Next AvailableJun 05
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
4-8 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 Experience an unforgettable 4-hour deep sea fishing trip in Trinidad and Tobago for just $500! This thrilling adventure is perfect for up to three people, making it an ideal choice for friends or family eager to explore the excitement of fishing in Tobago's stunning waters. With Grand Slam Fishing Charters, you'll have the opportunity to target exciting species like Tarpon, Jack Crevalle, Permit, and Snook. Enjoy the adventure of deep sea fishing as you cast your lines and create unforgettable memories.
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 Dive into an exhilarating 4-hour private offshore fishing adventure in Trinidad and Tobago for just $500! This thrilling excursion is perfect for those looking to reel in some of the most exciting species the Caribbean has to offer. With Grand Slam Fishing Charters, you’ll have the chance to target impressive game fish such as Jack Crevalle, Black Marlin, Striped Marlin, White Marlin, Sailfish, Tarpon, and Wahoo. Enjoy the thrill of deep sea fishing as you navigate the beautiful waters of Tobago, known for its rich marine life!
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 Embark on an exciting 6-hour private offshore fishing trip in Trinidad and Tobago for just $700! This thrilling adventure is ideal for anyone looking to reel in some of the Caribbean's most sought-after species. With Grand Slam Fishing Charters, you'll have the opportunity to target remarkable game fish such as Jack Crevalle, Black Marlin, Striped Marlin, White Marlin, Sailfish, Tarpon, and Wahoo. Experience the excitement of deep sea fishing as you explore the stunning waters of Tobago, renowned for its vibrant marine life.
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 Set sail on an exhilarating 8-hour private offshore fishing adventure in Trinidad and Tobago for just $900! This thrilling experience is perfect for anyone eager to reel in some of the Caribbean's most sought-after species. With Grand Slam Fishing Charters, you'll have the chance to target incredible game fish such as Jack Crevalle, Black Marlin, Striped Marlin, White Marlin, Sailfish, Tarpon, and Wahoo. Book your next adventure now!
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 Embark on an unforgettable 4-hour private inshore fishing trip in Trinidad and Tobago for just $400! This half-day adventure accommodates up to three people, making it perfect for friends or family looking to experience the thrill of fishing in Tobago's stunning waters. With Grand Slam Fishing Charters, you'll have the chance to target exciting species such as Tarpon, Jack Crevalle, Permit, and Snook. Enjoy the tranquility of inshore fishing as you cast your lines and reel in unforgettable memories.
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?
What is the cancellation policy for Grand Slam Fishing Charters Tobago?
Reports and Expert Articles
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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 5, 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 5, 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 5, 2025
great people 👏🔥💯👍it was really an amazing experience
June 5, 2025
They friendly and knowledgeable guides. I had the time of my life on their tour. recommend 100% it's worth everything!
June 5, 2025
Honestly an amazing experience...big up Kester!
June 5, 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!
