Your visit to the Cayman Islands deserves a day on the water with Jackson Watersports—where local experience meets world-class fishing. Whether you're here for the first time or you’ve cast a few lines before, this crew is ready to guide you through an unforgettable fishing trip in one of the Caribbean’s most productive regions. Captain Lamar has spent over 20 years fishing these waters and has the tournament wins to prove his expertise. He’s known for bringing in big Tuna, heavy Mahi Mahi, and record-setting numbers of fish in a single trip. His calm and professional approach creates an enjoyable environment for guests of all ages and skill levels. Families, solo travelers, and groups will all feel right at home on board. Your boat for the day is a 28’ center console, powered by twin 200 HP Yamaha engines. Built for comfort and performance, the boat seats up to 10 passengers, with space for 6 anglers to fish at once. Amenities include a private toilet, refrigerator, and the latest in navigation and safety gear—so you can focus on your lines and the fish below. The vessel is well-suited for both nearshore and offshore action, depending on what you’re hoping to target. And speaking of targets—your options are wide open. Depending on conditions and season, you could be fishing for Mahi Mahi, Tuna, Marlin, Barracuda, Grouper, Snapper, Wahoo, or Swordfish. The crew is happy to adjust techniques to your experience level and goals, whether you're after action-packed trolling or reef bottom fishing. You can also try bowfishing—a unique and exciting method that's available on select trips. For safety, only one person can bowfish at a time, and all equipment is included.All trips come with bait, gear, licenses, and fish cleaning. Your catch will be cleaned and bagged for you, ready for a delicious meal later. Ice and a cooler are also on board, so feel free to bring your favorite drinks or snacks. Trips depart from the Cayman Islands Yacht Club on Yacht Drive. If you're staying near the eastern side of the island, arrangements can be made for pickup at Kaibo Yacht Club—just mention your location when booking. Whether you're planning a half-day reef trip or a full day chasing game fish offshore, Jackson Watersports is ready to deliver a day filled with bent rods, great memories, and local expertise. Reserve your spot and find out why many call this the best private fishing charter in Grand Cayman.

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Two yellowfin tuna and wahoo fish caught in West Bay

Angler holding an Atlantic Bonito fish in West Bay

Two great barracuda, 30-inch fish, fishing in West Bay

Three big fish caught by two people in West Bay

3 big fish caught while fishing in West Bay

Two great barracuda, a large fishing catch in West Bay

5 big fish caught during fishing trip in West Bay

Experience Grand Cayman’s top fishing action with Captain Lamar and Jackson Watersports—where local knowledge meets world-class catches! Book your Cayman Islands fishing charter today and make memories on the water!

Jackson Watersports is a trusted name in Cayman Islands fishing charters, led by Captain Lamar Jackson-Hydes, who brings over 20 years of hands-on experience in local waters. Based out of Grand Cayman, the company offers a wide range of trips tailored to anglers of all levels—from relaxed nearshore reef fishing for Snapper and Grouper to action-packed offshore hunts for Mahi Mahi, Yellowfin Tuna, Wahoo, and Blue Marlin. With a deep understanding of seasonal movements and prime fishing grounds, Captain Lamar ensures every trip is both productive and memorable. The 28’ center console boat is designed for comfort and efficiency, featuring twin Yamaha engines, a private toilet, and top-tier navigation and safety gear. Whether you're after a half-day reef trip with the family or a full-day offshore challenge, Jackson Watersports provides all the necessary equipment, local knowledge, and guidance to make your experience smooth and successful. Guests can expect personalized service, expert fishing techniques, and unforgettable moments on the waters of Grand Cayman.

Captain Lamar Jackson-Hydes is the trusted guide behind Jackson Watersports, one of the most recognized names in Cayman Islands fishing charters. A Caymanian native with over 20 years of professional fishing experience, Captain Lamar is known for his calm leadership, focus on safety, and exceptional ability to put guests on the fish. Whether guiding first-timers or seasoned anglers, he makes every trip enjoyable, informative, and productive. His friendly, laid-back style is paired with a sharp instinct for tracking fish in both inshore and offshore waters, earning him a loyal following among locals and travelers alike. The business began as a small operation run by Captain Lamar himself, fueled by a lifelong passion for fishing the waters around Grand Cayman. Over time, Jackson Watersports has grown into a premier provider of deep sea and reef fishing charters, serving everyone from family vacationers to competitive anglers. With countless returning customers and a reputation for professionalism, Captain Lamar continues to guide with heart and precision. His crew reflects the same passion and hospitality, ensuring every guest is treated like family and every trip feels personal. Captain Lamar has earned recognition in local tournaments for landing some of the heaviest Yellowfin Tuna and Mahi Mahi in Cayman waters. He holds records for most fish caught on a single trip and is known in the community for his dedication to responsible fishing practices. His experience covers a wide range of techniques including trolling, jigging, bottom fishing, and bowfishing—making him one of the most versatile guides in the region. Whether you’re booking a family-friendly fishing charter or a full-day deep sea trip, Captain Lamar brings local insight and professional-level results to every outing. Jackson Watersports operates a 28-foot center console built for speed, comfort, and fishability. The boat seats up to 10 guests, with space for 6 anglers to fish comfortably at one time. Powered by dual 200 HP Yamaha engines, it reaches speeds up to 55 mph—ideal for getting to reef and offshore spots fast. Onboard, guests will find GPS, fish finder, downriggers, and safety gear, along with a private toilet (head), live well, cooler, and shaded seating. The setup is family-friendly, clean, and fully equipped for both novice and advanced anglers. Whether you're staying near Seven Mile Beach or Kaibo, this boat—and Captain Lamar—are ready to deliver the best private fishing charter in Grand Cayman.

