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Fishing Charters
Let a captain do the driving while you do the fishing
$65-$1,870
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$65-$1,940
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$60-$590
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
LR
Laureen
Key Largo Luxury 32 foot 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!
EG
Elaine
Key Largo Luxury 32 foot Worldcat Multi Activity Charter Up To 6 Passengers
Captain Lew is a great captain, he’s everything I hoped he would be from our communications. I asked for fishing and snorkeling for my grandchildren and he delivered. His boat has amazing shade, if you want it and a nice bathroom. We couldn’t have asked for a better experience. Both he and his wife Sherry are lovely, accommodating and really make you feel welcome and well cared for! I highly recommend captain Lew.
MH
Missy
Lets go boating like a local Sandbar hangout/ Island Hopping/ Paddle-boarding
Couldn’t have asked for a better 40th birthday! Anthony helped us decided on the best spots for what we wanted to do. Mystic the pug was a welcome bonus. The most amazing and unexpected part was the incredible drone footage of our party enjoying the water that Anthony shot and shared with us. Definitely book with Anthony!
JI
John
Lets go boating like a local Sandbar hangout/ Island Hopping/ Paddle-boarding
Great time out with Anthony. He suggested a nice itinerary based on what we wanted to see. He very patiently taught my 13 year old son how to wake skate. Probably the highlight of his trip. Overall, couldn’t have asked for a better captain. We had a blast and hope to do it again.
LL
Lauren
Lets go boating like a local Sandbar hangout/ Island Hopping/ Paddle-boarding
Our trip was amazing!! I went with 3 other friends and the trip was perfect! Would highly recommend to anyone looking for a day out on a boat in key west! We loved going to the sand bars and floating. Will definitely books again next time we are back!
Jb
Jody
Lets go boating like a local Sandbar hangout/ Island Hopping/ Paddle-boarding
We cant say enough good things about Capt Anthony. He is very knowledgeable about the area and is a very capable, qualified operator. Our family spent 7 hours with him and it was money well spent. DONT RENT A BOAT...Hire Capt Anthony. We requested how we wanted the day to go and he exceeded our expectations. There is nothing negative we can think of to say. We look forward to visiting with him and his side kick Mystic the next time we go. Was the highlight of our trip to Key West! Way to go 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!