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Browse & Book Boat Rentals in Clearwater, Florida.

Page 3 of 9213 listings

Pontoon Eco Tours with Captain Ryan in Madeira Beach
Powerboats in Madeira Beach · 6 guests

Pontoon Eco Tours with Captain Ryan in Madeira Beach

5.0
$138/hour
Limited Availability
25FT Luxury Tritoon 300HP, Fun Days on Crystal Blue Tampa Waters
Powerboats in Madeira Beach · 12 guests

25FT Luxury Tritoon 300HP, Fun Days on Crystal Blue Tampa Waters

5.0
$110+/hour
Instant Book
Party on the Megatoon!!! 30ft Crest Pontoon
Powerboats in Largo · 12 guests

Party on the Megatoon!!! 30ft Crest Pontoon

5.0
$200/hour
53’ Marquis Flybridge Yacht with 3 Levels … 53' for the Price of a 40'
Events in Saint Petersburg · 12 guests

53’ Marquis Flybridge Yacht with 3 Levels … 53' for the Price of a 40'

4.9
Superowner
$250/hour
Avalon 25ft Pontoon Boat Rental in Gulfport, Florida
Powerboats in Saint Petersburg · 8 guests

Avalon 25ft Pontoon Boat Rental in Gulfport, Florida

5.0
$85/hour
Limited Availability
Fun in Johns Pass Sandbar with Bennington SSX 20 Pontoon !
Powerboats in Saint Pete Beach · 8 guests

Fun in Johns Pass Sandbar with Bennington SSX 20 Pontoon !

5.0
$45/hour
🌊 50ft Modern Yacht 3- levels luxury with jet ski and floating pool 🌊 St. Pete
Events in Saint Petersburg · 13 guests

🌊 50ft Modern Yacht 3- levels luxury with jet ski and floating pool 🌊 St. Pete

5.0
$420+/hour
19ft Stingray Deck Boat for Rent in Madeira Beach
Powerboats in Madeira Beach · 6 guests

19ft Stingray Deck Boat for Rent in Madeira Beach

5.0
$45/hour
410 SeaRay Well Played Deux
Events in Saint Petersburg · 12 guests

410 SeaRay Well Played Deux

5.0
$225+/hour
"Megatoon" charter in St. Petersburg, FL
Powerboats in Saint Petersburg · 13 guests

"Megatoon" charter in St. Petersburg, FL

5.0
$200/hour
💎The Cadillac of boats....the Platinum Funship with a slide!💎
Powerboats in Dunedin · 10 guests

💎The Cadillac of boats....the Platinum Funship with a slide!💎

5.0
$144+/hour
Clearwater Beach’s Premier Watersports Experience
Powerboats in Clearwater · 10 guests

Clearwater Beach’s Premier Watersports Experience

5.0
$295/hour
Limited Availability
CLEAN AND COMFORTABLE 21' NauticStar Deck Boat 6 Guests – Captained Belleair
Powerboats in Largo · 6 guests

CLEAN AND COMFORTABLE 21' NauticStar Deck Boat 6 Guests – Captained Belleair

5.0
$90+/hour
Instant Book
Sandbar Party Pontoon for 12! Free Floating Mat!!
Powerboats in Bay Pines · 12 guests

Sandbar Party Pontoon for 12! Free Floating Mat!!

5.0
$106/hour
Instant Book
LUXURY POWER BOAT..CAN FIT LARGE GROUPS...ISLAND HOPPER!!!!!
Powerboats in Saint Pete Beach · 10 guests

LUXURY POWER BOAT..CAN FIT LARGE GROUPS...ISLAND HOPPER!!!!!

1.0
$300/hour
Tour the waters of Anclote Key, beach and lighthouse! Captain Included!
Powerboats in Holiday · 6 guests

Tour the waters of Anclote Key, beach and lighthouse! Captain Included!

