Your visit to the Cayman Islands simply cannot be complete without a fishing trip! Jackson Watersports is at your service year round and they offer trips suitable for all skill levels. Whether you're a beginner or an experienced angler, you're bound to have a great time here!

Captain Lamar has been fishing in the area for 20 years and he participates in international tournaments every year. He won prizes for the biggest caught Tuna, heaviest Mahi Mahi, and most fish caught by one boat – long story short, you're in good hands.

The crew welcomes you to their 28' center console. The capacity is 10, but only up to 6 guests can fish at the same time. The boat is powered by 2 200 HP Yamaha engines and will reach any fishing spot very fast. There's also a private toilet, a refrigerator, and all necessary navigational and safety equipment.

You can either go deep sea fishing or hunt at the reefs and depending on that, your target could be Mahi Mahi, Marlin, Tuna, Barracuda, Grouper, Snapper, Swordfish, and many more. There's lots of different techniques you can try out and bow fishing is probably the one you've never tried before. The equipment for this is included in the price but you'll have to take turns for safety reasons.

Catch cleaning is included in the price, so let that tasty meal after the trip be an extra motivation to catch more fish!

All trips depart from the Cayman Islands Yacht Club on Yacht Drive. If you're staying on the Eastern end of the island, the crew can pick you up from Kaibo Yacht Club. You only need to let them know where you are staying when making your booking.

With Jackson Watersports, you can easily create a memory you will treasure for a lifetime.



Trip availability and prices

  • Private trip
    4 Hour Trip – Reef
    In high demand Last booked: 1 day ago
    FREE Cancellation 3 days notice
    4 Hour Trip, starts at 8:00 AM
    Price for up to 10 persons
    US $1,100
    You'll go nearshore and target Snapper, Grouper or one of the many other tropical fish that roam the shallow waters inside the reef. The crew will provide everything you need for fishing. Contact in advance if you need a pick up or you need them to arrange your lunch.
    Types of fishing
    Reef fishing
    Fishing techniques
    Light tackle
    Trolling
    Spinning
  • Private trip
    4 Hour Trip – Deep Sea
    FREE Cancellation 3 days notice
    4 Hour Trip, starts at 8:00 AM
    Price for up to 10 persons
    US $1,275
    You'll go up to 12 miles offshore and target Mahi Mahi, Wahoo, Swordfish, Yellowfin Tuna, Marlin, and more. There's lots of different ways you can catch them and the captain will make sure you have enough fish to bring home.
    Types of fishing
    Offshore fishing
    Fishing techniques
    Deep sea fishing
    Jigging
    Popping
    Heavy tackle
    Trolling
    Drift fishing
  • Private trip
    6 Hour Trip – Deep Sea
    FREE Cancellation 3 days notice
    6 Hour Trip, starts at 8:00 AM
    Price for up to 10 persons
    US $1,750
    This 6-hour trip will take you up to 12 miles offshore. You'll mostly target Mahi Mahi, Yellowfin Tuna, Wahoo, Blue Marlin. Contact the captain in advance if you need a pick up from some other location.
    Types of fishing
    Offshore fishing
    Fishing techniques
    Deep sea fishing
    Jigging
    Popping
    Heavy tackle
    Trolling
    Spinning
    Drift fishing
  • Private trip
    8 Hour Trip – Reef
    FREE Cancellation 3 days notice
    8 Hour Trip, starts at 8:00 AM
    Price for up to 10 persons
    US $1,800
    You'll mainly target Snapper, Grouper or one of the many other tropical fish that roam our shallower waters inside the reef. The crew will cover everything you need for fishing. Just make sure to bring your food, camera, and sunscreen!
    Types of fishing
    Inshore fishing
    Reef fishing
    Fishing techniques
    Light tackle
    Trolling
    Spinning
  • Private trip
    8 Hour Trip – Deep Sea
    FREE Cancellation 3 days notice
    8 Hour Trip, starts at 8:00 AM
    Price for up to 10 persons
    US $2,150
    Your main targets on this trip will be Mahi Mahi, Yellowfin Tuna, Wahoo, and Blue Marlin. The crew will provide everything you need for fishing and cover your drinks, while you need to bring your food for the day. You'll usually go up to 12 miles offshore.
    Types of fishing
    Offshore fishing
    Fishing techniques
    Deep sea fishing
    Jigging
    Popping
    Heavy tackle
    Trolling
    Spinning
    Drift fishing

Customer reviews

Rating summary
Excellent
5.0 / 5
out of 5 stars from 40 reviews
Boat
Excellent
4.9 / 5
Crew
Excellent
5.0 / 5
Experience
Excellent
5.0 / 5
Photos & videos by reviewers (83)
what a great day!!!
what a great day!!!
what a great day!!!
+80
Angler rating
39
1
0
0
0
Anglers claimed
Good experience
100%
Friendly captain
100%
Recommend this charter
100%
Appropriate for children
96%
Satisfied with the boat
100%
Caught fish
89%
Sort by:
Featured  
Showing:
5 of 40 reviews
J. ". A.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

What a great day!!!

VERIFIED   4 Hour Trip – Reef on April 8, 2026
captain Lamar & First Mate Victor certainly made our experience memorable. Both were so patient and helpful for my 10 & 13...
J. ". A. recommends Jackson Watersports
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Karen K.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Amazing day and crew! Super amazing fun!

