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Pensacola, Florida Boat Rentals & Yacht Charters

Page 2 of 6144 listings

Limited Availability
Harris Pontoon to cruise to Crab Island, the Destin Harbor and surrounding areas
Powerboats in Fort Walton Beach · 10 guests

Harris Pontoon to cruise to Crab Island, the Destin Harbor and surrounding areas

5.0
$80/hour
Private Crab Island Pontoon Charter with Bote Paddleboards
Powerboats in Fort Walton Beach · 9 guests

Private Crab Island Pontoon Charter with Bote Paddleboards

5.0
$100/hour
Welcome to this 24ft amazing Bentley pontoon! 12 ppl - Fuel included
Powerboats in Fort Walton Beach · 12 guests

Welcome to this 24ft amazing Bentley pontoon! 12 ppl - Fuel included

New
$71+/hour
2022 Avalon Platinum Catilina Funship 28ft Double Decker with slide
Powerboats in Fort Walton Beach · 12 guests

2022 Avalon Platinum Catilina Funship 28ft Double Decker with slide

5.0
$140/hour
23' JC Tritoon Suntoon
Powerboats in Orange Beach · 12 guests

23' JC Tritoon Suntoon

5.0
$100/hour
Crab Island Party Yacht w/ Bathroom, Loud Sound, BoteBoard, Captain Included
Powerboats in Fort Walton Beach · 12 guests

Crab Island Party Yacht w/ Bathroom, Loud Sound, BoteBoard, Captain Included

New
$200/hour
Crab Island Party!! Godfrey Pontoon With Paddleboard,Lily Pad & More
Powerboats in Fort Walton Beach · 12 guests

Crab Island Party!! Godfrey Pontoon With Paddleboard,Lily Pad & More

4.9
$75/hour
Fast Luxury Barletta Tritoon! Perfect for Destin! 13 passenger, free amenities!
Powerboats in Okaloosa Island · 13 guests

Fast Luxury Barletta Tritoon! Perfect for Destin! 13 passenger, free amenities!

5.0
Superowner
Best of 2026
$125/hour
Twin Vee 26 Center Console for rent in Fort Walton Beach, Captain Included!
Powerboats in Fort Walton Beach · 6 guests

Twin Vee 26 Center Console for rent in Fort Walton Beach, Captain Included!

5.0
Superowner
$113+/hour
Limited Availability
24' Bentley Pontoon to cruise Crab Island, Destin Harbor and surrounding areas
Powerboats in Fort Walton Beach · 16 guests

24' Bentley Pontoon to cruise Crab Island, Destin Harbor and surrounding areas

5.0
$90/hour
Nicest Double decker on the water
Travel in Fort Walton Beach · 12 guests

Nicest Double decker on the water

5.0
$140/hour
22' Sun Tracker Pontoon in Fort Walton Beach - Fuel included
Powerboats in Fort Walton Beach · 10 guests

22' Sun Tracker Pontoon in Fort Walton Beach - Fuel included

New
$54+/hour
Cruise to Crab Island on a private tour
Powerboats in Shalimar · 6 guests

Cruise to Crab Island on a private tour

5.0
$90+/hour
Enjoy Crab Island and surrounding areas - 24' Bentley XL Pontoon Boat
Powerboats in Fort Walton Beach · 16 guests

Enjoy Crab Island and surrounding areas - 24' Bentley XL Pontoon Boat

New
$90/hour
Bentley 24ft Pontoon Rental in Pensacola, Florida - Full Day Special
Powerboats in Pensacola · 8 guests

Bentley 24ft Pontoon Rental in Pensacola, Florida - Full Day Special

5.0
$450/day
Limited Availability
Private Bareboat Pontoon Charter Near Crab Island & Destin Harbor
Powerboats in Fort Walton Beach · 12 guests

Private Bareboat Pontoon Charter Near Crab Island & Destin Harbor

5.0
$63/hour
2019 23’ SunChaser Pontoon | Seats Up to 12 | Easygoing Fun in Orange Beach
Powerboats in Orange Beach · 12 guests

2019 23’ SunChaser Pontoon | Seats Up to 12 | Easygoing Fun in Orange Beach

New
$73+/hour
Limited Availability
24' Bentley Pontoon and Clear Kayaks for Family Fun!
Powerboats in Fort Walton Beach · 6 guests

24' Bentley Pontoon and Clear Kayaks for Family Fun!

