Jackson Watersports 

5.0
(43 reviews)
 Yacht Drive Dock B Slip 26, West Bay, KY1-1102, Cayman Islands–

Jackson Watersports 

West Bay, Cayman Islands
–
28 ft
10
5.0
(43 reviews)

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.

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.

Jackson Watersports
Charter Operator
Jackson Watersports
14 years of experience

Select date to see availability

Trip date:
Group Size:
October 2026
SuMoTuWeThFrSa
Loading...
Group Size
2 adults • 0 children
Change
Almost there...
4 Hour Trip – Reef
FREE Cancellation 3 days notice
4 hour trip starts at 8:00 AM
US $1,100
Entire boat: up to 10 people
4 Hour Trip – Deep Sea
FREE Cancellation 3 days notice
4 hour trip starts at 8:00 AM
US $1,275
Entire boat: up to 10 people
6 Hour Trip – Deep Sea
FREE Cancellation 3 days notice
6 hour trip starts at 8:00 AM
US $1,750
Entire boat: up to 10 people
8 Hour Trip – Reef
FREE Cancellation 3 days notice
8 hour trip starts at 8:00 AM
US $1,800
Entire boat: up to 10 people
8 Hour Trip – Deep Sea
FREE Cancellation 3 days notice
8 hour trip starts at 8:00 AM
US $2,150
Entire boat: up to 10 people
There are 3 people looking at this charter.

Customer reviews

Loading...

Rating

5.0
43 reviews
4.9
Boat & equipment
5.0
Captain & crew
5.0
Fishing Experience

Anglers' gallery (84)

What anglers say

100%
Recommended
90%
Caught fish

Reviews (43)

  • Jen Barth
    Jen Barth
    us
    Arizona, US
    Member since 2026
    5.0
    Verified

    Had a BLAST!

    4 Hour Trip – Reef on July 14, 2026 • 4 adults

    Reef fishing with Captain Lamar & Jackson Watersports was the highlight of our trip to Grand Cayman! Captain Lamar was very accommodating with our schedule and knew where we would have the best luck bringing in fish. My family and I loved every minute of it! We caught awesome size snapper and barracuda! We had Morgan's prepare the snapper the next night-some as ceviche and some grilled and blackened. It was amazing. I highly recommend Jackson Watersports if you want to have a guaranteed great time on the water!

  • Karen Kiesling
    Karen Kiesling
    Repeat angler
    us
    Texas, US
    Member since 2025
    2 trips
    5.0
    Verified

    Amazing day and crew! Super amazing fun!

    4 Hour Trip – Reef on November 3, 2025 • 2 adults

    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 daughters — their first time ever fishing — and they absolutely loved it. We ended up catching six barracuda, a red snapper, and a yellow jack (which we’re having for dinner tonight!). Lemar and Victor were such an awesome crew. They were super nice, patient, and encouraging the whole time, and really made it a fun experience for all of us. They even helped me check off a lifelong goal — catching a tarpon! It was such a thrill. Couldn’t recommend them more — if you go, definitely ask for Lamar and Victor. They made the day unforgettable, and we’ll for sure be booking with them again next time we’re in Cayman!

  • J. “Omar” Andrietsch
    J. “Omar” Andrietsch
    us
    Wisconsin, US
    Member since 2026
    5.0
    Verified

    what a great day!!!

    4 Hour Trip – Reef on April 8, 2026 • 3 adults • 2 children

    captain Lamar & First Mate Victor certainly made our experience memorable. Both were so patient and helpful for my 10 & 13 yr old daughters. beautiful sights & lots of fun fishing & exploring the reefs. barracuda & snappers were perfect size & fight for the girls. Captain knew the good spots to catch & shiwed the girls lots of sealife. we will most definitely book here again. boat was great & they are meticulous in caring for the boat and us as guests. highly recommend.

  • Sean Mahlberg
    Sean Mahlberg
    us
    Wisconsin, US
    Member since 2026
    5.0
    Verified

    Amazing Experience

    4 Hour Trip – Reef on April 5, 2026 • 6 adults • 4 children

    Lamar and Victor were absolutely awesome and very accomodating! They are very knowledgeable and have an awesome boat. We caught Snapper, Baracuda, & Pampano off the reef. They put my son on the largest Pampano they’ve boated in the last 10 years. Highly recommend Jackson Watersports for any type of fishing with anyone including kids. Thanks!

  • Brent Taylor
    Brent Taylor
    us
    Iowa, US
    Member since 2023
    5.0
    Verified

    Best charter ever x2

    4 Hour Trip – Deep Sea on March 15, 2026 • 5 adults • 3 children

    Captain Lamar, Victor, and Donald took the best care of our family. We had so much fun with them and we cannot wait to return.

