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Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$45-$330
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$210-$990
Fishing Charters
Let a captain do the driving while you do the fishing
$45-$300
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$55-$300
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$90-$480
Sailboats
Set sail with these traditional wind-powered boats
$50-$695
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$250-$325
Snorkeling
Get off the boat and into the water with offshore snorkeling trips
$85-$315
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$110-$125
Kayaks
Who says you need a motor to have fun on the water?
$60-$115
Warren
22' Sweatwatter pontoon, Yamaha 115HP, up to 14 people - gas included Bay Pines
I had a great experience renting Richard’s boat. He was very friendly and provided clear, detailed instructions on how to find the boat, which made everything easy and stress-free. The boat was well-maintained, and Richard had all the necessary documentation and safety equipment on board. Highly recommend renting from him, professional, reliable, and a pleasure to deal with!
EK
Ella
Explore the Best of Tampa Bay, FL on a Regal LX4 Luxury Boat Rental with Captain
My friends and I had the BEST time on the water! here were five of us total, and honestly, we couldn’t have asked for a more fun, relaxed day. The weather was perfect, the water was calm, and the boat was in great shape. Jon took us wherever we wanted and told us about everything around. We stopped off at a couple of spots to swim, and the water was super clear. Floating around with friends, some tunes playing, and a few cold drinks? Doesn’t get much better than that. He had a cooler ready to go for us! Jon gave us a quick rundown, made sure we had everything we needed, and then pretty much let us take the reins. It was great because we felt safe but still had the freedom to do our thing. I’d highly recommend this to anyone looking for a fun, easygoing day on the water. Whether you’re just cruising, swimming, or trying something more adventurous like tubing, it’s a great way to spend time with friends. Already planning the next trip!
BG
Beatriz
20FT BENNINGTON PONTOON FUN - TREASURE ISLAND
Kevin was very attentive, informative and helpful! He provided a speaker and a large cooler! The boat ran smoothly! We had an awesome Father’s Day with the family!!
John
25FT Luxury Tritoon 300HP, Fun Days on Crystal Blue Tampa Waters
We had a good experience! Communication was good, drop off and pick up was good, and we feel like the boat was a good value. I would definitely do business with this group again!
JV
Julio
20' Bennington pontoon, Yamaha 70HP, up to 9 people - gas included! Bay Pines
9 of us went out from 1-7pm to celebrate a 2025 Graduation. We had an amazing time. Hung out at the sandbar for a few hours, went fishing, and cruised around. Boat was comfortable and easy to drive. I extremely recommend.
Junior
20FT BENNINGTON PONTOON FUN - TREASURE ISLAND
Kevin was amazing. The boat has a first aid kit, a speaker and a cooler with ice. The boat was very clean. Kevin explained how to go to the sandbars and how to get out of the bridge. Very communicative and friendly.
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!
August 01, 2023
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December 30, 2019
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December 26, 2019
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