4.5 rating out of 5  (21 reviews)

    7 Night Mediterranean Island Mosaic

    Wind Spirit

    Departing from: Civitavecchia (Rome), Italy
    Ports of Call:
    • Portoferraio, Elba
    • Bastia, Corsica, France
    • Calvi, Corsica
    • Mahon (Mao), Menorca, Balearic Islands
    • Palma De Mallorca, Balearic Islands
    • Barcelona, Spain
    Sailing Dates:
    • October 2025
    interior from
    Not Available
    oceanview from
    461,857
    miles
    65,980 milespernight
    balcony from
    Not Available
    suite from
    Call for availability
    Rewards & Bonus Offers:
    • Exclusive: Earn 10,000 award miles back!
    • Exclusive: Up to $300 to Spend on Board
     
    oceanview from
    461,857
    miles
    65,980 milespernight
    4.5 rating out of 5  (21 reviews)
  • Wind Star
    4.5 rating out of 5  (18 reviews)

    7 Night Treasures of the Greek Isles

    Wind Star

    Departing from: Piraeus (Athens), Greece
    Ports of Call:
    • Mykonos, Greece
    • Kusadasi (Ephesus), Turkey
    • Patmos, Greece
    • Santorini (Thira), Greece
    • Monemvasia, Greece
    • Nafplion (Nauplion), Greece
    Sailing Dates:
    • July 2025
    • August 2025
    • September 2025
    interior from
    Not Available
    oceanview from
    487,143
    miles
    69,592 milespernight
    balcony from
    Not Available
    suite from
    1,213,714
    miles
    173,388 milespernight
    Rewards & Bonus Offers:
    • Exclusive: Earn 10,000 award miles back!
    • Exclusive: Up to $300 to Spend on Board
     
    oceanview from
    487,143
    miles
    69,592 milespernight
    4.5 rating out of 5  (18 reviews)
  • Star Legend
    4.4 rating out of 5  (29 reviews)

    10 Night Impressionist France

    Star Legend

    Departing from: Amsterdam, Netherlands
    Ports of Call:
    • Zeebrugge (Bruges), Belgium
    • Rouen, France
    • Honfleur, France
    • Saint-Malo, France
    • Lorient, France
    • Bordeaux, France
    Sailing Dates:
    • August 2025
    interior from
    Not Available
    oceanview from
    Not Available
    balcony from
    Not Available
    suite from
    476,429
    miles
    47,643 milespernight
    Rewards & Bonus Offers:
    • Exclusive: Earn 10,000 award miles back!
     
    suite from
    476,429
    miles
    47,643 milespernight
    4.4 rating out of 5  (29 reviews)
  • Wind Star
    4.5 rating out of 5  (18 reviews)

    7 Night Enchanting Greece & the Amalfi Coast

    Wind Star

    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:
    • October 2025
    interior from
    Not Available
    oceanview from
    480,714
    miles
    68,673 milespernight
    balcony from
    Not Available
    suite from
    Call for availability
    Rewards & Bonus Offers:
    • Exclusive: Earn 10,000 award miles back!
    • Exclusive: Up to $300 to Spend on Board
     
    oceanview from
    480,714
    miles
    68,673 milespernight
    4.5 rating out of 5  (18 reviews)
  • Wind Spirit
    4.5 rating out of 5  (21 reviews)

    9 Night Adriatic Icons & Venetian Treasures

    Wind Spirit

    Departing from: Venice, Italy
    Ports of Call:
    • Rovinj, Croatia
    • Zadar, Croatia
    • Hvar, Croatia
    • Dubrovnik, Croatia
    • Kotor, Montenegro
    • Piran, Slovenia
    Sailing Dates:
    • July 2025
    • August 2025
    interior from
    Not Available
    oceanview from
    501,000
    miles
    55,667 milespernight
    balcony from
    Not Available
    suite from
    Call for availability
    Rewards & Bonus Offers:
    • Exclusive: Earn 10,000 award miles back!
     
    oceanview from
    501,000
    miles
    55,667 milespernight
    4.5 rating out of 5  (21 reviews)
  • Wind Surf
    4.4 rating out of 5  (82 reviews)

    8 Night Classic Italy & Dalmatian Coast

    Wind Surf

    Departing from: Venice, Italy
    Ports of Call:
    • Rovinj, Croatia
    • Split, Croatia
    • Dubrovnik, Croatia
    • Kotor, Montenegro
    • Giardini Di Naxos (Taormina), Sicily, Italy
    • Sorrento/Capri, Italy
    • Civitavecchia (Rome), Italy
    Sailing Dates:
    • September 2025
    • October 2025
    • May 2026
    • July 2026
    • August 2026
    interior from
    Not Available
    oceanview from
    592,429
    miles
    74,054 milespernight
    balcony from
    Not Available
    suite from
    883,571
    miles
    110,446 milespernight
    Rewards & Bonus Offers:
    • Exclusive: Earn 10,000 award miles back!
    • Exclusive: Up to $300 to Spend on Board
     
    oceanview from
    592,429
    miles
    74,054 milespernight
    4.4 rating out of 5  (82 reviews)

Windstar Cruises...Five-Star Vacations at Sea

Book Your Luxury Cruise with Windstar Cruises & MileagePlus Cruise Awards

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 MileagePlus Cruise Awards help you plan the perfect cruise today!

