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Browse & Book Boat Rentals in Clearwater, Florida.

Page 2 of 9212 listings

20FT PONTOON FOR ISLAND HOPPING, SANDBARS, & DOLPHIN CRUISE CAPTAIN INCLUDED
Powerboats in Clearwater · 9 guests

20FT PONTOON FOR ISLAND HOPPING, SANDBARS, & DOLPHIN CRUISE CAPTAIN INCLUDED

5.0
Superowner
$99+/hour
🚤Comfy 21' Deck Boat 👨‍✈️Local Captain &⛽Gas Included🍹B.Y.O.B 🐶Dog Friendly
Powerboats in Largo · 6 guests

🚤Comfy 21' Deck Boat 👨‍✈️Local Captain &⛽Gas Included🍹B.Y.O.B 🐶Dog Friendly

5.0
$90+/hour
Instant Book
Day Sails and Sunset Cruises - Downtown St. Petersburg, FL - 44' Yacht
Sailing in Saint Petersburg · 6 guests

Day Sails and Sunset Cruises - Downtown St. Petersburg, FL - 44' Yacht

5.0
$205+/hour
21’ Yamaha Jet Boat 2021 Model In Tarpon Spings
Powerboats in Tarpon Springs · 8 guests

21’ Yamaha Jet Boat 2021 Model In Tarpon Spings

5.0
$100/hour
20FT PONTOON CLEARWATER FOR ISLAND HOPPING, AND FAMILY CRUISING WITH CAPTAIN!!
Powerboats in Clearwater · 9 guests

20FT PONTOON CLEARWATER FOR ISLAND HOPPING, AND FAMILY CRUISING WITH CAPTAIN!!

5.0
Superowner
$79+/hour
BOAT FUN IN THE SUN - Stingray Fun
Powerboats in Gulfport · 6 guests

BOAT FUN IN THE SUN - Stingray Fun

5.0
$45/hour
2023 Luxury South Bay Pontoon (13 Person)
Powerboats in Saint Petersburg · 12 guests

2023 Luxury South Bay Pontoon (13 Person)

5.0
Best of 2025
$110+/hour
Instant Book
Easy to Drive Bayliner Deck Boat  (10% Off Weekday Specials!!)
Powerboats in Largo · 9 guests

Easy to Drive Bayliner Deck Boat (10% Off Weekday Specials!!)

4.8
Superowner
Best of 2025
$65+/hour
22' Center Console - Cruises, tours, sandbars, dolphins, sunsets and more!
Powerboats in Palm Harbor · 6 guests

22' Center Console - Cruises, tours, sandbars, dolphins, sunsets and more!

5.0
$95/hour
Instant Book
Double Decker Slide Boat With $10k Sound System!
Powerboats in Saint Petersburg · 14 guests

Double Decker Slide Boat With $10k Sound System!

5.0
Best of 2025
$100+/hour
Instant Book
9 PASS ISLAND HOPPING FOR JOHNS PASS DUNEDIN DOLPHIN CLEARWATER WITH  CAPTAIN
Powerboats in Clearwater · 9 guests

9 PASS ISLAND HOPPING FOR JOHNS PASS DUNEDIN DOLPHIN CLEARWATER WITH CAPTAIN

5.0
Superowner
$79+/hour
20ft Carolina Skiff Fun chaser
Powerboats in Largo · 8 guests

20ft Carolina Skiff Fun chaser

5.0
$63+/hour
Instant Book
Yacht Rental (Captain and fueled included)
Events in Clearwater · 12 guests

Yacht Rental (Captain and fueled included)

5.0
$400/hour
24’ Bentley Pontoon 14 passengers
Powerboats in Saint Petersburg · 14 guests

24’ Bentley Pontoon 14 passengers

4.9
Best of 2025
$70+/hour
Instant Book
Bachelorette Party Special - Double Decker Slide Boat
Powerboats in Saint Petersburg · 14 guests

Bachelorette Party Special - Double Decker Slide Boat

5.0
Best of 2025
$100+/hour
Crest Tritoon in Madeira Beach, Florida!
Powerboats in Madeira Beach · 9 guests

Crest Tritoon in Madeira Beach, Florida!

