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Our Featured Deals
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7 Night Jewels of the Windward Islands
Star Legend
Departing from: Bridgetown, BarbadosPorts of Call:- Anse Mitan, Martinique
- Pigeon Island, St. Lucia
- Castries, St. Lucia
- Mayreau, Grenadines
- St. George's, Grenada
- Bequia, Grenadines
Sailing Dates:- November 2026
interior fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from348,429
miles49,776 milespernightRewards & Bonus Offers:suite from348,429
miles49,776 milespernight4.4 rating out of 5 (34 reviews) -
8 Night Bermuda Bliss
Star Pride
Departing from: Boston, MassachusettsPorts of Call:- Hamilton, Bermuda
- St. George's, Bermuda
- San Juan, Puerto Rico
Sailing Dates:- October 2026
interior fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from523,857
miles65,482 milespernightRewards & Bonus Offers:suite from523,857
miles65,482 milespernight4.4 rating out of 5 (44 reviews) -
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:- May 2026
- June 2026
- July 2026
- August 2026
- September 2026
- October 2026
- November 2026
- December 2026
interior fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from447,286
miles63,898 milespernightsuite from447,286
miles63,898 milespernight4.5 rating out of 5 (50 reviews)
South Pacific Windstar Cruises
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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:- November 2026
- December 2026
interior fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from502,286
miles50,229 milespernightsuite from502,286
miles50,229 milespernight4.5 rating out of 5 (50 reviews) -
11 Night Maori Storytellers & French Polynesia Treasures
Star Breeze
Departing from: Papeete, TahitiPorts of Call:- Moorea, French Polynesia
- Raiatea, French Polynesia
- Aitutaki, Cook Islands
- Avatiu, Cook Islands
- Bora Bora, French Polynesia
- Taha'a, Society Islands
- Huahine, French Polynesia
Sailing Dates:- July 2026
interior fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from780,571
miles70,961 milespernightsuite from780,571
miles70,961 milespernight4.5 rating out of 5 (50 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 Windward Islands Surfs & Sunsets
Star Pride
Departing from: San Juan, Puerto RicoPorts of Call:- St. George's, Grenada
- Bequia, Grenadines
- Mayreau, Grenadines
- Iles Des Saintes, Guadeloupe
- Marigot, Saint Martin
Sailing Dates:- November 2026
- December 2026
- January 2027
- November 2027
- March 2028
interior fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from334,429
miles47,776 milespernightRewards & Bonus Offers:suite from334,429
miles47,776 milespernight4.4 rating out of 5 (44 reviews) -
7 Night San Juan & the Virgin Islands
Star Pride
Departing from: San Juan, Puerto RicoPorts of Call:- Cruz Bay, St. John, U.S.V.I.
- Gustavia, St. Barts
- Basseterre, St. Kitts
- Philipsburg, St. Maarten
- Jost Van Dyke, B.V.I.
- Prickly Pear Island, B.V.I.
Sailing Dates:- November 2026
- December 2026
interior fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from339,000
miles48,429 milespernightRewards & Bonus Offers:suite from339,000
miles48,429 milespernight4.4 rating out of 5 (44 reviews) -
7 Night Beach Fun & Sun: A Remote Caribbean Getaway
Wind Surf
Departing from: Philipsburg, St. MaartenPorts of Call:- Falmouth, Antigua
- Road Bay, Anguilla
- Soper's Hole, Tortola, B.V.I.
- Great Harbour, Jost Van Dyke, B.V.I.
- Virgin Gorda, B.V.I.
