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Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$15-$250
Sailboats
Set sail with these traditional wind-powered boats
$15-$1,210
Fishing Charters
Let a captain do the driving while you do the fishing
$15-$1,945
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$15-$2,105
Kayaks
Who says you need a motor to have fun on the water?
$15-$670
Snorkeling
Get off the boat and into the water with offshore snorkeling trips
$10-$140
Diving
Explore the ocean depths with trained boat operators
$60-$160
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$45-$95
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$15-$420
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$250
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.
SB
Stephen
46' Bertram in Port of Spain, Trinidad
Justin and his crew were great! Everything was as advertised and the boat experience was great! I would highly recommend to anyone wanting to have a good time on the ocean.
Cesar
Charter 45ft Cruising Catamaran In Christchurch, Barbados
Captain Graham and his crew were awesome! Very responsive and was very prepared for a full day of fun. I would highly recommend him and the crew!
Jasmine
46' Bertram in Port of Spain, Trinidad
Justin and Even were great captain & first mates they made us comfortable and we had a great trip. Would definitely recommend
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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