Our Hatteras 55’ Yacht offers you a unique experience to escape with friends and family, or to embark on an incredible boating adventure. Its spacious layout provides ample room to move about, lounge, or entertain.
"This was such a pleasant and enjoyable excursion. The crew and Captian Vaughn were very thoughtful in considering our preferences." — Joy,
Set sail with Negril Ocean Adventure Tours, a spacious 2025 Custom tour boat designed for unforgettable experiences along the stunning coastline of Negril.
Step aboard Stephanos Yacht Charters, a spacious 2002 Regal Commodore 4160 Cruiser based in stunning Montego Bay, designed for unforgettable days on the water.
"My 60th Birthday party was great on board the yacht with stephen..." — Jacqueline,
Set sail in style with Mainsqueeze Jamaica Boat Charters aboard the luxurious 2012 Wellcraft Coastal Walkaround, located in the heart of Montego Bay.
Enjoy a relaxing cruise along the beautiful Falmouth coastline with Irie Catch Adventures JA.
Step aboard Splash Time Water Sports & Tours, a spacious 1983 Knight Carver Movie Set motor yacht based in beautiful Ocho Rios, designed for unforgettable group experiences on the water.
Fredam – Private 42ft Luxury Yacht (Ocho Rios) Experience Jamaica from your own private luxury yacht — perfect for birthdays, girls trips, couples, and unforgettable celebrations on the Caribbean Sea.
"Sade and her crew were friendly, fun, and took great care of us from pick up to drop off." — Melissa,
Island Dog – Lady Verr is a luxurious 2008 Leopard 47 Power Catamaran based in beautiful Ocho Rios, Jamaica.
"I rented Lady Verr for my sister and her husband's 10th anniversary." — Racquel,
Experience the beauty of Jamaica's coastline aboard Sea Vibes, a stylish 2014 Sea Ray Sundancer motor yacht departing from Montego Bay.
Experience the island from the water with Jamaica boating charters, where emerald hills frame turquoise seas and every bay feels like an invitation. This Caribbean favorite is renowned for warm, clear waters, steady breezes, and a relaxed rhythm that turns any cruise into a celebration of sun and sea.
Set your course along dramatic headlands and palm-lined shores, stopping to snorkel over colorful reefs or swim in sheltered coves. Jamaica boating charters can glide between lively hubs like Montego Bay and Negril or trace the greener, quieter coastline near Port Antonio and Ocho Rios, revealing hidden beaches, blue-water drop-offs, and postcard-perfect anchorages.
On board, choose your pace: unhurried coastal sails, reef-to-reef snorkeling circuits, or offshore runs with panoramic island views. Sunset outings are a favorite, pairing fiery skies with calm evening seas, while daytime excursions highlight vibrant marine life and inviting swim spots ideal for families and groups.
From nimble powerboats and spacious catamarans to private yachts, local crews bring deep knowledge of conditions, moorings, and the best spots to hop in the water. With year-round tropical weather and a welcoming maritime culture, Jamaica boating charters make it easy to plan memorable tours and rentals that showcase the island's natural beauty from the best vantage point—your own deck.
