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!
Public transportation options are available nearby
Travelers should have at least a moderate level of physical fitness
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
Restroom on board
Gratuities
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.
Bioluminescent Bay
Experience the magic of the bioluminescent 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!
34 reviews
Total reviews and rating from Viator & Tripadvisor
robbw351,
Nov 16, 2025
- Review from Tripadvisor
Cayboss Charters was recommended to us by friends who used them last year, and we’re so glad we took their advice! Our experience was absolutely amazing. Mike was incredibly knowledgeable, friendly, and flexible. He made the whole day unforgettable. We saw beautiful starfish, swam with stingrays, and snorkeled in crystal-clear water. It was such a memorable adventure and one of the highlights of our trip. We’ll definitely be booking with Cayboss again next time we visit Grand Cayman!
Milissa L,
Nov 9, 2025
- Review from Viator
We had an amazing experience on our private boat tour on Grand Cayman with Captain Mike and Cayboss Charters. There were weather concerns the day of our reservation and the office staff kept us informed and was very patient with all of our questions. We felt very safe even though it was a little windy. Starfish point was gorgeous! The water was so clear and we saw many starfish. There were also huge fish eating wings off the back of the gourmet pirate ship. Yes, a floating food truck. We then went to stingray city and had the most memorable experience! The rays were everywhere and many were huge. Captain Mike got in with us and the rays seemed to know him. There was a huge black female ray named Midnight that he said he has interacted with for over 20 years. A day we will never forget! We cannot recommend Cayboss and Captain Mike enough!
Rob F,
Oct 26, 2025
- Review from Viator
We had a great time during our snorkel trip! Mike was very accommodating and took us to some awesome spots. We will definitely be calling him again when we come back.
patriciarJ8891FU,
Aug 9, 2025
- Review from Tripadvisor
Captain Mike is the BEST! Took my husband, teen son, and I on incredible adventures from deep sea fishing and snorkeling to touring all top attractions, stingray city, starfish point, & bioluminescence bay. Captain Mike is very knowledgeable and experienced; he took us to the best fishing spots to ensure we caught fish! We were not disappointed! Look forward to Captain Mike's services when we return next year. We highly recommend Captain Mike & Cayboss Charters to all!






Deidra B,
Aug 9, 2025
- Review from Viator
Mike was amazing! We were a group of 7 (4 adults and 3 kids). The trip was catered to what we wanted to do! He was so knowledgeable about everything we asked. While we were out, a storm started to brew and he was great keeping an eye on everything and making sure we were safe. He was also great and patient with the 2 grandmas that were with us!! Highly recommend!! We will be using Mike for all future trips!

Kristin O,
Aug 1, 2025
- Review from Viator
Seamless from the start. Clear instruction and easy communication prior to the trip. Then Captain Mike offered suggestions, listened to our input and customized our day perfectly. Will definitely reserve with Cayboss again!
Relax23069418638,
Aug 1, 2025
- Review from Tripadvisor
All 6 of us agreed - our day with Captain Mike was the favorite activity of our vacation. Excellent service from start to finish. Quick response and clear instruction before the trip. Captain Mike offered suggestions and then customised our day perfectly. Clean, safe and beautiful boat and nothing beats his native knowledge.



123SarahB123,
Jul 31, 2025
- Review from Tripadvisor
We booked a 3 hour private tour with Cayboss and were thrilled with the tour. We went to sting ray city, star fish point and a quick stop at another snorkel spot. It was a great tour and we loved it. This is a local owned and operated tour by a qualified captain. He was very friendly and knowledgeable. Next time we come back we plan to book again. Thanks so much!
heathercH8567ZS,
Jul 23, 2025
- Review from Tripadvisor
Mike was amazing today Loved the snorkel experience , stingrays (private experience) and starfish! Wonderful Highly recommend !!!!!
Inspire51985767840,
Jul 13, 2025
- Review from Tripadvisor
Our captain Mike was amazing! He is a very experienced and knowledgeable captain! He took us first to sting ray city where we could swim, hang out with, pet, and feed stingrays. Even took photos with them as well. After that took us to an amazing coral reef that was off the beaten path and was more of a local known spot and not a touristy spot. After that we enjoyed another coral reef to snorkel and an informative boat stroll through the mangroves. All in all this trip was amazing, we moved at our own pace, and was not rushed at all seeing all the things we wanted to see and do. 10/10 would highly recommend.




Operated by Cayboss Charters