Whistle Wind Charters
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.

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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.
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.
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.
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.
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