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Sailboats
Set sail with these traditional wind-powered boats
$95-$2,915
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$785-$3,125
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$740-$2,685
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$330-$990
Kayaks
Who says you need a motor to have fun on the water?
$1,025-$2,465
Fishing Charters
Let a captain do the driving while you do the fishing
$2,600-$2,690
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$2,600
Diving
Explore the ocean depths with trained boat operators
$675
AC
Amy
Private Sunset Tour on 20ft Bennington Pontoon for 8 People
Great communication, would of liked the opportunity to explore more while on the boat. I completely understand why the boat owner asks that you stay on the specific GPS route, however it didn't leave a lot of room to explore the area, which is a main reason for boating. Would recommend if you wanted to travel to a specific spot on the water.
EO
Erik
Explore Johns Pass Sandbars on a 20' Bennington SSX Pontoon in St. Pete Beach
The boating experience was awesome and well accomodated, despite countering influences. Justin was excellent in ensuring the boating was fun and a positive experience. Thank you very much.
LH
Lisa
2023 Hurricane 2400 - Living the dream in Naples FL
Highly recommend a boat day with Jeremy! He was flexible with our schedule, had great suggestions for places to boat to, knew a TON about the area, and had everything we needed and more on the boat - noodles, sea shell bags, and recommendations. While we were floating he brought us drinks, played music and was generally wonderful!
PK
Pam
2023 Hurricane 2400 - Living the dream in Naples FL
Captain Jeremy was the best! Communication ahead of time was always prompt, and pick up and drop off were easy. Jeremy was welcoming and went above and beyond. He was knowledgeable about the area explaining different sites/homes as we went along, made sure we saw dolphins, did his best to dodge the rain, and was a good sport about stopping at different sites so we could hunt for shells and take pictures. He was accommodating and friendly the entire time. We had an awesome evening!
KG
Kacper
2023 Hurricane 2400 - Living the dream in Naples FL
My fiance and I would like to send the biggest thanks to Jeremy for this once in a lifetime experience. Jeremy was very knowledgeable of the area and the time spent on the boat was worth every penny. We got to see dolphins closer than ever before, tour the prestigious areas of Naples, watch a sunset in the gulf. I proposed to my now fiance on this trip and Jeremy even took pictures and videos for us! Could not recommend more.

Jeff
2023 Hurricane 2400 - Living the dream in Naples FL
Great day on the water! Boat was great, Captain Jeremey was phenomenal!! He took us on cool tour of Port Royal, run on the Gulf, perfect lunch spot, then really cool float at Keewaydin!!! Awesome day!! He provided towels, floats , ice and big coolers! Thanks again!!
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!