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8 Night Myths & Marvels of the Aegean
Star Legend
Departing from: Piraeus (Athens), GreecePorts of Call:- Patmos, Greece
- Kusadasi (Ephesus), Turkey
- Bodrum, Turkey
- Rhodes, Greece
- Heraklion, Crete, Greece
- Mykonos, Greece
Sailing Dates:- October 2024
interior fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from399,857
miles49,982 milespernightAll the Cruise Line Offers & More:- Sail Beyond Event: Free All-Inclusive Upgrade
- Exclusive: Earn 10,000 award miles back!
- Exclusive: Up to $200 to Spend on Board
- Call for rates too low to show!
suite from399,857
miles49,982 milespernight4.4 rating out of 5 (25 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:- December 2024
- January 2025
- March 2025
- December 2025
- March 2026
interior fromNot Availableoceanview from342,714
miles48,959 milespernightbalcony fromNot Availablesuite from757,000
miles108,143 milespernightAll the Cruise Line Offers & More:oceanview from342,714
miles48,959 milespernight4.4 rating out of 5 (77 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:- June 2024
- August 2024
- September 2024
- October 2024
- November 2024
- December 2024
interior fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from428,429
miles61,204 milespernightAll the Cruise Line Offers & More:- Sail Beyond Event: Free All-Inclusive Upgrade
- Exclusive: Earn 10,000 award miles back!
- Exclusive: Up to $200 to Spend on Board
- Call for rates too low to show!
suite from428,429
miles61,204 milespernight4.3 rating out of 5 (34 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:- May 2024
- August 2024
- November 2024
- May 2025
- August 2025
- November 2025
- December 2025
interior fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from442,714
miles44,271 milespernightAll the Cruise Line Offers & More:- Sail Beyond Event: Free All-Inclusive Upgrade
- Exclusive: Earn 10,000 award miles back!
- Exclusive: Up to $200 to Spend on Board
- Call for rates too low to show!
suite from442,714
miles44,271 milespernight4.3 rating out of 5 (34 reviews) -
11 Night Tahiti & the Tuamotu Islands
Star Breeze
Departing from: Papeete, TahitiPorts of Call:- Fakarava, Tuamotu Archipelago
- Rangiroa, French Polynesia
- Taha'a, Society Islands
- Raiatea, French Polynesia
- Bora Bora, French Polynesia
- Huahine, French Polynesia
- Moorea, French Polynesia
Sailing Dates:- August 2024
- November 2024
- July 2025
interior fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from671,286
miles61,026 milespernightAll the Cruise Line Offers & More:- Sail Beyond Event: Free All-Inclusive Upgrade
- Exclusive: Earn 10,000 award miles back!
- Call for rates too low to show!
suite from671,286
miles61,026 milespernight4.3 rating out of 5 (34 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:- July 2024
- September 2024
- March 2025
- June 2025
- September 2025
interior fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from699,857
miles49,990 milespernightAll the Cruise Line Offers & More:- Sail Beyond Event: Free All-Inclusive Upgrade
- Exclusive: Earn 10,000 award miles back!
- Exclusive: Up to $200 to Spend on Board
- Call for rates too low to show!
suite from699,857
miles49,990 milespernight4.3 rating out of 5 (34 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 Ways & Tobago Cays
Star Pride
Departing from: Oranjestad, ArubaPorts of Call:- Willemstad, Curacao
- Kralendijk, Bonaire
- Soufriere, St. Lucia
- Mayreau, Grenadines
- Man-O-War Bay, Charlotteville, Trinidad & Tobago
- Bridgetown, Barbados
Sailing Dates:- January 2025
- March 2025
interior fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from371,286
miles53,041 milespernightAll the Cruise Line Offers & More:suite from371,286
miles53,041 milespernight4.4 rating out of 5 (36 reviews) -
7 Night San Juan & the Virgin Islands
Star Pride
Departing from: San Juan, Puerto RicoPorts of Call:- Charlotte Amalie, St. Thomas, U.S.V.I.
- Gustavia, St. Barts
- Little Bay, Montserrat
- Philipsburg, St. Maarten
- Jost Van Dyke, B.V.I.
- Virgin Gorda, B.V.I.
Sailing Dates:- November 2024
interior fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from385,571
miles55,082 milespernightAll the Cruise Line Offers & More:suite from385,571
miles55,082 milespernight4.4 rating out of 5 (36 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
Sailing Dates:- October 2024
- September 2025
interior fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from685,571
miles62,325 milespernightAll the Cruise Line Offers & More:suite from685,571
miles62,325 milespernight4.4 rating out of 5 (36 reviews) -
11 Night Southeast Canadian Explorations
Star Pride
Departing from: Montreal, QuebecPorts 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 2024
- October 2024
- September 2025
interior fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from714,143
miles64,922 milespernightAll the Cruise Line Offers & More:suite from714,143
miles64,922 milespernight4.4 rating out of 5 (36 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 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 2024
- October 2025
interior fromNot Availableoceanview from371,286
miles53,041 milespernightbalcony fromNot Availablesuite from718,429
miles102,633 milespernightAll the Cruise Line Offers & More:- Sail Beyond Event: Free All-Inclusive Upgrade
- Exclusive: Earn 10,000 award miles back!