  • Jon Simon
    Jon Simon
    us
    Maryland, US
    Member since 2024
    5.0
    Verified

    Great day on the water

    4 Hour Trip – Deep Sea on January 15, 2024 • 4 adults

    We can’t say enough about the Captain and crew. Lamar met us at the dock, we left in time and he was very knowledgeable. We booked a half day trip which is a good amount of time to spend on the water. The boat is newly refurbished so looks brand new. Lamar and his mates Victor and Donald had the lines in the water writhin 15 minutes of leaving. They knew just how to find the fish. Though we did not bring home the tuna or mahi we were hoping for, this day on the water was a highlight of our trip. Lamar kept us out on the water longer than we agreed just to ensure we had a good time. On our way back, Donald jumped in the water with a spear and pulled out a huge lobster! I hope we can get back to Grand Cayman, and if we do, we’ll definitely book w Jackson!

  • John Rawson
    John Rawson
    us
    Texas, US
    Member since 2024
    5.0
    Verified

    2 Great days on the water in Cayman

    6 Hour Trip – Deep Sea on March 12, 2024 • 9 adults

    Capt Lamar and deckhand Victor were great guides for our group’s first offshore fishing trip and a second day of snorkeling and Sting Ray City. He was very patient and kind with our teenagers. He put us on some giant tuna that we have been eating since. We are staying at a private house near Rum Point and he even picked us up at our dock. The boat itself is new and in excellent condition with new excellent tackle. Lamar and Victor try very hard to make your day a memorable experience and they are excellent. I would definitely recommend them for your Cayman fishing fun!

  • Valerie Walter
    Valerie Walter
    us
    Nebraska, US
    Member since 2023
    5.0
    Verified

    Half day trip with Captain Lamar and Victor

    4 Hour Trip – Deep Sea on April 17, 2023 • 6 adults

    We have used numerous deep sea fishing guides and these 2 guys really perform for what his clients want to experience. We chartered them for a half day trip and within 5 minutes with baits in the water had a 275 lb Marlin on the line that took 90 minutes to land. After that caught numerous other species including queen trigger fish, barracuda, wahoo. They performed like no other and worked very hard to put us on multiple species. They cleaned the fish and sent us home with enough fish to have several meals. I would highly recommend Jackson Water Sports for anyone looking to have an experience of a lifetime.

  • Michelle Lesack
    Michelle Lesack
    us
    North Carolina, US
    Member since 2025
    5.0
    Verified

    Great day on the Water

    4 Hour Trip – Reef on March 3, 2025 • 7 adults

    Lamar and Victor were awesome. They were patient with our inexperienced fishing and we caught several fish. Lamar was very responsive to all my questions leading up to the trip. Would highly recommend them!

  • Sharon Stewart
    Sharon Stewart
    us
    Missouri, US
    Member since 2025
    5.0
    Verified

    Great Fishing Trip and Crew

    6 Hour Trip – Deep Sea on August 5, 2025 • 8 adults

    We had a great time fishing with Lamar and Victor. They were very professional and courteous. We caught some good fish! They worked hard to find us some good fishing spots!

Rating

5.0
43 reviews
4.9
Boat & equipment
5.0
Captain & crew
5.0
Fishing Experience

Anglers' gallery (84)

What anglers say

100%
Recommended
90%
Caught fish

All reviews (43)

Frequently mentioned
Showing 1 – 5 of 43 reviews
Jen Barth
Jen Barth
us
Arizona, US
Member since 2026
5.0
Verified
Had a BLAST!
4 Hour Trip – Reef on July 14, 2026 • 4 adults

Reef fishing with Captain Lamar & Jackson Watersports was the highlight of our trip to Grand Cayman! Captain Lamar was very accommodating with our schedule and knew where we would have the best luck bringing in fish. My family and I loved every minute of it! We caught awesome size snapper and barracuda! We had Morgan's prepare the snapper the next night-some as ceviche and some grilled and blackened. It was amazing. I highly recommend Jackson Watersports if you want to have a guaranteed great time on the water!

Jackson Watersports
Response from Charter operator

good night miss Jen I pray 🙏 all is well with you and your beautiful family. thanks again for choosing Jackson Watersports 🙏

Joseph Buckley
Joseph Buckley
us
Virginia, US
Member since 2026
5.0
Verified
Captain Jackson and Victor are the best!
4 Hour Trip – Reef on August 11, 2026 • 8 adults

Had a great day with Jackson Watersports! The fishing action was a little slow but not because of Captain Jackson and Vic. They pulled out every trick in the book and never stopped working to make it a great experience for our teenage boys! Even though they were clearly working hard, they both made it seem effortless with their hospitality, good natured stories and professionalism. We are already looking forward to fishing with them again the next time we are back in the Caymans!

