Easy Does It Charters 

5.0/5 (41 reviews)
 164 Yacht Drive, West Bay, Ky11204, Cayman Islands

Easy Does It Charters 

West Bay, Cayman Islands
21 feet
4
5.0/5 (41 reviews)

Experience the Cayman Islands like never before with Easy Does It Charters! Step aboard this beautifully restored 2024 Larson 21’ Center Console, based in West Bay, and enjoy a personalized adventure for up to 4 guests. Powered by a reliable 175HP Yamaha outboard, this sleek vessel cruises comfortably at 25 knots—perfect for exploring crystal-clear waters, hidden coves, and vibrant reefs.

Whether you're in the mood for a laid-back booze cruise, an exciting fishing trip, or an unforgettable snorkeling and diving tour, Capt. Derron Kelly has you covered with local expertise and friendly hospitality. The boat is fully equipped with everything you need for a great day on the water, including a sound system, WiFi, baitwell, fishfinder, rod holders, ice box, and outside speakers to keep the vibes going.

Customize your trip with optional add-ons like cold drinks, tasty snacks, and snorkeling gear, so you can just show up and enjoy. Onboard, you’ll find all safety equipment, including life jackets, GPS, chart plotter, sonar, VHF radio, depth finder, and anchor for peace of mind.

With flexible policies—alcohol, smoking, swimming, and even glass bottles and red wine are welcome onboard—this charter is all about relaxing your way.

Spots fill up fast—book your private boat or fishing tour today and create memories that last a lifetime in the Cayman Islands!

Experience the Cayman Islands like never before with Easy Does It Charters! Step aboard this beautifully restored 2024 Larson 21’ Center Console, based in West Bay, and enjoy a personalized adventure for up to 4 guests. Powered by a reliable 175HP Yamaha outboard, this sleek vessel cruises comfortably at 25 knots—perfect for exploring crystal-clear waters, hidden coves, and vibrant reefs.

Whether you're in the mood for a laid-back booze cruise, an exciting fishing trip, or an unforgettable snorkeling and diving tour, Capt. Derron Kelly has you covered with local expertise and friendly hospitality. The boat is fully equipped with everything you need for a great day on the water, including a sound system, WiFi, baitwell, fishfinder, rod holders, ice box, and outside speakers to keep the vibes going.

Customize your trip with optional add-ons like cold drinks, tasty snacks, and snorkeling gear, so you can just show up and enjoy. Onboard, you’ll find all safety equipment, including life jackets, GPS, chart plotter, sonar, VHF radio, depth finder, and anchor for peace of mind.

With flexible policies—alcohol, smoking, swimming, and even glass bottles and red wine are welcome onboard—this charter is all about relaxing your way.

Spots fill up fast—book your private boat or fishing tour today and create memories that last a lifetime in the Cayman Islands!

Derron Kelly
Captain
Derron Kelly
13 years of experience
ID & credentials verified

