We use cookies to improve your browsing experience. By continuing to browse or closing this banner, you agree to our use of cookies. Find out more about our cookies policy here.
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$45-$300
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$210-$1,210
Fishing Charters
Let a captain do the driving while you do the fishing
$45-$330
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$60-$340
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$90-$480
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$250-$420
Sailboats
Set sail with these traditional wind-powered boats
$50-$695
Snorkeling
Get off the boat and into the water with offshore snorkeling trips
$85-$315
Kayaks
Who says you need a motor to have fun on the water?
$60-$115
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$110-$125
Zach
2017 Robertson and Caine Leopard 40 - Luxury Catamaran
Could not recommend this vessel and crew more. We rented it for the 4th of July and it was an unforgettable experience for our group. Despite some shaky weather we still had a blast. The boat is incredible and such a fair rate compared to other similar listings. Captain Dave and Joe were AWESOME. Would book again in a heartbeat!
Deja
2017 Robertson and Caine Leopard 40 - Luxury Catamaran
We can’t thank Captains Dave & Joe enough. From the communication with Bailey, to the overall experience.. everything went smooth and easy. I booked for my friend’s Bachelorette Party and they made our time worth while. I definitely recommend for any occasion. Both Captains Dave and Joes made sure we were equipped with everything and comfortable during our sailing. My favorite part was swimming and lounging on the floatable pools.. oh, and seeing dolphins! Overall 10/10 experience!
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!
Lauren
BOAT FUN IN THE SUN - Stingray Fun
We an incredible experience. This boat is super smooth and was exactly as listed! We will definitely rent this one again :)
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!!
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!