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Pensacola, Florida Boat Rentals & Yacht Charters

Page 1 of 7147 listings

Stiletto 30 Catamaran for Dolphin Watching, Sunsets, Snorkeling in Destin
Sailing in Shalimar · 6 guests

Stiletto 30 Catamaran for Dolphin Watching, Sunsets, Snorkeling in Destin

5.0
$150/hour
24ft Crest Double Decker Pontoon with Slide
Powerboats in Fort Walton Beach · 12 guests

24ft Crest Double Decker Pontoon with Slide

5.0
$100/hour
25' Tahoe Pontoon Rental In Fort Walton Beach, FL
Powerboats in Fort Walton Beach · 12 guests

25' Tahoe Pontoon Rental In Fort Walton Beach, FL

5.0
$63/hour
Avalon 24ft Fun Pontoon Boat in Fort Walton Beach
Powerboats in Fort Walton Beach · 12 guests

Avalon 24ft Fun Pontoon Boat in Fort Walton Beach

4.3
$60/hour
High Demand
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
25' Power Speed and Luxury on the Emerald Coast 13 guests! Free Amenities
Powerboats in Fort Walton Beach · 13 guests

25' Power Speed and Luxury on the Emerald Coast 13 guests! Free Amenities

5.0
Superowner
Best of 2026
$125/hour
Suncatcher G3 Pontoon 24ft in Orange Beach, Alabama
Powerboats in Orange Beach · 6 guests

Suncatcher G3 Pontoon 24ft in Orange Beach, Alabama

5.0
$125/hour
Large Pontoon Boat! Made in the Shade
Powerboats in Fort Walton Beach · 12 guests

Large Pontoon Boat! Made in the Shade

4.9
$50/hour
Center Console in Destin, Fort Walton Beach, Navarre, Pensacola
Powerboats in Fort Walton Beach · 8 guests

Center Console in Destin, Fort Walton Beach, Navarre, Pensacola

5.0
$75+/hour
Crest 240 Fast Luxury Tritoon! Parties, Events, & Relaxing
Powerboats in Okaloosa Island · 12 guests

Crest 240 Fast Luxury Tritoon! Parties, Events, & Relaxing

5.0
$100/hour
30' Double Decker Tritoon Slide Boat for Destin Florida - Enjoy Crab Island!
Powerboats in Fort Walton Beach · 13 guests

30' Double Decker Tritoon Slide Boat for Destin Florida - Enjoy Crab Island!

5.0
$125/hour
Private Crab Island and Boat Tours: 4 hour, 6 hour, 8 hour trips available
Powerboats in Shalimar · 6 guests

Private Crab Island and Boat Tours: 4 hour, 6 hour, 8 hour trips available

5.0
$85/hour
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
22' Veranda Luxury Tri-toon Rental in Gulf Breeze, FL 32563
Powerboats in Pensacola Beach · 12 guests

22' Veranda Luxury Tri-toon Rental in Gulf Breeze, FL 32563

5.0
$60/hour
Instant Book
Limited Availability
Luxurious 24' Pontoon with lounge seating and mini deck in Fort Walton Beach
Powerboats in Fort Walton Beach · 12 guests

Luxurious 24' Pontoon with lounge seating and mini deck in Fort Walton Beach

4.9
$75/hour
Morgan 382 Sailboat for charter in Pensacola, Florida
Sailing in Pensacola · 6 guests

Morgan 382 Sailboat for charter in Pensacola, Florida

5.0
$75/hour
Party in Crab Island!!! For all occasions (Paddleboard, Lily Pad & More)
Powerboats in Fort Walton Beach · 12 guests

Party in Crab Island!!! For all occasions (Paddleboard, Lily Pad & More)

5.0
$75/hour
Limited Availability
The Pink Pearl Tiki, up to 18 passengers!
Powerboats in Orange Beach · 18 guests

The Pink Pearl Tiki, up to 18 passengers!

5.0
$225/hour
Instant Book
Most Badass Party Pontoon in Pensacola ! FREE Amenities !
Powerboats in Pensacola · 13 guests

Most Badass Party Pontoon in Pensacola ! FREE Amenities !

5.0
$125/hour
2022 Lexington Pontoon Boat rental in Fort Walton Beach/ Destin FL.
Powerboats in Fort Walton Beach · 5 guests

2022 Lexington Pontoon Boat rental in Fort Walton Beach/ Destin FL.

5.0
$55/hour
2013 Captained Bennington 26ft Pontoon Rental in Fort Walton Beach
Powerboats in Fort Walton Beach · 10 guests

2013 Captained Bennington 26ft Pontoon Rental in Fort Walton Beach

4.9
$120/hour
Crab Island Fun! Slide, Paddleboard, Lily Pad, Inflatables & More
Powerboats in Fort Walton Beach · 12 guests

Crab Island Fun! Slide, Paddleboard, Lily Pad, Inflatables & More

4.8
$140/hour
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
Limited Availability
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

Pensacola Reviews

  1. Holly

    Holly

    Private Crab Island and Boat Tours: 4 hour, 6 hour, 8 hour trips available

    I would recommend her for anyone but particularly young families or women only trips, as Shelly is knowledgeable and safe in her ability to get you to where you’re going and where you want to be. She brought a lot of extras along on her boat that not all boats have. We have been on other trips with other captains that have made us uncomfortable, but Shelly was as normal as they come and fun to be around. It felt like we had known her a long time.

  2. lg

    lacrista

    Private Crab Island and Boat Tours: 4 hour, 6 hour, 8 hour trips available

    Shelly made our Crab Island trip absolutely unforgettable! She was friendly, professional, and made sure everyone had an amazing time from start to finish. The boat was perfect, the vibes were great, and everything ran so smoothly. Highly recommend booking with her, you won’t regret it! ☀️🌊

  3. Lindsey

    Lindsey

    Suncatcher G3 Pontoon 24ft in Orange Beach, Alabama

    Josh was wonderful for my bachelorette trip! Me & my girls had the best time and he was so polite & respectful. We honestly didn’t want the boat ride to end. He was knowledgeable about the area and was open to taking us to other places to avoid the jellyfish. Overall, 10/10!

  4. 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!

  5. 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!!!

  6. 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!