- Exclusive: Up to $200 to Spend on Board
- Call for rates too low to show!
oceanview from371,286
miles53,041 milespernight4.5 rating out of 5 (20 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 2024
- October 2024
- May 2025
- September 2025
- October 2025
interior fromNot Availableoceanview from571,286
miles71,411 milespernightbalcony fromNot Availablesuite from788,429
miles98,554 milespernightAll the Cruise Line Offers & More:oceanview from571,286
miles71,411 milespernight4.4 rating out of 5 (77 reviews) -
8 Night Romance on the Rivieras
Wind Surf
Departing from: Civitavecchia (Rome), ItalyPorts of Call:- Portoferraio, Elba
- Cannes, France
- Sanary-Sur-Mer, France
- Monte Carlo, Monaco
- Portofino, Italy
- Portovenere, Italy
Sailing Dates:- October 2024
interior fromNot Availableoceanview from399,857
miles49,982 milespernightbalcony fromNot Availablesuite from631,286
miles78,911 milespernightAll the Cruise Line Offers & More:- Sail Beyond Event: Free All-Inclusive Upgrade
- Exclusive: Earn 10,000 award miles back!
- Exclusive: Up to $200 to Spend on Board
- Call for rates too low to show!
oceanview from399,857
miles49,982 milespernight4.4 rating out of 5 (77 reviews) -
8 Night James Beard Foundation: Adriatic Archipelagos & Greek Goddesses
Wind Surf
Departing from: Venice, ItalyPorts of Call:- Zadar, Croatia
- Dubrovnik, Croatia
- Kotor, Montenegro
- Corfu (Kerkyra), Greece
- Katakolon (Olympia), Greece
- Monemvasia, Greece
- Piraeus (Athens), Greece
Sailing Dates:- August 2024
interior fromNot Availableoceanview from528,429
miles66,054 milespernightbalcony fromNot Availablesuite from862,714
miles107,839 milespernightAll the Cruise Line Offers & More:oceanview from528,429
miles66,054 milespernight4.4 rating out of 5 (77 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 2024
- August 2024
- July 2025
- August 2025
interior fromNot Availableoceanview from371,286
miles41,254 milespernightbalcony fromNot Availablesuite from1,071,286
miles119,032 milespernightAll the Cruise Line Offers & More:- Sail Beyond Event: Free All-Inclusive Upgrade
- Exclusive: Earn 10,000 award miles back!
- Exclusive: Up to $200 to Spend on Board
- Call for rates too low to show!
oceanview from371,286
miles41,254 milespernight4.5 rating out of 5 (20 reviews) -
7 Night Around Iceland
Star Pride
Departing from: Reykjavik, IcelandPorts of Call:- Surtsey Island, Iceland
- Heimaey, Westman Islands, Iceland
- Seydisfjordur, Iceland
- Akureyri, Iceland
- Isafjordur, Iceland
- Grundarfjordur, Iceland
Sailing Dates:- June 2024
- July 2024
- August 2024
interior fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from399,857
miles57,122 milespernightAll the Cruise Line Offers & More:- Sail Beyond Event: Free All-Inclusive Upgrade
- Exclusive: Earn 10,000 award miles back!
- Exclusive: Up to $200 to Spend on Board
- Call for rates too low to show!
suite from399,857
miles57,122 milespernight4.4 rating out of 5 (36 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:- May 2024
- June 2024
- July 2024
- August 2024
- September 2024
- October 2024
- May 2025
- June 2025
- July 2025
- August 2025
- September 2025
interior fromNot Availableoceanview from499,857
miles71,408 milespernightbalcony fromNot Availablesuite from1,185,571
miles169,367 milespernightAll the Cruise Line Offers & More:- Sail Beyond Event: Free All-Inclusive Upgrade
- Exclusive: Earn 10,000 award miles back!
- Exclusive: Up to $200 to Spend on Board
- Call for rates too low to show!
oceanview from499,857
miles71,408 milespernight4.5 rating out of 5 (17 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
- Canada/New England/NY from 685,571 miles
- Caribbean from 285,571 miles
- Europe from 342,714 miles
- South Pacific - All from 285,571 miles
- Transatlantic from 342,714 miles
- U.S. from 685,571 miles
Explore Windstar Cruise Ships
Terms & Conditions
Premier status offers are valid only for new individual United Cruises bookings for qualifying staterooms on Norwegian departing on or before 12/31/24, and bookings for qualifying staterooms on Oceania and Regent Seven Seas departing on or before 12/31/25. 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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