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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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

    7 Night Antilles Island Hopping

    4.6 rating out of 5  (24 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
    interior from
    N/A
    oceanview from
    N/A
    balcony from
    N/A
    suite from
    202,262
    miles
    28,895 milespernight
    Bonus Offers Available:
    • Get up to $200 Toward Your Travel Expenses
    • EXCLUSIVE: Up to a $100 FREE Shipboard Credit!
  • 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
    N/A
    oceanview from
    N/A
    balcony from
    N/A
    suite from
    214,167
    miles
    30,595 milespernight
    Bonus Offers Available:
    • Get up to $200 Toward Your Travel Expenses
    • EXCLUSIVE: Up to a $100 FREE Shipboard Credit!
  • 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
    N/A
    oceanview from
    N/A
    balcony from
    N/A
    suite from
    214,167
    miles
    30,595 milespernight
    Bonus Offers Available:
    • Get up to $200 Toward Your Travel Expenses
    • EXCLUSIVE: Up to a $100 FREE Shipboard Credit!
  • Star Pride

    7 Night Winter Antilles Escape

    4.6 rating out of 5  (24 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
    interior from
    N/A
    oceanview from
    N/A
    balcony from
    N/A
    suite from
    214,167
    miles
    30,595 milespernight
    Bonus Offers Available:
    • Get up to $200 Toward Your Travel Expenses
    • EXCLUSIVE: Up to a $100 FREE Shipboard Credit!
  • Star Pride

    7 Night San Juan & the Virgin Islands

    4.6 rating out of 5  (24 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
    interior from
    N/A
    oceanview from
    N/A
    balcony from
    N/A
    suite from
    273,690
    miles
    39,099 milespernight
    Bonus Offers Available:
    • Get up to $200 Toward Your Travel Expenses
    • EXCLUSIVE: Up to a $100 FREE Shipboard Credit!
  • Star Pride

    7 Night Costa Rica & Panama Canal

    4.6 rating out of 5  (24 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
    interior from
    N/A
    oceanview from
    N/A
    balcony from
    N/A
    suite from
    249,881
    miles
    35,697 milespernight
    Bonus Offers Available:
    • Get up to $200 Toward Your Travel Expenses
    • EXCLUSIVE: Up to a $100 FREE Shipboard Credit!
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 Pride

    7 Night Yachtsmans Harbors of the Rivieras

    4.6 rating out of 5  (24 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
    interior from
    N/A
    oceanview from
    N/A
    balcony from
    N/A
    suite from
    345,119
    miles
    49,303 milespernight
    Bonus Offers Available:
    • Get up to $200 Toward Your Travel Expenses
    • EXCLUSIVE: Up to a $100 FREE Shipboard Credit!
  • Star Pride

    10 Night Lands of the Midnight Sun

    4.6 rating out of 5  (24 reviews)

    Star Pride

    Departing from: Copenhagen, Denmark
    Ports of Call:
    • Bergen, Norway
    • Geiranger, Norway
    • Hellesylt, Norway
    • Alesund, Norway
    • Lerwick, Shetland Islands, Scotland
    • Kirkwall, Orkney Islands, Scotland
    • Torshavn, Faroe Islands
    • Reykjavik, Iceland
    Sailing Dates:
    • August 2019
    interior from
    N/A
    oceanview from
    N/A
    balcony from
    N/A
    suite from
    309,405
    miles
    30,941 milespernight
    Bonus Offers Available:
    • Get up to $200 Toward Your Travel Expenses
    • EXCLUSIVE: Up to a $100 FREE Shipboard Credit!
  • Wind Star

    7 Night Treasures of the Greek Isles

    4.5 rating out of 5  (16 reviews)

    Wind Star

    Departing from: Piraeus (Athens), Greece
    Ports of Call:
    • Nafplion (Nauplion), Greece
    • Mykonos, Greece
    • Kusadasi (Ephesus), Turkey
    • Patmos, Greece
    • Santorini (Thira), Greece
    • Monemvasia, Greece
    Sailing Dates:
    • July 2019
    • August 2019
    • September 2019
    • October 2019
    interior from
    N/A
    oceanview from
    357,024
    miles
    51,003 milespernight
    balcony from
    N/A
    suite from
    Call
    Bonus Offers Available:
    • Get up to $200 Toward Your Travel Expenses
    • EXCLUSIVE: Up to a $100 FREE Shipboard Credit!
  • Star Pride

    10 Night Baltic Delights

    4.6 rating out of 5  (24 reviews)

