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Fishing Charters
Let a captain do the driving while you do the fishing
$75-$675
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
$75-$680
Kayaks
Who says you need a motor to have fun on the water?
$110-$250
Snorkeling
Get off the boat and into the water with offshore snorkeling trips
$85-$565
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!
AG
Andre
46' Bertram in Port of Spain, Trinidad
This was a fantastic day on the water with a full 15 members in the group. The size of the boat was adequate for all of us, but I'd recommend a smaller group for a more intimate adventure. Depending on the direction of travel it can be pretty hot on the lower deck since the air flow is not through that region.
DC
Desiree
46' Bertram in Port of Spain, Trinidad
Justin and his coworker was very awesome. Accommodating and helped with everything. The yatch was very clean and spacious for a big crowd. I would recommend Justin yatch for any ride in Port of Spain. The ride was nice and smooth. The boat is huge and just had a great time. Thank you Justin and coworker
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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