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Island Windjammers Cruise Reviews

Diamant under sail.
Beach at Tobago Keys
Happy Island - Snack time
Stern of Daimant
Cruiser Rating
4.8
Very Good
151 reviews

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1-10 of 151 Island Windjammers Cruise Reviews


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

Review for Diamant to Caribbean - Southern

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flower848
10+ Cruises • Age 70s

I have recently returned from another IWJ cruise, this time on Diamant. This was my third cruise since Covid (too many to count before the pandemic) . After nearly two years locked down I couldn't wait to sail again and was on one of the first post Covid cruises (Vela out of St Lucia) . It was easy to know ahead of time that the itinerary would be limited as many of the Caribbean Islands were ...
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Sail Date: July 2022


Terrible management and no Covid SOP/Protocol

Review for Vela to Caribbean - Eastern

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ANGELMAXX
2-5 Cruises • Age 50s

This was not my first Windjammer experience. My husband and I sailed about 15 years ago on the original Windjammer. It was the best vacation we've ever taken together. Gorgeous ship, amazing crew, wonderful co-passengers, and more. We made cherished memories and lifelong friends. This version of Windjammer (now known as Island Windjammers (IWJ) ) is under different management and it ...
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Sail Date: May 2022


Island Windjammer - Coming Back Strong After Covid

Review for Vela to Caribbean - Eastern

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velo5338
10+ Cruises • Age 70s

We discovered Island Windjammer in 2015; I'd been trying to persuade my wife to try a cruise for years - Barefoot Windjammer had long since gone - but she dug her heels in and resisted and resisted. Finally I wore her down and she agreed to try an Island Windjammer cruise on Sagitta on the the condition that if she didn't like it I was never to mention it again. I agreed to the terms, we sailed ...
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Sail Date: January 2022


Wonderful experience

Review for Vela to Caribbean - Southern

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Privilegedone
6-10 Cruises • Age 50s

The crew was friendly, attentive, helpful and knowledgeable of the ports of call The meals were delicious featuring local favorites. During a time when ports of call were limited I felt the itinerary was filled with a variety of places and activities. They scheduled several activities for every location. Hiking excursions were available for those who wished to be active as well as shopping and ...
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Sail Date: December 2021


Small ship, BIG experience

Review for Vela to Caribbean - Southern

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randyjumps
First Time Cruiser • Age 50s

As someone who is very uncomfortable in large crowds, I knew a cruise on a large liner was not ever going to be my cup of tea. On the other hand, sailing with a total of 23 passengers and 10 crew sounded like just the ticket! Add to this the off-the-beaten-path adventure of smaller, or less-visited, islands and ports and I was intrigued to say the least. Sailing Vessel Vela from Island ...
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Sail Date: February 2020


Another great week

Review for Vela to Caribbean - Southern

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Rowan813
6-10 Cruises • Age 50s

This was our third trip on Island Windjammers, second out of Grenada and first on Vela. We already loved the islands and Windjammer style. Vela was new to us. We were in love with Sagitta, but Vela was as similar as different. Gotta get it out of the way, cabins are smaller, but still comfortable and provide everything you need. Pack light, you don't need much. The ship is beautiful. It is ...
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Sail Date: October 2019


The boat was great and so is the company!

Review for Diamant to Caribbean - Western

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dpq695
2-5 Cruises • Age 30s

My wife (32) and I (31) chose this cruise to go on our honeymoon. My dad and stepmom had gone on the old barefoot windjammer's and I always thought the trip sounded incredible. This company did not disappoint! The trip was extremely memorable and enjoyable and we we will cherish it for the remainder of our lives. The boat itself was gorgeous and had three main common areas with plenty of room for ...
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Sail Date: March 2019


Personal touch makes a sailing vacation first class

Review for Diamant to Caribbean - Southern

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SailawayMary1
2-5 Cruises • Age 60s

Smaller sailboat, personal attention, only 9 passengers, great food, beautiful beaches. That’s why I just took my 3rd trip on an Island Windjammer boat. I’ve tried all 3 sailboats in their fleet and each one has its own appeal, but the Diamant FEELS the most like a sailboat without giving up the good stuff. The cabins are small but not too small and have all mod-cons. The crew is fantastic and at ...
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Sail Date: March 2019


Caribbean Delight

Review for Diamant to Caribbean - Southern

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Greema
First Time Cruiser • Age 60s

This was my first time sailing. A friend encouraged me to go and vowed that once I sailed on the Diamant I would be back. She was right. I cannot wait to go again. I cannot say enough lovely things about this company's owner, the boat captain, and the crew. I had the most relaxing, delightful time. I always felt safe. Before this trip I had an irrational fear of the ocean. Now I have a love for ...
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Sail Date: March 2019


Great Escape

Review for Diamant to Caribbean - Southern

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Ruefmom
2-5 Cruises • Age 60s

Island Windjammers continues to deliver! We just took our 4th trip with them and had a fabulous time. With an intimate five cabins, plus crew, this is the way to see the Caribbean up close and personal. The Diamant is able to slip in places that the big ships simply cannot go, which means more time spent snorkeling, enjoying the beach, exploring islands, etc., and no time waiting in line for ...
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Sail Date: March 2019


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