Freestyle Sailing Experience
Set sail with Chokey Taylor, renowned Jamaican songwriter and musician, aboard his 51’ sailing yacht Freestyle for an unforgettable adventure in Montego Bay Marine Park. Explore 17 miles of lush coastline and vibrant marine life on your private sail and snorkel tour, sunset cruise, or special celebration. Whether it’s a birthday, anniversary, bachelor's or bachelorette party, or even a wedding and reception, Freestyle is the perfect venue.
Your tour includes a stop at a stunning snorkeling spot where you can swim and snorkel with provided gear under the watchful care of our certified Jamaican lifeguards and rescue divers. Onboard, enjoy an authentic Jamaican bar stocked with Red Stripe beer, rum, gin, vodka drinks, rum punch, fruit punch, juices, sodas, and water. Indulge in local snacks like sweet bread and cheese, Jamaican jam on crackers, banana chips, Solomon Gundy, Jamaican cookies, and rum cake. Additional premium drinks and food can be arranged with advance notice.
Relax or dance to the rhythms of Jamaican music on 1500 sq. ft. of deck space. Upon request, your tour can include stops at Margaritaville or Doctor’s Cave Beach. Freestyle is fully equipped with essential safety gear, life jackets, a depth finder, VHF radio, and wheel steering.
Bring your towel, sunglasses, and sunscreen, and get ready for the adventure of a lifetime. Flexible departure times available – contact us to customize your perfect day on the water. Book now to experience true Jamaican vibes under sail!
Set sail with Chokey Taylor, renowned Jamaican songwriter and musician, aboard his 51’ sailing yacht Freestyle for an unforgettable adventure in Montego Bay Marine Park. Explore 17 miles of lush coastline and vibrant marine life on your private sail and snorkel tour, sunset cruise, or special celebration. Whether it’s a birthday, anniversary, bachelor's or bachelorette party, or even a wedding and reception, Freestyle is the perfect venue.
Your tour includes a stop at a stunning snorkeling spot where you can swim and snorkel with provided gear under the watchful care of our certified Jamaican lifeguards and rescue divers. Onboard, enjoy an authentic Jamaican bar stocked with Red Stripe beer, rum, gin, vodka drinks, rum punch, fruit punch, juices, sodas, and water. Indulge in local snacks like sweet bread and cheese, Jamaican jam on crackers, banana chips, Solomon Gundy, Jamaican cookies, and rum cake. Additional premium drinks and food can be arranged with advance notice.
Relax or dance to the rhythms of Jamaican music on 1500 sq. ft. of deck space. Upon request, your tour can include stops at Margaritaville or Doctor’s Cave Beach. Freestyle is fully equipped with essential safety gear, life jackets, a depth finder, VHF radio, and wheel steering.
Bring your towel, sunglasses, and sunscreen, and get ready for the adventure of a lifetime. Flexible departure times available – contact us to customize your perfect day on the water. Book now to experience true Jamaican vibes under sail!

| Su | Mo | Tu | We | Th | Fr | Sa | |
|---|---|---|---|---|---|---|---|
Sailed around in circles in the bay a hundred yards off the beach. Snorkeling was mediocre and literally same spot as ScubaCaribe, preplanned light tackle fishing as part of the experience, it was one hand line and little concern if there were any fish in the area. Kids had fun jumping off the boat. Drinks/snacks were available. I get it’s a touristy thing and it’s probably redundant doing it over and over again but don’t expect anything more if you barely provide the service.
Capt. Chokey Taylor leads the Freestyle Sailing Experience aboard the stunning 51' sailing yacht Freestyle in Montego Bay. With a passion for the sea and years of expertise, he offers unforgettable catamaran and sailing tours, snorkeling adventures, and breathtaking sunset cruises. Join Capt. Chokey for a true taste of Jamaica's beauty and warm hospitality on the water.
Capt. Chokey Taylor leads the Freestyle Sailing Experience aboard the stunning 51' sailing yacht Freestyle in Montego Bay. With a passion for the sea and years of expertise, he offers unforgettable catamaran and sailing tours, snorkeling adventures, and breathtaking sunset cruises. Join Capt. Chokey for a true taste of Jamaica's beauty and warm hospitality on the water.
Security deposit is not required
A refundable deposit is not required by the charter operator.
Fuel is included
Fuel is included in the price of the rental.
Free cancellation up to 30 days prior to trip
You can cancel or modify your booking up to 30 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 15% booking deposit, pay the captain the rest
When the captain confirms your trip, BoatBooker charges your credit card a 15% 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:
Cash
Visa
Mastercard
American Express
PayPal
Bank transfer
