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Trinidad and Tobago Boat Rentals - 2026

Page 1 of 19 listings

Charter 42' Whistle Wind Motor Yacht in Port of Spain, Trinidad and Tobago
Events in Trinidad and Tobago · 20 guests

Charter 42' Whistle Wind Motor Yacht in Port of Spain, Trinidad and Tobago

5.0
$910/day
46' Sea Ray Sedan Bridge Yacht for Trips along the North West Coast
Events in Trinidad and Tobago · 15 guests

46' Sea Ray Sedan Bridge Yacht for Trips along the North West Coast

New
$135/hour
Boat Tours & Fishing Charters on a 28ft Pirogue Boat in Buccoo, Tobago
Powerboats in Trinidad and Tobago · 10 guests

Boat Tours & Fishing Charters on a 28ft Pirogue Boat in Buccoo, Tobago

New
$600/day
Bowen 20' for Charter along the North West Coast
Powerboats in Trinidad and Tobago · 6 guests

Bowen 20' for Charter along the North West Coast

New
$65/hour
Glass Bottom Tour Boat & BBQ in Western Tobago
Events in Trinidad and Tobago · 30 guests

Glass Bottom Tour Boat & BBQ in Western Tobago

New
$80/day
Deep Sea Fishing Boat Charter  in Western Tobago
Fishing in Trinidad and Tobago · 4 guests

Deep Sea Fishing Boat Charter in Western Tobago

New
$700/day
Exciting Snorkeling and Fishing Trip in Buccoo, Trinidad and Tobago for 8 person!
Tours in Trinidad and Tobago · 8 guests

Exciting Snorkeling and Fishing Trip in Buccoo, Trinidad and Tobago for 8 person!

New
$600/hour
Speedboat Charter and Snorkeling in Western Tobago
Tours in Trinidad and Tobago · 4 guests

Speedboat Charter and Snorkeling in Western Tobago

New
$65/hour
Finesse Bertram Yacht Charters along the North West Coast
Events in Trinidad and Tobago · 15 guests

Finesse Bertram Yacht Charters along the North West Coast

New
$110/hour

Trinidad and Tobago Reviews

  1. 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!

  2. 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.

  3. Alexandra

    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!!!

  4. Ma Estela

    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.

  5. 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.

  6. 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.