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Fishing Charters
Let a captain do the driving while you do the fishing
$65-$1,870
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$60-$590
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$65-$1,940
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$135-$1,120
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$65-$320
Sailboats
Set sail with these traditional wind-powered boats
$160-$475
Snorkeling
Get off the boat and into the water with offshore snorkeling trips
$150-$225
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$125-$170
Diving
Explore the ocean depths with trained boat operators
$75
Tamela
Private Islamorada Charters in the Florida Keys
Dawid "David" was great! Our family chose his charter services to celebrate our dad's 70th birthday, and our expectations were exceeded. We had a blast! He's very accommodating and chill. He is an EMT and paramedic, which added an extra level of peace of mind. His price is also very affordable for the services offered. Book with him; you won't be disappointed!
Blair
Boston Whaler 24ft Sandbar Hangout Key West
BOOK IT!! We booked with Anthony for my sister’s bachelorette and had the time of our lives! Anthony was so nice, fun and knew the best places to stop to swim in the clearest water. best day 10/10 would recommend!
MH
MyKenzie
Captain Lew Luxury 32’ WorldCat Multi Activity Charter Up To 6 Passengers
Captain Lew was the absolute BEST! They were so welcoming and felt like family. We went to see the reefs and the sand bar. It was such a perfect day and I couldn’t recommend him more! 10/10 experience!
Diana
Captain Lew Luxury 32’ WorldCat Multi Activity Charter Up To 6 Passengers
There are no words! The day out with Captain Lew was so much fun. He gave us a tour, took us on an adventure to see the reef and then brought us to a beautiful sandbar. I will definitely be booking again! Oh and the boat is AMAZING
Warren
Captain Lew Luxury 32’ WorldCat Multi Activity Charter Up To 6 Passengers
Captain Lew and his wife were everything we could have imagined! They took us to the most beautiful sandbar where the water was crystal clear where we floated and rode the paddleboard! He then showed us a tour of key largo and was very knowledgeable on the history of this are! We will definitely be booking with him again! Captain Lew is very laid back and felt like a friend of ours! We booked for 4 hours which was a great amount of time but we could have spent all day out there!
LR
Laureen
Captain Lew Luxury 32’ WorldCat Multi Activity Charter Up To 6 Passengers
Captain Lew provided us with an unforgettable experience while meeting the needs of every individual, from the first time snorkeler who had trouble putting on her gear, to the old lady who needed extra help on/off the boat, to the Spanish speakers with no English and finally to the sea sick 10 year old. Nothing was too much for Captain Lew! We saw beautiful coral, fauna and fish, lots of fish! The boat was pure luxury with every comfort possible. Perfect for my European visitors and me! Thanks again, Captain!
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!