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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$225-$1,000
Sailboats
Set sail with these traditional wind-powered boats
$300-$500
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$225-$300
Fishing Charters
Let a captain do the driving while you do the fishing
$225-$300
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$225
TC
Tammy
Charter with captain Bibi in Grand Cayman (bigger capacity boat)
in my lifetime of planning and booking and putting things together for myself, my family and my friends this was one of the best experiences ever! From our first communication Bibi assisted me with all of my questions and little details right up until our time of arrival. We did a group of approximately 14 and it was perfect to feel as though we had our own private shorter while still being a lot of fun. Bibi and his crew were super knowledgeable and while staying focused on Safety allowed everyone to have such an amazingly good time! The Bluetooth system on the boat is absolutely phenomenal and our guest played their own music throughout our trip. They provided lots of ice and a rum punch at my request along with regular punch and water. My friends brought along what felt like a whole bar, and that particular part was an experience of its own. :) During our four hours, we were able to go to stingray city and the beach with the starfish. Bibi is a stingray whisperer and everyone had the experience to kiss and feel the stingrays – it was actually magical! The starfish were beautiful too, but did not have the same personalities as those gorgeous rays! We were able to spend a lot more time at each of the stops than those that book. The individual charters and we were actually quietly laughing at how packed they were on their boats. We were having the time of our lives with lots of room to spread out, soak up the sunshine and enjoy our chosen group of friends. I would highly recommend this experience to anyone and I will plan to see Bibi and his crew. Every time we go into Georgetown in the future. I can honestly say they are now like family. A little bit more information just so that you are aware- if you come in on a cruise ship, you will need to get transportation from the port to the marina. It takes approximately 30 to 40 minutes depending on traffic so you want to plan accordingly. We used a great service with a new bus at a very reasonable price.
CS
Christopher
Charters with Captain Bibi on a 30ft powerboat in Grand Cayman
A group of 8 of us had an amazing time with Captain Bibi on our recent visit to Grand Cayman. The boat and crew were wonderful. Captain Bibi was very knowledgeable about stingrays and have us the opportunity to interact with one. They also took great pictures of the entire experience and the family will remember it forever. Unlike other other operators, we never felt rushed at any of the spots by any set itinerary or hard end time. We look forward to using Bibi again in the future and will never look elsewhere.
JR
Jennifer
New addition! Lagoon 450 Catamaran
We were on a cruise and took a taxi to the boat. It was super easy the captain arranged drinks and sandwiches for our day. Again super easy. They crew made our day perfect.
MS
Melissa
31ft Chaparral Yacht Charter from Cayman
We absolutely loved our trip. The captain was fantastic. Very knowledgeable and kind. He got in the water with us and taught us everything we needed to know. He even got my daughter to touch the starfish when we couldn’t get her too!! Thank you for such a great experience! You made it absolutely wonderful for our family. If we ever come back we would definitely book again.
RR
Run
Charter with captain Bibi in Grand Cayman (bigger capacity boat)
Captain BiBi was great and provided drinks and ice for our group of 30 people, including children and one wheelchair person. We snorkels, swim with stingray, swim with starfish and top it off with bioluminescence bay. We had a great time and we were not rush on any of the spots. Highly recommended. We would definitely do it again! Cheers!
VK
Violet
Charter with captain Bibi in Grand Cayman (bigger capacity boat)
Bibi was so great! We got to see so much more and with less crowds than if we booked an excursion with a big tour company. Bibi was kind, safe and very communicative about what to expect and how to stay safe at each stop. We had a range of ages with us from kids to grandparents and everyone had a great day. It was also less expensive than booking an excursion for 11 people. Definitely a great value and I would book again! I am a travel advisor and would feel confident booking Bibi for my clients. Thank you Bibi!
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!

August 01, 2023
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November 23, 2022
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October 03, 2022
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April 14, 2022
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December 11, 2020
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December 29, 2019
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Boat Rentals
the Cayman Islands
West Bay