    Star Pride

    Departing from: Copenhagen, Denmark
    Ports of Call:
    • Bornholm, Denmark
    • Gdansk (Danzig), Poland
    • Klaipeda, Lithuania
    • St. Petersburg, Russian Federation
    • Tallinn, Estonia
    • Helsinki, Finland
    • Mariehamn, Aaland, Finland
    • Stockholm, Sweden
    Sailing Dates:
    • July 2019
    interior from
    N/A
    oceanview from
    N/A
    balcony from
    N/A
    suite from
    476,071
    miles
    47,607 milespernight
    Bonus Offers Available:
    • Get up to $200 Toward Your Travel Expenses
    • EXCLUSIVE: Up to a $100 FREE Shipboard Credit!
Alaska WindStar Cruises

Alaska WindStar Cruises

  • Star Legend

    11 Night Alaskan Splendors

    4.3 rating out of 5  (18 reviews)

    Star Legend

    Departing from: Anchorage (Seward), Alaska
    Ports of Call:
    • Kenai Penninsula
    • Sitka, Alaska
    • Juneau, Alaska
    • Haines, Alaska
    • Cruise Tracy Arm Fjord, Alaska
    • Wrangell, Alaska
    • Ketchikan, Alaska
    • Cruise Misty Fjords, Alaska
    • Cruise Inside Passage, Alaska
    • Vancouver (Canada Place), British Columbia
    Sailing Dates:
    • August 2019
    interior from
    N/A
    oceanview from
    N/A
    balcony from
    N/A
    suite from
    261,786
    miles
    23,799 milespernight
    Bonus Offers Available:
    • Get up to $200 Toward Your Travel Expenses
    • EXCLUSIVE: Up to a $100 FREE Shipboard Credit!
Transatlantic Windstar Cruises

Transatlantic Windstar Cruises

  • Star Pride

    15 Night Journeys of the North Atlantic

    4.6 rating out of 5  (24 reviews)

    Star Pride

    Departing from: Reykjavik, Iceland
    Ports of Call:
    • Grundarfjordur, Iceland
    • Heimaey, Westman Islands, Iceland
    • St. Johns, Newfoundland, Canada
    • L'anse Aux Meadows, Newfoundland
    • Red Bay, Labrador
    • Bonne Bay, Newfoundland
    • Halifax, Nova Scotia
    • Bar Harbor, Maine
    • Cruise Cape Cod Canal
    • New York, New York
    Sailing Dates:
    • August 2019
    interior from
    N/A
    oceanview from
    N/A
    balcony from
    N/A
    suite from
    368,929
    miles
    24,595 milespernight
    Bonus Offers Available:
    • Get up to $200 Toward Your Travel Expenses
    • EXCLUSIVE: Up to a $100 FREE Shipboard Credit!
Pacific Windstar Cruises

Pacific Windstar Cruises

  • Wind Spirit

    7 Night Dreams of Tahiti

    4.5 rating out of 5  (14 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:
    • July 2019
    • August 2019
    • September 2019
    • October 2019
    • November 2019
    • December 2019
    • January 2020
    • July 2020
    • October 2020
    interior from
    N/A
    oceanview from
    273,690
    miles
    39,099 milespernight
    balcony from
    N/A
    suite from
    Call
    Bonus Offers Available:
    • Get up to $200 Toward Your Travel Expenses
    • EXCLUSIVE: Up to a $100 FREE Shipboard Credit!
Canada New England Windstar Cruises

Canada New England Windstar Cruises

  • Star Pride

    12 Night The Maritimes & Manhattan

    4.6 rating out of 5  (24 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
    interior from
    N/A
    oceanview from
    N/A
    balcony from
    N/A
    suite from
    392,738
    miles
    32,728 milespernight
    Bonus Offers Available:
    • Get up to $200 Toward Your Travel Expenses
    • EXCLUSIVE: Up to a $100 FREE Shipboard Credit!
  • Star Pride

    10 Night Southeast Canadian Explorations

    4.6 rating out of 5  (24 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
    interior from
    N/A
    oceanview from
    N/A
    balcony from
    N/A
    suite from
    368,929
    miles
    36,893 milespernight
    Bonus Offers Available:
    • Get up to $200 Toward Your Travel Expenses
    • EXCLUSIVE: Up to a $100 FREE Shipboard Credit!
About Windstar Cruises

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Terms & Conditions

Price is in miles per person based on two people staying in the same stateroom. Price does not include a non-refundable miles 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.. Fees or charges incurred after booking must be paid in money. Full Terms & Conditions. Best Price Guarantee restrictions and instructions apply; see our Best Price Guarantee Policy. For promotional offer terms and conditions, see offer description.

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 800-474-2052. 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.

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. 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 award 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 "e;MileagePlus Cruise Awards"e;. No MileagePlus award 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 "e;MileagePlus Program"e;), 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. 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.

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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