Captain Jerry's Watersports 

5.0/5 (25 reviews)
 164 Yacht Drive, West Bay, KY11401, Cayman Islands

Captain Jerry's Watersports 

West Bay, Cayman Islands
42 feet
20
5.0/5 (25 reviews)

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!

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!

Jerry Ebanks
Captain
Jerry Ebanks
ID & credentials verified
responds within an hour

Trip availability and prices

Trip Date:
Group Size:
Select date to see availability
September 2026
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
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3 Hour Trip – Sunrise Cruise
FREE Cancellation 3 days notice
3 hour trip starts at 5:00 AM
US $800
Private tour: up to 10 people
3 Hour Trip – Sunset Cruise
FREE Cancellation 3 days notice
3 hour trip starts at 5:00 PM
US $800
Private tour: up to 10 people
4 Hour Trip – Snorkel/Stingray (AM)
In high demand Last booked: 5 days ago
FREE Cancellation 3 days notice
4 hour trip starts at 8:00 AM
US $950
Private tour: up to 10 people
4 Hour Trip – Snorkel/Stingray (PM)
FREE Cancellation 3 days notice
4 hour trip starts at 2:00 PM
US $950
Private tour: up to 10 people
6 Hour Trip – Snorkel/Stingray
FREE Cancellation 3 days notice
6 hour trip starts at 8:00 AM
US $1,350
Private tour: up to 10 people
8 Hour Trip – Snorkel/Stingray
FREE Cancellation 3 days notice
8 hour trip starts at 8:00 AM
US $1,850
Private tour: up to 12 people
There are 3 people looking at this charter.

Customer reviews

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Rating

5.0
(25 reviews)
5.0
Boat & equipment
5.0
Captain & crew
5.0
Experience

Customers' gallery (25)

All reviews (25)

Showing 15 of 25 reviews
Barrett Hughes
Barrett Hughes
us
North Carolina, US
Member since 2026
5.0
Verified
Amazing Experience with Captain Jerry & Vijay
4 Hour Trip – Snorkel/Stingray (AM) on June 29, 20269 adults2 children

What an unforgettable experience Captain Jerry and Vijay gave our entire group of 10, ranging from 7yrs old to 76yrs old. We were staying in a villa across from Kaibo Marina so that is where our journey began. Captain Jerry arrived right on time and we were quickly off to our first destination, snorkeling at the outer reefs. His boat, Trinity, was very spacious and provided many comfortable seating options, including on the bow. I was impressed with the amount of shade the top provided. Captain Jerry provides and variety of drinks and snacks as well. Vijay was amazing with my two children, 10(G) and 7(B), as the waters can sometimes be a little choppy. He guided a group of us, with my daughter in hand, through some incredible coral reefs that we would have never been able to navigate through ourselves due to the changes in water depths. This allowed us to truly experience the abundance of marine life within these reefs. As an added bonus, we were able to swim with two sea turtles. We then headed over to Stingray City, where Vijay again shined and gave the entire group an wonderful experience of holding, kissing, feeding and getting a massage by the stingray. He topped it off by using some of the remaining squid to put on the kids fingers and calling the birds to come and take it. From there, we then traveled over to Rum Point and snorkeled that reef, where again Vijay was there to help defog and rinse our masks as well as paying close attention to the younger swimmers, as at this site they felt more comfortable going at it alone. Since our villa was down the street from Star Fish Point, I asked Captain Jerry if we could replace that stop with another snorkeling site, which he accommodated without hesitation. As a final touch of a first-class service we experienced, on our way home instead of dropping us back off at Kaibo marina, I asked if he could drop us off at our villa, which had a deep-water dock. Captain Jerry happily accommodated this request as well. We have chartered boats here in the past and while they offered a good experience, the whole group agreed Captain Jerry and Vijay's charter was by far the best we've had. From the boat to the service they provided. I would highly recommend this charter to anyone looking to have that memorable experience of snorkeling the reefs the Cayman's have to offer as well as interacting with the stingrays.

Scott Magee
Scott Magee
us
Texas, US
Member since 2026
5.0
Verified
Book Captain Jerry!
4 Hour Trip – Snorkel/Stingray (PM) on July 6, 20266 adults1 child

Captain Jerry and crew were amazing. We had my family of 5 + 2 grandmas. They made us feel at home and we shared lots of laughs. The boat and gear was immaculate. Know you’re getting incredible quality booking with Captain Jerry. The crew VJ and Ryan took great care of my family. They spent an incredible amount of time with my 5 year old making sure she was comfortable snorkeling and with the stingrays. The crew also helped the grandmas maneuver around. A private charter is not cheap. Dont overthink this, book with Captain Jerry and relax.

