Windstar Cruise Packages
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Recommended Windstar Cruises

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  • Wind Surf
    4.4 rating out of 5  (79 reviews)

    7 Night Classic Caribbean

    Wind Surf

    Departing from: Philipsburg, St. Maarten
    Ports 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
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    oceanview from
    $2,351
    $336pernight
    balcony from
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    suite from
    $5,251
    $750pernight
    Rewards & Bonus Offers:
    • Up to $1,000 to Spend on Board
    • Up to $2,000 Visa Prepaid Card
    • Pick Your Perk: Up to $1,000 to Spend and More
     
    Oceanview from $2,351
    ($336pernight)
    4.4 rating out of 5  (79 reviews)
  • Star Legend
    4.4 rating out of 5  (27 reviews)

    8 Night Winter Italy & the Dalmatian Coast

    Star Legend

    Departing from: Civitavecchia (Rome), Italy
    Ports of Call:
    • Naples, Italy
    • Taormina (Naxos), Sicily, Italy
    • Dubrovnik, Croatia
    • Zadar, Croatia
    • Venice, Italy
    Sailing Dates:
    • December 2025
    • February 2026
    • March 2026
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    balcony from
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    suite from
    $3,058
    $382pernight
    Rewards & Bonus Offers:
    • Up to $1,000 to Spend on Board
    • Up to $2,000 Visa Prepaid Card
    • Pick Your Perk: Up to $1,000 to Spend and More
    • Exclusive: Up to $300 to Spend on Board
     
    Suite from $3,058
    ($382pernight)
    4.4 rating out of 5  (27 reviews)
  • Star Breeze
    4.4 rating out of 5  (41 reviews)

    10 Night Tahiti & the Tuamotu Islands

    Star Breeze

    Departing from: Papeete, Tahiti
    Ports 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 2025
    • August 2025
    • November 2025
    • December 2025
    • May 2026
    • November 2026
    • December 2026
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    oceanview from
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    balcony from
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    suite from
    $3,524
    $352pernight
    Rewards & Bonus Offers:
    • Up to $1,000 to Spend on Board
    • Up to $2,000 Visa Prepaid Card
    • Pick Your Perk: Up to $1,000 to Spend and More
    • Exclusive: Up to $300 to Spend on Board
     
    Suite from $3,524
    ($352pernight)
    4.4 rating out of 5  (41 reviews)

New Ship: Star Seeker

  • Star Seeker

    7 Night Scenic Alaska

    Star Seeker - New Ship!

    Departing from: Vancouver (Canada Place), British Columbia
    Ports of Call:
    • Cruise Misty Fjords, Alaska
    • Ketchikan, Alaska
    • Sitka, Alaska
    • Haines, Alaska
    • Juneau, Alaska
    Sailing Dates:
    • July 2026
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    balcony from
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    suite from
    $5,541
    $792pernight
    Rewards & Bonus Offers:
    • Up to $1,000 to Spend on Board
    • Up to $2,000 Visa Prepaid Card
     
    Suite from $5,541
    ($792pernight)

South Pacific Windstar Cruises

Experience breathtaking beaches and unbeatable cuisine on a Windstar South Pacific cruise. Explore new islands each day and receive complimentary onboard perks on Windstar South Pacific cruises, including these Windstar cruises:
  • Star Breeze
    4.4 rating out of 5  (41 reviews)

    7 Night Dreams of Tahiti

    Star Breeze

    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:
    • May 2025
    • June 2025
    • 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
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    balcony from
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    suite from
    $2,915
    $416pernight
    Rewards & Bonus Offers:
    • Up to $1,000 to Spend on Board
    • Up to $2,000 Visa Prepaid Card
    • Pick Your Perk: Up to $1,000 to Spend and More
    • Exclusive: Up to $300 to Spend on Board
     
    Suite from $2,915
    ($416pernight)
    4.4 rating out of 5  (41 reviews)
  • Star Breeze
    4.4 rating out of 5  (41 reviews)

    14 Night Tahitian Treasures & Magnificent Marquesas

    Star Breeze

    Departing from: Papeete, Tahiti
    Ports 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:
    • June 2025
    • September 2025
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    balcony from
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    suite from
    $5,022
    $359pernight
    Rewards & Bonus Offers:
    • Up to $1,000 to Spend on Board
    • Up to $2,000 Visa Prepaid Card
    • Pick Your Perk: Up to $1,000 to Spend and More
     
    Suite from $5,022
    ($359pernight)
    4.4 rating out of 5  (41 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.

