Captain Jerry's Watersports 

5.0/5 (64 reviews)
 Yacht Drive, West Bay, KY11401, Cayman Islands
5.0/5 (64 reviews)
 angler's choice
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Yacht Drive
West Bay, Cayman Islands

Make your time at the Cayman Islands truly memorable and go fishing with Captain Jerry's Watersports! Let Captain Jerry Ebanks take you out on the pristine local waters, where when you’re not catching gorgeous fish, you can admire the views and snorkel to cool off.

Capt. Jerry has spent most of his life fishing and teaching others how to do it, so you’ll be in good hands with this seasoned pro. He’ll take you out on his 42’ Rob Shirley center console that can fit up to 8 people on board. The “Trinity” is much larger than most of the fishing boats in the area, which means a higher level of comfort and a smoother ride.

It sports a hard top which provides lots of shade to keep you nice and cool, and a private toilet. There’s a fighting chair on board to help you wrestle potential monster catch and you’ll be using top-notch Shimano and Penn equipment to reel in whatever gulped down your bait. If you want to take a break, let your guide know, and he’ll give you snorkeling gear to jump into the water and relax.

What you’ll fish for depends on the trip you choose. On reef excursions, you’ll mostly focus on Yellowtail, Triggerfish, and Snapper species. If you book a half day deep sea trip, you’ll go after Amberjack, Wahoo, and Mahi Mahi. Full day deep sea fishing expeditions are reserved for avid game fish anglers looking to hook their next Marlin and Tuna trophy catch.

Whatever option you choose, it can be adapted to your level of angling skill and age of the people in the group. Capt. Jerry loves having kids on board, and he always tries to make his charters as family-friendly as possible. These are all-inclusive packages, so drinks and snacks. It’s recommended to bring sunscreen, a hat, sunglasses, as well as a bathing suit and towels if you plan on snorkeling.

Your Cayman Island fishing escapades with Captain Jerry's Watersports are but a few clicks away!

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Customer reviews

Rating summary

5.0/5
out of 5 stars from 64 reviews
Boat
5.0/5
Crew
5.0/5
Experience
4.9/5

Photos & videos by reviewers (31)

Another fantastic journey with Captain Jerry!
Fishing with Jerry
Great Time
+28

Angler rating

58
3
0
0
0

Anglers claimed

Good experience

97%

Appropriate for children

90%

Friendly captain

100%

Satisfied with the boat

100%

Recommend this charter

94%

Caught fish

91%

Showing 1 - 5 of 64 reviews
Showing: 5 of 64 reviews
Laura A.
Laura A.
5.0/5

Jun 6, 2025

Half Day Trip – Reef AM (MAX 6)

Fun Day

VERIFIED

We took our two kids on a 4 hr reef fishing trip. We'd done fishing earlier in the week, so this trip was split between some deeper water fishing, reef fishing, snorkeling, and a quick stop at sting ray city. This boat is very comfortable and well kept, easy to use bathroom, lots of shade compared to others. Crew was sweet with our kids and very professional. We got lucky and caught a small black fin tuna while trolling, which VJ prepped for us and then we took to Morgan's, where they made sashimi, ceviche, and seared. We did this earlier in the week when we got some trigger fish as well. Both lunches were phenomenal, highly recommend. Overall great experience and lovely boat ride that can be catered easily to whatever interests you.

We took our two kids on a 4 hr reef fishing trip. We'd done fishing earlier in the week, so this trip was split between some deeper...  

 Laura A. recommends Captain Jerry's Watersports
1 person finds this review helpful
 Laura A. recommends Captain Jerry's Watersports
1 person finds this review helpful

Michel A.
Michel A.
5.0/5

Aug 3, 2025

Half Day Trip – Deep Sea (AM)

Another fantastic journey with Captain Jerry!

VERIFIED
NEW

This is our third time and we can’t wait to do it again, we keep creating great memories as a family. Captain Jerry is there to make sure we have a great time and we always manage to catch good size fish to keep everyone entertained. The boat and atmosphere are perfect, Captain keeps that boat immaculate, and of course the best tasting Caybrew 😀!

This is our third time and we can’t wait to do it again, we keep creating great memories as a family. Captain Jerry is there to...  

Review media 0
 Michel A. recommends Captain Jerry's Watersports
 Michel A. recommends Captain Jerry's Watersports

Mark S.
Mark S.
5.0/5

Jul 16, 2025

3/4 Day Trip-Deep Sea (AM)

Jerry and Vijay are the Best!

VERIFIED
NEW

We caught almost all of our fish in the first hour of our 3/4 day trip. Jerry and Vijay were great conversationalists and the time passed quickly. We took our tuna to our hotel chef and it was prepared in many different ways - nothing like a fresh fish dinner! We would highly recommend this fishing trip. Thanks to them both!

We caught almost all of our fish in the first hour of our 3/4 day trip. Jerry and Vijay were great conversationalists and the...  

