Captain Jerry's Watersports 

5.0
/5
(11 reviews)
 164 Yacht Drive, West Bay, KY11401, Cayman Islands

Captain Jerry's Watersports 

5.0
/5
(11 reviews)
map-thumbnail
164 Yacht Drive
West Bay, Cayman Islands

Experience Unforgettable Adventures Aboard Captain Jerry's Watersports

Set sail in style on Captain Jerry's Watersports, a 1994 Rob Shirley Pro 42 Center Console, based in the stunning West Bay. This spacious vessel comfortably accommodates up to 20 guests, making it perfect for family outings, group celebrations, or special events. Powered by a robust 425 HP Caterpillar diesel inboard engine, the boat cruises smoothly at a top speed of 14 knots, ensuring a thrilling yet relaxing ride.

Designed for ultimate comfort, Captain Jerry's Watersports is equipped with a range of amenities to enhance your experience: an advanced audio system, fishfinder, rod holders, ice box, inside speakers, and WiFi, so you can stay connected while enjoying the open water.

Captain Jerry Ebanks, an expert in snorkeling, diving, and island tours, will guide you on unforgettable adventures. Whether you're heading to the crystal-clear waters of Stingray City, exploring local sandbars, or enjoying a breathtaking sunset cruise, Captain Jerry will ensure you have an unforgettable experience.

Onboard, you'll find all the comforts of home: a spacious bow sundeck, a cozy cabin, a head, and a toilet. For added luxury, optional add-ons include drink packages, snacks, catch cleaning and filleting services, and top-quality snorkeling gear.

Your safety is a top priority. The boat is fully equipped with a GPS, autopilot, chart plotter, depth finder, sonar, VHF radio, life jackets, and other essential safety equipment.

Book your adventure today and create memories that will last a lifetime on Captain Jerry's Watersports!

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Customer reviews

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Rating summary

5.0/5
out of 5 stars from 11 reviews
Boat
5.0/5
Crew
5.0/5
Experience
5.0/5

Photos & videos by reviewers (3)

Awesome Afternoon
Awesome Afternoon
WONDERFUL EXPERIENCE

Customer rating

11
0
0
0
0

Customers claimed

Good experience

100%

Appropriate for children

100%

Friendly captain

100%

Satisfied with the boat

100%

Recommend this charter

100%

Showing 1 - 5 of 11 reviews
Showing: 5 of 11 reviews
Lou M.
Lou M.
5.0/5

Mar 13, 2026

4 Hour Trip – Snorkel/Stingray (AM)

A day at Capt Jerry’s office!

VERIFIED
NEW

I wanted to have a special day snorkeling with my family and this trip was perfect. Captain Jerry was professional, kind and informative. We all felt safe and at home on his immaculate beautiful and spacious boat! The snorkeling spots were amazing. First mate VJ was so carismatic and catered to all of my families need. VJ even jumped in water to guid us to lion fish and lobsters. I will be going out again with Capt Jerry on the Trinity to bring my grandkids next time! Great Job!!!

I wanted to have a special day snorkeling with my family and this trip was perfect. Captain Jerry was professional, kind and informative....  

 Lou M. recommends Captain Jerry's Watersports
 Lou M. recommends Captain Jerry's Watersports

Stephanie R.
Stephanie R.
5.0/5

Aug 21, 2025

4 Hour Trip – Snorkel/Stingray (AM)

WONDERFUL EXPERIENCE

VERIFIED

We were a group of 6 and booked two separate 4 hour excursions on different days. We chose to be picked up at Rum Point dock for an additional fee. They arrived in a meticulously restored and maintained boat that had more than enough room for our party. Boat offers shade or sun. Captain Jerry and VJ were friendly and attentive. VJ spent a LOT of time with everyone to make sure we all got equal time with the stingrays. He made sure we got great GoPro videos snorkeling by diving to take some shots for us, pointing out lobsters, and even enticing a Moray eel out of its hiding place. On the second trip they took us to different snorkeling locations and we got to do a little fishing along the way. I would book them again in a heartbeat. HIGHLY RECOMMEND! The Repak Clan August 2025

We were a group of 6 and booked two separate 4 hour excursions on different days. We chose to be picked up at Rum Point dock...  

Review media 0
 Stephanie R. recommends Captain Jerry's Watersports
 Stephanie R. recommends Captain Jerry's Watersports

Yvette E.
Yvette E.
5.0/5

Jun 21, 2025

4 Hour Trip – Snorkel/Stingray (PM)

Best day and crew ever !!!!

VERIFIED

Wow! To say we had a wonderful day would be putting it lightly. Captain Jerry and his crew went out of their way to make our day extra special. We fished, snorkeled, played with stingrays and starfish and stopped at various points on the island. We booked a half day trip but then extended to a full day. We couldn’t get enough. These guys are so knowledgeable and know the island like the back of their hand. We felt very safe and taken care of. Vj and Roman were amazing and attentive to us. They are all such great men with strong values and awesome personalities. My kids and I made friends for life. Can’t wait to come back and see them again.