5.0
$85/hour
Amazing 26' Triton Center Console in Clearwater/Largo. Captain, gas & ice includ
Powerboats in Largo · 6 guests

Amazing 26' Triton Center Console in Clearwater/Largo. Captain, gas & ice includ

5.0
$85+/hour
2022 Viaggio Lago 18R Pontoon
Powerboats in Gulfport · 6 guests

2022 Viaggio Lago 18R Pontoon

New
$85/hour
260 Hurricane Deck Boat includes Fuel!
Powerboats in Madeira Beach · 12 guests

260 Hurricane Deck Boat includes Fuel!

5.0
$120/hour
CLEAN AND COMFORTABLE 21' NauticStar Deck Boat 6 Guests – Captained Indian Rocks
Powerboats in Indian Rocks Beach · 6 guests

CLEAN AND COMFORTABLE 21' NauticStar Deck Boat 6 Guests – Captained Indian Rocks

5.0
$90+/hour
Instant Book
24' Pontoon, Island Hoping, Dolphin watching, Sunsets and more
Tours in Tarpon Springs · 6 guests

24' Pontoon, Island Hoping, Dolphin watching, Sunsets and more

5.0
$50+/hour
⚓Plan for a Great Day on the Avalon Funship Pontoon boat with a slide!⚓
Powerboats in Clearwater · 10 guests

⚓Plan for a Great Day on the Avalon Funship Pontoon boat with a slide!⚓

5.0
$144+/hour
Limited Availability
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
2024 Yamaha VX Limited Jetskis Rental or Tours Upon Request
Water Sports in Clearwater · 4 guests

2024 Yamaha VX Limited Jetskis Rental or Tours Upon Request

5.0
$80/hour

Clearwater Reviews

  1. EL

    Elisha

    CLEAN AND COMFORTABLE 21' NauticStar Deck Boat 6 Guests – Captained Indian Rocks

    We’ve been out with Captain Chris more than once now, and every trip has been fantastic. He knows all the best spots — from quiet sandbars to the perfect places for dolphin sightings. Each time feels different and special, but always relaxed and fun. The boat is clean and comfortable, and Captain Chris makes you feel like you’re out on the water with a local friend instead of just another tour. If you’re looking for a private charter in Indian Rocks Beach or Clearwater, this is the one to book. Bring your favorite drinks, kick back, and let him show you around — you’ll want to come back again like we did! E.L.

  2. MS

    Michelle

    CLEAN AND COMFORTABLE 21' NauticStar Deck Boat 6 Guests – Captained Belleair

    Captain Chris is the real deal! From the moment we stepped on his boat, we felt like locals instead of tourists. He knew all the hidden spots where dolphins play and the quiet stretches of the Intracoastal where you can just relax and take it all in. The boat was spotless and comfortable, and Chris himself was laid-back, funny, and clearly a pro with years of experience on the water. The sunset was absolutely breathtaking, and the whole cruise felt private and personal compared to the crowded big boats. If you want an unforgettable Clearwater experience, skip the cookie-cutter tours and book with Captain Chris. We’ll be coming back for sure!

  3. DM

    Deb

    CLEAN AND COMFORTABLE 21' NauticStar Deck Boat 6 Guests – Captained Belleair

    Captain Chris was awesome! He was very accommodating and friendly. His boat was super comfortable for the 5 of us and my 84 year old mom. He took us to both honeymoon island and caladessi island and went swimming. Will definitely use him again.!

  4. BS

    Ben

    Fun in Johns Pass Sandbar with Bennington SSX 20 Pontoon !

    We recently had the pleasure of renting Kevin’s boat, and it was hands down one of the best family experiences we’ve had! From start to finish, Kevin was an outstanding host—friendly, professional, and incredibly accommodating. He made sure everything was perfectly prepared for our trip, and took the time to walk us through all the essentials, which made us feel confident and at ease. The boat itself was in excellent condition—clean, comfortable, and clearly well cared for. We spent the day exploring, relaxing, and enjoying the water, and it couldn’t have gone more smoothly. The kids had a blast, and the adults appreciated the peaceful, scenic setting. Kevin’s attention to detail and genuine hospitality made this more than just a boat rental—it was a truly memorable family outing. We can’t recommend him enough and will definitely be booking with him again in the future. Thank you, Kevin, for helping us create such special memories!

  5. IK

    Ilir

    CLEAN AND COMFORTABLE 21' NauticStar Deck Boat 6 Guests – Captained Belleair

    We had an absolutely unforgettable day with Captain Clearwater. Captain Chris is top-notch—friendly, attentive, and incredibly knowledgeable about local spots. We had so much fun visiting different islands and snorkeling. If you’re looking for a memorable day on the water, CaptainClearwater is worth every penny. Highly recommend!

  6. CB

    Carley

    Party on the Megatoon!!! 30ft Crest Pontoon

    We had a fantastic day! We had a group of 9 go out for a bachelorette trip. We had plenty of room on the boat and a great time visiting honeymoon island. Speakers were easy to pair with and we spent the whole day with a great captain, great weather, and good times. Was a perfect addition to the trip! We all wished we could go out every weekend!