Easy Does It Charters
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!

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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!!!

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

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 😊👍

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

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!!

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
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!!

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
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.

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
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!
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!
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.
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.
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.
