- 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 from393,000
miles56,143 milespernightbalcony fromNot Availablesuite from778,714
miles111,245 milespernightoceanview from393,000
miles56,143 milespernight4.4 rating out of 5 (83 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:- 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 from322,000
miles46,000 milespernightsuite from322,000
miles46,000 milespernight4.4 rating out of 5 (44 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 from451,143
miles56,393 milespernightsuite from451,143
miles56,393 milespernight4.4 rating out of 5 (31 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 from1,063,000
miles151,857 milespernightRewards & Bonus Offers:suite from1,063,000
miles151,857 milespernight
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 2025
- December 2025
- May 2026
- November 2026
- December 2026
interior fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from647,286
miles64,729 milespernightsuite from647,286
miles64,729 milespernight4.4 rating out of 5 (44 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 from674,000
miles61,273 milespernightRewards & Bonus Offers:suite from674,000
miles61,273 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 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:- December 2025
- March 2026
- January 2027
interior fromNot Availableoceanview from374,143
miles53,449 milespernightbalcony fromNot Availablesuite from781,000
miles111,571 milespernightoceanview from374,143
miles53,449 milespernight4.4 rating out of 5 (83 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 from388,429
miles55,490 milespernightRewards & Bonus Offers:suite from388,429
miles55,490 milespernight4.4 rating out of 5 (41 reviews) -
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 from488,571
miles69,796 milespernightbalcony fromNot Availablesuite fromCall for availabilityRewards & Bonus Offers:oceanview from488,571
miles69,796 milespernight4.5 rating out of 5 (22 reviews)
Departure Ports for Caribbean Windstar Cruises:
Central America Windstar Cruises
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6 Night Panama Canal Cartagena San Blas Islands & More
Star Pride
Departing from: Balboa (Fuerte Amador), PanamaPorts of Call:- Panama Canal Full Transit
- Bocas Del Toro, Panama
- San Blas Islands, Panama
- Cartagena, Colombia
- Oranjestad, Aruba
Sailing Dates:- January 2026
interior fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from409,286
miles68,214 milespernightRewards & Bonus Offers:suite from409,286
miles68,214 milespernight4.4 rating out of 5 (41 reviews) -
8 Night In the Wake of the Spanish Armadas
Wind Surf
Departing from: Oranjestad, ArubaPorts of Call:- Santa Marta, Colombia
- Cartagena, Colombia
- Bocas Del Toro, Panama
- Colon, Panama
Sailing Dates:- February 2026
interior fromNot Availableoceanview from491,571
miles61,446 milespernightbalcony fromNot Availablesuite from920,143
miles115,018 milespernightoceanview from491,571
miles61,446 milespernight4.4 rating out of 5 (83 reviews)
Alaska WindStar Cruises
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8 Night Scenic Alaska
Star Seeker - New Ship!
Departing from: Vancouver (Canada Place), British ColumbiaPorts of Call:- Ketchikan, Alaska
- Cruise Misty Fjords, Alaska
- Wrangell, Alaska
- Sitka, Alaska
- Haines, Alaska
- Juneau, Alaska
Sailing Dates:- May 2026
interior fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from749,286
miles93,661 milespernightRewards & Bonus Offers:suite from749,286
miles93,661 milespernight -
10 Night Alaskan Splendors
Star Seeker - New Ship!
Departing from: Anchorage (Seward), AlaskaPorts of Call:- Juneau, Alaska
- Haines, Alaska
- Sitka, Alaska
- Wrangell, Alaska
- Cruise Misty Fjords, Alaska
- Vancouver (Canada Place), British Columbia
Sailing Dates:- July 2026
interior fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from1,151,143
miles115,114 milespernightRewards & Bonus Offers:suite from1,151,143
miles115,114 milespernight
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: Civitavecchia (Rome), ItalyPorts of Call:- Sorrento/Capri, Italy
- Taormina (Naxos), Sicily, Italy
- Gythion (Sparta), Greece
- Monemvasia, Greece
- Piraeus (Athens), Greece
Sailing Dates:- April 2026
interior fromNot Availableoceanview from490,143
miles70,020 milespernightbalcony fromNot Availablesuite fromCall for availabilityRewards & Bonus Offers:oceanview from490,143
miles70,020 milespernight4.5 rating out of 5 (22 reviews) -
7 Night Europes Winter Riviera
Star Legend
Departing from: Civitavecchia (Rome), ItalyPorts of Call:- Livorno (Florence & Pisa), Italy
- Genoa, Italy
- Nice, France
- Barcelona, Spain
Sailing Dates:- January 2026
- February 2026
interior fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from420,857
miles60,122 milespernightsuite from420,857
miles60,122 milespernight4.4 rating out of 5 (31 reviews) -
8 Night Yachtsmans Harbors of the Rivieras
Wind Surf
Departing from: Barcelona, SpainPorts of Call:- Palamos, Spain
- Port Vendres, France
- Sanary-Sur-Mer, France
- Monte Carlo, Monaco
- Cannes, France
- Portofino, Italy
- Portoferraio, Elba
- Civitavecchia (Rome), Italy
Sailing Dates:- April 2026
interior fromNot Availableoceanview from435,286
miles54,411 milespernightbalcony fromNot Availablesuite from765,286
miles95,661 milespernightoceanview from435,286
miles54,411 milespernight4.4 rating out of 5 (83 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 from965,000
miles137,857 milespernightRewards & Bonus Offers:oceanview from459,571
miles65,653 milespernight4.5 rating out of 5 (22 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:- October 2025
- May 2026
- July 2026
- August 2026
interior fromNot Availableoceanview from475,143
miles59,393 milespernightbalcony fromNot Availablesuite from883,571
miles110,446 milespernightoceanview from475,143
miles59,393 milespernight4.4 rating out of 5 (83 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 749,286 miles
- Canada/New England/NY from 829,857 miles
- Caribbean from 253,714 miles
- Europe from 186,714 miles
- Exotic - Asia/Africa/Other from 773,000 miles
- South Pacific - All from 322,000 miles
- Transatlantic from 294,143 miles
- U.S. from 829,857 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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