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Sailboats
Set sail with these traditional wind-powered boats
$60-$1,405
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$85-$1,445
Kayaks
Who says you need a motor to have fun on the water?
$20-$140
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$255
MW
Marla
Charter Formula III Open 32 in St Maarten
We actually toured with Jae- he was fantastic- and patient! We showed up to the wrong meeting spot but the team was very flexible. This was by far the best excursion day of our cruise. Jae was funny, kind, informative and knew a bunch of great local spots to take us. Thanks to this group- our cruise has been unforgettable.
AE
Adrian
Luxury Afloat In Antigua Onboard Jeanneau Sun Odyssey 519 Sailboat
What a special time! The crew of Joshua and Kieran were fantastic company. We did all the things we wanted and could fit in. Learnt a bit of sailing, went swimming, saw turtles. Had lunch at a lovely local place near Falkirk Bay and returned seeing a magical sunset. An experience we will never forget.
DP
David
Full Day Private Soufriere Charter
Wonderful trip. Cornel was a great guide and got us the best spots for snorkeling. His knowledge of the area is excellent and he recommended a delicious restaurant for lunch. Fantastic trip all around!
MH
Maryana
33ft Luxe Speedboat – Snorkeling, Sunset & Island Tours St Lucia
our group of 11 enjoyed exploring St.Kitts from the see. Communication with Captain Thompson was easy and reliable. We appreciate generous time provided at the Sugar beach and flexible itinerary. Rum punch was a nice touch at the end. Many thanks for this memorable experience!

James
Luxury Afloat In Antigua Onboard Jeanneau Sun Odyssey 519 Sailboat
Skipper Joshua and crew Kieran were absolutely great. We had a breezy day (26 knots occasionally) with plenty of white caps. They didn't push anything too far, so everyone remained comfortable. The boat was clean and in good condition electric winches made life easier and all the ropes and sheets look liked they had been used, which isn't always the case out here. We discovered some magical beaches - it was one of the main highlights of our visit to Antigua. Thanks again guys!
JK
Joanna
44ft Sailing Catamaran Charter in Bridgetown, Saint Michael
If you are thinking about booking a trip with Kirk & Caroline DO IT, you won’t be disappointed. Communication was very easy. We went snorkeling and then set sail. Very accommodating and was the highlight of our cruise.
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!

August 01, 2023
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October 09, 2023
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November 28, 2022
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May 20, 2021
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December 30, 2019
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December 26, 2019
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