Whistle Wind Charters 

 TTYC Western Main Road, TTYC, Trinidad and Tobago

Whistle Wind Charters 

TTYC, Trinidad and Tobago
42 feet
20

Whistle Wind Charters is a spacious and elegant 1990 Hershine 42 Sundeck Cruiser departing from Diego Martin, perfect for unforgettable days on the water with family and friends. With room for up to 20 guests, this yacht is ideal for celebrations, island hopping, corporate outings, or relaxed coastal cruises.

Powered by twin 350 HP CAT diesel inboard engines, she cruises comfortably at up to 14 knots, delivering a smooth and stable ride. Onboard comfort is a priority, with air conditioning, a full kitchen, refrigerator, ice box, and premium audio system with inside and outside speakers to set the perfect vibe.

Enjoy multiple lounging areas, including a bow sundeck, aft sundeck, flybridge, bimini shade, and a convenient bathing platform for easy swimming access. Whether you’re sunbathing, dining, or enjoying sunset views, there’s space for everyone to unwind.

Your experienced captain, Ronald Jackson, specializes in boat tours and island hopping, ensuring a seamless, safe, and personalized experience tailored to your group.

Enhance your charter with optional drinks, lunch, or snacks. Alcohol, children, swimming, and even special occasions are all welcome onboard.

Fully equipped with GPS, chart plotter, VHF radio, life jackets, and more, Whistle Wind offers both comfort and peace of mind.

Reserve your date today and turn your time on the water into lasting memories.

Whistle Wind Charters is a spacious and elegant 1990 Hershine 42 Sundeck Cruiser departing from Diego Martin, perfect for unforgettable days on the water with family and friends. With room for up to 20 guests, this yacht is ideal for celebrations, island hopping, corporate outings, or relaxed coastal cruises.

Powered by twin 350 HP CAT diesel inboard engines, she cruises comfortably at up to 14 knots, delivering a smooth and stable ride. Onboard comfort is a priority, with air conditioning, a full kitchen, refrigerator, ice box, and premium audio system with inside and outside speakers to set the perfect vibe.

Enjoy multiple lounging areas, including a bow sundeck, aft sundeck, flybridge, bimini shade, and a convenient bathing platform for easy swimming access. Whether you’re sunbathing, dining, or enjoying sunset views, there’s space for everyone to unwind.

Your experienced captain, Ronald Jackson, specializes in boat tours and island hopping, ensuring a seamless, safe, and personalized experience tailored to your group.

Enhance your charter with optional drinks, lunch, or snacks. Alcohol, children, swimming, and even special occasions are all welcome onboard.

Fully equipped with GPS, chart plotter, VHF radio, life jackets, and more, Whistle Wind offers both comfort and peace of mind.

Reserve your date today and turn your time on the water into lasting memories.

Ronald Jackson
Captain
Ronald Jackson
responds within an hour

Trip availability and prices

Trip Date:
Group Size:
Select date to see availability
September 2026
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Number of days
1
Group Size
2 adults • 0 children
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6 Hr – Turtle or Scotland Bay Tour
FREE Cancellation 3 days notice
6 hour trip starts at 12:00 PM
US $750
Private tour: up to 15 people
There are 2 people looking at this charter.

Customer reviews

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FAQs about Whistle Wind Charters

Whistle Wind Charters offers the following trip to customers:
  • US $750 per group, additional US $50 per person after 15 guests - 6 Hr – Turtle or Scotland Bay Tour (6 hours)
When you book a trip with Whistle Wind Charters, you can expect the following amenities onboard:
  • GPS
  • VHF Radio
  • Chart Plotter
  • Depth Finder
  • Autopilot
  • Anchor
  • Wheel Steering
  • Life Jackets
  • Flybridge
  • Bimini
  • Kitchen
  • Shower
  • Teak Deck
  • Bow Sundeck
  • Aft Sundeck
  • Bathing Platform
  • Air Conditioning
  • Audio System
  • Inside Speakers
  • Outside Speakers
  • Refrigerator
  • Ice Box
  • Galley Stove and Oven
Trips booked with Whistle Wind Charters include:
  • Snacks
  • Drinks
  • Lunch
Whistle Wind Charters offers the following activities:
  • Boat & Yacht Tours
  • Island Hopping

Your operator

Ronald Jackson
Ronald Jackson
Ronald Jackson

TTYC, Trinidad and Tobago

Member since November 2025

Captain Ronald Jackson, based in Diego Martin, expertly navigates the Hershine 42 Sundeck, offering unforgettable boat tours and island-hopping adventures. With a passion for the sea and local culture, he ensures every trip is safe, fun, and full of scenic beauty. Perfect for those seeking a memorable maritime experience in the Caribbean.

Member since November 2025

Captain Ronald Jackson, based in Diego Martin, expertly navigates the Hershine 42 Sundeck, offering unforgettable boat tours and island-hopping adventures. With a passion for the sea and local culture, he ensures every trip is safe, fun, and full of scenic beauty. Perfect for those seeking a memorable maritime experience in the Caribbean.

What the boat is like

Boat category
Yachts
Boat type
Cruiser
Boat manufacturer
Hershine
Boat Model
42 Sundeck
Year built
1990
Boat length
42 ft
Capacity
20 persons
Engine model
CAT
Max crusing speed
14 knots
Powered by
2 x 350HP
Engine Type
Inboard
Fuel Type
Diesel
Number of cabins
3 cabins
Number of berths
6 berths
Number of heads
2 heads
Number of full baths
2 full baths
Number of toilets
2 toilets
Boat category
Yachts
Boat type
Cruiser
Boat manufacturer
Hershine
Boat Model
42 Sundeck
Year built
1990
Boat length
42 ft
Capacity
20 persons

Which kind of activities are offered

Boat & Yacht Tours
Island Hopping
Monos Island to west of Port of Spain.

Which amenities are available onboard

GPS
VHF Radio
Chart Plotter
Depth Finder
Autopilot
Anchor
Wheel Steering
Life Jackets
Flybridge
Bimini
Kitchen
Shower
Teak Deck
Bow Sundeck
Aft Sundeck
Bathing Platform
Air Conditioning
Audio System
Inside Speakers
Outside Speakers
Refrigerator
Ice Box
Galley Stove and Oven

What's included in the trip price

Snacks
On request only for an additional cost.
Drinks
On request only for an additional cost.
Lunch
On request only for an additional cost.

What’s allowed on the boat

Child Friendly
Smoking
Alcohol
Glass Bottles
Swimming
Red Wine

What additional terms you should be aware of

Security deposit of US $400 per tour is required

A refundable deposit of US $400 per tour is required at boat pick-up and will be returned to you when the boat is returned without damage. Security deposit is to be paid directly to the charter operator.


Fuel is included

Fuel is included in the price of the rental.

How cancellations work

Free cancellation up to 3 days prior to trip

You can cancel or modify your booking up to 3 days before the trip date, free of charge. If you cancel or modify your booking later, or fail to show up, you'll forfeit 100% of what you've paid.

More details

How you can pay

Reserve with a 10% booking deposit, pay the captain the rest

When the captain confirms your trip, BoatBooker charges your credit card a 10% booking deposit to guarantee your reservation.

The remaining balance is to be paid directly to the charter operator on or prior to your trip date in one of the following payment methods:

 Bank transfer