- You May Qualify for One or More Windstar Cruises Offers
Our Featured Deals
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7 Night Classic Caribbean
Wind Surf
Departing from: Philipsburg, St. MaartenPorts 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 fromNot Availableoceanview from364,429
miles52,061 milespernightbalcony fromNot Availablesuite from778,714
miles111,245 milespernightRewards & Bonus Offers:oceanview from364,429
miles52,061 milespernight4.4 rating out of 5 (82 reviews) -
8 Night Winter Italy & the Dalmatian Coast
Star Legend
Departing from: Civitavecchia (Rome), ItalyPorts of Call:- Naples, Italy
- Taormina (Naxos), Sicily, Italy
- Dubrovnik, Croatia
- Zadar, Croatia
- Venice, Italy
Sailing Dates:- December 2025
- February 2026
- March 2026
interior fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from436,857
miles54,607 milespernightRewards & Bonus Offers:suite from436,857
miles54,607 milespernight4.4 rating out of 5 (29 reviews) -
10 Night Tahiti & the Tuamotu Islands
Star Breeze
Departing from: Papeete, TahitiPorts 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 fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from522,000
miles52,200 milespernightRewards & Bonus Offers:suite from522,000
miles52,200 milespernight4.4 rating out of 5 (44 reviews)
New Ship: Star Seeker
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7 Night Scenic Alaska
Star Seeker - New Ship!
Departing from: Vancouver (Canada Place), British ColumbiaPorts of Call:- Cruise Misty Fjords, Alaska
- Ketchikan, Alaska
- Sitka, Alaska
- Haines, Alaska
- Juneau, Alaska
Sailing Dates:- July 2026
interior fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from834,429
miles119,204 milespernightRewards & Bonus Offers:suite from834,429
miles119,204 milespernight
South Pacific Windstar Cruises
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7 Night Dreams of Tahiti
Star Breeze
Departing from: Papeete, TahitiPorts 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 fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from430,714
miles61,531 milespernightRewards & Bonus Offers:suite from430,714
miles61,531 milespernight4.4 rating out of 5 (44 reviews) -
14 Night Tahitian Treasures & Magnificent Marquesas
Star Breeze
Departing from: Papeete, TahitiPorts 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 fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from882,429
miles63,031 milespernightRewards & Bonus Offers:suite from882,429
miles63,031 milespernight4.4 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.
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7 Night Lush & Lovely Islands of the Lesser Antilles
Wind Spirit
Departing from: Philipsburg, St. MaartenPorts 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 fromNot Availableoceanview from419,571
miles59,939 milespernightbalcony fromNot Availablesuite from919,571
miles131,367 milespernightRewards & Bonus Offers:oceanview from419,571
miles59,939 milespernight4.5 rating out of 5 (21 reviews) -
7 Night Windward Ways & Tobago Cays
Star Pride
Departing from: Oranjestad, ArubaPorts 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 fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from374,143
miles53,449 milespernightRewards & Bonus Offers:suite from374,143
miles53,449 milespernight4.4 rating out of 5 (41 reviews)
Departure Ports for Caribbean Windstar Cruises:
Canada/New England Windstar Cruises
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11 Night Southeast Canadian Explorations
Star Pride
Departing from: Boston, MassachusettsPorts 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 fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from856,429
miles77,857 milespernightRewards & Bonus Offers:suite from856,429
miles77,857 milespernight4.4 rating out of 5 (41 reviews) -
11 Night Southeast Canadian Explorations
Star Pride
Departing from: Montreal, Quebec, CanadaPorts 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 fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from885,000
miles80,455 milespernightRewards & Bonus Offers:suite from885,000
miles80,455 milespernight4.4 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.
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7 Night Southern Spain Winter Escapes
Star Legend
Departing from: Barcelona, SpainPorts of Call:- Palma De Mallorca, Balearic Islands
- Valencia, Spain
- Cartagena, Spain
- Gibraltar (U.K.)
- Malaga (Granada), Spain
Sailing Dates:- November 2025
interior fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from406,000
miles58,000 milespernightRewards & Bonus Offers:suite from406,000
miles58,000 milespernight4.4 rating out of 5 (29 reviews) -
7 Night Mediterranean Island Mosaic
Wind Spirit
Departing from: Civitavecchia (Rome), ItalyPorts 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 fromNot Availableoceanview from461,857
miles65,980 milespernightbalcony fromNot Availablesuite fromCall for availabilityRewards & Bonus Offers:oceanview from461,857
miles65,980 milespernight4.5 rating out of 5 (21 reviews) -
7 Night Treasures of the Greek Isles
Wind Star
Departing from: Piraeus (Athens), GreecePorts 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 fromNot Availableoceanview from487,143
miles69,592 milespernightbalcony fromNot Availablesuite from1,213,714
miles173,388 milespernightRewards & Bonus Offers:oceanview from487,143
miles69,592 milespernight4.5 rating out of 5 (18 reviews) -
10 Night Impressionist France
Star Legend
Departing from: Amsterdam, NetherlandsPorts of Call:- Zeebrugge (Bruges), Belgium
- Rouen, France
- Honfleur, France
- Saint-Malo, France
- Lorient, France
- Bordeaux, France
Sailing Dates:- August 2025
interior fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from476,429
miles47,643 milespernightRewards & Bonus Offers:suite from476,429
miles47,643 milespernight4.4 rating out of 5 (29 reviews) -
7 Night Enchanting Greece & the Amalfi Coast
Wind Star
Departing from: Piraeus (Athens), GreecePorts 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 fromNot Availableoceanview from480,714
miles68,673 milespernightbalcony fromNot Availablesuite fromCall for availabilityRewards & Bonus Offers:oceanview from480,714
miles68,673 milespernight4.5 rating out of 5 (18 reviews) -
9 Night Adriatic Icons & Venetian Treasures
Wind Spirit
Departing from: Venice, ItalyPorts of Call:- Rovinj, Croatia
- Zadar, Croatia
- Hvar, Croatia
- Dubrovnik, Croatia
- Kotor, Montenegro
- Piran, Slovenia
Sailing Dates:- July 2025
- August 2025
interior fromNot Availableoceanview from501,000
miles55,667 milespernightbalcony fromNot Availablesuite fromCall for availabilityRewards & Bonus Offers:oceanview from501,000
miles55,667 milespernight4.5 rating out of 5 (21 reviews) -
8 Night Classic Italy & Dalmatian Coast
Wind Surf
Departing from: Venice, ItalyPorts 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 fromNot Availableoceanview from592,429
miles74,054 milespernightbalcony fromNot Availablesuite from883,571
miles110,446 milespernightRewards & Bonus Offers:oceanview from592,429
miles74,054 milespernight4.4 rating out of 5 (82 reviews)
Departure Ports for Europe Windstar Cruises:
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!
Search Windstar Cruise Destinations
- Alaska from 720,714 miles
- Canada/New England/NY from 856,429 miles
- Caribbean from 345,571 miles
- Europe from 238,429 miles
- Exotic - Asia/Africa/Other from 773,000 miles
- South Pacific - All from 430,714 miles
- Transatlantic from 359,143 miles
- U.S. from 856,429 miles
Explore Windstar Cruise Ships
Terms & Conditions
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.
Request a Consultation
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