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Terms & Conditions
Mileage Plus Holdings, LLC has engaged World Travel Holdings, Inc., a third party provider, to host this cruise award redemption website and to provide certain members of the MileagePlus Program with the ability to redeem MileagePlus miles for cruise awards through the site. To redeem miles for your cruise vacation, member must use MileagePlus miles or a combination of miles and money to cover cruise fares, taxes, and fees for each guest in the reserved stateroom; amount of miles needed varies by sailing and stateroom. The portion of the cruise price that is not paid in miles must be paid for in U.S. dollars. MileagePlus reserves the right to establish eligibility criteria for redemption of awards. All award orders are subject to availability. Each member must have sufficient miles in his or her MileagePlus account to complete the transaction. Your miles will be deducted at the time of purchase. In the event that miles have not been properly debited from your account at the time of redemption, miles can be debited by MileagePlus at any time. Miles redemptions may only be made from a single account per transaction. You may not combine miles from two or more accounts on a single transaction. In its sole discretion, MileagePlus may permit members to purchase cruises using a combination of miles and money for a limited number of awards. Not all members will be eligible to make purchases using miles and money. The amount of miles or miles and money necessary for a transaction will be set by MileagePlus in its sole discretion, are subject to change and may vary by member. Any money portion of any purchase must be paid with a major credit card. Any money portion or redemption fees or charges will appear on your credit card statements as "MileagePlus Cruise Awards". No MileagePlus miles will be awarded in connection with any transaction made using MileagePlus miles or a combination of miles and money as the form of payment. Miles accrued, awards, and benefits issued are subject to change and are subject to the rules of the United MileagePlus program, including without limitation the Premier® program (the "MileagePlus Program"), which are expressly incorporated herein. United may change the MileagePlus Program including, but not limited to, rules, regulations, travel awards, and special offers or terminate the MileagePlus Program at any time and without notice. United and its subsidiaries, affiliates, and agents are not responsible for any products or services of other participating companies and partners. United and MileagePlus are registered service marks. For complete details about the MileagePlus Program, go to www.united.com.

Premier status offers are valid only for new individual United Cruises bookings for qualifying staterooms on Norwegian, Oceania, and Regent Seven Seas departing on or before 12/31/26. Booking must be made at least 45 days prior to departure to receive Premier status offer through United Cruises by phone or online at cruises.united.com; or MileagePlus Cruises Awards by phone or online at cruises.mileageplus.com. Offer is only available for United MileagePlus® members with Premier status. MileagePlus member number must be provided at time of booking as Reward Earner or Redeemer to validate membership status level with United Airlines. If MileagePlus member with Premier status is a passenger on the booking but is not flagged the Reward Earner or Redeemer, status will not be validated and offer will not be awarded. Qualification for the offer is based on Premier status at time of booking.

“Refundable Rate” only applies to the deposit portion of the cruise fare and the cruise must be cancelled prior to the applicable cruise line’s Final Payment deadline to qualify. Deposit does not include any applicable processing fees. Other restrictions or cancellation penalties may apply. Refundable Rate Offer does not apply to chartered sailings or contracted group bookings.

NONE OF UNITED AIRLINES, INC., MILEAGE PLUS HOLDINGS, LLC, THEIR AFFILIATES, OR ANY EMPLOYEES, OFFICERS, DIRECTORS OR AGENTS OF ANY SUCH PARTIES SHALL BE HELD LIABLE FOR, AND EACH MEMBER HEREBY WAIVES ANY CLAIM AGAINST SUCH PARTIES FOR ANY LOSS OF OR DAMAGE TO PROPERTY, ANY INJURY TO PERSON, OR ANY OTHER LOSS OR DAMAGE CAUSED BY REASON OF ANY DEFECT, FAILURE, NEGLIGENCE OR OTHER WRONGFUL ACT OR OMISSION, OF ANY OF WORLD TRAVEL HOLDINGS, INC., ITS AFFILIATES OR AGENTS, ANY CRUISE LINE OR, ANY OTHER THIRD PARTY PROVIDING SERVICES UNDER THE CRUISE AWARD REDEMPTION PROGRAM, OR ANY EMPLOYEE OR AGENT THEREOF. IN NO EVENT SHALL ANY PARTY BE LIABLE FOR CONSEQUENTIAL, INDIRECT, OR SPECIAL DAMAGES.
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