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Browse & Book Boat Rentals in Clearwater, Florida.

Page 2 of 10217 listings

BOAT FUN IN THE SUN - Stingray Fun
Powerboats in Gulfport · 6 guests

BOAT FUN IN THE SUN - Stingray Fun

5.0
$45/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
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
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
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
35ft Luxury Yacht Island Hop Ocean party includes fuel cooler drinks ice loaded!
Events in Largo · 12 guests

35ft Luxury Yacht Island Hop Ocean party includes fuel cooler drinks ice loaded!

4.8
Superowner
$189+/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
Sandbar, Sunset, Dolphin Customized Private Charter in Madeira Beach
Powerboats in Madeira Beach · 6 guests

Sandbar, Sunset, Dolphin Customized Private Charter in Madeira Beach

5.0
$125/hour
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
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
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
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
 Cruise in Style – 20.5 ft Bowrider for Rent near Clearwater beach
Powerboats in Largo · 8 guests

Cruise in Style – 20.5 ft Bowrider for Rent near Clearwater beach

New
$100/hour
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
Crest Tritoon in Madeira Beach, Florida!
Powerboats in Madeira Beach · 9 guests

Crest Tritoon in Madeira Beach, Florida!

4.3
$60/hour
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
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
Explore the Best of Tampa Bay, FL on a Regal LX4 Luxury Boat Rental with Captain
Tours in Gulfport · 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

Clearwater Reviews

  1. MB

    Madi-Leigh

    24’ Bentley Pontoon 14 passengers

    We had such a great experience working with Frank! From start to finish, he was incredibly accommodating, helpful, and made the entire day seamless and enjoyable. He went above and beyond to make sure we were taken care of, especially getting us to and from the sandbar with ease. His fun and friendly personality made the day even better -- everyone loved him! Highly recommend Frank if you're looking for someone knowledgeable, professional, and a joy to be around. 10/10

  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. 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!

  4. RB

    Robert

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

    We had the absolute pleasure spending an unforgettable evening aboard with Captain Jeff, and we couldn’t be more grateful. From the moment we stepped on the yacht, he made us feel welcomed, relaxed, and very much taken care of. His professionalism and attention to detail made the night flow perfectly. He made it everything we hoped for and more. It all came together beautifully, and we owe so much of that to Captain Jeff.

  5. 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!

  6. Ryan

    Ryan

    Sandbar, Sunset, Dolphin Customized Private Charter in Madeira Beach

    Vincent was so cool and awesome! Definitely going to book him again!