  • Wind Spirit
    4.5 rating out of 5  (20 reviews)

    7 Night Lush & Lovely Islands of the Lesser Antilles

    Wind Spirit

    Departing from: Philipsburg, St. Maarten
    Ports 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 from
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    oceanview from
    $2,537
    $362pernight
    balcony from
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    suite from
    $6,037
    $862pernight
    Rewards & Bonus Offers:
    • Up to $1,000 to Spend on Board
    • Up to $2,000 Visa Prepaid Card
    • Pick Your Perk: Up to $1,000 to Spend and More
     
    Oceanview from $2,537
    ($362pernight)
    4.5 rating out of 5  (20 reviews)
  • Star Pride
    4.4 rating out of 5  (40 reviews)

    7 Night Windward Ways & Tobago Cays

    Star Pride

    Departing from: Oranjestad, Aruba
    Ports 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
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    oceanview from
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    balcony from
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    suite from
    $2,619
    $374pernight
    Rewards & Bonus Offers:
    • Up to $1,000 to Spend on Board
    • Up to $2,000 Visa Prepaid Card
    • Pick Your Perk: Up to $1,000 to Spend and More
    • Exclusive: Up to $300 to Spend on Board
     
    Suite from $2,619
    ($374pernight)
    4.4 rating out of 5  (40 reviews)

Departure Ports for Caribbean Windstar Cruises:

Canada/New England Windstar Cruises

  • Star Pride
    4.4 rating out of 5  (40 reviews)

    11 Night Southeast Canadian Explorations

    Star Pride

    Departing from: Boston, Massachusetts
    Ports 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
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    balcony from
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    suite from
    $5,995
    $545pernight
    Rewards & Bonus Offers:
    • Up to $1,000 to Spend on Board
    • Up to $2,000 Visa Prepaid Card
    • Pick Your Perk: Up to $1,000 to Spend and More
    • Exclusive: Up to $300 to Spend on Board
     
    Suite from $5,995
    ($545pernight)
    4.4 rating out of 5  (40 reviews)
  • Star Pride
    4.4 rating out of 5  (40 reviews)

    11 Night Southeast Canadian Explorations

    Star Pride

    Departing from: Montreal, Quebec, Canada
    Ports 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
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    balcony from
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    suite from
    $6,195
    $563pernight
    Rewards & Bonus Offers:
    • Up to $1,000 to Spend on Board
    • Up to $2,000 Visa Prepaid Card
    • Pick Your Perk: Up to $1,000 to Spend and More
    • Exclusive: Up to $300 to Spend on Board
     
    Suite from $6,195
    ($563pernight)
    4.4 rating out of 5  (40 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.

  • Star Legend
    4.4 rating out of 5  (27 reviews)

    7 Night Southern Spain Winter Escapes

    Star Legend

    Departing from: Barcelona, Spain
    Ports of Call:
    • Palma De Mallorca, Balearic Islands
    • Valencia, Spain
    • Cartagena, Spain
    • Gibraltar (U.K.)
    • Malaga (Granada), Spain
    Sailing Dates:
    • November 2025
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    balcony from
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    suite from
    $2,442
    $349pernight
    Rewards & Bonus Offers:
    • Up to $1,000 to Spend on Board
    • Up to $2,000 Visa Prepaid Card
    • Pick Your Perk: Up to $1,000 to Spend and More
     
    Suite from $2,442
    ($349pernight)
    4.4 rating out of 5  (27 reviews)
  • Wind Spirit
    4.5 rating out of 5  (20 reviews)

    9 Night Adriatic Icons & Venetian Treasures

    Wind Spirit

    Departing from: Venice, Italy
    Ports of Call:
    • Rovinj, Croatia
    • Zadar, Croatia
    • Hvar, Croatia
    • Dubrovnik, Croatia
    • Kotor, Montenegro
    • Piran, Slovenia
    Sailing Dates:
    • July 2025
    • August 2025
    interior from
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    oceanview from
    $2,997
    $333pernight
    balcony from
    Not Available
    suite from
    $8,007
    $890pernight
    Rewards & Bonus Offers:
    • Up to $1,000 to Spend on Board
    • Up to $2,000 Visa Prepaid Card
    • Pick Your Perk: Up to $1,000 to Spend and More
    • Exclusive: Up to $300 to Spend on Board
     
    Oceanview from $2,997
    ($333pernight)
    4.5 rating out of 5  (20 reviews)
  • Wind Star
    4.5 rating out of 5  (18 reviews)

