Cayman Islands · CAYMAN FISHING CHARTERS & WATER SPORTS
7 reviewed
Deep water starts close to shore on this island, so a half day out here is real fishing and not a boat ride. These charters are set out by what they target, with tackle and crew noted, plus the kitesurf and watersports options for anyone who would rather stay on the surface.
Private kitesurf gear rental at Barkers Beach, Grand Cayman with hotel pickup and up to 4 hours on the water using wind-suited equipment.
“We had an incredible time kitesurfing in the Cayman Islands thanks to this amazing team! Will (Wilder) and Miguel are exceptional instructors—so knowledgeable, patient, and fun. They made learning easy and enjoyable for all skill levels. EvRead more”
Introductory semi-private kitesurf lesson at Seven Mile Beach with hotel pickup, gear included, and expert coaching for up to 2 people.
“Great experience. Excellent instruction, great wind - very safe and very fun. Went back a second time we had so much fun! Semi-private is great for the first lesson, but if you find you like it, I highly recommend a second, private lesson to improve faster.”
Grand Cayman private charter for up to 7: stingrays at Stingray City, reef fishing, Starfish Point, Rum Point, and Bioluminescent Bay.
“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.”
Full-day private fishing in Grand Cayman with Captain Chris and Shane, luxury air-conditioned boat, deep-sea or reef fishing, ceviche.
“It was the best offshore fishing experience we've had. Captain Chris and his crew did an excellent job. The boat was clean and in excellent working order. The Captain was highly accommodating and mindful of all of us. They worked hard Read more”
A 4-hour private fishing charter in Grand Cayman with Captain Chris and Shane, plus options for reef fishing, snorkeling, and Stingray City.
“Captain Chris was so much fun! We caught fish and really enjoyed the boat ride. He was fun and engaging. I would highly recommend using them if you want to have a great day!”
Private swim coaching on Seven Mile Beach in Grand Cayman. Personalized drills for technique and triathlon open-water swim training.
“The teacher was very knowledgeable and helped us work on techniques that will help us become better swimmers.”
Private deep-sea fishing in Grand Cayman with live bait, a 27-foot boat, and a crew that works hard to put you on fish.
“Kyle and Sean were amazing! Had a wonderful experience and great fishing day. Caught yellow eye snapper they recommended a local place to have it cooked for lunch. It was delicious.”
