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Island Windjammers Cruises

154 Reviews

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.

  • More about Island Windjammers

  • Who goes on Island Windjammers cruise ships?

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


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Island Windjammers Cruises Tips, Activities, and Overview

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

Sun, fun and fabulous sailing!

There is a afternoon happy hour with delicious snacks and plenty of sips (or non-sips) Dining out on the deck watching breathtaking sunsets till the night sky fills with stars is just one of the many highlights of sailing on Vela.And I am looking forward to sailing on their new sailing yacht, Lyra, around the Greek Islands!Read More

couple2-5 Cruises

Age 50s

Sailing Cruise from St Lucia to Martinique

Our cruise included a beach day at Anse Chastanet near the famous Pitons before heading to Martinique.My wife and I were on the same ship last year, but had to do a southern itinerary as France did not allow cruise ships to dock in 2022 due to Covid.Read More

many10+ Cruises

Age 50s

Great Snorkeling on St. Lucia & Martinique!

For those who shop, there were several opportunities, and the excursions offered were fun and interesting - great Rum Factory tour at Depaz on Martinique!:-) We love the easy, relaxed on-board experience, chatting with other guests, making our own fun in between the planned offerings - always plenty to do, or nothing if you choose.Read More
Jammer Lover

many10+ Cruises

Age 60s

Island Windjammers - As close to Paradise as I'll ever get!

It was easy to know ahead of time that the itinerary would be limited as many of the Caribbean Islands were still imposing severe traveling restrictions, however I just wanted to sail in the Caribbean and enjoy being spoiled by the wonderful crew on the ship .I still don't quite know how the crew manage it but within a day (often less) they know everyone by name and make you feel so welcome.Read More

many10+ Cruises

Age 70s

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