Reported catch:
Great Barracuda
Jackson Watersports
Response from Charter operator

thank you guys so much for choosing Jackson WaterSports Mr Joseph we really appreciate you and your beautiful family can’t wait to have you guys again 🙏

Karen Kiesling
Karen Kiesling
Repeat angler
us
Texas, US
Member since 2025
2 trips
5.0
Verified
Amazing day and crew! Super amazing fun!
4 Hour Trip – Reef on November 3, 2025 • 2 adults

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 daughters — their first time ever fishing — and they absolutely loved it. We ended up catching six barracuda, a red snapper, and a yellow jack (which we're having for dinner tonight!). Lemar and Victor were such an awesome crew. They were super nice, patient, and encouraging the whole time, and really made it a fun experience for all of us. They even helped me check off a lifelong goal — catching a tarpon! It was such a thrill. Couldn't recommend them more — if you go, definitely ask for Lamar and Victor. They made the day unforgettable, and we'll for sure be booking with them again next time we're in Cayman!

Translated by AI:
Reported catch:
Tarpon
Great Barracuda
Jackson Watersports
Response from Charter operator

thank you guys so much miss Karen for choosing Jackson WaterSports we really appreciate you guys can wait to have you guys out with us again 🙏

J. "Omar" Andrietsch
J. "Omar" Andrietsch
us
Wisconsin, US
Member since 2026
5.0
Verified
what a great day!!!
4 Hour Trip – Reef on April 8, 2026 • 1 adult • 2 children

captain Lamar & First Mate Victor certainly made our experience memorable. Both were so patient and helpful for my 10 & 13 yr old daughters. beautiful sights & lots of fun fishing & exploring the reefs. barracuda & snappers were perfect size & fight for the girls. Captain knew the good spots to catch & shiwed the girls lots of sealife. we will most definitely book here again. boat was great & they are meticulous in caring for the boat and us as guests. highly recommend.

Reported catch:
Great Barracuda
Caribbean Queen Snapper
Jackson Watersports
Response from Charter operator

good morning Mr Omar once again Thank you for choosing Jackson WaterSports we really appreciate you and your beautiful family 🙏

Sean Mahlberg
Sean Mahlberg
us
Wisconsin, US
Member since 2026
5.0
Verified
Amazing Experience
4 Hour Trip – Reef on April 5, 2026 • 2 adults • 4 children

Lamar and Victor were absolutely awesome and very accomodating! They are very knowledgeable and have an awesome boat. We caught Snapper, Baracuda, & Pampano off the reef. They put my son on the largest Pampano they've boated in the last 10 years. Highly recommend Jackson Watersports for any type of fishing with anyone including kids. Thanks!

Translated by AI:
Reported catch:
Caribbean Queen Snapper
Great Barracuda
Jackson Watersports
Response from Charter operator

thank you Mr sean we really appreciated you guys coming out with Us 🙏

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
Jackson Watersports
West Bay, Cayman Islands
43 Customer reviews
Typical response within 7 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.
Jackson Watersports
Jackson Watersports
43
reviews
2019
member since
~7h
response
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

Great Barracuda
Great Barracuda
Dolphin (Mahi Mahi)
Dolphin (Mahi Mahi)
Black Grouper
Black Grouper
Blue Marlin
Blue Marlin
White Marlin
White Marlin
Caribbean Queen Snapper
Caribbean Queen Snapper
Snook
Snook
Swordfish
Swordfish
Tarpon
Tarpon
Blackfin Tuna
Blackfin Tuna
Yellowfin Tuna
Yellowfin Tuna
Great Barracuda
Great Barracuda
Dolphin (Mahi Mahi)
Dolphin (Mahi Mahi)
Black Grouper
Black Grouper
Blue Marlin
Blue Marlin
White Marlin
White Marlin

Real catches by this captain

  • Had a BLAST!
    Jen B.
    Jen B.
  • what a great day!!!
    J. “Omar” A.
    J. “Omar” A.
  • Amazing Experience
    Sean M.
    Sean M.
  • Best charter ever x2
    Brent T.
    Brent T.
  • Amazing day and crew! Super amazing fun!
    Karen K.
    Karen K.
  • Great Fishing Trip and Crew
    Sharon S.
    Sharon S.
  • Great day on the Water
    Michelle L.
    Michelle L.
  • 2 Great days on the water in Cayman
    John R.
    John R.
  • Great time!
    Chris C.
    Chris C.
  • Great day of fishing!
    Scott T.
    Scott T.

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 you can 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
Tuna tubes
Ice box
Radar
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.
More details

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

Barracuda (Great)Barracuda (Great)
Dolphin (Mahi Mahi)Dolphin (Mahi Mahi)
Marlin (Blue)Marlin (Blue)
Marlin (White)Marlin (White)
SnookSnook
TarponTarpon
Tuna (Blackfin)Tuna (Blackfin)
Tuna (Yellowfin)Tuna (Yellowfin)

Compare similar fishing charters

Current
Jackson Watersports
Jackson Watersports
5.0
(43)
28 ft
Group size 1 - 10
1 - 10
Fish 1
Fish 2
+9
4 hour trip • 10 persons
US $1,100