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Pensacola, Florida Boat Rentals & Yacht Charters

Page 2 of 7149 listings

BEST OF 2025 Double Decker Tritoon! Crab Island/Destin
Powerboats in Fort Walton Beach · 13 guests

BEST OF 2025 Double Decker Tritoon! Crab Island/Destin

5.0
Superowner
Best of 2026
$125/hour
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
2020 Bennington TriToon for Bachelorette Parties, Cruising, Private Island, more
Powerboats in Fort Walton Beach · 11 guests

2020 Bennington TriToon for Bachelorette Parties, Cruising, Private Island, more

5.0
$120/hour
Luxury Private Charter 48' SeaRay Sedan Bridge (Mila Yenin) in Pensacola, Fl
Powerboats in Pensacola · 6 guests

Luxury Private Charter 48' SeaRay Sedan Bridge (Mila Yenin) in Pensacola, Fl

5.0
$300/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 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
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
23' JC Tritoon Suntoon
Powerboats in Orange Beach · 12 guests

23' JC Tritoon Suntoon

5.0
$100/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
Nicest Double decker on the water
Travel in Fort Walton Beach · 12 guests

Nicest Double decker on the water

5.0
$140/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
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
Charter Fishing & Cruises - Captain Included!
Fishing in Shalimar · 4 guests

Charter Fishing & Cruises - Captain Included!

5.0
$110/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
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
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

New
$90/hour
Fishing Charters on a Pro-Line 24 Sport in Destin FL!
Fishing in Shalimar · 6 guests

Fishing Charters on a Pro-Line 24 Sport in Destin FL!

New
$234/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 Double Slide Pontoon Charter w/Restroom (Up to 12)
Powerboats in Fort Walton Beach · 12 guests

Private Double Slide Pontoon Charter w/Restroom (Up to 12)

5.0
$175/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
23ft Beach Cat Tiki Boat Pontoon for rent in Orange Beach!!
Powerboats in Orange Beach · 6 guests

23ft Beach Cat Tiki Boat Pontoon for rent in Orange Beach!!

5.0
$167+/hour
#4 2019 Bentley 24' Luxury Pontoon | Cruise & Relax in Style!
Powerboats in Gulf Shores · 12 guests

#4 2019 Bentley 24' Luxury Pontoon | Cruise & Relax in Style!

New
$72+/hour
Center Console Private Charters - Swimming and Cruises - Capt Included
Powerboats in Okaloosa Island · 6 guests

Center Console Private Charters - Swimming and Cruises - Capt Included

5.0
$80+/hour

Pensacola Reviews

  1. 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!

  2. Krissy

    Krissy

    BEST OF 2025 Double Decker Tritoon! Crab Island/Destin

    Captain Ed was amazing. We had a large group with a variety of age kids and he made sure they all felt important and they loved it!!! The adults loved hanging out with him as well. Highly recommended!!!

  3. HM

    Hannah

    BEST OF 2025 Double Decker Tritoon! Crab Island/Destin

    We had a perfect day on Rod’s boat for a bachelorette trip! The accessories that come with the boat were perfect for hanging out at Crab Island!

  4. CM

    Chris

    BEST OF 2025 Double Decker Tritoon! Crab Island/Destin

    Rod was really easy to work with as a host. His boat captains knew the best spots to go to and they were able to accommodate our larger group. I would use this charter again.

  5. DB

    Danielle

    BEST OF 2025 Double Decker Tritoon! Crab Island/Destin

    I booked this boat for a bachelorette trip, and we had the best time! Communication was great and our captain was awesome! I would recommend for a good time!

  6. Garth

    Garth

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

    The boat was fantastic and exactly as advertised. Liz was very easy to work with and I would rent with her again.