Joe Buckley
Joe Buckley
us
Virginia, US
Member since 2026
5.0
Verified
New
Thank You Captain Jerry
4 Hour Trip – Snorkel/Stingray (PM) on August 13, 202614 adults

Our families had an amazing journey with Captain Jerry and crew! He showed us so many of the amazing things that the Caymans have to offer, from snorkelling, to Stingray City, to Starfish Point! Our time aboard the Trinity was one of the highlights of an epic family vacation! Thank you Captain Jerry! Hope to visit with you soon!

Lou Medina
Lou Medina
us
New Jersey, US
Member since 2026
5.0
Verified
A day at Capt Jerry’s office!
4 Hour Trip – Snorkel/Stingray (AM) on March 13, 20266 adults

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!!!

Doug Soell
Doug Soell
us
Texas, US
Member since 2026
5.0
Verified
Best Captain in Cayman
4 Hour Trip – Snorkel/Stingray (AM) on July 8, 202611 adults1 child

I have been to Cayman several times and used different tour services and by far Captain Jerry’s is the best makes you feel like a part of his family and really serves you well. Put us on top of turtles. It has been doing this for 30 years 10 stars.

FAQs about Captain Jerry's Watersports

Captain Jerry's Watersports offers the following trips to customers:
  • US $800 per group, additional US $50 per person after 10 guests - 3 Hour Trip – Sunrise Cruise (3 hours)
  • US $800 per group, additional US $50 per person after 10 guests - 3 Hour Trip – Sunset Cruise (3 hours)
  • US $950 per group, additional US $50 per person after 10 guests - 4 Hour Trip – Snorkel/Stingray (AM) (4 hours)
  • US $950 per group, additional US $50 per person after 10 guests - 4 Hour Trip – Snorkel/Stingray (PM) (4 hours)
  • US $1,350 per group, additional US $50 per person after 10 guests - 6 Hour Trip – Snorkel/Stingray (6 hours)
  • US $1,850 per group, additional US $50 per person after 12 guests - 8 Hour Trip – Snorkel/Stingray (8 hours)
When you book a trip with Captain Jerry's Watersports, you can expect the following amenities onboard:
  • GPS
  • VHF Radio
  • Chart Plotter
  • Depth Finder
  • Sonar
  • Autopilot
  • Anchor
  • Wheel Steering
  • Life Jackets
  • Wheelchair Accessible
  • Bow Sundeck
  • WiFi
  • Audio System
  • Inside Speakers
  • Ice Box
  • Fishfinder
  • Rod Holders
Trips booked with Captain Jerry's Watersports include:
  • Snorkeling Equipment
  • Fishing Equipment
  • Catch cleaning & filleting
  • Snacks
  • Drinks
Captain Jerry's Watersports offers the following activities:
  • Sunset Dinner Cruises
  • Snorkeling & Diving Tours
  • Sandbar Tours
  • Stingray Tours

Your operator

Jerry Ebanks
Jerry Ebanks
Jerry Ebanks

West Bay, Cayman Islands

ID & license verified
25 Customer reviews
Response time within an hour
Member since October 2024

Captain Jerry Ebanks is a knowledgeable and friendly local guide based in West Bay, Cayman Islands. With a deep passion for the waters around the islands, he specializes in snorkeling, diving, and island tours, offering personalized experiences that highlight the natural beauty of the Cayman Islands.

ID & license verified
25 Customer reviews
Response time within an hour
Member since October 2024

Captain Jerry Ebanks is a knowledgeable and friendly local guide based in West Bay, Cayman Islands. With a deep passion for the waters around the islands, he specializes in snorkeling, diving, and island tours, offering personalized experiences that highlight the natural beauty of the Cayman Islands.

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
Engine model
Caterpillar
Max crusing speed
14 knots
Powered by
1 x 425HP
Engine Type
Inboard
Fuel Type
Diesel
Number of cabins
1 cabin
Number of heads
1 head
Number of toilets
1 toilet
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

Which kind of activities are offered

Sunset & Dinner Cruise
Snorkeling & Diving Tours
Sandbar Tours
Stingray Tours

Which amenities are available onboard

GPS
VHF Radio
Chart Plotter
Depth Finder
Sonar
Autopilot
Anchor
Wheel Steering
Life Jackets
Wheelchair Accessible
Bow Sundeck
WiFi
Audio System
Inside Speakers
Ice Box
Fishfinder
Rod Holders

What's included in the trip price

Snorkeling Equipment
Fishing Equipment
Catch cleaning & filleting
Snacks
Drinks

What’s allowed on the boat

Child Friendly
Alcohol
Swimming
Red Wine

What additional terms you should be aware of

Security deposit is not required

A refundable deposit is not required by the charter operator.


Fuel is included

Fuel is included in the price of the rental.

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

How you can pay

Reserve with a 10% booking deposit, pay the captain the rest

When the captain confirms your trip, BoatBooker charges your credit card a 10% booking 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 2.5% charge will apply.

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Current
Captain Jerry's Watersports
Captain Jerry's Watersports
5.0
/5
(25 reviews)
42 feet
Group size 1 - 20
1 - 20
4 hour trip • up to 10 persons
US $950