Wow! To say we had a wonderful day would be putting it lightly. Captain Jerry and his crew went out of their way to make our day...  

 Yvette E. recommends Captain Jerry's Watersports
1 person finds this review helpful
 Yvette E. recommends Captain Jerry's Watersports
1 person finds this review helpful

Kurt C.
Kurt C.
5.0/5

Jan 22, 2026

4 Hour Trip – Snorkel/Stingray (PM)

Awesome Afternoon

VERIFIED

Captain Jerry and Vijay were absolutely fantastic. We had a wonderful day on the water with wonderful weather. Could not say enough good things about Captain Jerry and Vijay. Our group was a party of five all family both captain and first Mate took care of us, spoiled us all day. Did a little extra at every single stop.. we cannot wait to come back and visit our new friends, captain Jerry and Vijay.

Captain Jerry and Vijay were absolutely fantastic. We had a wonderful day on the water with wonderful weather. Could not say enough...  

Review media 0
Review media 1
 Kurt C. recommends Captain Jerry's Watersports
 Kurt C. recommends Captain Jerry's Watersports

Tatiana W.
Tatiana W.
5.0/5

Nov 26, 2025

4 Hour Trip – Snorkel/Stingray (AM)

Private charter with captain Jerry

VERIFIED

Our experience with captain jerry and the crew was amazing. The boat is in excellent shape, very clean and updated. The crew was welcoming and friendly. The stops were great. Jerry and his partner were easy to talk to and very accommodating. I would definitely reccommend booking with Jerry.

Our experience with captain jerry and the crew was amazing. The boat is in excellent shape, very clean and updated. The crew was...  

 Tatiana W. recommends Captain Jerry's Watersports
 Tatiana W. recommends Captain Jerry's Watersports

Trip availability and prices

Trip Date:
Days:
Group Size:
Select date to see availability
March 2026
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
Change
Almost there...
3 Hour Trip – Sunrise Cruise
FREE Cancellation 3 days notice
3 Hour Trip, starts at 5:00 AM
Price for up to 10 people
US $800 
3 Hour Trip – Sunset Cruise
FREE Cancellation 3 days notice
3 Hour Trip, starts at 5:00 PM
Price for up to 10 people
US $800 
4 Hour Trip – Snorkel/Stingray (AM)
FREE Cancellation 3 days notice
4 Hour Trip, starts at 8:00 AM
Price for up to 10 people
US $950 
4 Hour Trip – Snorkel/Stingray (PM)
FREE Cancellation 3 days notice
4 Hour Trip, starts at 2:00 PM
Price for up to 10 people
US $950 
6 Hour Trip – Snorkel/Stingray
FREE Cancellation 3 days notice
6 Hour Trip, starts at 8:00 AM
Price for up to 10 people
US $1,350 
8 Hour Trip – Snorkel/Stingray
FREE Cancellation 3 days notice
8 Hour Trip, starts at 8:00 AM
Price for up to 12 people
US $1,850 
There are 2 people looking at this listing.

Customer reviews

Loading...

Rating summary

5.0/5
out of 5 stars from 11 reviews
Boat
5.0/5
Crew
5.0/5
Experience
5.0/5

Photos & videos by reviewers (3)

Awesome Afternoon
Awesome Afternoon
WONDERFUL EXPERIENCE

Customer rating

11
0
0
0
0

Customers claimed

Good experience

100%

Appropriate for children

100%

Friendly captain

100%

Satisfied with the boat

100%

Recommend this charter

100%

Showing 1 - 5 of 11 reviews
Showing: 5 of 11 reviews
Lou M.
Lou M.
5.0/5

Experience:

5.0/5

Equipment

5.0/5

Crew

5.0/5

Overall

A day at Capt Jerry’s office!

VERIFIED
NEW

4 Hour Trip – Snorkel/Stingray (AM) on March 13, 2026

I wanted to have a special day snorkeling with my family and this trip was perfect. Captain Jerry was professional, kind and informative. We all felt safe and at home on his immaculate beautiful and spacious boat! The snorkeling spots were amazing. First mate VJ was so carismatic and catered to all of my families need. VJ even jumped in water to guid us to lion fish and lobsters. I will be going out again with Capt Jerry on the Trinity to bring my grandkids next time! Great Job!!!

I wanted to have a special day snorkeling with my family and this trip was perfect. Captain Jerry was professional, kind and informative. We all felt safe and at home on his immaculate beautiful and spacious boat! The snorkeling spots were amazing. First mate VJ was so carismatic and catered to all of my families need. VJ even jumped in water to guid us to lion fish and lobsters. I will be going out again with Capt Jerry on the Trinity to bring my grandkids next time! Great Job!!!  

