Next AvailableJun 13
Book with Kester Herbert
Grand Slam Fishing Charters Tobago
Identity Verified Pigeon Point Beach Pigeon Point Beach
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Kester Herbert, Captain at Grand Slam Fishing Charters Tobago
Identity VerifiedCaptain Kester Herbert of Grand Slam Fishing Charters in Tobago brings decades of deep-sea and inshore fishing experience in the waters of Trinidad and Tobago. Growing up with a passion for fishing that kept him by the shorelines since childhood, Captain Kester now dedicates his expertise to helping anglers experience memorable adventures on the water. His goal is simple: ensure every guest has a fantastic day on the water, whether they’re chasing the famed Grand Slam or just enjoying a day out fishing.
The inshore Grand Slam offers anglers a thrilling opportunity to test their skills by targeting four prized species: Snook, Tarpon, Permit, and Bonefish, with a chance to catch a Jack Crevalle or two. Captain Kester’s custom 23’ flats boat, equipped with a 130 HP Yamaha engine and a fishfinder, ensures quick access to the fishing grounds and plenty of space for up to three guests to fish comfortably. High-quality Penn and Shimano gear are provided, though guests are welcome to bring their own lucky rods.
For those interested in an offshore fishing adventure, Captain Kester’s 37’ Bertram boat, the Bounty Hunter, takes deep-sea fishing to the next level. With twin 450 HP Detroit engines, the Bounty Hunter is built for comfort and performance, allowing guests to reach prime fishing spots quickly. Up to eight anglers can come aboard, making it perfect for groups and families. Onboard amenities include air conditioning, a restroom, a kitchen, and even a shower, making long fishing days relaxing and enjoyable.
While targeting species such as Black, White, and Striped Marlin, Sailfish, Wahoo, and Jack Crevalle, guests can rely on the fighting chair and flybridge to help reel in trophy catches. With top-notch equipment, a well-appointed vessel, and the expertise of Captain Kester, Grand Slam Fishing Charters in Tobago offers unforgettable fishing trips across both inshore and offshore waters.
Don’t miss out on your chance to experience the thrill of a lifetime with Grand Slam Fishing Charters Tobago! Whether you’re ready to tackle the inshore Grand Slam challenge or venture offshore to reel in powerful game fish, Captain Kester Herbert is here to make it an unforgettable adventure. Secure your spot on board today and get ready to hook into world-class fishing, breathtaking waters, and memories that’ll keep you coming back. Reel in your reservation now – the fish are waiting, and so is your next big story!
Upcoming Availability
Fishing Techniques
What's Included
Keep your Catch
This guide offers trips that you are able to take home your catch.
Good to Knows
Your Guide has some important details about your trip with them.
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License
Read about the licensing details that is / is not covered in the below trips.
Nature / Wildlife Views
This guide offers trips with nature and wildlife views.
Cancellation Policy
When you book your fishing trip, you will need to first put down a deposit to hold the reservation.
Show More
What's Included
Keep your Catch
This guide offers trips that you are able to take home your catch.
Good to Knows
Your Guide has some important details about your trip with them.
Show More
License
Read about the licensing details that is / is not covered in the below trips.
Nature / Wildlife Views
This guide offers trips with nature and wildlife views.
Cancellation Policy
When you book your fishing trip, you will need to first put down a deposit to hold the reservation.
Show More
Trips Available with Grand Slam Fishing Charters Tobago
Fishing
Starting At $500
4 HR Private Offshore Fishing Adventure
Fishing Area: Tobago
Fishing: Offshore
Fishing Boat:
Grand Slam Charters – 37' • 37' Bertram • Max 8 guests (base trip price includes 8 guests)Description: DISCLAIMER: For end trip balance cash payments only. Experience a 4-hour private offshore fishing trip in Trinidad and Tobago for just $500 with Grand Slam Fishing Charters. Perfect for anglers of all experience levels, this trip offers the opportunity to target top Caribbean species like Jack Crevalle, Marlin (Black, Striped, and White), Sailfish, Tarpon, and Wahoo. Set out from Tobago’s scenic coastline and enjoy time on the water with expert guidance and quality equipment. The calm, open sea and vibrant marine environment make this a great way to enjoy sport fishing in the Caribbean. Ideal for small groups or solo anglers looking for a quality fishing experience.