    7 Night Enchanting Greece & the Amalfi Coast

    Wind Star

    Departing from: Piraeus (Athens), Greece
    Ports 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
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    oceanview from
    $2,464
    $352pernight
    balcony from
    Not Available
    suite from
    $6,565
    $938pernight
    Rewards & Bonus Offers:
    • Up to $1,000 to Spend on Board
    • Up to $2,000 Visa Prepaid Card
    • Pick Your Perk: Up to $1,000 to Spend and More
    • Exclusive: Up to $300 to Spend on Board
     
    Oceanview from $2,464
    ($352pernight)
    4.5 rating out of 5  (18 reviews)
  • Wind Spirit
    4.5 rating out of 5  (20 reviews)

    7 Night Mediterranean Island Mosaic

    Wind Spirit

    Departing from: Civitavecchia (Rome), Italy
    Ports 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
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    oceanview from
    $3,098
    $443pernight
    balcony from
    Not Available
    suite from
    Call for availability
    Rewards & Bonus Offers:
    • Up to $1,000 to Spend on Board
    • Up to $2,000 Visa Prepaid Card
    • Pick Your Perk: Up to $1,000 to Spend and More
    • Exclusive: Up to $300 to Spend on Board
     
    Oceanview from $3,098
    ($443pernight)
    4.5 rating out of 5  (20 reviews)
  • Wind Surf
    4.4 rating out of 5  (79 reviews)

    8 Night Classic Italy & Dalmatian Coast

    Wind Surf

    Departing from: Venice, Italy
    Ports of Call:
    • Rovinj, Croatia
    • Split, Croatia
    • Dubrovnik, Croatia
    • Kotor, Montenegro
    • Giardini Di Naxos (Taormina), Sicily, Italy
    • Sorrento/Capri, Italy
    • Civitavecchia (Rome), Italy
    Sailing Dates:
    • May 2025
    • September 2025
    • October 2025
    • May 2026
    • July 2026
    • August 2026
    interior from
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    oceanview from
    $2,846
    $356pernight
    balcony from
    Not Available
    suite from
    $6,047
    $756pernight
    Rewards & Bonus Offers:
    • Up to $1,000 to Spend on Board
    • Up to $2,000 Visa Prepaid Card
    • Pick Your Perk: Up to $1,000 to Spend and More
    • Exclusive: Up to $300 to Spend on Board
     
    Oceanview from $2,846
    ($356pernight)
    4.4 rating out of 5  (79 reviews)
  • Wind Star
    4.5 rating out of 5  (18 reviews)

    7 Night Treasures of the Greek Isles

    Wind Star

    Departing from: Piraeus (Athens), Greece
    Ports of Call:
    • Mykonos, Greece
    • Kusadasi (Ephesus), Turkey
    • Patmos, Greece
    • Santorini (Thira), Greece
    • Monemvasia, Greece
    • Nafplion (Nauplion), Greece
    Sailing Dates:
    • May 2025
    • June 2025
    • July 2025
    • August 2025
    • September 2025
    interior from
    Not Available
    oceanview from
    $3,526
    $504pernight
    balcony from
    Not Available
    suite from
    $8,496
    $1,214pernight
    Rewards & Bonus Offers:
    • Up to $1,000 to Spend on Board
    • Up to $2,000 Visa Prepaid Card
    • Pick Your Perk: Up to $1,000 to Spend and More
    • Exclusive: Up to $300 to Spend on Board
     
    Oceanview from $3,526
    ($504pernight)
    4.5 rating out of 5  (18 reviews)
  • Star Legend
    4.4 rating out of 5  (27 reviews)

    10 Night Impressionist France

    Star Legend

    Departing from: Amsterdam, Netherlands
    Ports of Call:
    • Zeebrugge (Bruges), Belgium
    • Rouen, France
    • Honfleur, France
    • Saint-Malo, France
    • Lorient, France
    • Bordeaux, France
    Sailing Dates:
    • August 2025
    interior from
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    oceanview from
    Not Available
    balcony from
    Not Available
    suite from
    $3,335
    $334pernight
    Rewards & Bonus Offers:
    • Up to $1,000 to Spend on Board
    • Up to $2,000 Visa Prepaid Card
    • Pick Your Perk: Up to $1,000 to Spend and More
     
    Suite from $3,335
    ($334pernight)
    4.4 rating out of 5  (27 reviews)

Windstar Cruise Packages

Book Windstar cruise packages with the leader in outlet priced cruises, Vacation Outlet. Choose from thousands of discount luxury cruise packages and Windstar cruise specials from the world’s top cruise lines. Vacation Outlet is your premiere online destination for Windstar cruise packages. Our cruise experts will combine our offers with the cruiseline’s and get you free onboard spending. Vacation Outlet offers the best Windstar cruise specials – always at outlet prices!

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