Trip availability and prices

Trip Date:
Group Size:
Select date to see availability
September 2026
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Number of days
1
Group Size
2 adults • 0 children
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2 Hr – Stingray Adventure
FREE Cancellation 3 days notice
2 hour trip starts at 8:00 AM
US $400
Private tour: up to 4 people
2 Hr – Stingray Adventure
FREE Cancellation 3 days notice
2 hour trip starts at 1:00 PM
US $400
Private tour: up to 4 people
2 Hr – Sunset Cruise
FREE Cancellation 3 days notice
2 hour trip starts at 5:30 PM
US $400
Private tour: up to 4 people
2 Hr – Sunset Cruise (copy)
FREE Cancellation 3 days notice
2 hour trip starts at 5:30 PM
US $400
Private tour: up to 4 people
3 Hr – Canal Cruise (AM)
FREE Cancellation 3 days notice
3 hour trip starts at 8:00 AM
US $450
Private tour: up to 4 people
3 Hr – Stingray's/Snorkel/Starfish
FREE Cancellation 3 days notice
3 hour trip starts at 8:00 AM
+1
US $500
Private tour: up to 4 people
3 Hr – Stingray's/Snorkel/Starfish
FREE Cancellation 3 days notice
3 hour trip starts at 1:00 PM
+1
US $500
Private tour: up to 4 people
3 Hr – West Side Snorkel
FREE Cancellation 3 days notice
3 hour trip starts at 8:00 AM
US $550
Private tour: up to 4 people
3 Hr – West Side Snorkel
FREE Cancellation 3 days notice
3 hour trip starts at 1:00 PM
US $550
Private tour: up to 4 people
2 hour Bio Bay only
FREE Cancellation 3 days notice
2 hour trip starts at 6:00 PM
US $550
Private tour: up to 4 people
4 Hr – Reef Fishing
FREE Cancellation 3 days notice
4 hour trip starts at 8:00 AM
US $600
Private tour: up to 4 people
4 Hr – Reef Fishing (copy)
FREE Cancellation 3 days notice
4 hour trip starts at 8:00 AM
US $600
Private tour: up to 4 people
Conch diving and snorkeling
FREE Cancellation 3 days notice
3 hour trip starts at 8:00 AM
Seasonal trip
Nov 1 - Apr 30
US $600
Private tour: up to 4 people
4 Hr – Reef Fishing (copy)
FREE Cancellation 3 days notice
4 hour trip starts at 1:00 PM
US $600
Private tour: up to 4 people
3 Hr – Dinner & Bio Bay
FREE Cancellation 3 days notice
3 hour trip starts at 5:00 PM
US $625
Private tour: up to 4 people
3 Hr – Reef Fishing & Bio Bay
FREE Cancellation 3 days notice
3 hour trip starts at 5:00 PM
US $650
Private tour: up to 4 people
4 Hr – Reef Fish/stingrays/snorkel
FREE Cancellation 3 days notice
4 hour trip starts at 8:00 AM
US $700
Private tour: up to 4 people
4 Hr – Reef Fish/stingrays/snorkel
FREE Cancellation 3 days notice
4 hour trip starts at 1:00 PM
US $700
Private tour: up to 4 people
7 Hr – Full Day Adventure
FREE Cancellation 3 days notice
7 hour trip starts at 8:00 AM
+2
US $1,200
Private tour: up to 4 people
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Customer reviews

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Rating

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

Customers' gallery (46)

What customers say

100%
Recommended

All reviews (41)

Showing 15 of 41 reviews
Doyle Shelton
Doyle Shelton
Repeat customer
us
Tennessee, US
Member since 2026
2 trips
5.0
Verified
Wonderful Day of Snorkeling!!!!!
7 Hr – Full Day Adventure on March 2, 20262 adults

My wife and I enjoyed a day on the water with Captain Derron! By far the best Captain ever!!! He was very knowledgeable and accommodating! We hit several places including Stingray Bay, Starfish Point, The Barrier Reef, Coral Gardens, and a couple other of Captain Derrons favorite snorkel places! We seen plenty of rays, turtles, tropical fish, and many starfish! He definitely knows where the good places are😉 We also had lunch at Kaibo which was a great resting point right on the water! It was an amazing full day experience and the highlight of our trip! Highly recommend, you won’t be disappointed!!!

Derron Kelly
Response from Captain

Thank you for such an marvelous review! I'm happy to know you've enjoyed your day snorkeling with us and I look forward to having you and your family on board again soon! Happy Boating, Captain Derron

Jeffrey Weissman
Jeffrey Weissman
us
New York, US
Member since 2026
5.0
Verified
Wonderful morning with the ray
2 Hr – Stingray Adventure on February 7, 20262 adults

Captain Kelly was wonderful. We had a great visit to Stingray City — easily one of the highlights of our trip to Grand Cayman. The water was crystal clear, the setting was beautiful, and the entire experience was well organized and safe. Captain Kelly was very professional, attentive and knowledgeable. He made my wife and I feel comfortable interacting with the stingrays, explaining how to feed and interact with them safely. Getting to stand in the shallow sandbar surrounded by these gentle animals was unforgettable. The stingrays were calm and clearly accustomed to visitors, and Captain Darron made sure the experience remained respectful to the rays. If you’re visiting Grand Cayman, this is an absolute must-do trip with Captain Kelly. We are definitely coming back and doing more tours with Captain Derron 😊👍