5.0
$90/hour
Private Crab Island Luxury Slide Pontoon Charter
Powerboats in Fort Walton Beach · 10 guests

Private Crab Island Luxury Slide Pontoon Charter

5.0
$125/hour
2023 Princecraft Vectra 23’ Pontoon Rental | Seats Up to 12 | Orange Beach
Powerboats in Orange Beach · 12 guests

2023 Princecraft Vectra 23’ Pontoon Rental | Seats Up to 12 | Orange Beach

New
$83+/hour
Crab Island Tours with the Sleek 242 Limited S Yamaha Boat Experience
Powerboats in Fort Walton Beach · 6 guests

Crab Island Tours with the Sleek 242 Limited S Yamaha Boat Experience

5.0
$125/hour
Private Crab Island Pontoon Charter with Inflatables (Up to 10)
Powerboats in Fort Walton Beach · 10 guests

Private Crab Island Pontoon Charter with Inflatables (Up to 10)

5.0
$125/hour
Private Crab Island Charter – Captain Included | 26’ Regal Bowrider
Powerboats in Shalimar · 6 guests

Private Crab Island Charter – Captain Included | 26’ Regal Bowrider

New
$120/hour
Guided Bentley Pontoon Tour of Pensacola Bay! - 4 Hour Special
Powerboats in Pensacola Beach · 6 guests

Guided Bentley Pontoon Tour of Pensacola Bay! - 4 Hour Special

5.0
$150/hour

Pensacola Reviews

  1. JB

    Jori

    Private Crab Island Pontoon Charter with Bote Paddleboards

    Tate was absolutely wonderful to work with. I asked many questions prior to booking and he answered every single one in a timely manner. Our boat driver Ben was fantastic! Would absolutely book again :)

  2. AA

    Alexis

    Harris Pontoon to cruise to Crab Island, the Destin Harbor and surrounding areas

    We had an amazing time on Liz's boat! Liz was great from start to finish. She handled booking the captain, Mari, who was also fantastic! She made our time on the boat so smooth and took us to the dolphins before heading back in. Great time!

  3. Shery

    Shery

    24' Bentley Pontoon to cruise Crab Island, Destin Harbor and surrounding areas

    Such an amazing experience! Could not recommend more!!! Best part of our trip!!

  4. Nancy

    Nancy

    Harris Pontoon to cruise to Crab Island, the Destin Harbor and surrounding areas

    Definitely recommend. ive been coming to crab island for 4 years now and this has been the best rental we have booked. my kids felt safe on the boat and weren't on edge after we left the dock. its always a hassle to find someone who actually cares about making sure you feel welcomed and safe, and Captain Josh was great with that.

  5. TB

    Tom

    Harris Pontoon to cruise to Crab Island, the Destin Harbor and surrounding areas

    Ms Liz is great!! Great communication, great directions. Made the entire experience super easy and streamlined. We spent about 3 minutes on the dock after we arrived before we were in the boat and gone. Can’t beat the price or Ms Liz! Thank you again!! And a shout out to Mr Carlos for his great directions and tips! Thanks again y’all!!

  6. Jaquelin

    Jaquelin

    Harris Pontoon to cruise to Crab Island, the Destin Harbor and surrounding areas

    Booking with Liz was a fantastic experience! She was incredibly kind and always quick to respond to any questions we had. Our captain, Drew, was amazing—attentive, respectful, and an excellent driver. We felt safe and well taken care of the entire time. Highly recommend!