Private Tour
Available languages
Mobile ticket
Personalized Experience: Our small group sizes ensure a more intimate and personalized experience. You’ll have plenty of opportunities to ask questions and receive individualized attention from our knowledgeable guides.
Our guides are passionate locals who share insider tips about the Cayman Islands, including the best spots for swimming and snorkeling, as well as hidden gems around the area that most tours overlook.
We are committed to eco-friendly practices, ensuring that our tours respect and protect the natural beauty of the environment. Join us in our efforts to preserve this paradise!
We go beyond the typical tour by ensuring you have the best personalized experience in the Cayman Islands!
Travelers should have at least a moderate level of physical fitness
Public transportation options are available nearby
For a full refund, cancel at least 24 hours before the scheduled departure time.
Ice and Cooler
Safety equipment
Bottled water
Bluetooth Stereo
Use of Snorkelling equipment
Fresh water shower
Gratuities
Restroom on board
Stingray City
Dive into a world of wonder at Stingray City, where you can interact with friendly Southern stingrays in their natural habitat! This unique experience is perfect for families, couples, and adventure-seekers looking to create unforgettable memories.
Grand Cayman
Reef fishing in Grand Cayman offers an unforgettable experience for anglers of all levels. The island's warm, crystal-clear waters are home to abundant marine life, including snapper, grouper, barracuda, and yellowtail. Local reefs, often located just offshore, provide prime fishing spots, with opportunities for both bottom fishing and trolling. With our experienced guides and charter services available, visitors can enjoy a relaxing day on the water, surrounded by breathtaking scenery. Whether you're a seasoned fisherman or a beginner, Grand Cayman's vibrant reefs promise a thrilling and rewarding fishing adventure.
15 reviews
Total reviews and rating from Viator & Tripadvisor
Tore K,
Oct 17, 2025
- Review from Viator
Fantastic day on the ocean with skipper Mike! Highly recommend the full day excursion which included swimming with the stingrays (which was probably my favorite animal experience of all time), fishing (caught a barracuda!), reef snorkeling, starfish point and the bioluminescent bay. Mike is a local that loves to fish and show off this beautiful island. Can not recommend enough!!
heathercZ6984CY,
Sep 12, 2025
- Review from Tripadvisor
Captain Mike and Mark took us out deep-sea fishing and it was awesome. It was my favorite part of my trip to the Caymans. We caught Barracuda, Almaco Jack, Black Fin Tuna, and Mahi-Mahi. Mike and Mark were very attentive to us and helped us every step of the way. Even booking the trip was very easy. I would 100% recommend Cayboss Charters to anyone who wants to go fishing or book any tours here at the Caymans. I definitely know when I come back here that I am going to book another fishing trip with them. Thank you!!!!
SimonS616,
Jul 28, 2025
- Review from Tripadvisor
Cayboss were great to work with. Easy communication and flexibility Captain Mike was the best!! Very patient, knowledgeable and helpful The tour was incredible. We got to see amazing nature and do everything we wanted. Overall I cannot recommend this tour more!!
P5801PGellies,
Jul 28, 2025
- Review from Tripadvisor
We had a wonderful experience from the very beginning. Captain Mike was so friendly, knowledgeable, and accommodating to our family. The views were stunning, and we were able to learn so much about the wildlife. Great for a full Cayman experience, we couldn't recommend this charter more!!
Michelle H,
Jun 20, 2025
- Review from Viator
We had an AMAZING time! Captain Michael was so knowledgeable and friendly. He knew all the great spots to go to and gave us an experience of a lifetime. I would hands down recommend booking a charter with him. Time went by so fast…if opportunity allows we would definitely do another charter with Captain Michael! We have made some amazing memories here in the Grand Caymon.
Robert W,
Jun 14, 2025
- Review from Viator
My family had an awesome time. Capt. Mike was super professional and made sure that my 12 y/o daughter and 15 y/o son had a great time. The fishing equipment was well maintained. Both kids caught multiple fish. Mike gave us options and we avoided the crowded areas. The snorkling spot was incredible. We will charter with this company again!
robertwV288CI,
Jun 13, 2025
- Review from Tripadvisor
We booked Cayo Boss Charters as they were the most affordable option for deep sea fishing. We had an absolutely fantastic time despite a slow fishing day. The Captain and Mate were extremely knowledgeable and worked extremely hard to get us on some fish. We managed to catch several baracuda plus a skipjack Tuna. If you are looking for a knowledgeable and attentive charter captain that won't break the bank you could not choose a better business. I will continue to use them exclusively during my vacations on the island.
Camper29397175192,
Jun 6, 2025
- Review from Tripadvisor
Captain Mike was absolutely AMAZING!! From the beginning of our reservation, we had to make some changes and the communication and timely response was fantastic! We have 3 kids and we requested to do reef fishing, snorkeling and head out to Stingray City. Captain Mike went above and beyond helping our family fish, getting the gear handed out for snorkeling, was so patient with my children fishing and getting the bait hooked on the line when all 3 of them were asking for requests, the music was on point, and the entire experience was phenomenal!! Highly recommend Captain Mike and Cayboss Charters!!!
Elizabeth B,
May 9, 2025
- Review from Viator
Great communication before and wonderful experience all around. We enjoyed seeing the stingrays, snorkeling, fishing, viewing the sunset and Bio bay. Mike was a great captain, too! Highly recommended!!
Scott H,
Apr 10, 2025
- Review from Tripadvisor
Captain Mike was excellent at accommodating our family checklist. Snorkeling, reef fishing, sting rays, starfish, mangroves, bio bay. We packed it all in and he kept my teenagers entertained with history and facts at every spot. Would highly recommend.
Operated by Cayboss Charters