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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$75-$1,355
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$60-$735
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$70-$610
Sailboats
Set sail with these traditional wind-powered boats
$50-$1,180
Kayaks
Who says you need a motor to have fun on the water?
$85-$1,740
Fishing Charters
Let a captain do the driving while you do the fishing
$50-$1,135
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$100-$180
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$50-$1,260
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$60-$1,125
Snorkeling
Get off the boat and into the water with offshore snorkeling trips
$60-$425
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amy
26' Monterey M5 Ski Boat for Boat Cruise and Watersports
Amazing day with David. So easy going. The boat was clean and lots of room. David was very accommodating. thank you!!!!!
Holly
Captain included, Sandbar hangout, Backcountry, SunSet Cruise, Water-sports
Anthony called us ahead of time to warn of the wind and asked if we wanted to reschedule. Due to our travel plans, we decided not to, but still had a wonderful time! Anthony was knowledgeable, friendly and knew what he was doing! We would recommend him.
LA
Laura
Captain included, Sandbar hangout, Backcountry, SunSet Cruise, Water-sports
We all enjoyed the hole trip, it was our last day in key west and we couldn’t have asked for a better way to finish our trip to key west. We all felt save with Anthony as a captain, he told us a lot about the island as we sailed around. The biggest recommendation from us if you are looking for something to top your vacation
Michele
Captain included, Sandbar hangout, Backcountry, SunSet Cruise, Water-sports
Stop looking! THIS is your boat/captain experience. I researched the heck out of what boat to hire for our trip to Key West. And we saw a ton of other boats/captains on our sandbar sunset trip…this is the best boat and Anthony was by far the most warm, service oriented, and knowledgeable captain. And his little pug, Mystic, absolutely made the trip feel like we were on our own boat. We will be back and will use Anthony every time.
AE
ALISA
Captain included, Sandbar hangout, Backcountry, SunSet Cruise, Water-sports
We hired Anthony for a 4 hour boat cruise and had an absolute blast. The boat (a 23' Boston Whaler) was very comfortable to ride and also provided shade when it got too hot. Anthony took us to sand bars, shared his knowledge of the Keys and even procured a 12 pack for us from a party boat when we ran out (a rookie mistake indeed!). Anthony is a very competent captain and I felt safe the entire time. We've hired several boats with captains before and Anthony is the best one by far. The bonus was he brought his 20 lb pug, Mystic, who is soooo sweet and always well-behaved. What a day!! Thank you so much, Anthony!!
SF
Sallmae
Captain included, Sandbar hangout, Backcountry, SunSet Cruise, Water-sports
Anthony was they best host and such a great fit for our group! He took us on with only a days notice and had good communication from the beginning to the end of our ride. He reassured us of any concerns from refund questions to weather questions. We have already said Anthony will be the captain we call in anytime we are in the keys... fun attentive, caring host and even gave us a tour and went beyond in helping us create lasting memories. You can't go wrong with this ride and it's 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!
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December 17, 2019
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