4.3
$60/hour
Instant Book
33' Luxury Tiara Yacht - Captain & Fuel Included - Discount for Weekday Cruises
Events in Clearwater · 10 guests

33' Luxury Tiara Yacht - Captain & Fuel Included - Discount for Weekday Cruises

5.0
$180+/hour
Instant Book
19ft Stingray Bowrider Rental in Treasure Island, Florida
Powerboats in Treasure Island · 6 guests

19ft Stingray Bowrider Rental in Treasure Island, Florida

5.0
$45/hour
Explore the Best of Tampa Bay, FL on a Regal LX4 Luxury Boat Rental with Captain
Tours in Saint Pete Beach · 6 guests

Explore the Best of Tampa Bay, FL on a Regal LX4 Luxury Boat Rental with Captain

5.0
$102+/hour
Stingray 19ft Deckboat for Rent at Johns Pass, Florida!!
Powerboats in Madeira Beach · 6 guests

Stingray 19ft Deckboat for Rent at Johns Pass, Florida!!

5.0
$45/hour
FAST AND COMFORTABLE 19ft Bayliner Deck Boat 9 PEOPLE MAX! (Weekdays 10% Off!!)
Powerboats in Largo · 9 guests

FAST AND COMFORTABLE 19ft Bayliner Deck Boat 9 PEOPLE MAX! (Weekdays 10% Off!!)

5.0
Superowner
Best of 2025
$66+/hour
2022 New 24ft Southbay Pontoon Boat Rental up to 12 people in Clearwater FL
Powerboats in Clearwater · 12 guests

2022 New 24ft Southbay Pontoon Boat Rental up to 12 people in Clearwater FL

5.0
Best of 2025
$100/hour
The Ultimate Party Boat Amazing Custom Stereo and plenty of space for 13 guests
Events in Clearwater · 13 guests

The Ultimate Party Boat Amazing Custom Stereo and plenty of space for 13 guests

5.0
Superowner
Best of 2025
$150+/hour
Suntracker Party Barge Lake Tarpon Pontoon boat tours.
Powerboats in Tarpon Springs · 6 guests

Suntracker Party Barge Lake Tarpon Pontoon boat tours.

5.0
$125/hour

Clearwater Reviews

  1. HO

    Hannah

    🚤Comfy 21' Deck Boat 👨‍✈️Local Captain &⛽Gas Included🍹B.Y.O.B 🐶Dog Friendly

    Absolutely great time with Captain Chris. Went up to Caladesi Island. Saw Dolphins along the way. Chris was accommodating, communicative, and the boat was awesome. Highly recommend and looking forward to our next charter with him.

  2. MB

    Michael

    Double Decker Slide Boat With $10k Sound System!

    We were lucky that Frank was actually our captain given he is the owner and has 4 boats. It was lucky because Frank was great and let us have all the fun we wanted and play our music as loud as we wanted. He was courteous and friendly. Also, our day of trip got rained out, and Frank was able to get us quickly rescheduled for the next day. We will be using Frank again for sure!

  3. AD

    Arianna

    🚤Comfy 21' Deck Boat 👨‍✈️Local Captain &⛽Gas Included🍹B.Y.O.B 🐶Dog Friendly

    We chartered a boat with Captain Clearwater for my bday on the 4th of July and had an AMAZING time! During our cruise to various islands and sandbars we saw dolphins, a manatee and her baby, stingrays leaping out of the water, and various fishing birds. It was a really cool experience and the islands were beautiful with clear water and white-powdered sand. Christopher (the captain) was very informative and had a great sense of humor, he definitely enhanced our positive experience. He even allowed me to bring my two pups along—which not a lot of boats allow—and they had a blast too. I honestly don’t have a single complaint and will absolutely book with him again in the future 🌞

  4. JR

    Jasmin

    🚤Comfy 21' Deck Boat 👨‍✈️Local Captain &⛽Gas Included🍹B.Y.O.B 🐶Dog Friendly

    If you are looking for a fun day on a boat look no further Captain Chris was the best he made sure we enjoyed ourselves making memories we will remember forever!

  5. pw

    philip

    The Ultimate Party Boat Amazing Custom Stereo and plenty of space for 13 guests

    I can’t say enough great things about our trip. We had captain Connor who was awesome! Such a nice guy. Everything from the moment we arrived at the boat until we left the boat was perfect! The boat itself is a perfect size, the sitting area upstairs is a game changer! We were 10 pretty big and in shape guys & still had tons of room to move around and be more than comfortable. The music, the base, the speakers, everything was on point! We Can’t wait to come back down and book another trip with Rory and his team!

  6. DR

    Danielle

    Bachelorette Party Special - Double Decker Slide Boat

    Frank and his Captain Trevor made the experience so much fun! My Bachelorette boat day could not have been anymore perfect! I would recommend them to any group wanting to have a fun boating experience in St. Pete’s!