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Winter Haven, Florida Boat Rentals & Yacht Charters

Page 1 of 1 • 24 listings

Luxury MasterCraft Cruise with Captain
Powerboats in Winter Haven · 12 guests

Luxury MasterCraft Cruise with Captain

New
$120/hour
24’ Hurricane deck boat for 12 person
Powerboats in Winter Haven · 12 guests

24’ Hurricane deck boat for 12 person

5.0
$80/hour
23’ Hurricane Deck Boat
Powerboats in Winter Haven · 12 guests

23’ Hurricane Deck Boat

5.0
$80/hour
Great Bentley 24ft Pontoon Rental in Lake Wales, Florida
Powerboats in Florida · 8 guests

Great Bentley 24ft Pontoon Rental in Lake Wales, Florida

New
$450/day
Sweetwater 22ft Pontoon in Lake Wales
Powerboats in Florida · 8 guests

Sweetwater 22ft Pontoon in Lake Wales

New
$450/day
Bass Fishing Boat in St. Cloud on Big Lake Toho
Fishing in Kissimmee · 4 guests

Bass Fishing Boat in St. Cloud on Big Lake Toho

4.9
$50/hour
Bass Fishing Boat in St.Cloud on Big Lake Toho - 2025 Ranger Z520R
Fishing in Saint Cloud · 4 guests

Bass Fishing Boat in St.Cloud on Big Lake Toho - 2025 Ranger Z520R

5.0
$67/hour
2023 Yamaha beautiful 22 ft California Jet Boat - up to 10 people or 1600 lbs.
Powerboats in Orlando · 8 guests

2023 Yamaha beautiful 22 ft California Jet Boat - up to 10 people or 1600 lbs.

New
$150/hour
St. Pete & Anna Maria Boat Rentals – Fishing & Family Fun
Powerboats in Saint Cloud · 8 guests

St. Pete & Anna Maria Boat Rentals – Fishing & Family Fun

5.0
$80+/hour
40' Regal Luxury Yacht Rental In St. Cloud
Events in Saint Cloud · 12 guests

40' Regal Luxury Yacht Rental In St. Cloud

4.9
$174/hour
34' Bayliner Day Motor Yacht for 12 person
Events in Saint Cloud · 12 guests

34' Bayliner Day Motor Yacht for 12 person

5.0
$174+/hour
Inflatable Boat with Aluminum Floor in St. Cloud, Florida
Fishing in Saint Cloud · 4 guests

Inflatable Boat with Aluminum Floor in St. Cloud, Florida

5.0
$75/day
2023 Yamaha AR250 - Like New
Powerboats in Windermere · 12 guests

2023 Yamaha AR250 - Like New

5.0
$150/hour
Sun, Lakes & Vibes – Captained Robalo 160 Center Console
Powerboats in Windermere · 3 guests

Sun, Lakes & Vibes – Captained Robalo 160 Center Console

New
$64/hour
21' Coach Tri-toon with 150 Hp Honda for 12: Clermont Chain of Lakes
Powerboats in Clermont · 12 guests

21' Coach Tri-toon with 150 Hp Honda for 12: Clermont Chain of Lakes

New
$90/hour
Misty Harbor Pontoon! Start your adventure today
Powerboats in Clermont · 8 guests

Misty Harbor Pontoon! Start your adventure today

5.0
$70/hour
2025 Yamaha AR250 | Luxury, Speed & Fun on the Water in Orlando!
Powerboats in Clermont · 12 guests

2025 Yamaha AR250 | Luxury, Speed & Fun on the Water in Orlando!

New
$145/hour
24' Sweetwater Pontoon in Clermont, Florida - Seats up to 12 passengers
Powerboats in Clermont · 12 guests

24' Sweetwater Pontoon in Clermont, Florida - Seats up to 12 passengers

5.0
$60+/hour
 Ride with this 3 Seater Yamaha VX Cruiser Jet Ski in Tampa Bay
Water Sports in Riverview · 3 guests

Ride with this 3 Seater Yamaha VX Cruiser Jet Ski in Tampa Bay

New
$68/hour
Cruise Tampa Bay on a 22ft Yamaha AR220 Jet Boat
Powerboats in Riverview · 10 guests

Cruise Tampa Bay on a 22ft Yamaha AR220 Jet Boat

5.0
$60/day
2017 Sea Ray SPX 210 Bowrider in Orlando, Florida
Powerboats in Orlando · 10 guests

2017 Sea Ray SPX 210 Bowrider in Orlando, Florida

5.0
$175/hour
Mobile 2023 Kawasaki STX 160X Jet Ski Rental in Tampa Bay
Water Sports in Riverview · 3 guests

Mobile 2023 Kawasaki STX 160X Jet Ski Rental in Tampa Bay

New
$60+/hour
Experience the Thrill on a 22' Yamaha Jetboat in Tampa Bay, Florida
Powerboats in Riverview · 10 guests

Experience the Thrill on a 22' Yamaha Jetboat in Tampa Bay, Florida

5.0
$75+/hour
Cruise Tampa Bay on 19ft Yamaha SX190 with Captain Included!
Powerboats in Riverview · 6 guests

Cruise Tampa Bay on 19ft Yamaha SX190 with Captain Included!

New
$80/hour

Winter Haven Reviews

  1. BH

    Beverley

    24' Sweetwater Pontoon in Clermont, Florida - Seats up to 12 passengers

    We could not fault our experience today. Everything was spotless, Danielle gave all the instructions to follow. Our day was beautiful from start to finish. I would defiantly recommend having a go.

  2. MR

    Mariel

    2017 Sea Ray SPX 210 Bowrider in Orlando, Florida

    What a great time. boat was so nice. had a huge cooler for all our food/drinks. Jose made sure to give directions on where to park and how to get there. 7 of us fit easily. He let us connect to the bluetooth to play music. so happy we booked with him will definitely book again.

  3. RP

    Randy

    Cruise Tampa Bay on a 22ft Yamaha AR220 Jet Boat

    Great boat and Giselle was fantastic to work with. Great customer service. Would highly recommend Giselle and her team to anyone looking for a fantastic time in the Tampa Bay area

  4. JM

    Johnny

    24’ Hurricane deck boat for 12 person

    Renting JT's Hurricane boat was the right choice. My family and friends (8 of us) had a great time. JT was on time, with the boat in th water, full tank of gas, included a cooler with 2 bags of ice! He also let us use his tube to pull the kids around. Excellent 4th of July experience. Highly recommend.

  5. Jessica

    Jessica

    24’ Hurricane deck boat for 12 person

    We had an incredible time out on the water with JT! Our entire family had an absolute blast — from start to finish, it was fun, safe, and unforgettable. The boat was in great condition, the vibes were relaxed and upbeat, and JT made sure everyone felt comfortable, whether we were cruising or trying something new. Highly recommend booking a trip if you’re in the area!🚤🌊

  6. CL

    Carla

    24’ Hurricane deck boat for 12 person

    JT was AMAZING! We had a great time! Communication was excellent, and his professionalism and attitude was just outstanding. JT, our captain, set the tone for a laid back, fun, and relaxing afternoon on the lake. The boat was cool and clean. This is a definite must!