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Fishing Charters
Let a captain do the driving while you do the fishing
$75-$680
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$70-$530
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$70-$685
Snorkeling
Get off the boat and into the water with offshore snorkeling trips
$85-$565
Kayaks
Who says you need a motor to have fun on the water?
$110-$250
Diving
Explore the ocean depths with trained boat operators
$155
AP
Auston
Charter 42' Whistle Wind Motor Yacht in Port of Spain, Trinidad and Tobago
From start to finish, our trip “down de islands” was absolutely amazing. Ronald is the perfect captain—professional, friendly, and full of local knowledge that made the whole experience even better. The boat was clean, comfortable, and well-equipped, and we always felt safe and well taken care of. Ronald took us to the best spots for swimming, liming, and taking in those breathtaking sunset views and a surprise visit from dolphins you can only get in beautiful Trinidad. His warm personality and easygoing vibe made the day feel like we were out with an old friend. If you’re looking for the perfect DDI experience whether it’s relaxation or adventure Ronald’s Charter is the one to book. Highly recommend and definitely planning to go again!
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.
MG
Maria
Charter 42' Whistle Wind Motor Yacht in Port of Spain, Trinidad and Tobago
Beautiful boat, great captain - we had an amazing time on Ronald's boat. It was the most perfect way to relax after carnival with friends. 4 hours wasn't nearly enough :) P.S. Booking process was quick and easy. Ronal responded right away and maintained quick and clear communication from booking to the time we arrived at the Yacht Club and Ronald met us at the gate.
ZP
Zachary
Charter 42' Whistle Wind Motor Yacht in Port of Spain, Trinidad and Tobago
My family & I had a wonderful time with Capt. Ronnie and his wonderful vessel, Whistle Wind. He is extremely knowledgeable and a pleasure to be around. My two boys felt right at home on the WW and my 89-year old father was taken care of appropriately the entire time. Would gladly rec’d Capt. Ronnie to anyone looking for an afternoon on the ocean.
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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