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Browse & Book Boat Rentals in Clearwater, Florida.

Page 1 of 8192 listings

Captained 2024 Luxury Tritoon Includes Captain and Fuel
Powerboats in Saint Petersburg · 8 guests

Captained 2024 Luxury Tritoon Includes Captain and Fuel

5.0
$50+/hour
Premium Edition Party Pontoon With Slide for up to 13 people
Powerboats in Largo · 14 guests

Premium Edition Party Pontoon With Slide for up to 13 people

5.0
Superowner
Best of 2025
$150/hour
Brand New, Spacious, Clean & Affordable Luxury Tritoon for 12
Powerboats in Largo · 12 guests

Brand New, Spacious, Clean & Affordable Luxury Tritoon for 12

5.0
Superowner
Best of 2025
$80+/hour
Instant Book
12 people Island Hop Caladesi Honeymoon John’s pass Boat Party Bluetooth Captain
Powerboats in Clearwater · 12 guests

12 people Island Hop Caladesi Honeymoon John’s pass Boat Party Bluetooth Captain

5.0
Superowner
$89+/hour
Clean, Comfortable, and Fast 20ft Yamaha Jet Boat in Clearwater, Florida
Powerboats in Largo · 8 guests

Clean, Comfortable, and Fast 20ft Yamaha Jet Boat in Clearwater, Florida

4.9
Superowner
Best of 2025
$80+/hour
Instant Book
Double Decker Party Boat with Water Slide in Madeira Beach!
Powerboats in Madeira Beach · 14 guests

Double Decker Party Boat with Water Slide in Madeira Beach!

5.0
Best of 2025
$90+/hour
Instant Book
26ft Double Decker Slide Boat in Saint Pete
Powerboats in Saint Petersburg · 14 guests

26ft Double Decker Slide Boat in Saint Pete

5.0
Best of 2025
$100+/hour
Instant Book
Clean and Easy to Drive Bayliner Deck Boat Party for up to 9
Powerboats in Largo · 9 guests

Clean and Easy to Drive Bayliner Deck Boat Party for up to 9

4.8
Superowner
Best of 2025
$70+/hour
Instant Book
20FT BENNINGTON PONTOON FUN - TREASURE ISLAND
Powerboats in Treasure Island · 8 guests

20FT BENNINGTON PONTOON FUN - TREASURE ISLAND

4.9
$45/hour
20FT PONTOON IN CLEARWATER ISLAND HOPPING WITH  CAPTAIN CUSTOM TRIPS BOOK NOW!
Powerboats in Clearwater · 9 guests

20FT PONTOON IN CLEARWATER ISLAND HOPPING WITH CAPTAIN CUSTOM TRIPS BOOK NOW!

5.0
Superowner
$79+/hour
Clean, Comfortable and Reliable Bayliner Deck Boat in Clearwater Florida
Powerboats in Largo · 9 guests

Clean, Comfortable and Reliable Bayliner Deck Boat in Clearwater Florida

4.9
Superowner
Best of 2025
$60+/hour
Instant Book
Axopar Suntop Motor Yacht in Clearwater..600hp Powerboat.Can fit large groups
Events in Clearwater · 10 guests

Axopar Suntop Motor Yacht in Clearwater..600hp Powerboat.Can fit large groups

5.0
$300/hour
St. Petersburg Municipal - 2023 Bentley Legacy Tritoon 250hp!
Powerboats in Saint Petersburg · 11 guests

St. Petersburg Municipal - 2023 Bentley Legacy Tritoon 250hp!

5.0
$80+/hour
18' Bayliner Deck Boat for 9 People Clearwater and Tampa (10% Weekday Discount!)
Powerboats in Largo · 9 guests

18' Bayliner Deck Boat for 9 People Clearwater and Tampa (10% Weekday Discount!)

5.0
Superowner
Best of 2025
$80+/hour
Instant Book
Up To 14 Total Luxury Deck Boat With Amazing Stereo, Touch Screen GPS, and Sink
Powerboats in Clearwater · 14 guests

Up To 14 Total Luxury Deck Boat With Amazing Stereo, Touch Screen GPS, and Sink

4.8
Superowner
Best of 2025
$85+/hour
20ft Sun Tracker Party Pontoon in Clearwater Beach, Tarpon Springs, and Tampa
Powerboats in Clearwater · 9 guests

20ft Sun Tracker Party Pontoon in Clearwater Beach, Tarpon Springs, and Tampa

4.8
Superowner
Best of 2025
$70/hour
Luxurious Sea Ray Sedan Bridge 40' Motor Yacht, Captain and fuel included.
Events in Palm Harbor · 12 guests

Luxurious Sea Ray Sedan Bridge 40' Motor Yacht, Captain and fuel included.

5.0
$250+/hour
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
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
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
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
Instant Book
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
Yacht Rental (Captain and fueled included)
Events in Clearwater · 12 guests

Yacht Rental (Captain and fueled included)

5.0
$350/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

Clearwater Reviews

  1. Antonia

    Antonia

    Captained 2024 Luxury Tritoon Includes Captain and Fuel

    We had such a wonderful afternoon on the boat with my friends. The experience was fun and relaxing, and we enjoyed every moment together. The captain was very kind, attentive, and such a great host, always making sure everything was perfect for us. Definitely an experience we would love to do again! 🚤☀️

  2. MM

    Maelyn

    Double Decker Slide Boat With $10k Sound System!

    We booked Frank’s charter for a bachelorette party and had the best time! The boat was in excellent condition and perfect for a day out on the water. Captain Frank was amazing and knew exactly where to take us for the ultimate bachelorette vibes. From great photo ops to fun party spots, everything was on point. Highly recommend if you're looking for a memorable day on the water!

  3. Kayleigh

    Kayleigh

    Captained 2024 Luxury Tritoon Includes Captain and Fuel

    John is an absolute rockstar! We went with him on a bachelorette trip, he took such good care of us, laughed and was an epic DJ. Most of all, he kept us safe, was very respectful, and wanted to make sure we were loving our day which we did! Do not hesitate is so worth the trip!!

  4. RC

    Ramon

    Double Decker Party Boat with Water Slide in Madeira Beach!

    First off, we would like to thank you Frank. Frank was super attentive and always responded quickly. We had an amazing time with my Family and friends. Everything was smooth sailing. Had absolutely no issues with the boat. Will definitely book with you again in the near future.

  5. Toya

    Toya

    Captained 2024 Luxury Tritoon Includes Captain and Fuel

    John gets 10 out of 5 stars if I could!! From the very beginning he was great at communicating with me and open to tailoring our experience to our preferences. He was so much fun and incredibly accommodating to us. It was my friend’s birthday and he made it such an amazing experience for her! She LOVES dolphins so he made sure we got to see some. Beautiful boat and THE BEST Captain! Book with John and I promise you will NOT be disappointed!!

  6. LB

    Lucy

    Captained 2024 Luxury Tritoon Includes Captain and Fuel

    Captain John provided an incredible experience! Since we rented the boat for a special occasion, he offered to decorate. He had everything you could want out there including floaties, goggles, a grill and more. We would highly recommend and will be renting with him again!