Derron Kelly
Response from Captain

Thank you for such a fantastic review! I appreciate all the kind words, and it was a pleasure to have you and your family on board. Happy Boating, Captain Derron

Blake Conner
Blake Conner
us
Florida, US
Member since 2025
5.0
Verified
Capt. Derron Kelly was amazing!!
3 Hr – West Side Snorkel on December 29, 20254 adults

Derron was very accomodating based on the trip we wanted to experience. It was myself, my wife, and two kids (16 & 20) and we were arrived in Grand Cayman on the Explorer of the Seas (Royal Caribbean). He communicated well about all details of our trip. Derron was extremely friendly and knowledgable about the different snorkeling sites and history of the island. He also provided ice cold waters, which was perfect to keep us hydrated and tasted great after being in the salty water. We would highly reccomend Capt. Derron to anyone looking to enjoy a stress-free, private boating experience in Grand Cayman!!

Derron Kelly
Response from Captain

Thank you for such an amazing review! I'm glad to hear you've enjoyed your trip and happy with the service provided! It was a pleasure to have you and your family on board and I hope to have you on board again soon. Happy Boating, Captain Derron

Madonna Carr
Madonna Carr
us
Georgia, US
Member since 2025
5.0
Verified
A perfect way to celebrate my 50th!
3 Hr – Stingray's/Snorkel/Starfish on November 9, 20252 adults

This was a perfect charter for just my husband and I. I am prone to motion sickness, but Derron was very attentive and asked often how I was doing. We chose a charter just in case I got sick and needed to end the tour early. That didn’t happen! We went out to stingray city where at one point we had the stingrays all to ourselves! No other boat in sight! Derron was very knowledgeable and patient as we fed the stingrays and asked many questions. From there over to starfish point. There were at least 15 starfish and a few conch shells!! The seas were rough so I opted against attempting to snorkel for my first time. If you have a smaller group (and don’t require a luxury boat tour) I wouldn’t hesitate to book this trip. We will look him up when we’re back in the Grand Cayman!!

Derron Kelly
Response from Captain

Thank you for such a fantastic review ! It was a pleasure to have you celebrate your birthday with us and a great pleasure to have you on board! Happy Boating, Captain Derron

Scott Schimpf
Scott Schimpf
Repeat customer
us
California, US
Member since 2026
2 trips
5.0
Verified
New
Phenomenal experience!
3 Hr – West Side Snorkel on August 31, 20262 adults

Captain Darren is an absolute jewel! From beginning to end, offering to pick us up and in front of our hotel, Beach, to really asking what experiences we wanted. The gorgeous fish and shipwrecks were so cool to snorkel through. I would do it all over again with Captain Darren.

Derron Kelly
Response from Captain

Thank you for such a phenomenal review ! It was a pleasure to have you and your wife on board and i do hope to see both of you again soon! Happy Boating, Captain Derron

