Jackson Watersports 

5.0/5 (40 reviews)
 Yacht Drive Dock B Slip 26, West Bay, KY1-1102, Cayman Islands

Jackson Watersports 

5.0/5 (40 reviews)
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Yacht Drive Dock B Slip 26
West Bay, Cayman Islands

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.

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Rating

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

Anglers' gallery (83)

What anglers say

100%
Recommended
89%
Caught fish

All reviews (40)

Filter
Showing 15 of 40 reviews
J. "Omar" Andrietsch
J. "Omar" Andrietsch
us
Wisconsin, US
Member since 2026
0
5.0
Verified
what a great day!!!
4 Hour Trip – Reef on April 8, 20261 adult2 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
Response from Captain
April 12, 2026
good morning Mr Omar once again Thank you for choosing Jackson WaterSports we really appreciate you and your beautiful family 🙏
Karen Kiesling
Karen Kiesling
us
Texas, US
Member since 2025
0
5.0
Verified
Amazing day and crew! Super amazing fun!
4 Hour Trip – Reef on November 3, 20252 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!
Reported catch:
Tarpon
Great Barracuda
Response from Captain
November 4, 2025
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 🙏
Sean Mahlberg
Sean Mahlberg
us
Wisconsin, US
Member since 2026
0
5.0
Verified
Amazing Experience
4 Hour Trip – Reef on April 5, 20262 adults4 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!
Reported catch:
Caribbean Queen Snapper
Great Barracuda
Response from Captain
April 6, 2026
thank you Mr sean we really appreciated you guys coming out with Us 🙏
Spencer Leslie
Spencer Leslie
Repeat angler
us
Texas, US
Member since 2023
3 trips
0
5.0
Verified
Excellent Fishing Trip!!!
4 Hour Trip – Reef on June 2, 20255 adults2 children
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. We caught plenty of fish to take back to the condo and feed 15 people. Captain Lamar is very knowledgeable and knows how to catch fish. His boat is in very good condition and comfortable for our group of 6. I fish saltwater often back in Texas and have fished with many different guides. Captain Lamar is definitely at the top!
Response from Captain
July 1, 2025
Good morning Mr Spencer i really appreciate you and your beautiful family choosing Jackson WaterSports we can't wait to have you you guys visit us again 🙏
John Ness
John Ness
us
Ohio, US
Member since 2026
0
5.0
Verified
Perfect Day in Grand Cayman!
8 Hour Trip – Reef on January 23, 20268 adults
We did a little bit of everything with Captain Lamar Jackson. I've chartered over a dozen boats in Grand Cayman and he is the best! Fishing, snorkeling, sting rays, chilling on the beach. What a perfect day!
Reported catch:
Great Barracuda
Response from Captain
January 24, 2026
thanks 🙏 Mr john we really appreciate you guys coming back out with us can't wait to have you guys back again 🙏

Trip availability and prices

Trip Date:
Days:
Group Size:
Select date to see availability
May 2026
SuMoTuWeThFrSa
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Number of days
1
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 2 people looking at this charter.

Rating

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

Anglers' gallery (83)

What anglers say

100%
Recommended
89%
Caught fish

All reviews (40)

Filter
Showing 15 of 40 reviews
J. "Omar" Andrietsch
J. "Omar" Andrietsch
us
Wisconsin, US
Member since 2026
0
5.0
Verified
what a great day!!!
4 Hour Trip – Reef on April 8, 20261 adult2 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
Response from Captain
April 12, 2026
good morning Mr Omar once again Thank you for choosing Jackson WaterSports we really appreciate you and your beautiful family 🙏
Karen Kiesling
Karen Kiesling
us
Texas, US
Member since 2025
0
5.0
Verified
Amazing day and crew! Super amazing fun!
4 Hour Trip – Reef on November 3, 20252 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!
Reported catch:
Tarpon
Great Barracuda
Response from Captain
November 4, 2025
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 🙏
Sean Mahlberg
Sean Mahlberg
us
Wisconsin, US
Member since 2026
0
5.0
Verified
Amazing Experience
4 Hour Trip – Reef on April 5, 20262 adults4 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!
Reported catch:
Caribbean Queen Snapper
Great Barracuda
Response from Captain
April 6, 2026
thank you Mr sean we really appreciated you guys coming out with Us 🙏
Spencer Leslie
Spencer Leslie
Repeat angler
us
Texas, US
Member since 2023
3 trips
0
5.0
Verified
Excellent Fishing Trip!!!
4 Hour Trip – Reef on June 2, 20255 adults2 children
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. We caught plenty of fish to take back to the condo and feed 15 people. Captain Lamar is very knowledgeable and knows how to catch fish. His boat is in very good condition and comfortable for our group of 6. I fish saltwater often back in Texas and have fished with many different guides. Captain Lamar is definitely at the top!
Response from Captain
July 1, 2025
Good morning Mr Spencer i really appreciate you and your beautiful family choosing Jackson WaterSports we can't wait to have you you guys visit us again 🙏
John Ness
John Ness
us
Ohio, US
Member since 2026
0
5.0
Verified
Perfect Day in Grand Cayman!
8 Hour Trip – Reef on January 23, 20268 adults
We did a little bit of everything with Captain Lamar Jackson. I've chartered over a dozen boats in Grand Cayman and he is the best! Fishing, snorkeling, sting rays, chilling on the beach. What a perfect day!
Reported catch:
Great Barracuda
Response from Captain
January 24, 2026
thanks 🙏 Mr john we really appreciate you guys coming back out with us can't wait to have you guys back again 🙏

FAQs about Jackson Watersports

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The fish you can target

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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
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