Fishing
Starting At $500
4-8 HR Deep Sea Fishing Adventure
Fishing Area: Tobago
Fishing: Inshore
Fishing Boat:
Grand Slam Charters – 23' • 23' Custom Built Flat-Bottom Boat • Max 3 guests (base trip price includes 3 guests)Description: DISCLAIMER: For end trip balance cash payments only. Set off on a 4-hour private deep sea fishing trip in Trinidad and Tobago for just $500 with Grand Slam Fishing Charters. Ideal for up to three people, this experience is perfect for friends or family looking to enjoy quality time on the water. Cast your lines and aim for prized catches like Tarpon, Jack Crevalle, Permit, and Snook while taking in Tobago’s vibrant coastal beauty. With experienced guides, well-maintained equipment, and a welcoming atmosphere, this charter offers an excellent way to enjoy sport fishing in one of the Caribbean’s most fish-rich areas.
Fishing
Starting At $400
4 HR Private Inshore Fishing Trip
Fishing Area: Tobago
Fishing: Inshore
Fishing Boat:
Grand Slam Charters – 23' • 23' Custom Built Flat-Bottom Boat • Max 3 guests (base trip price includes 3 guests)Description: DISCLAIMER: For end trip balance cash payments only. Enjoy a 4-hour private inshore fishing trip in Trinidad and Tobago for just $400 with Grand Slam Fishing Charters. This half-day charter is ideal for up to three people—great for friends or family who want to spend quality time on the water. Target well-known inshore species like Tarpon, Jack Crevalle, Permit, and Snook while enjoying Tobago’s calm, scenic coastline. With expert guidance and reliable equipment, this trip offers a laid-back yet rewarding fishing experience for beginners and seasoned anglers alike. A great way to relax and fish without venturing far from shore.
Fishing
Starting At $700
6 HR Private Offshore Fishing Trip
Fishing Area: Tobago
Fishing: Offshore
Fishing Boat:
Grand Slam Charters – 37' • 37' Bertram • Max 8 guests (base trip price includes 8 guests)Description: DISCLAIMER: For end trip balance cash payments only. Enjoy a 6-hour private offshore fishing trip in Trinidad and Tobago for just $700 with Grand Slam Fishing Charters. This trip is perfect for anglers who want to spend more time on the water and target high-demand species like Jack Crevalle, Black Marlin, Striped Marlin, White Marlin, Sailfish, Tarpon, and Wahoo. Whether you're experienced or trying deep sea fishing for the first time, you'll appreciate the expert crew, top-quality gear, and scenic Tobago coastline. This charter offers a memorable fishing experience in waters known for their rich biodiversity and abundance of game fish.
Fishing
Starting At $800
Whole Day Inshore Fishing Trip
Fishing Area: Tobago
Fishing: Inshore
Fishing Boat:
Grand Slam Charters – 23' • 23' Custom Built Flat-Bottom Boat • Max 3 guests (base trip price includes 3 guests)Description: DISCLAIMER: For end trip balance cash payments only Experience an incredible full-day inshore fishing trip in Trinidad and Tobago for just $800! This 8-hour excursion is perfect for up to three people, making it an ideal choice for friends or family eager to dive into the thrill of fishing in Tobago's breathtaking waters. With Grand Slam Fishing Charters, you'll have the opportunity to target exciting species like Tarpon, Jack Crevalle, Permit, and Snook. Relish the peace of inshore fishing as you cast your lines and create unforgettable memories. Book your private fishing adventure today!
Fishing
Starting At $900
Whole Day Offshore Fishing Adventure
Fishing Area: Tobago
Fishing: Offshore
Fishing Boat:
Grand Slam Charters – 37' • 37' Bertram • Max 8 guests (base trip price includes 8 guests)Description: DISCLAIMER: For end trip balance cash payments only. Spend a full 8 hours on the water with a private offshore fishing trip in Trinidad and Tobago for just $900, hosted by Grand Slam Fishing Charters. Perfect for anglers ready for a full-day experience, this trip offers the chance to catch top Caribbean species like Jack Crevalle, Black Marlin, Striped Marlin, White Marlin, Sailfish, Tarpon, and Wahoo. With professional guidance and high-quality equipment, you'll enjoy a well-rounded fishing experience in Tobago’s abundant offshore waters. Whether you're refining your technique or chasing a trophy catch, this full-day charter delivers time, space, and opportunity.