FAQs about Easy Does It Charters

Easy Does It Charters offers the following trips to customers:
  • US $400 per group - 2 Hr – Stingray Adventure (2 hours)
  • US $400 per group - 2 Hr – Stingray Adventure (2 hours)
  • US $400 per group - 2 Hr – Sunset Cruise (2 hours)
  • US $400 per group - 2 Hr – Sunset Cruise (copy) (2 hours)
  • US $450 per group - 3 Hr – Canal Cruise (AM) (3 hours)
  • US $500 per group - 3 Hr – Stingray's/Snorkel/Starfish (3 hours)
  • US $500 per group - 3 Hr – Stingray's/Snorkel/Starfish (3 hours)
  • US $550 per group - 2 hour Bio Bay only (2 hours)
  • US $550 per group - 3 Hr – West Side Snorkel (3 hours)
  • US $550 per group - 3 Hr – West Side Snorkel (3 hours)
  • US $600 per group - 4 Hr – Reef Fishing (4 hours)
  • US $600 per group - 4 Hr – Reef Fishing (copy) (4 hours)
  • US $600 per group - 4 Hr – Reef Fishing (copy) (4 hours)
  • US $600 per group - Conch diving and snorkeling (3 hours)
  • US $625 per group - 3 Hr – Dinner & Bio Bay (3 hours)
  • US $650 per group - 3 Hr – Reef Fishing & Bio Bay (3 hours)
  • US $700 per group - 4 Hr – Reef Fish/stingrays/snorkel (4 hours)
  • US $700 per group - 4 Hr – Reef Fish/stingrays/snorkel (4 hours)
  • US $1,200 per group - 7 Hr – Full Day Adventure (7 hours)
When you book a trip with Easy Does It Charters, you can expect the following amenities onboard:
  • GPS
  • VHF Radio
  • Chart Plotter
  • Depth Finder
  • Sonar
  • Anchor
  • Life Jackets
  • WiFi
  • Audio System
  • Outside Speakers
  • Ice Box
  • Fishfinder
  • Baitwell
  • Rod Holders
Trips booked with Easy Does It Charters include:
  • Snorkeling Equipment
  • Fishing Equipment
  • Catch cleaning & filleting
  • Snacks
  • Drinks
Easy Does It Charters offers the following activities:
  • Boat & Yacht Tours
  • Canal Boat Tours
  • Sunset Dinner Cruises
  • Booze Cruises
  • Snorkeling & Diving Tours
  • Fishing
  • Sandbar Tours
  • Stingray Tours

Your operator

Derron Kelly
Derron Kelly
Derron Kelly

West Bay, Cayman Islands

ID & license verified
41 Customer reviews
Response time 1 hour
Member since February 2025

Growing up in a fishing community, I've always wanted to become a captain. Hearing the humming of the engines and the fresh breeze on my face was all I needed to motivate me to build a career on the water. Now a charter boat captain, I like to see the smiles on my guests face as they enjoy doing what I love. Nothing excites me more than a wonderful day on the water while enjoying nature at its best!

ID & license verified
41 Customer reviews
Response time 1 hour
Member since February 2025

Growing up in a fishing community, I've always wanted to become a captain. Hearing the humming of the engines and the fresh breeze on my face was all I needed to motivate me to build a career on the water. Now a charter boat captain, I like to see the smiles on my guests face as they enjoy doing what I love. Nothing excites me more than a wonderful day on the water while enjoying nature at its best!

What the boat is like

Boat category
Center console boats
Boat type
Center console
Boat manufacturer
Larson
Boat Model
2100
Year built
2005
Restored in
2024
Boat length
21 ft
Capacity
4 persons
Engine model
Yamaha
Max crusing speed
25 knots
Powered by
1 x 175HP
Engine Type
Outboard
Fuel Type
Gas
Number of toilets
1 toilet
Boat category
Center console boats
Boat type
Center console
Boat manufacturer
Larson
Boat Model
2100
Year built
2005
Restored in
2024
Boat length
21 ft
Capacity
4 persons

Which kind of activities are offered

Boat & Yacht Tours
Canal Boat Tours
Sunset & Dinner Cruise
Booze Cruises
Snorkeling & Diving Tours
Fishing
Sandbar Tours
Stingray Tours

Which amenities are available onboard

GPS
VHF Radio
Chart Plotter
Depth Finder
Sonar
Anchor
Life Jackets
WiFi
Audio System
Outside Speakers
Ice Box
Fishfinder
Baitwell
Rod Holders

What's included in the trip price

Snorkeling Equipment
Fishing Equipment
Catch cleaning & filleting
Here at Easy does it Charters we clean and prep everything caught and harvested.
Snacks
Here at easy Does it Charters we do not offer snacks,lots of water and soda for refreshments are offered.
Drinks
We offer bottled water,different types of soda and fruit punch on request at no charge.

What’s allowed on the boat

Child Friendly
We do not have any age limits on board our boat.pack your floatie and let's have some fun!
Smoking
Alcohol
Glass Bottles
Shoes
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 15% booking deposit, pay the captain the rest

When the captain confirms your trip, BoatBooker charges your credit card a 15% 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

When paying the remaining balance with a credit card, an additional 2% charge will apply.

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