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Sailboats
Set sail with these traditional wind-powered boats
$180-$245
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$180-$245
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$205
Snorkeling
Get off the boat and into the water with offshore snorkeling trips
$205
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gemma
44ft Sailing Catamaran Charter in Bridgetown, Saint Michael
We had the most amazing day with Kirk and Caroline. They were so accommodating and friendly, went above and beyond to make sure we had the best trip and were great with the kids! Thank you so much for the best day, we will be back for sure!!
AG
ANDREEA
The 30ft in Cruises at Barbados
Great trip!!! ⭐️⭐️⭐️⭐️⭐️ The crew was wonderful and made the day so much fun. The snorkeling with turtles was so beautiful. The food was delicious, and the unlimited rum punch was the perfect touch. Highly recommend this tour!
SJ
Stephanie
Private Catamaran Charter - Be Happy 40ft - Discover the beautiful St Maarten
Great day with 10 ladies for my 40th bday! We had a whole day planned out and ended up enjoying the first stop so much we stayed there the entire time. Tom and Aga were fantastic! Aga's margaritas and snacks were very much appreciated by everyone.
TB
Trejon
Lagoon 450 Sailing Catamaran Charter in Collectivité de Saint-Martin
This boat ride was part of my 35th Birthday Celebration with my girls in St. Marteen. We were a group of 10 with more than enough space. We took over the music via bluetooth and enjoyed ourselves. The staff was nice and friendly. The boat was clean. The snacks/breakfast and drinks were great. Thank y'all so much for a great experience!
SB
Shirley
44ft Sailing Catamaran Charter in Bridgetown, Saint Michael
Kirk and Caroline are absolutely wonderful people to go sailing with. Our party was us (grandparents), our daughter and son-in-law and their two boys aged 4 and 2. I hired a private catamaran to repeat an experience I had had some years ago when I was in Barbados for my job. I wanted my family to swim with the turtles and over ship wrecks. I didn’t want to be getting in the water as part of a huge group as this detracts from the experience. Communication was fast and extremely friendly throughout. Everything was made easy for us. Kirk and Caroline are super warm and friendly people. They made a huge effort to ensure we saw everything and had a fun experience. They were great with the children. Both the boys, to our surprise, went in the sea. Caroline was always there to assist with getting them in and out of the water, she offered to look after them when they got out and ensured they had lovely cold drinks! The boat is immaculate. There are fun places to sit in the sun or shade. All of the equipment was provided and again was immaculate. We had a wonderful time with them. Everyone was on a real high when we got back. I cannot recommend Kirk and Caroline highly enough. It was a truly memorable time.

Michelle
44ft Sailing Catamaran Charter in Bridgetown, Saint Michael
Kirk and his wife made the adventure wonderful. Loved seeing the sea turtles and shipwrecks. I was not feeling well with rare rougher waters in the bay and their kindness meant the world to me. I loved learning about the area and them. I would HIGHLY recommend booking them over getting on a boat that’s crammed with other people, so much more enjoyable.
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!

November 28, 2022
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December 18, 2019
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October 09, 2023
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August 24, 2023
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June 07, 2023
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December 30, 2019
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