 Lou M. recommends Captain Jerry's Watersports

Stephanie R.
Stephanie R.
5.0/5

Experience:

5.0/5

Equipment

5.0/5

Crew

5.0/5

Overall

WONDERFUL EXPERIENCE

VERIFIED

4 Hour Trip – Snorkel/Stingray (AM) on August 21, 2025

We were a group of 6 and booked two separate 4 hour excursions on different days. We chose to be picked up at Rum Point dock for an additional fee. They arrived in a meticulously restored and maintained boat that had more than enough room for our party. Boat offers shade or sun. Captain Jerry and VJ were friendly and attentive. VJ spent a LOT of time with everyone to make sure we all got equal time with the stingrays. He made sure we got great GoPro videos snorkeling by diving to take some shots for us, pointing out lobsters, and even enticing a Moray eel out of its hiding place. On the second trip they took us to different snorkeling locations and we got to do a little fishing along the way. I would book them again in a heartbeat. HIGHLY RECOMMEND! The Repak Clan August 2025

We were a group of 6 and booked two separate 4 hour excursions on different days. We chose to be picked up at Rum Point dock for an additional fee. They arrived in a meticulously restored and maintained boat that had more than enough room for our party. Boat offers shade or sun. Captain Jerry and VJ were friendly and attentive. VJ spent a LOT of time with everyone to make sure we all got equal time with the stingrays. He made sure we got great GoPro videos snorkeling by diving to take...  

Review media 0
 Stephanie R. recommends Captain Jerry's Watersports

Yvette E.
Yvette E.
5.0/5

Experience:

5.0/5

Equipment

5.0/5

Crew

5.0/5

Overall

Best day and crew ever !!!!

VERIFIED

4 Hour Trip – Snorkel/Stingray (PM) on June 21, 2025

Wow! To say we had a wonderful day would be putting it lightly. Captain Jerry and his crew went out of their way to make our day extra special. We fished, snorkeled, played with stingrays and starfish and stopped at various points on the island. We booked a half day trip but then extended to a full day. We couldn’t get enough. These guys are so knowledgeable and know the island like the back of their hand. We felt very safe and taken care of. Vj and Roman were amazing and attentive to us. They are all such great men with strong values and awesome personalities. My kids and I made friends for life. Can’t wait to come back and see them again.

Wow! To say we had a wonderful day would be putting it lightly. Captain Jerry and his crew went out of their way to make our day extra special. We fished, snorkeled, played with stingrays and starfish and stopped at various points on the island. We booked a half day trip but then extended to a full day. We couldn’t get enough. These guys are so knowledgeable and know the island like the back of their hand. We felt very safe and taken care of. Vj and Roman were amazing and attentive to us. They...  

 Yvette E. recommends Captain Jerry's Watersports
1 person finds this review helpful

Kurt C.
Kurt C.
5.0/5

Experience:

5.0/5

Equipment

5.0/5

Crew

5.0/5

Overall

Awesome Afternoon

VERIFIED

4 Hour Trip – Snorkel/Stingray (PM) on January 22, 2026

Captain Jerry and Vijay were absolutely fantastic. We had a wonderful day on the water with wonderful weather. Could not say enough good things about Captain Jerry and Vijay. Our group was a party of five all family both captain and first Mate took care of us, spoiled us all day. Did a little extra at every single stop.. we cannot wait to come back and visit our new friends, captain Jerry and Vijay.

Captain Jerry and Vijay were absolutely fantastic. We had a wonderful day on the water with wonderful weather. Could not say enough good things about Captain Jerry and Vijay. Our group was a party of five all family both captain and first Mate took care of us, spoiled us all day. Did a little extra at every single stop.. we cannot wait to come back and visit our new friends, captain Jerry and Vijay.  

Review media 0
Review media 1
 Kurt C. recommends Captain Jerry's Watersports

Tatiana W.
Tatiana W.
5.0/5

Experience:

5.0/5

Equipment

5.0/5

Crew

5.0/5

Overall

Private charter with captain Jerry

VERIFIED

4 Hour Trip – Snorkel/Stingray (AM) on November 26, 2025

Our experience with captain jerry and the crew was amazing. The boat is in excellent shape, very clean and updated. The crew was welcoming and friendly. The stops were great. Jerry and his partner were easy to talk to and very accommodating. I would definitely reccommend booking with Jerry.

Our experience with captain jerry and the crew was amazing. The boat is in excellent shape, very clean and updated. The crew was welcoming and friendly. The stops were great. Jerry and his partner were easy to talk to and very accommodating. I would definitely reccommend booking with Jerry.  

 Tatiana W. recommends Captain Jerry's Watersports

FAQs about Captain Jerry's Watersports

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What the boat is like

Boat category
Center console boats
Boat type
Center console
Boat manufacturer
Rob Shirley
Boat Model
Pro 42
Year built
1994
Boat length
42 ft
Capacity
20 persons
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