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The Best Kayak Rentals Near Big Pine Key
Browse, book, and get out onto the water with local experiences.
Suggested Searches
Types of Boats Popular in Big Pine Key
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$90-$900
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$240-$850
Fishing Charters
Let a captain do the driving while you do the fishing
$90-$700
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$90-$700
Sailboats
Set sail with these traditional wind-powered boats
$200-$475
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$90-$125
Snorkeling
Get off the boat and into the water with offshore snorkeling trips
$130-$160
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$135
Top Kayak Rental Locations Near Big Pine Key
Recent Reviews in Big Pine Key
EB
Eka
42ft Yacht with Captain, Fuel, Ice, Bottled Water, Beverages, Included!
We had an absolutely amazing experience with Curt and his charter boat! From start to finish, everything was seamless. Curt was professional, friendly, and made us feel completely at ease on the water. The boat was in pristine condition—clean, spacious, and well-equipped for a perfect day out. He knew all the best spots and tailored the trip to exactly what we were hoping for. Whether you’re looking to relax, explore, or celebrate something special, I can’t recommend Curt enough. Truly a 5-star experience—we’ll definitely be booking with him again!
SV
Sandi
Super Fun Deck Boat Rental Caps included
Captain Chris is an expert boater, so we felt really safe. He also made the day so wonderful. The floaties, paddle board, and most delicious burgers were such a special touch. He was the best captain at the sandbar - very fun.
KR
Karen
42ft Yacht with Captain, Fuel, Ice, Bottled Water, Beverages, Included!
Highly recommend Curt and his beautiful boat! Curt made the day special with his attentiveness to ensure our day on the water was an excellent experience. We had fun and felt safe. His boat is immaculate!
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!
KV
Katherine
Captain Lew Luxury 32’ WorldCat Multi Activity Charter Up To 6 Passengers
Such a fun birthday trip! We got to pick the locations and he also suggested a pretty cool spot! Definitely will be booking again :)
GP
Gianluca
Huge! Delray Beach $339!!!*
Steve went above and beyond for my family and I this past father's day. From start to finish, the experience was exceptional. The boat was perfect for my large family of 7. We booked the trip on less than one week notice for father's day and it turned out to be the best decision we could've made. I will definitely be back to book this boat again. If you book this boat you will love it!
Top Kayak Rental Locations in the United States
How To Book on Getmyboat
Browse
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Inquire & Book
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Enjoy
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!
Real reviews from happy Getmyboaters.
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