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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$140-$1,145
Fishing Charters
Let a captain do the driving while you do the fishing
$90-$500
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$90-$900
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$90-$500
Sailboats
Set sail with these traditional wind-powered boats
$160-$475
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$125-$150
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$130
Snorkeling
Get off the boat and into the water with offshore snorkeling trips
$130
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!
grace
Lets go boating like a local Sandbar hangout/ Island Hopping/ Paddle-boarding
I was hesitant to book because I’ve never used the app but I’m very glad that I did. Anthony communicated very well with me- I had originally booked for a Monday but he texted me to let me know water was rough and that he would still take us but he recommended a different day where conditions would be better. I took his advice and rescheduled (totally easy to do with the app.) Day of trip I kind of put things in his hands as I’m the tourist and he’s the local- he took our family to the most amazing “private” sandbars and mangroves. Water was crystal clear and perfect for snorkeling or being lazy. He was a great host and the boat was clean and just as described. Adorable dog was a plus and was great with my kids. Highly recommend! You won’t be disappointed. I give him all the stars
David
Lets go boating like a local Sandbar hangout/ Island Hopping/ Paddle-boarding
We had an awesome experience with Anthony. Excellent host and tour guide I was completely lost but he knew exactly where we are going. Normally when we go out on a boat it’s just my nature to pitch in and help do stuff that needs to be done. I tried to help but he had everything under control and said I got it the entire time. Great host awesome boat and tour guide. Will definitely be scheduling him again. If anyone is looking for a boat to charter I would strongly Recommend this captain. He is awesome.
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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