Windstar Cruises

Private Yacht Style Cruising

Windstar knows the way

Here's Why You Should Always Book With Jessie Cadet - Cruises Inc:
  • We Give You All Qualifying Windstar Cruises Offers:
  • We Give You Credit Toward Your Yacht Club Status.
  • You get more when you book with us instead of booking directly with the cruise line. We give you our exclusive bonus offers, plus all qualifying Windstar Cruises offers, plus all of the Yacht Club benefits.
Plus, We Make You Our Priority.
As your full-service Travel Advisors, we're committed to offering you the best deals and experience when you book with us. Learn more.
Recommended Windstar Cruises

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:
  • Wind Spirit
    4.5 rating out of 5  (19 reviews)

    7 Night Dreams of Tahiti

    Wind Spirit

    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:
    • December 2022
    • January 2023
    • February 2023
    • March 2023
    • April 2023
    • May 2023
    • June 2023
    • July 2023
    • August 2023
    • September 2023
    • October 2023
    • November 2023
    • December 2023
    • January 2024
    interior from
    Not Available
    oceanview from
    $2,499
    $357pernight
    balcony from
    Not Available
    suite from
    $5,799
    $828pernight
    More Offers than the Cruise Line:
    • Sail All-Inclusive: Click to learn more
    • Choose from up to $1,000 to Spend and More - Call
     
    oceanview from
    $2,499
    $357pernight
    4.5 rating out of 5  (19 reviews)
  • Wind Spirit
    4.5 rating out of 5  (19 reviews)

    10 Night Tahiti & the Tuamotu Islands

    Wind Spirit

    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:
    • February 2023
    • May 2023
    • July 2023
    • September 2023
    • November 2023
    • January 2024
    interior from
    Not Available
    oceanview from
    $4,999
    $500pernight
    balcony from
    Not Available
    suite from
    $7,299
    $730pernight
    More Offers than the Cruise Line:
    • Sail All-Inclusive: Click to learn more
    • Choose from up to $1,000 to Spend and More - Call
     
    oceanview from
    $4,999
    $500pernight
    4.5 rating out of 5  (19 reviews)
  • Wind Spirit
    4.5 rating out of 5  (19 reviews)

    11 Night Tahiti & the Tuamotu Islands

    Wind Spirit

    Departing from: Papeete, Tahiti
    Ports 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:
    • February 2023
    • April 2023
    • June 2023
    • September 2023
    • November 2023
    interior from
    Not Available
    oceanview from
    $5,799
    $527pernight
    balcony from
    Not Available
    suite from
    Call for availability
    More Offers than the Cruise Line:
    • Sail All-Inclusive: Click to learn more
    • Choose from up to $1,000 to Spend and More - Call
     
    oceanview from
    $5,799
    $527pernight
    4.5 rating out of 5  (19 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.

  • Star Pride
    4.5 rating out of 5  (28 reviews)

    7 Night Windward Islands Surfs & Sunsets

    Star Pride

    Departing from: San Juan, Puerto Rico
    Ports of Call:
    • St. George's, Grenada
    • Bequia, Grenadines
    • Pigeon Island, St. Lucia
    • Iles Des Saintes, Guadeloupe
    • Philipsburg, St. Maarten
    Sailing Dates:
    • January 2023
    • February 2023
    • March 2023
    interior from
    Not Available
    oceanview from
    Not Available
    balcony from
    Not Available
    suite from
    $2,299
    $328pernight
    More Offers than the Cruise Line:
    • Sail All-Inclusive: Click to learn more
    • Choose from up to $1,000 to Spend and More - Call
     
    suite from
    $2,299
    $328pernight
    4.5 rating out of 5  (28 reviews)
  • Star Pride
    4.5 rating out of 5  (28 reviews)

    7 Night San Juan & the Virgin Islands

    Star Pride

    Departing from: San Juan, Puerto Rico
    Ports 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:
    • December 2022
    • January 2023
    • February 2023
    • March 2023
    interior from
    Not Available
    oceanview from
    Not Available
    balcony from
    Not Available
    suite from
    $2,299
    $328pernight
    More Offers than the Cruise Line:
    • Sail All-Inclusive: Click to learn more
    • Choose from up to $1,000 to Spend and More - Call
     
    suite from
    $2,299
    $328pernight
    4.5 rating out of 5  (28 reviews)
  • Star Pride
    4.5 rating out of 5  (28 reviews)

    9 Night Boston Sights & Warm Caribbean Nights

    Star Pride

    Departing from: Boston, Massachusetts
    Ports of Call:
    • Hamilton, Bermuda
    • St. George's, Bermuda
    • Gustavia, St. Barts
    • Philipsburg, St. Maarten
    Sailing Dates:
    • October 2023
    interior from
    Not Available
    oceanview from
    Not Available
    balcony from
    Not Available
    suite from
    $2,499
    $278pernight
    More Offers than the Cruise Line:
    • Choose from up to $1,000 to Spend and More - Call
     
    suite from
    $2,499
    $278pernight
    4.5 rating out of 5  (28 reviews)
  • Wind Spirit
    4.5 rating out of 5  (19 reviews)