 Mark S. recommends Captain Jerry's Watersports
 Mark S. recommends Captain Jerry's Watersports

J.D. W.
J.D. W.
5.0/5

Jul 26, 2025

Half Day Trip – Deep Sea (AM)

Gear Captain and 1st Mate.

VERIFIED
NEW

Jerry and VJ were great to work with! Jerry's boat was very clean, neat and professional. He and VJ had all of their equipment in top shape and did everything they could to make it a successful day. My family and I had a great time, we will definitely look Jerry up if we get down here again.

Jerry and VJ were great to work with! Jerry's boat was very clean, neat and professional. He and VJ had all of their equipment...  

 J.D. W. recommends Captain Jerry's Watersports
 J.D. W. recommends Captain Jerry's Watersports

KELLY M.
KELLY M.
5.0/5

Dec 22, 2024

Half Day Trip – Reef PM (MAX 6)

The BEST day at sea

VERIFIED

Come prepared to have an amazing time at sea with Captain Jerry & Vijay. For starters, Captain Jerry’s boat is immaculate. It’s beautiful with covering to protect from the elements and plenty of comfortable space to soak in the sun. It is light and airy and stocked with a variety of beverages and snacks and we could listen to music from our playlists. Your time with them is tailored to your agenda and ours was to fish and snorkel. We had a hilarious time fishing and Vijay showed us how to work the equipment, kept our lines baited and made sure we got our fish photos. Snorkeling was the best that we have experienced. Captain Jerry took us Coral Gardens and to a less busy snorkeling spot. We saw so many varieties of colorful fish, coral and we saw a stingray. (We chose not to go to Stingray City as we have done that before). This is our 3rd trip to Grand Cayman and the best boating expedition we have done. You will not regret booking a trip with Captain Jerry. We had a lovely time.

Come prepared to have an amazing time at sea with Captain Jerry & Vijay. For starters, Captain Jerry’s boat is immaculate. It’s...  

 KELLY M. recommends Captain Jerry's Watersports
1 person finds this review helpful
 KELLY M. recommends Captain Jerry's Watersports
1 person finds this review helpful

Trip availability and prices

Trip Date:
Days:
Group Size:
Select date to see availability
August 2025
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
Change
Almost there...
Half Day Trip – Reef AM (MAX 6)
FREE Cancellation 3 days notice
4 Hour Trip, starts at 8:00 AM
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US $950 
Entire boat: up to 20 people
Half Day Trip – Reef PM (MAX 6)
FREE Cancellation 3 days notice
4 Hour Trip, starts at 1:00 PM
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US $950 
Entire boat: up to 20 people
Half Day Trip – Deep Sea (AM)
FREE Cancellation 3 days notice
4 Hour Trip, starts at 8:00 AM
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US $1,150 
Entire boat: up to 20 people
Half Day Trip – Deep Sea (PM)
FREE Cancellation 3 days notice
4 Hour Trip, starts at 1:00 PM
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US $1,150 
Entire boat: up to 20 people
3/4 Day Trip-Reef-AM
FREE Cancellation 3 days notice
6 Hour Trip, starts at 8:00 AM
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US $1,500 
Entire boat: up to 20 people
Full Day Trip – Reef (MAX 6)
FREE Cancellation 3 days notice
8 Hour Trip, starts at 8:00 AM
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US $1,800 
Entire boat: up to 20 people
3/4 Day Trip-Deep Sea (AM)
FREE Cancellation 3 days notice
6 Hour Trip, starts at 8:00 AM
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US $1,900 
Entire boat: up to 20 people
Full Day Trip – Deep Sea (MAX 8)
FREE Cancellation 3 days notice
8 Hour Trip, starts at 8:00 AM
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US $2,300 
Entire boat: up to 20 people
There are 6 people looking at this charter.

Customer reviews

Rating summary

5.0/5
out of 5 stars from 64 reviews
Boat
5.0/5
Crew
5.0/5
Experience
4.9/5

Photos & videos by reviewers (31)

Another fantastic journey with Captain Jerry!
Fishing with Jerry
Great Time
+28

Angler rating

58
3
0
0
0

Anglers claimed

Good experience

97%

Appropriate for children

90%

Friendly captain

100%

Satisfied with the boat

100%

Recommend this charter

94%

Caught fish

91%

Showing 1 - 5 of 64 reviews
Showing: 5 of 64 reviews
Laura A.
Laura A.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Fun Day

VERIFIED

Half Day Trip – Reef AM (MAX 6) on June 6, 2025

We took our two kids on a 4 hr reef fishing trip. We'd done fishing earlier in the week, so this trip was split between some deeper water fishing, reef fishing, snorkeling, and a quick stop at sting ray city. This boat is very comfortable and well kept, easy to use bathroom, lots of shade compared to others. Crew was sweet with our kids and very professional. We got lucky and caught a small black fin tuna while trolling, which VJ prepped for us and then we took to Morgan's, where they made sashimi, ceviche, and seared. We did this earlier in the week when we got some trigger fish as well. Both lunches were phenomenal, highly recommend. Overall great experience and lovely boat ride that can be catered easily to whatever interests you.

