Now Through November 15

Seas the Sun whenever and wherever you wish with Windstar. Our sailing and all-suite yachts follow the warm weather to the Caribbean, the Middle East, Tahiti, Costa Rica & Panama, and other tropical destinations. What’s more, you’re in for a sunny surprise when you book your voyage now - a bonus onboard credit or Captain’s Exclusive Beverage Package: unlimited beer, wine, and cocktails by the glass valued at $65 per guest, per day.

Now is the best time to plan your winter escape! Book August 1-November 15, 2023, on selected departures through May 2024, and receive an onboard credit up to $1,000 per stateroom or suite. For guests sailing in Premium Suites, you can choose between onboard credit OR a Captain’s Exclusive Beverage Package which includes unlimited beer, wine, and cocktails.

Whether you choose sails or suites, the sun is never far from a Windstar yacht. And because we serve only 148 to 342 guests, onboard life is unscheduled and uncrowded. We’re able to dock in yacht harbors and small ports away from crowds or spend the day in shallow coves where you can jump right into warm, crystal-clear water directly from the Watersports Platform.


  • Up to $1,000 Onboard Credit per Stateroom or Suite ($500 per person)
  • Guests in Premium Suites choose between Onboard Credit or a Free Unlimited Beverage Package (Value $65 per guest, per day).
  • Yacht Club Members: Receive 5% additional savings.
  • Guests can always choose to cruise All-Inclusive for only $89 per guest, per day and receive unlimited alcoholic beverages, Wi-Fi and all gratuities.
  • Star Collector Voyages of 13 days and longer receive complimentary laundry service.

*All pricing in USD.

Excluded Cruises and Cruise Tours:

  • Star Legend--Nov 20 & 23, 2023 all itineraries
  • Wind Surf--May 21, 2024 all itineraries


Taking Small Ship Cruising in a Different Direction

With spacious ocean-view staterooms, World Spa by Windstar, and exquisite regional dishes created in partnership with all-star chefs, prepared on board using fresh, local ingredients, you’re set up for a vacation that’ll delight your senses. And because Windstar yachts carry only 148-342 guests, you’ll enjoy more personalized service in a warm atmosphere on board that fosters sharing stories at the end of the day that can turn into lasting friendships.

You can set sail with confidence on Windstar knowing that your health and safety is a top priority with their Beyond Ordinary Care program. Plus, their flexible Travel Assurance Booking Policy allows you to change your 2021 cruise to 48 hours prior to departure for 100% Future Cruise Credit in case your plans do change.

Windstar's yachts get you closer the world’s most interesting places—tucking into hidden Tahitian lagoons, docking at tiny Italian port villages, and taking you further up narrow Alaskan fjords. Then you get to experience the region’s culture in authentic ways that make you feel more like a local than a tourist, with their award-winning curated excursions and the ability to stay at port longer, often overnight.


Book your Windstar cruise with one of our travel advisors:  Trip Request Button Template 22


Sample Itinerary

About Windstar

Windstar Cruises operates a six-ship fleet of small sailing and all-suite ships visiting approximately 330 ports in 2020 sailing throughout Europe, the Caribbean, Costa Rica and the Panama Canal, Asia, Alaska, Canada and New England, Central America, Mexico, US West Coast and cruising year-round in Tahiti. Windstar’s fleet is the market leader in small ship cruising with a total of 1,242 passenger berths calling on off-the-beaten-path and popular ports in over 60 countries. The boutique cruise line carries fewer than 350 passengers on its small ships and takes travelers on cruises that are 180 degrees from ordinary. They are known for their immersive and authentic experiences, unique, port-intensive itineraries, exceptional award-winning service, and innovative culinary program as the Official Cruise Line of the James Beard Foundation. Windstar Cruises is a part of Xanterra Travel Collection, known for “Legendary Hospitality with a Softer Footprint.”

Travel Insurance

Once you've planned your trip, protect your vacation dollars and travel experience with travel insurance from Travel Insured International trip protection plans and/or MedjetAssist.

Travel Insured International® Travel Insurance

For more than 20 years, Travel Insured International has led with a passion that is based on a “do it better, do it smarter” mentality. They take pride in their mission, which built upon trust, innovation, and treating each and every customer like they are part of the family. As a principal provider of travel insurance, Travel Insured International helps our customers find solutions to any travel-related problem.

As a leading travel insurance provider, their goal is to help each individual travel confidently. They aim to keep their customers informed every step of the way, and most importantly to be there to help when things go wrong.

Whether it's business related, a long awaited cruise vacation, or a trip back home to see family and friends, traveling with a protection plan helps you relax and enjoy your travel experience to the fullest.

CLICK HERE to buy Travel Insured International Travel Insurance online now or talk to one of our travel advisors about adding Travel Insured International Travel Insurance to your vacation!


MedjetAssist is the premier global air-medical transport membership program in the U.S. As a member, if you are hospitalized more than 150 miles from home, MedjetAssist will arrange comprehensive medical transportation to the hospital of your choice, not just the nearest adequate facility. Peace of mind every time you travel!

Domestic air-medical transports average $25,000 and internationally, it can exceed $100,000 but not with the protection of MedjetAssist. Annual memberships are only $260 for an individual or $395 for a family, and Short-Term memberships start as low as $99. Multi-year, Corporate and Group memberships are also available.

The MedjetAssist Difference

  • Air-Medical transport is to the member's hospital of choice, including home hospital.
  • No "medical necessity" - Neither the attending physician nor the capability of the existing facility determines the merit of a transport.
  • No health questions for those under the age of 75. Diamond applications are available for individuals ages 75 to 85. Applications must be approved prior to departure.
  • For individuals age 85 and up, Platinum memberships are available. This program is available to AARP members only and protects the member while they travel internationally. A Platinum membership application is required and must be approved prior to departure.
  • No adventure travel exclusions; No natural disaster exclusions; No terrorism exclusions.
  • No dollar limits on evacuations; No deductibles; No co-pays; No claim forms.
  • Domestic as well as international protection.

MedJet Q&A:

Q: What would happen if you became hospitalized because of illness or injury during your next trip? How would you manage getting back to your home hospital or another hospital of your choice… close to your family, trusted physicians, and in-network insurance?

A: With Medjet it would be easy because you would have the peace of mind knowing you have an unsurpassed team of professionals that would arrange for an air-medical transport back to the hospital of your choice, regardless of medical necessity. All you pay is your membership fee for this comprehensive protection.

Terms & Conditions

*Shore excursions using shipboard credit must be booked onboard. Hotel nights are available at Windstar-selected hotels pre- or post-cruise.

Certain restrictions apply. All fares mentioned are per person, in US dollars, cruise only, based on double occupancy in lowest category, and include non-discountable amounts.  Taxes, Fees and Port Expenses are additional and are published at  Offer is valid on new bookings only and subject to availability.  Consult your Windstar representative for promotional offer or discount combinability.  Bookings are non-transferable; no name changes can be made nor can this offer be applied retroactively.  Cancellation fees may apply; please see website for details.  Fuel surcharges may be imposed or increased over time.  Offer is capacity controlled and may be withdrawn or modified at Windstar’s discretion at any time.  Information contained herein is accurate at time of publication and subject to change without notice. 

All terms and conditions stated on the Windstar website apply. Cruises are provided subject to the terms and conditions of the Passage Contract.  Offer expires on DECEMBER 31, 2022.  Ships’ registry: Bahamas.