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Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$65-$600
Snorkeling
Get off the boat and into the water with offshore snorkeling trips
$65-$600
Fishing Charters
Let a captain do the driving while you do the fishing
$255-$700
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$600-$700
Kayaks
Who says you need a motor to have fun on the water?
$255
BS
Bryan
44ft Sailing Catamaran Charter in Bridgetown, Saint Michael
Don’t go anywhere else for your dream boat trip in Barbados. Kirk and Caroline are the best and their boat is awesome.
MW
Mega
Charter Beneteau Oceanis 440 in Saint Lucia private sailing cruise
Great boat! Our skipper, Bobby, was so friendly and knowledgeable. We enjoyed our day and wouldn’t hesitate to recommend Alessandro.
SD
Steve
Charter 45ft Cruising Catamaran In Christchurch, Barbados
Great trip on the Stellato with Captain Graham and Shawn. Really enjoyed snorkeling, Dinka and dinner on the sunset cruise.
JL
Jill
Charter 42' Whistle Wind Motor Yacht in Port of Spain, Trinidad and Tobago
We had a wonderful time with Ronald. He was helpful, friendly and really made us feel comfortable. He saw we had a lot of food / snacks and got us a trolley and helped us load up the boat! He provided some cool history about going down the islands, and pointed out cool things along the way. We felt safe and he really made us feel like family! You can't go wrong with booking him for a wonderful day out on the seas.
Alexandra
Charter 42' Whistle Wind Motor Yacht in Port of Spain, Trinidad and Tobago
We had an amazing day with Ronnie! He’s a great captain, welcoming host and his yacht is wonderful. Communication and scheduling with Ronnie was a breeze as well. We had a perfect day exploring Trinidad. If his yacht is available, do no hesitate to book!!!
Ma Estela
Charter 42' Whistle Wind Motor Yacht in Port of Spain, Trinidad and Tobago
7 of my best girlfriends and I celebrated my bachelorette in Trinidad. We had the honor of having Ronald as our beloved captain! He ensured we had an amazing time, and had a lime out by Mona’s Island. Our bachelorette trip would have not been complete without Ronald & the Whistling Wind.
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 03, 2022
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December 11, 2019
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August 24, 2023
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April 10, 2020
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December 30, 2019
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