Caribbean Watersports
Things To Do in Key largo
“For the Ride…Worth the Drive!”
Family Owned & Operated Since 1983
The most special moments in life are made on the water—colors appear brighter, the air feels lighter,
and suddenly… time slows down.
Welcome to the Florida Keys—where ‘Island Time’ isn’t just a saying…It’s a way of life.
Nestled among turquoise waters and palm-lined islands, is Florida Bay — our Backyard is
Nature’s ultimate playground.
This unique sea-scape is conducive for Sailing, Shallow-water Snorkeling, Eco Tours
and of course—world-famous Sunset celebrations!
Located in the heart of Key Largo, we are your first ‘must-stop shop’ in the Florida Keys.
Sailing Charters – Snorkel & Sunsets
Our Carolina Moon sailing catamaran is a
one-of-a kind Experience in the Florida Keys.
Unique to most, our sailboat holds
Up to 24 Guests, and comes with a 2-person
Crew – a Captain & First Mate!
Snorkel & Swim in shallow waters next to a protected wildlife Island & bird rookery
-OR-
Relax while seeing the breathtaking Key Largo Sunset, on our Sunset Champagne Cruise!
Custom Private Charters available, including Large Corporate or Wedding groups.
Key Largo’s premiere sailing experience,
we are happy to accept this year’s
2026 TripAdvisor Award as the
Top 10% of Activity Operators
for the 10th year in a row!
Eco Tours – Explore Florida Bay
Combine the thrill of boating and an “Island Safari Adventure” – Taking in the sheer
pleasure of being so close to nature.
Cruise over the crystal-clear turquoise waters
of Florida Bay – Feel the breeze and sunshine
as you explore our incredible Backyard!
Guided by our very experienced Eco
Captains, who are knowledgable in everything from Marine ecosystems, to Pirates & Early Trading History, to the Evolution of our coastlines & coral-rock foundation…
Keep your eyes peeled for Bottle-nosed
Dolphins, Manatees &/or a rare American
salt water Crocodile!
Bring your cameras to capture Nature’s true beauty!
We are happy to accept this year’s
2026 TripAdvisor Award as the
Top 10% of Activity Operators
for the 10th year in a row!
Family Owned & Operated Since 1983
Family-owned & Operated for over 40 years, Caribbean Watersports continues to deliver unforgettable experiences on the water.
Built on Experience, Trust, and just a genuine Love for what we do.
The Caribbean Watersports’ Family welcomes you to our “little slice of paradise!”
Had a great experience with Capt Lotty and Aidan today. They took us out to pelican key, where we snorkeled and paddle boarded. They were the perfect combination of safety oriented and fun. The catamaran is amazing, so much space and a beautiful ride. Will definitely use them next time we are back!
Caribbean Watersports is the best excursion in the keys! Our girls group had a fabulous sail with Captain Lolli! I would recommend getting on the water with Caribbean watersports for a wonderful keys experience!