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Looking for the best private deep sea fishing in Grand Cayman? Jackson Watersports delivers unforgettable offshore experiences for anglers of all skill levels. Whether you're visiting with family, friends, or a small group, our private charters give you full access to some of the Caribbean’s most productive blue water, just minutes from shore. Our 28’ center console is custom-rigged for deep sea action—powered by twin 200 HP Yamaha engines and fully outfitted with GPS, fish finder, downriggers, and safety equipment. It comfortably accommodates up to 10 guests, with space for 6 anglers to fish at once. Amenities like a private toilet, cooler with ice, and shaded seating ensure a smooth, comfortable ride as you head offshore. Target pelagic species like Yellowfin Tuna, Mahi Mahi, Wahoo, Blue Marlin, and even Swordfish depending on the season. Captain Lamar Jackson-Hydes brings over 20 years of local experience, using techniques like trolling and deep dropping to put you on the fish fast. Whether you're after a trophy catch or fresh fillets for dinner, your private charter is tailored to your goals. Trip availability includes 4, 6, and 8-hour private charters, departing from the Cayman Islands Yacht Club. Pickup from Kaibo Yacht Club is available upon request. All trips include fishing gear, bait, licenses, and fish cleaning.Book your private deep sea fishing trip in Grand Cayman now with Jackson Watersports and enjoy expert guidance, a well-equipped vessel, and full control of your day on the water! Call (345) 547-3152 or Email jackson.watersports@gmail.com to reserve your trip. Let’s go fishing—Cayman style!

Private deep sea fishing in Grand Cayman with expert Captain Lamar. Catch Tuna, Marlin & more on a custom 28' center console. All-inclusive charters.

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Book private deep sea fishing in Grand Cayman with Jackson Watersports. Catch Tuna, Marlin and more with expert Captain Lamar Jackson-Hydes.

Private Deep Sea Fishing Grand Cayman | Jackson Watersports

Private Deep Sea Fishing Charters in Grand Cayman

<h3>Common Questions:</h3><h3> </h3>What types of fishing trips does Jackson Watersports offer in Grand Cayman?Jackson Watersports offers reef and deep sea fishing trips ranging from 4 to 8 hours. Whether you want to target Snapper and Grouper nearshore or chase Tuna, Marlin, and Wahoo offshore, Captain Lamar Jackson-Hydes has you covered. What’s the best time of year to fish in Grand Cayman?Grand Cayman offers great fishing year-round, but peak months for Yellowfin Tuna and Marlin are typically April through August. Snapper and Grouper can be caught nearshore any time of year with Jackson Watersports. What fish can I catch on a half-day fishing charter in Grand Cayman?On a half-day charter with Captain Lamar, guests usually target reef species like Snapper, Grouper, and Barracuda. Nearshore waters are calm and productive, ideal for a shorter trip. Do I need a fishing license in Grand Cayman?No license is required for guests. Jackson Watersports handles all permits, so all you have to do is show up and fish. Can beginners go fishing with Jackson Watersports?Absolutely. Captain Lamar tailors each trip to your experience level, offering guidance for first-timers and children to ensure a safe and enjoyable fishing experience. How far offshore do you go on a deep sea trip?Jackson Watersports typically fishes up to 12 miles offshore. These waters drop off quickly and are ideal for targeting species like Mahi Mahi, Wahoo, and Tuna. Is catch cleaning included in the trip?Yes, catch cleaning is included on all Jackson Watersports trips. You’ll leave with fresh, cleaned fish ready to cook or take to a local restaurant. How many guests can fish at once?The 28’ center console accommodates up to 10 guests, with room for 6 to fish at a time. It’s perfect for families, small groups, or private charters. Can I bring food and drinks on the boat?Yes, you’re welcome to bring your own snacks and meals. Drinks are provided on most trips, but feel free to pack extras. How do I book a trip with Captain Lamar?You can book directly through Jackson Watersports online or call ahead to discuss custom requests, pickup options, or preferred fishing targets.