Top Rated Private Boat Charters & Scuba Diving in Grand Cayman

with Shaggy's Personalised Diving

*** DIVE SAFE WITH US ***

YOUR TRIP, YOUR PLAN, YOUR PACE…

Explore the captivating beauty of Grand Cayman without the crowds. At Shaggy’s Diving, we leave the strict schedules behind. You get a tailor-made adventure aboard our exclusive private boat charter, giving you the freedom to explore the island’s 365 diverse dive sites, pristine beaches, and hidden coves at your own leisure.

Why choose a private charter?

  • Total Flexibility: You decide the itinerary. Want to spend an extra hour at Stingray City or find a secret snorkeling spot? It’s your call.

  • Intimate Groups: Our boat is designed for comfort and privacy, perfect for friends and families who want to escape the “cattle boat” crowds.

  • Expert Guidance: Uncover lesser-known, awe-inspiring locations with a private guide dedicated to your safety and enjoyment.

Whether you want to scuba dive the famous walls or snorkel the shallow reefs, we craft the perfect day for you.

Discover the experience that suits you!

Get in touch and we will tailor the best experience for you!

What our guests say...

Best Dive Shop on the Island@ForrestMcG
Shaggy’s was the most fun I’ve had in a long while. It is definitely more personalized and intimate rather than the big shops that you sometimes feel like another number on the boat. I’ll be switching to dive with Shaggy and his crew from now on when I travel to the island hands down. I’ve been converted and I’m a big fan now. Also- do the DPV if you’ve never tried it, it’s incredible.
The Best@Dmac2187
I cannot say enough good things about Shaggy's Scuba Diving Center. Shaggy is a personable, patient, and attentive diving instructor that truly cares about your diving experience. Shaggy and his Staff exceeded all of our expectations. This is the place to go if you are looking for a personalized diving experience in the Cayman Islands.
If you want the best, Shaggy's is it!
I am a rescue level diver with several hundred dives. I rate my dive guides on safety first, fun second and then education. Shaggy is the best I have ever had the pleasure of diving with on all three categories. I trust him with my life as well as those of my children. That should tell you everything you need to know. He will not only take you on an amazing experience, but he is a marine biologist so he will teach you as well. Highly, highly recommend Shaggy and his team.
Shaggy Rocks!
@BobTahoe
I went diving on Grand Cayman with two other companies before finding Shaggy! He took me on some amazing dives like Golden Canyon, What a great experience. Shaggy is a terrific dive instructor and I would highly recommend using his dive service! I hope to return soon.
Best diving outfit in Cayman!
@Skoooba
Turtles, turtles and more turtles!! Shaggy & his team know all the perfect dive sites and accommodate in every possible fashion! Great people, great diving & an amazing all around experience. Will be diving with Shaggy with every trip to Cayman!
The best diving company in Grand Cayman - fact
Adam Sturdy
The best diving company in Grand Cayman - fact. Shaggy delivered an amazing day of diving and also taught us about the wonderful ocean and how to respect it. He has a degree in Marine Biology and masses of diving experience. Can’t wait to be back - 11 out of 10.
Would recommend Shaggy's Diving to anyone!
Chris Y
Had a great experience with Shaggy, great instructor, very friendly and helpful, prompt with responses, and his condo is one of the best dive from shore locations in Grand Cayman. Great value and customer service, would recommend him to anyone!
Fantastic!Catherine M
It was the best experience and I cannot recommend enough. Dove with Shaggy and his team for the whole week while we were in Grand Cayman. They were professional, had the best gear to rent and allowed me to keep it for the week. They took us on some amazing dives, both from the shore and on the boat. You will not be disappointed booking with them whether you are brand new to diving or a professional.
Simply the bestKris A
Absolutely stellar. Can’t say enough good things. Great dive sites, high prioritization of safety, and up to dive all day if you ask him! Love the small groups and good company. Would never dive with anyone else on the island.
Swimming with Stingrays and Visiting Starfish PointJulie B
Swam with the stingrays and visited starfish point, learning about the islands and having a wonderful time with all of the animals! He is so funny, kind, and educated on anything you would need to know and there was not a moment where I didn't feel comfortable. All of the stingrays were so friendly and kind, and the starfish were gentle and peaceful. I would definitely recommend this excursion or ANY excursion with Shaggy and his crew! Would definitely be interested in doing adventures with him again in the future.
Thanks Shaggy for a great Vacation Christine
5 star review all around. Shaggys condo at Coconut bay condo is spacious and fully stocked. I go back year after year for the diving, the host and accommodations. Shaggy set up our amazing trip to string ray city, star fish point, lunch at kaibo. His staff is amazing , accommodating and fun! Thanks again Shaggy for another great vacation! The diving out the back is spectacular. And the pool is heated. Fantastic bbq for beautiful family meals after sunset in the backyard! Perfect for everyone on your trip!

Personalised Diving for the

Best Cayman Dive Vacation