We took our two kids on a 4 hr reef fishing trip. We'd done fishing earlier in the week, so this trip was split between some deeper water fishing, reef fishing, snorkeling, and a quick stop at sting ray city. This boat is very comfortable and well kept, easy to use bathroom, lots of shade compared to others. Crew was sweet with our kids and very professional. We got lucky and caught a small black fin tuna while trolling, which VJ prepped for us and then we took to Morgan's, where they made sashimi,...  

 Laura A. recommends Captain Jerry's Watersports
1 person finds this review helpful

Michel A.
Michel A.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Another fantastic journey with Captain Jerry!

VERIFIED
NEW

Half Day Trip – Deep Sea (AM) on August 3, 2025

This is our third time and we can’t wait to do it again, we keep creating great memories as a family. Captain Jerry is there to make sure we have a great time and we always manage to catch good size fish to keep everyone entertained. The boat and atmosphere are perfect, Captain keeps that boat immaculate, and of course the best tasting Caybrew 😀!

This is our third time and we can’t wait to do it again, we keep creating great memories as a family. Captain Jerry is there to make sure we have a great time and we always manage to catch good size fish to keep everyone entertained. The boat and atmosphere are perfect, Captain keeps that boat immaculate, and of course the best tasting Caybrew 😀!  

Review media 0
 Michel A. recommends Captain Jerry's Watersports

Mark S.
Mark S.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Jerry and Vijay are the Best!

VERIFIED
NEW

3/4 Day Trip-Deep Sea (AM) on July 16, 2025

We caught almost all of our fish in the first hour of our 3/4 day trip. Jerry and Vijay were great conversationalists and the time passed quickly. We took our tuna to our hotel chef and it was prepared in many different ways - nothing like a fresh fish dinner! We would highly recommend this fishing trip. Thanks to them both!

We caught almost all of our fish in the first hour of our 3/4 day trip. Jerry and Vijay were great conversationalists and the time passed quickly. We took our tuna to our hotel chef and it was prepared in many different ways - nothing like a fresh fish dinner! We would highly recommend this fishing trip. Thanks to them both!  

 Mark S. recommends Captain Jerry's Watersports

J.D. W.
J.D. W.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Gear Captain and 1st Mate.

VERIFIED
NEW

Half Day Trip – Deep Sea (AM) on July 26, 2025

Jerry and VJ were great to work with! Jerry's boat was very clean, neat and professional. He and VJ had all of their equipment in top shape and did everything they could to make it a successful day. My family and I had a great time, we will definitely look Jerry up if we get down here again.

Jerry and VJ were great to work with! Jerry's boat was very clean, neat and professional. He and VJ had all of their equipment in top shape and did everything they could to make it a successful day. My family and I had a great time, we will definitely look Jerry up if we get down here again.  

 J.D. W. recommends Captain Jerry's Watersports

KELLY M.
KELLY M.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

The BEST day at sea

VERIFIED

Half Day Trip – Reef PM (MAX 6) on December 22, 2024

Come prepared to have an amazing time at sea with Captain Jerry & Vijay. For starters, Captain Jerry’s boat is immaculate. It’s beautiful with covering to protect from the elements and plenty of comfortable space to soak in the sun. It is light and airy and stocked with a variety of beverages and snacks and we could listen to music from our playlists. Your time with them is tailored to your agenda and ours was to fish and snorkel. We had a hilarious time fishing and Vijay showed us how to work the equipment, kept our lines baited and made sure we got our fish photos. Snorkeling was the best that we have experienced. Captain Jerry took us Coral Gardens and to a less busy snorkeling spot. We saw so many varieties of colorful fish, coral and we saw a stingray. (We chose not to go to Stingray City as we have done that before). This is our 3rd trip to Grand Cayman and the best boating expedition we have done. You will not regret booking a trip with Captain Jerry. We had a lovely time.

Come prepared to have an amazing time at sea with Captain Jerry & Vijay. For starters, Captain Jerry’s boat is immaculate. It’s beautiful with covering to protect from the elements and plenty of comfortable space to soak in the sun. It is light and airy and stocked with a variety of beverages and snacks and we could listen to music from our playlists. Your time with them is tailored to your agenda and ours was to fish and snorkel. We had a hilarious time fishing and Vijay showed us how to work...  

 KELLY M. recommends Captain Jerry's Watersports
1 person finds this review helpful

FAQs about Captain Jerry's 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
20 persons
Boat length
42 ft
Year built
1994
Boat manufacturer
Rob Shirley
Boat type
Center console

Engine model
Caterpillar 3126
Powered by
1 x 350HP
Max cruising speed
16 knots
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