- Gustavia, St. Barts
Sailing Dates:- January 2027
- January 2028
- February 2028
- March 2028
interior fromNot Availableoceanview from324,714
miles46,388 milespernightbalcony fromNot Availablesuite from739,714
miles105,673 milespernightRewards & Bonus Offers:oceanview from324,714
miles46,388 milespernight4.4 rating out of 5 (84 reviews)
Departure Ports for Caribbean Windstar Cruises:
Central America Windstar Cruises
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8 Night Naturally Costa Rica
Star Legend
Departing from: Balboa (Fuerte Amador), PanamaPorts of Call:- Isla Parida, Panama
- Golfo Dulce, Costa Rica
- Puerto Quepos, Costa Rica
- Punta Leona, Costa Rica
- Curu (Reserve), Costa Rica
- Playa Flamingo, Costa Rica
- Puerto Caldera (Puntarenas), Costa Rica
Sailing Dates:- December 2026
interior fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from380,286
miles47,536 milespernightRewards & Bonus Offers:suite from380,286
miles47,536 milespernight4.4 rating out of 5 (34 reviews) -
8 Night Panama Canal Cartagena San Blas Islands & More
Star Legend
Departing from: Oranjestad, ArubaPorts of Call:- Cartagena, Colombia
- Bocas Del Toro, Panama
- San Blas Islands, Panama
- Panama Canal Full Transit
- Balboa (Fuerte Amador), Panama
Sailing Dates:- December 2026
interior fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from421,143
miles52,643 milespernightRewards & Bonus Offers:suite from421,143
miles52,643 milespernight4.4 rating out of 5 (34 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 Enchanting Greece & the Amalfi Coast
Wind Spirit
Departing from: Piraeus (Athens), GreecePorts of Call:- Monemvasia, Greece
- Gythion (Sparta), Greece
- Taormina (Naxos), Sicily, Italy
- Sorrento/Capri, Italy
- Civitavecchia (Rome), Italy
Sailing Dates:- July 2026
- October 2026
interior fromNot Availableoceanview from345,000
miles49,286 milespernightbalcony fromNot Availablesuite fromCall for availabilityRewards & Bonus Offers:oceanview from345,000
miles49,286 milespernight4.6 rating out of 5 (24 reviews) -
7 Night Italy & the Allure of the Aeolian Islands
Wind Spirit
Departing from: Civitavecchia (Rome), ItalyPorts of Call:- Ponza (Isola Di Ponza), Italy
- Amalfi, Italy
- Lipari (Isola Lipari), Italy
- Cruise Stromboli Volcano
- Porto Cervo (Olbia), Sardinia, Italy
- Porto Vecchio, Corsica, France
Sailing Dates:- July 2026
- August 2026
interior fromNot Availableoceanview from459,571
miles65,653 milespernightbalcony fromNot Availablesuite from970,143
miles138,592 milespernightoceanview from459,571
miles65,653 milespernight4.6 rating out of 5 (24 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:- July 2026
- August 2026
interior fromNot Availableoceanview from532,571
miles66,571 milespernightbalcony fromNot Availablesuite fromCall for availabilityoceanview from532,571
miles66,571 milespernight4.4 rating out of 5 (84 reviews) -
7 Night Europes Winter Riviera
Wind Spirit
Departing from: Barcelona, SpainPorts of Call:- Nice, France
- Genoa, Italy
- Livorno (Florence & Pisa), Italy
- Civitavecchia (Rome), Italy
Sailing Dates:- March 2027
interior fromNot Availableoceanview from361,857
miles51,694 milespernightbalcony fromNot Availablesuite from861,857
miles123,122 milespernightRewards & Bonus Offers:oceanview from361,857
miles51,694 milespernight4.6 rating out of 5 (24 reviews) -
7 Night Mediterranean Island Mosaic
Wind Star
Departing from: Civitavecchia (Rome), ItalyPorts of Call:- Portoferraio, Elba
- Bastia, Corsica, France
- Calvi, Corsica, France
- Mahon (Mao), Menorca, Balearic Islands
- Palma De Mallorca, Balearic Islands
- Barcelona, Spain
Sailing Dates:- October 2026
interior fromNot Availableoceanview from659,143
miles94,163 milespernightbalcony fromNot Availablesuite fromCall for availabilityoceanview from659,143
miles94,163 milespernight4.5 rating out of 5 (18 reviews) -
7 Night French Feast: Normandy Brittany & Aquitaine
Star Legend
Departing from: Rouen, FrancePorts of Call:- Honfleur, France
- Saint-Malo, France
- St. Peter Port, Guernsey, Channel Islands
- Lorient, France
- Bordeaux, France
Sailing Dates:- August 2026
interior fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from545,429
miles77,918 milespernightRewards & Bonus Offers:suite from545,429
miles77,918 milespernight4.4 rating out of 5 (34 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 760,143 miles
- Canada/New England/NY from 673,714 miles
- Caribbean from 307,429 miles
- Europe from 149,429 miles
- Exotic - Asia/Africa/Other from 167,000 miles
- South Pacific - All from 335,000 miles
- Transatlantic from 377,000 miles
- U.S. from 673,714 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 12/31/27. 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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