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 ...

5 photos

Sail Date March 2019

Candace McManus

1 Review Written

1 Helpful Vote

The most amazing adventure I have ever been on.

Diamant

Caribbean - Western

I have been home for 3 days but my heart is still on the beautiful Windjammer Diamant. I will never ever forget this amazing trip from St. Lucia to Granada. I could have never imagined how very well I would be ...

3 photos

Sail Date January 2019

Hutchie52

1 Review Written

1 Helpful Vote

Wonderful ship, amazing staff, new friends!

Vela

Caribbean - Western

For my 60th birthday I decided I would go on a trip I had always wanted to try - I decided one week before that birthday and the support staff of IW could not have been more helpful. The trip itself was just ...

4 photos

Sail Date May 2018

inthewatersomewhere

1 Review Written

Best vacation ever!

Diamant

Caribbean - Western

My husband and I have always talked about taking a windjammer cruise and we hit the jackpot with Island Windjammers. We had planned on 2 nights in Grenada before we boarded the Diamant, but because of weather delays ...

8 photos

Sail Date January 2018

Susan Watson Arbital

1 Review Written

A week in paradise

Sagitta

Caribbean - Western

A friend recommended it. I’d never been to these islands. I don’t like large cruise ships. An Island Windjammer cruise looked like a good idea. It was a GREAT idea. The ship: clean, comfortable, safe. ...

8 photos

Sail Date December 2017

milltown12

1 Review Written

1 Helpful Vote

Another amazing cruise

Vela

Caribbean - Western

After a very scenic drive from the airport, we arrived at Marigot Bay where Vela was anchored. We arrived a couple of days early in order to explore St. Lucia. Island Windjammers arranged a day tour of the island ...

1 photo

Sail Date October 2017

TucsonThom

1 Review Written

3 Helpful Votes

Where is Island Windjammers on your list? The Best of the Rest missing!!!

Vela

Caribbean - Western

I chose Island Windjammers because I wanted to FEEL the Caribbean and relive the experience of the old Barefoot cruises. I was not disappointed!! I sailed on the VELA, a true 3 masted sailing ship. The crew, the ...

Sail Date May 2017

jschumaker

1 Review Written

2 Helpful Votes

Our first Island Windjammer cruise was an exciting adventure

Sagitta

Caribbean - Western

We chose this cruise because it was a personable size schooner with the right amount of people. We liked the islands that were on the itinerary and looked forward to the snorkeling. We arrived 2 days before ...

Sail Date April 2017

AndrewSchoening

1 Review Written

1 Helpful Vote

We would do it again!

Sagitta

Caribbean - Western

I have been interested in a windjammer cruise for years and finally convinced my family. After looking at several options we chose Island Windjammers, and could not have enjoyed our trip more. I should say that the ...

Sail Date June 2015

daffydoc

1 Review Written

4 Helpful Votes

Casual relaxation with continual pampering!

Sagitta

Caribbean - Western

My husband and I traveled on Windjammer Barefoot cruises in the 1990's and 2000's, and loved the casual atmosphere, amazing Caribbean scenery, and the thrill of sailing on a tall ship. We've been watching Island ...

Sail Date October 2016

IslandDreamer2

1 Review Written

4 Helpful Votes

Best vacation yet!

Sagitta

Caribbean - Western

I am delighted to give high marks to the company Island Windjammer, it's ship the Sagitta and the crew! Booked this trip to celebrate my birthday and was not disappointed. The entire experience was amazing! The ...

3 photos

Sail Date February 2016

Mitch Brown

1 Review Written

6 Helpful Votes

Windjammer: Pirates Of The Carribean

Sagitta

Caribbean - Western

I have an extensive history of traveling to many countries around the world for over the past 40 years. I have taken a couple of cruises prior to this trip. Most notably I went to the Galapagos islands which was ...

Sail Date July 2015

Eddlange

1 Review Written

Sagitta - memories for a lifetime

Sagitta

Caribbean - Western

If you liked the old Barefoot Windjammer cruises, you'll love an Island Windjammer cruise. We got on the ship with 22 strangers and got off with 22 new good friends. You know you're going to have a good time when ...

Sail Date June 2014

deeter007

1 Review Written

A Wonderful Way to Spend a Vacation!

Diamant

Caribbean - Western

This was the first cruise that either my husband or I have ever been on. After booking the trip over 14 months in advance, we counted the days to our vacation through the cold and bleak Pennsylvania winter of ...

Sail Date June 2014

snoofrau

1 Review Written

Best Cruise Ever!

Diamant

Caribbean - Western

Island Windjammers is an awesome experience. We sailed once before with the now-defunct Barefoot cruise line so we thought we knew what to expect, but this was so much better. The S/V Diamant is absolutely pristine ...

Sail Date July 2011

small ship sailor

3 Reviews Written

Island Windjammers Diamant

Diamant

Caribbean - Western

We did a tall ship sailing cruise on Island Windjammers Diamant November 2010. It was a wonderful week of snorkeling, swimming and exploring the Grenadine islands. The ship has 6 air conditioned cabins with private ...

Sail Date January 2010

bradbed

1 Review Written

1 Helpful Vote

Outstanding Trip

Sagitta

Caribbean - Western

I travel with Island Windjammers on their Sagitta ship and had a wonderful trip. Our Capt Matt was incredible, the ops man Andrew took great care of us and the rest of the crew was tremendous. They looked after our ...

Sail Date December 2017

kaneluvmon

2 Reviews Written

6 Helpful Votes

Pure Bliss!

Diamant

Caribbean - Western

This was an amazing cruise! The food was great and the crew was superior. They ensured your comfort and happiness at all times. The destinations were so amazing, we were like the only tourists on these islands and ...

9 photos

Sail Date July 2016

jumprope

1 Review Written

1 Helpful Vote

Awesome trip, especially for our grandsons, ages 13, 14, 15 16, 17.

Sagitta

Caribbean - Western

This was perfect for our family. The grandsons were totally all about using the rope swing off the side of the ship, paddle boarding, snorkeling, kayaking, night time swimming with the underwater lights, visiting ...

Sail Date June 2018