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.
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.
Discover the stunning beauty of Starfish Point, a hidden gem on the Caribbean coast! This serene beach destination offers the perfect opportunity to relax, swim, and interact with the vibrant starfish in their natural habitat. Ideal for families, couples, and nature lovers looking for a unique beach day!
Escape to the idyllic Rum Point, a paradise on the shores of the Caribbean! Known for its tranquil waters and laid-back atmosphere, this charming destination is perfect for relaxation and enjoyment. Spend your day soaking up the sun, swimming in crystal-clear waters, and indulging in delicious refreshments at this beachfront oasis.
GETTING IN THE WATER RECOMMENDED but optional!! Experience the magic of "Bio Bay" on a guided night boat tour! Swim through shimmering waters filled with sparkling blue light, created by tiny microorganisms that illuminate the sea with every movement. Perfect for nature lovers and adventure seekers alike!
Captain Mike was very informative and ensured we were aware of how to be mindful of the sting rays, coral, star fish and bio bay. The experience was amazing. We absolutely recommend him.
Best day we had on the island sting rays are amazing and a ton of great snorkeling mike was very helpful great day
Had the best time with Captain Mike it was a great six hour cruise. The weather was beautiful. He’s so knowledgeable about the area and personable and just an overall fantastic time. So glad I booked with Mike. Definitely if I come back again I will look him up and hopefully he can be my boat captain again.He made you feel like family.
This was a very personalized experience. We enjoyed every minute of it. Captain Mike was great. He made us feel comfortable and didn't rush through anything. I would recommend Cayboss. This was quite an adventure.
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!!
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!!!!
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!!
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!!
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.
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!
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.
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!!!
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!!
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.
Mike and Mark were a pleasure to spend the day with. Both were raised on the island and very knowledgeable, safe and good family fun.
This was a great experience. I would recommend this tour to all. The trip was catered our interests and Captain Mike was friendly and did a great job communicating with us about the options available. The grandparents, parents and kids all had a great time fishing, snorkeling, seeing the sting rays, fishing for conch, and looking at the mangroves. Thanks!!
This was a great private charter experience. The couple who owns and operates were very friendly, helpful and a complete joy to spend the day with. They tried to get us a little experience of everything the waters of Cayman had to offer (Stingray island, Starfish point, some snorkeling and even some fishing). Each stop there was something great that came out of it. Would highly recommend using this service because they are very personable and kind people.
Very family friendly. Captain Mike and Roshaine were outstanding. We went reef fishing, snorkeling and to stingray city. Both Mike and Roshaine were very professional and made my wife and kids feel very comfortable on the water. Perfect day at sea!
We spent a day with Mike and Mark of Cayboss Charters with our 2 year old daughter and had an absolutely amazing experience! We were fortunate enough that the afternoon charter rescheduled so we were able to extend our trip to be out in the water for the whole day. These guys went above and beyond to ensure we had the best trip possible! We fished for a few hours, had many bites and were able to reel in 2 Barracuda (west bay wahoo) bland unfortunately I lost a tuna but it sure was an epic time! We then went to Stingray City and since we had the Barracuda we attracted so many of the resident stingrays. It was such an amazing time, we then went out and were able to dive for some conch, although I wasn't able to find any live ones, Mark had the eye and got us a couple to try! We then headed over to Starfish Point where we were able to see some and while there, Mike cleaned the fresh Conch for us to try and Mark cleaned the Conch shells so we were able to bring one home! We tried fresh Conch which was really good and sweet and even our 2 year old tried it and loved it, asking for more! We couldn't have asked for a better day on the water as the sea was quite calm. 10/10 recommend Cayboss Charters, they truly go the extra mile ensuring an amazing trip. We can't wait to return and Charter with them again! Thanks M&M, we had an experience of a life time and really can't thank you enough for that! Lily still talks about the boat in Cayman!
Monday through Friday 9 am to 7 pm EST
Reach us by phone
Reach us by email