Vehicles
Grand Slam Charters – 23'
Boat Type:
Boat Guest Capacity:
3
Boat Length:
23 ft
Manufacturer Name:
Custom Built Flat-Bottom Boat
Model Year:
2008
Engine Manufacturer Name:
Yamaha
# of Engines:
1
Horsepower Per Engine:
130
Maximum Cruising Speed:
20
Features: Bait Tank Fish Finder
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Join us on our 23 ft custom-built flat-bottom skiff, perfect for fishing adventures with a capacity of up to three people. Built in 2008 and powered by a 130HP Yamaha engine, this boat ensures swift access to prime fishing spots for an unforgettable day on the water!
Grand Slam Charters – 37'
Boat Type:
Boat Guest Capacity:
8
Boat Length:
37 ft
Manufacturer Name:
Bertram
Model Year:
1990
Engine Manufacturer Name:
Detroit Diesel
# of Engines:
2
Horsepower Per Engine:
450
Maximum Cruising Speed:
20
Features: Fighting Chair Bait Tank Outriggers Tuna Tubes Flybridge Bed Kitchen Toilet Air Condition Ice-Box Refrigerator Fish Finder GPS VHF Radio
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Experience the thrill of sportfishing aboard our 37 ft Bertram, built in 1990 and designed to accommodate up to eight anglers. Powered by twin 450HP Detroit Diesel engines, this robust boat offers speed and stability, ensuring an exciting day on the water. Get ready to reel in your biggest catch yet
Boats
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Grand Slam Charters – 23'
Boat Type:
Boat Guest Capacity:
3
Boat Length:
23 ft
Vehicle Details
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Grand Slam Charters – 37'
Boat Type:
Boat Guest Capacity:
8
Boat Length:
37 ft
Vehicle Details
FAQs about Grand Slam Fishing Charters Tobago
What are the trip rates for Grand Slam Fishing Charters Tobago?
What's included in the trip price with Grand Slam Fishing Charters Tobago?
What types of Fishing does Grand Slam Fishing Charters Tobago offer?
Which Fishing species can I catch with Grand Slam Fishing Charters Tobago?
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Reports and Expert Articles
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Consistent Bites, Prime Conditions & Great Variety This June
June has kicked off with solid action both inshore and offshore around Tobago, offering plenty of opportunities for visiting anglers and local fishers alike. Offshore: The deeper waters off the north and northeast coasts are seeing steady bites from Wahoo, especially in the early morning hours. Blackfin Tuna and Dorado (Mahi Mahi) have also been showing up, particularly around floating debris lines. While Marlin sightings have been less frequent than last month, a few solid hook-ups have been reported by dedicated crews running further out. Trolling with rigged ballyhoo and skirted lures continues to be the go-to method. Inshore: The inshore scene remains lively with Tarpon starting to move into the bays early in the morning and just before sunset. Anglers using live bait or slow-sinking lures are having the most success. Jack Crevalle and Snook are also active along rocky points and mangrove-lined shores. Calm seas and clear water have made conditions ideal for sight casting on the flats, with Permit spotted cruising in small schools. Tips: June brings warming water temperatures and occasional rainfall, so early morning and late afternoon trips are producing the best results. Look for bird activity and current lines offshore, and structure near shore. Light tackle is doing the trick inshore, while heavier gear is still essential for offshore trolling.
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Hook of the Day!
Had a great day out, caught a couple mahi-mahi and a nice sailfish. Book us today!!!
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super grand slam
Got my first super grand slam this morning
Ratings & Reviews Summary
June 13, 2025
Kester is both knowledgeable and a pleasure to be around. Despite challenging conditions with choppy waves and overcast skies, he skillfully adjusted our approach while keeping the conversation engaging. By the end of the day, we managed to catch some nice fish. I highly recommend him!
June 13, 2025
Kester is an incredibly knowledgeable and skilled captain who is deeply passionate about the fishery in Tobago. He worked tirelessly to ensure we had a great fishing experience while also educating us about the challenges he faces on the island, including overfishing by commercial fishermen, pollution, and global warming. We had an amazing day, landing several large bonefish and spotting some impressive tarpon and permit. It was a true pleasure to fish with him in such a stunning location. I highly recommend spending a day on the water with Kester; it’s an outing you won’t soon forget. I hope to return and do it again soon!
June 13, 2025
great people 👏🔥💯👍it was really an amazing experience
June 13, 2025
They friendly and knowledgeable guides. I had the time of my life on their tour. recommend 100% it's worth everything!
June 13, 2025
Honestly an amazing experience...big up Kester!
June 13, 2025
I had an amazing time yesterday on the Bounty Hunter! They set up five rods simultaneously, and if you're skilled enough, they can accommodate up to ten. The crew provided an exceptional experience!
