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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$7,310-$23,930
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$530-$5,400
Diving
Explore the ocean depths with trained boat operators
$530-$5,400
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$2,525-$2,975
Fishing Charters
Let a captain do the driving while you do the fishing
$2,525-$2,975
Kayaks
Who says you need a motor to have fun on the water?
$4,540-$5,605
YF
Yevgeny
🚤 Key West Pink 👙 sandbar boat
Everything was fantastic from the rental, to the captain and the excursion!!! Would 10000% recommend this boat and especially the captain Jessie!!! Thank you so much for great memories and our bday celebration!!! We have rented boats before and this one by far was the best!!!
CF
Corinne
🚤 Key West Pink 👙 sandbar boat
We had the best time out on the water and to the sand bars with Captain Mike! He’s incredibly knowledgeable on all things Key West and more! He kept us very entertained with his facts and stories. The boat was pristine and included all of the amenities listed. I would highly recommend this tour!

Lyndee
🚤 Key West Pink 👙 sandbar boat
We had an amazing day with Captain Mike. We went out to the sandbars and hit the sunset at Mallory square. We rented the boat for the entire day. We actually ran out of beer and Anthony delivered beer to us. Mike was very knowledgeable about the area and the tides. We had a blast. Service was over the top and mystic the pug was super cute.
RP
Robert
🚤 Key West Pink 👙 sandbar boat
This review is quite late, I apologize. Our time with Anthony was the most enjoyable portion of our trip. Anthony was the most personable, and friendly person I've met in quite some time. He was very informative about the areas we went to, and made sure that we had a very enjoyable time. Anthony and his sweet puppy took us to the most beautiful, and fun spots in Key west. He also was fun to talk to, and let us know the best local spots to eat at, and to visit. We will not forget our time with him any time soon. The next time we visit, we will most assuredly look him up again to use his services. Absolutely great time all around!!!! Thanks Anthony, sorry for the late review, my apologies.

Holly
🚤 Key West Pink 👙 sandbar boat
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.

MICHAEL
22ft Sea Chaser 22 HFC in Tavernier, Florida for Fishing and Snorkeling
We had an amazing experience renting from Braxton! He was incredibly flexible with our dates and group size, making the whole process smooth and stress-free. What really stood out was his thoughtfulness—he provided toys, snorkel gear, and fishing rods for the kids, which made the trip even more special. The boat was clean, well-maintained, and perfect for a fun day on the water. Braxton was friendly, professional, and went above and beyond to ensure we had everything we needed. Highly recommend renting from him for a hassle-free and memorable outing!
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!