VERIFIED   4 Hour Trip – Reef on November 3, 2025
We went out with Jackson Water Sports in Grand Cayman this morning and had the best time! It was me, my best friend’s two...
Karen K. recommends Jackson Watersports
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Sean M.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Amazing Experience

VERIFIED   4 Hour Trip – Reef on April 5, 2026
Lamar and Victor were absolutely awesome and very accomodating!  They are very knowledgeable and have an awesome boat. We...
Sean M. recommends Jackson Watersports
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  Jackson Watersports Charter Operator replied

Spencer L.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Excellent Fishing Trip!!!

VERIFIED   4 Hour Trip – Reef on June 2, 2025
This was an excellent trip that we went on with Captain Lamar.  It was a windy day, so we stayed inshore and fished the reef. ...
Spencer L. recommends Jackson Watersports
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  Jackson Watersports Charter Operator replied

John N.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Perfect Day in Grand Cayman!

VERIFIED   8 Hour Trip – Reef on January 23, 2026
We did a little bit of everything with Captain Lamar Jackson. I’ve chartered over a dozen boats in Grand Cayman and he is...
John N. recommends Jackson Watersports
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FAQs about Jackson Watersports

Jackson Watersports offers the following trips to customers:
  • US $1,100 per group - 4 Hour Trip – Reef (4 hours)
  • US $1,275 per group - 4 Hour Trip – Deep Sea (4 hours)
  • US $1,750 per group - 6 Hour Trip – Deep Sea (6 hours)
  • US $1,800 per group - 8 Hour Trip – Reef (8 hours)
  • US $2,150 per group - 8 Hour Trip – Deep Sea (8 hours)

When you book a trip with Jackson Watersports, you can expect the following amenities onboard:
  • Toilet Private
  • GPS
  • Fishfinder
  • Snorkeling equipment
  • Live bait well
  • Outriggers
  • Tuna tubes
  • Ice box
  • Radar

Trips booked with Jackson Watersports include:
  • Rods, reels & tackle (Penn)
  • Live bait
  • Lures
  • Catch cleaning & filleting
  • Drinks (Water, flavored sodas )
  • First mate (Works for tips)

Jackson Watersports offers the following types of fishing:
  • Offshore fishing
  • Reef fishing

Jackson Watersports offers the following fishing techniques:
  • Light tackle
  • Heavy tackle
  • Bottom fishing
  • Trolling
  • Spinning
  • Jigging
  • Popping
  • Drift fishing
  • Bowfishing
  • Handline
  • Deep sea fishing

Top targeted fish species with Jackson Watersports include:
  • Barracuda (Great)
  • Dolphin (Mahi Mahi)
  • Grouper (Black)
  • Marlin (Blue)
  • Marlin (White)
  • Queen Snapper (Caribbean)
  • Snook
  • Swordfish
  • Tarpon
  • Tuna (Blackfin)
  • Tuna (Yellowfin)

Your operator

Jackson Watersports
West Bay, Cayman Islands
40 Customer reviews
Typical response within 8 hours
Member since June 2019
Jackson WaterSports has been in business since 2012 in the beautiful Cayman Islands, and is fully Caymanian owned. Whether you are looking to visit our famous Stingray City, do some fishing in our pristine waters or just looking for a day of fun on the water, we are confident that you will find no one better than us to assure you are having a fun and safe experience. Our goal is to help our guests create memories to treasure for a lifetime.

The fish you can target

Barracuda (Great) Great Barracuda
Dolphin (Mahi Mahi) Dolphin (Mahi Mahi)
Grouper (Black) Black Grouper
Marlin (Blue) Blue Marlin

What is the boat like?

Boat Image
Boat category
Center console boats
Capacity
10 persons
Boat length
28 ft
Year built
2008
Boat manufacturer
Sailfish
Boat type
Center console

Engine model
Yamaha
Powered by
2 x 200HP
Max cruising speed
38 knots

What kind of fishing will you do?

Offshore fishing
Reef fishing

Which fishing techniques will you try?

Light tackle
Heavy tackle
Bottom fishing
Trolling
Spinning
Jigging
Popping
Drift fishing
Bowfishing
Handline
Deep sea fishing

Which amenities are available onboard

Toilet
Private
GPS
Fishfinder
Snorkeling equipment
Live bait well
Outriggers

What’s included in the trip price

Rods, reels & tackle
Penn
Live bait
Lures
Catch cleaning & filleting
Drinks
Water, flavored sodas
First mate
Works for tips

How cancellations work

Free cancellation up to 3 days prior to trip

You can cancel or modify your booking up to 3 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.

What the listing policies are

Pickup agreed upon reservation
Transfer to/from departure site may be available and included in price depending on your location and distance from the dock.
Child friendly
All ages welcome; life vests provided
You keep catch
Normally catch split 1/3 clients balance for Boat
Catch and release allowed
Marlins

How you can pay

Book with 15% deposit, pay rest to captain

When the captain confirms your trip, FishingBooker charges your credit card a 15% 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
When paying the remaining balance with a credit card, an additional 3.5% charge will apply.

What’s biting in West Bay right now

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