    7 Night Jewels of the Windward Islands

    Wind Spirit

    Departing from: Bridgetown, Barbados
    Ports of Call:
    • Pigeon Island, St. Lucia
    • Castries, St. Lucia
    • Cruise The Pitons, St. Lucia
    • Kingstown, St. Vincent
    • Mayreau, Grenadines
    • St. George's, Grenada
    • Bequia, Grenadines
    Sailing Dates:
    • March 2024
    interior from
    Not Available
    oceanview from
    $2,699
    $386pernight
    balcony from
    Not Available
    suite from
    $5,699
    $814pernight
    More Offers than the Cruise Line:
    • Choose from up to $1,000 to Spend and More - Call
     
    oceanview from
    $2,699
    $386pernight
    4.5 rating out of 5  (19 reviews)
  • Star Legend
    4.3 rating out of 5  (21 reviews)

    7 Night Windward Ways & Tobago Cays

    Star Legend

    Departing from: Bridgetown, Barbados
    Ports of Call:
    • Man-O-War Bay, Charlotteville, Tobago
    • Mayreau, Grenadines
    • Soufriere, St. Lucia
    • Kralendijk, Bonaire
    • Willemstad, Curacao
    • Oranjestad, Aruba
    Sailing Dates:
    • January 2023
    • February 2023
    interior from
    Not Available
    oceanview from
    Not Available
    balcony from
    Not Available
    suite from
    $2,299
    $328pernight
    More Offers than the Cruise Line:
    • Sail All-Inclusive: Click to learn more
    • Choose from up to $1,000 to Spend and More - Call
     
    suite from
    $2,299
    $328pernight
    4.3 rating out of 5  (21 reviews)

Departure Ports for Caribbean Windstar Cruises:

Central America/Panama Canal Windstar Cruises

Embark on the ultimate cruising vacation and make memories that will last forever with a Windstar Panama Canal Cruise. Giving you a taste of the luxe life with fabulous amenities, a small-ship feel with big-ship value and the personalized attention you’d expect from a five-star resort, you’re certain to enjoy your trip into wonders of the world in style. Soak in the sights of the local Kuna Indians fishing the traditional way in San Blas. Pack your snorkeling gear and experience sea life up close with some of the best diving in the world at Corcovado National Park. Be sure to take your underwater camera, too, because the colorful reefs are sure to take your breath away.

  • Star Legend
    4.3 rating out of 5  (21 reviews)

    7 Night Spanish Treasures via the Panama Canal

    Star Legend

    Departing from: Oranjestad, Aruba
    Ports of Call:
    • Santa Marta, Colombia
    • Cartagena, Colombia
    • San Blas Islands, Panama
    • Bocas Del Toro, Panama
    • Panama Canal Full Transit
    • Fuerte Amador (Balboa), Panama
    Sailing Dates:
    • January 2023
    • February 2023
    • March 2023
    interior from
    Not Available
    oceanview from
    Not Available
    balcony from
    Not Available
    suite from
    $2,199
    $314pernight
    More Offers than the Cruise Line:
    • Sail All-Inclusive: Click to learn more
    • Choose from up to $1,000 to Spend and More - Call
     
    suite from
    $2,199
    $314pernight
    4.3 rating out of 5  (21 reviews)
  • Wind Spirit
    4.5 rating out of 5  (19 reviews)

    7 Night Naturally Costa Rica

    Wind Spirit

    Departing from: Puerto Caldera (Puntarenas), Costa Rica
    Ports of Call:
    • Playa Flamingo, Costa Rica
    • Corinto, Nicaragua
    • San Juan Del Sur, Nicaragua
    • Playas Del Coco, Costa Rica
    • Bahia Drake (Drake Bay), Costa Rica
    • Puerto Quepos, Costa Rica
    Sailing Dates:
    • February 2024
    interior from
    Not Available
    oceanview from
    $2,699
    $386pernight
    balcony from
    Not Available
    suite from
    $5,699
    $814pernight
    More Offers than the Cruise Line:
    • Choose from up to $1,000 to Spend and More - Call
     
    oceanview from
    $2,699
    $386pernight
    4.5 rating out of 5  (19 reviews)
  • Star Legend
    4.3 rating out of 5  (21 reviews)

    10 Night Jungles & Jewels of the Central American Coast

    Star Legend

    Departing from: Miami, Florida
    Ports of Call:
    • Key West, Florida
    • Costa Maya (Mahahual), Mexico
    • Santo Tomas De Castilla, Guatemala
    • Roatan (Isla Roatan), Bay Islands, Honduras
    • Belize City, Belize
    • Cozumel, Mexico
    Sailing Dates:
    • December 2022
    • March 2023
    interior from
    Not Available
    oceanview from
    Not Available
    balcony from
    Not Available
    suite from
    $3,099
    $310pernight
    More Offers than the Cruise Line:
    • Sail All-Inclusive: Click to learn more
    • Choose from up to $1,000 to Spend and More - Call
     
    suite from
    $3,099
    $310pernight
    4.3 rating out of 5  (21 reviews)
  • Star Legend
    4.3 rating out of 5  (21 reviews)

