• Help Ukrainian Families in Need: World Central Kitchen Donation Match
  • Newsletter
  • Write a Review
  • Boards
  • Deals
  • Find a Cruise
  • Reviews
  • News
  • Cruise Tips

Island Windjammers Cruises

2 Awards

About Island Windjammers Cruises

Island Windjammers offers small-ship cruises that are focused more on the joys of sailing than on shipboard amenities. Passengers can even take a turn at the helm of one of the cruise line's three ships. Casual and social onboard atmosphere.

  • Who goes on Island Windjammers cruise ships?

  • Do I have to dress up on a Island Windjammers cruise?


Find Island Windjammers Cruises


Island Windjammers Cruises


We're sorry no itineraries matched your search. Please update your search criteria and try again.

Who goes on Island Windjammers cruise ships?

Come prepared to socialize; with no more than 30 passengers onboard, it's hard to be anti-social on an Island Windjammers sailing. Most cruisers are a mix of solo travelers, friends traveling together and couples. While most passengers fall into the 45- to 65-year-old age range, there usually is a sprinkling of older and younger passengers. The company also attracts families onboard, as it welcomes children 8 and up year-round, except for a few themed cruises, and offers discounted youth fares in the summer. (Given the size of the ships, families often charter an entire ship -- or part of a ship -- for a family reunion.)

Do I have to dress up on a Island Windjammers cruise?

No, Island Windjammers wholeheartedly embraces the concept of casual cruising. Swimsuits, cover-ups and T-shirts are typical daytime attire, and dressing for dinner usually means nothing more than putting on a clean shirt.

Is everything free on Island Windjammers cruises?

Not quite. Island Windjammers' cruise fares include all meals and snacks, beverages (beer, wine, rum punch, soft drinks and tonic water) and the use of snorkeling equipment.

Shore excursions and gratuities cost extra, and there is no Wi-Fi onboard.

What are Island Windjammers’s most popular activities?

Island Windjammers' ships are intentionally short on typical cruise ship amenities, such as fitness centers and theaters, with passengers preferring to relax or if they're feeling up to it, help to raise the sails and even take a turn at the helm.

The upper deck is a popular place to congregate; passengers use its cushioned benches to chat and nap. You can also swim and snorkel directly from the ship. The more adventurous opt for the stand-up paddle-boards or the rope swing.

The flexible Windjammer schedule leaves plenty of time to explore on land, and cruisers enjoy hiking, swimming, snorkeling and checking out the colorful smaller islands the ships visit.

Why go with Island Windjammers?

  • Three windjammer-style tall ships that carry 10 to 30 passengers
  • Casual and social onboard atmosphere
  • Fares include drinks and snorkeling equipment

Best for: Those who dream of exploring the world under sail and enjoy the company of like-minded travelers

Not for: Cruisers looking for production shows, lavish onboard amenities or to be connected 24/7

Island Windjammers Cruises Cruiser Reviews

Wonderful experience

I felt this cruise offered something for everyone I couldn’t have asked for a better time.Far better than the big cruise liners of which I have been on several.Read More
User Avatar

6-10 Cruises

Age 50s

Small ship, BIG experience

Before long the crew arrived via small boat from the ship.For those not familiar with smaller ships (Vela is 126 feet long), the wave action on our first night took some getting used to.Read More
User Avatar

First Time Cruiser

Age 50s

Another great week

This was our third trip on Island Windjammers, second out of Grenada and first on Vela.The second trip to the Grenadines was even better because we were able to enjoy things we missed the first time and truly to relax.Read More
User Avatar

6-10 Cruises

Age 50s

The boat was great and so is the company!

The food was absolutely first class and the crew was very helpful and enjoyable, especially our captain who acted as both captain and tour guide throughout the west indies.5 stars all the way for a fun and authentic way to see the west indies.Read More
User Avatar

2-5 Cruises

Age 30s

Related Cruises

Island Windjammers Diamant
Island Windjammers Sagitta

Cruise Critic is not a booking agent and does not charge any service fees to users of our site. Our partners who list cruise pricing on Cruise Critic are required to provide prices for cruise only, per person, double occupancy, and are based on specific cabin types and sailing dates, and may not be available for all cabin types/sailings. Taxes, fees and port expenses not included. Rates are in USD and valid for US and Canadian residents only. Fuel supplement may apply. When you book with one of our partners, please be sure to check their site for a full disclosure of all applicable fees as required by the U.S. Department of Transportation.

For any cruises listed, Cruise Critic does not guarantee any specific rates or prices. In addition, average cruise prices are updated nightly.

Furthermore, Cruise Critic makes no guarantees for availability of prices advertised on our site. Listed prices may have blackout dates, qualifications or restrictions.

Cruise Critic is not responsible for content on external web sites.

Lowest pricing is based on our 3rd party pricing supplier and valid as of May 28th, 2022.

Want to cruise smarter?
Get expert advice, insider tips and more.
By proceeding, you agree to Cruise Critic’s Privacy and Cookies Statement and Terms of Use.