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Pensacola, Florida Boat Rentals & Yacht Charters

All Pensacola Listings

Page 1 of 6144 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
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
$75/hour
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
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
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
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
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
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
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
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
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
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
PRIVATE Crab Island Charter! Spacious 23' Luxury Tritoon!
Powerboats in Fort Walton Beach · 6 guests

PRIVATE Crab Island Charter! Spacious 23' Luxury Tritoon!

5.0
$125/hour
Instant Book
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
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
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
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
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
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
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
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
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
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
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

Pensacola Reviews

  1. AK

    Ana

    PRIVATE Crab Island Charter! Spacious 23' Luxury Tritoon!

    Captain Aaron was absolutely amazing! He took us to see dolphins, swim, and snorkel, and every part of the experience was incredible. He was extremely knowledgeable about the area and knew exactly where to go to make our trip special. We had such a wonderful time and created memories that we will never forget. Captain Aaron was professional, friendly, and made sure everyone had a great experience. Thank you so much, Captain Aaron! We will definitely be recommending you to our friends and family and look forward to booking another trip in the future.

  2. NL

    Nate

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

    We had the best day out on the crab island. The boat was beautiful, the views were amazing, and Captain Shelly made the whole experience unforgettable. She was incredible with our children — patient, fun, and made them feel completely safe and included. Truly a perfect family day. We highly recommend Shelly!

  3. J

    John

    PRIVATE Crab Island Charter! Spacious 23' Luxury Tritoon!

    ⭐⭐⭐⭐⭐ I genuinely did not expect this to be as good as it was. Trent took us literally anywhere we wanted to go, not just Crab Island like every other boat out there. We explored spots I never even knew existed around here. We saw dolphins and he actually let us stay with them as long as we wanted, not just a 2 minute drive-by. We saw some big fish too, and got to snorkel around the rocks and see everything up close with our own eyes. Oh and the little fish biting your feet? Such a weird and fun experience lol. He even let us pick the speed which made the whole ride that much more fun. Whether you're coming with your family, a group of friends, or a couple. This is the move. Trent is the best captain out there, no question. Book it, you won't regret it.

  4. EP

    Erin

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

    Everything went smooth from the booking to the trip itself. My group had a great experience on the boat! Our captain for the day was Jakob. He was very friendly and his service was top tier!!! I would definitely recommend booking with Liz and requesting Jakob as a captain!

  5. La’Ebony

    La’Ebony

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

    Travis was our captain and he was the absolute best! I would request him for our future trips. The company as a whole was easy to work with, answered our questions prior to the actual date. Based on our experience, I’d recommend!

  6. LT

    Lillie

    BEST OF 2025 Double Decker Tritoon! Crab Island/Destin

    We went for my bachelorette trip… it was amazing! This is worth every penny! Rod has been great to communicating with weeks leading up to our trip! Louis was our boat captain 1000/10!! He was so much fun! Everyone is so helpful and will answer all your questions!