    11 Night Central America Revealed

    Star Legend

    Departing from: Miami, Florida
    Ports of Call:
    • Key West, Florida
    • Cozumel, Mexico
    • Belize City, Belize
    • Roatan (Isla Roatan), Bay Islands, Honduras
    • Providence Island (Isla De Providencia), Colombia
    • Puerto Limon, Costa Rica
    • Bocas Del Toro, Panama
    • Panama Canal Full Transit
    • Fuerte Amador (Balboa), Panama
    Sailing Dates:
    • December 2022
    interior from
    Not Available
    oceanview from
    Not Available
    balcony from
    Not Available
    suite from
    $2,899
    $264pernight
    More Offers than the Cruise Line:
    • Sail All-Inclusive: Click to learn more
    • Choose from up to $1,000 to Spend and More - Call
     
    suite from
    $2,899
    $264pernight
    4.3 rating out of 5  (21 reviews)

Departure Ports for Central America/Panama Canal Windstar Cruises:

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 Pride
    4.5 rating out of 5  (28 reviews)

    8 Night Aegean Sea Odyssey via the Corinth Canal

    Star Pride

    Departing from: Piraeus (Athens), Greece
    Ports of Call:
    • Transit Corinth Canal
    • Delphi, Greece
    • Santorini (Thira), Greece
    • Bodrum, Turkey
    • Kusadasi (Ephesus), Turkey
    • Mykonos, Greece
    • Canakkale (Troy), Turkey
    • Istanbul, Turkey
    Sailing Dates:
    • April 2023
    interior from
    Not Available
    oceanview from
    Not Available
    balcony from
    Not Available
    suite from
    $4,599
    $575pernight
    More Offers than the Cruise Line:
    • Sail All-Inclusive: Click to learn more
    • Choose from up to $1,000 to Spend and More - Call
     
    suite from
    $4,599
    $575pernight
    4.5 rating out of 5  (28 reviews)
  • Star Pride
    4.5 rating out of 5  (28 reviews)

    9 Night A Piece of Greece a Slice of Sicily & the Corinth Canal

    Star Pride

    Departing from: Piraeus (Athens), Greece
    Ports of Call:
    • Transit Corinth Canal
    • Delphi, Greece
    • Corfu (Kerkyra), Greece
    • Argostoli, Kefalonia, Greece
    • Messina, Sicily, Italy
    • Trapani, Sicily, Italy
    • Cagliari, Sardinia, Italy
    • Barcelona, Spain
    Sailing Dates:
    • June 2023
    interior from
    Not Available
    oceanview from
    Not Available
    balcony from
    Not Available
    suite from
    $4,599
    $511pernight
    More Offers than the Cruise Line:
    • Sail All-Inclusive: Click to learn more
    • Choose from up to $1,000 to Spend and More - Call
     
    suite from
    $4,599
    $511pernight
    4.5 rating out of 5  (28 reviews)

Alaska WindStar Cruises

  • Star Breeze
    4.4 rating out of 5  (30 reviews)

    11 Night Islands & Inlets of the Inside Passage

    Star Breeze

    Departing from: Vancouver (Canada Place), British Columbia
    Ports of Call:
    • Cruise Inside Passage, Alaska
    • Ketchikan, Alaska
    • Wrangell, Alaska
    • Cruise Tracy Arm Fjord, Alaska
    • Juneau, Alaska
    • Inian Islands Service Call Only
    • Icy Strait Point (Hoonah), Alaska
    • Cruise Misty Fjords, Alaska
    • Prince Rupert, British Columbia
    • Cruise Inside Passage, Alaska
    Sailing Dates:
    • August 2023
    interior from
    Not Available
    oceanview from
    Not Available
    balcony from
    Not Available
    suite from
    $5,499
    $500pernight
    More Offers than the Cruise Line:
    • Sail All-Inclusive: Click to learn more
    • Choose from up to $1,000 to Spend and More - Call
     
    suite from
    $5,499
    $500pernight
    4.4 rating out of 5  (30 reviews)

Canada/New England Windstar Cruises

  • Star Pride
    4.5 rating out of 5  (28 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
    Sailing Dates:
    • October 2023
    interior from
    Not Available
    oceanview from
    Not Available
    balcony from
    Not Available
    suite from
    $5,499
    $500pernight
    More Offers than the Cruise Line:
    • Sail All-Inclusive: Click to learn more
    • Choose from up to $1,000 to Spend and More - Call
     
    suite from
    $5,499
    $500pernight
    4.5 rating out of 5  (28 reviews)

Windstar Cruises...Five-Star Vacations at Sea

Book Your Luxury Cruise with Windstar Cruises & Jessie Cadet - Cruises Inc

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 Jessie Cadet - Cruises Inc help you plan the perfect cruise today!