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Okaloosa Island, Florida Boat Rentals & Yacht Charters

Page 1 of 354 listings

PRIVATE Crab Island Charter! Spacious 23' Luxury Tritoon!
Powerboats in Destin · 6 guests

PRIVATE Crab Island Charter! Spacious 23' Luxury Tritoon!

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
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
Your Summer Adventure Awaits Here
Powerboats in Destin · 10 guests

Your Summer Adventure Awaits Here

4.9
$100/hour
Good vibes and hair swangan
Powerboats in Destin · 10 guests

Good vibes and hair swangan

4.8
Superowner
$250/hour
2025 Nautique G23 - Wakesurf Session & Crab Island Excursions!
Powerboats in Destin · 10 guests

2025 Nautique G23 - Wakesurf Session & Crab Island Excursions!

5.0
$300/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
Summer Fun! Your Adventure awaits you
Powerboats in Destin · 10 guests

Summer Fun! Your Adventure awaits you

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
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
Limited Availability
Relax on a 22-ft Bentley Pontoon in Fort Walton Beach for 10 People
Powerboats in Fort Walton Beach · 10 guests

Relax on a 22-ft Bentley Pontoon in Fort Walton Beach for 10 People

5.0
$54+/hour
36ft Yellowfin Center Console in Destin, Florida!
Fishing in Destin · 6 guests

36ft Yellowfin Center Console in Destin, Florida!

5.0
$325/hour
Incredible 24' Yellowfin Fishing Boat in Destin, Florida!
Fishing in Destin · 6 guests

Incredible 24' Yellowfin Fishing Boat in Destin, Florida!

5.0
$200/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
26FT Yellowfin Hybrid Offshore Fishing Trips
Fishing in Destin · 6 guests

26FT Yellowfin Hybrid Offshore Fishing Trips

5.0
$275/hour
36' Passenger Boat in Ft. Walton Beach/Destin: Dolphin, Harbor, Crab Island
Powerboats in Fort Walton Beach · 23 guests

36' Passenger Boat in Ft. Walton Beach/Destin: Dolphin, Harbor, Crab Island

New
$230+/hour
22' Pro Center Console Private Charters - Swimming and Cruises - Capt Included
Powerboats in Okaloosa Island · 6 guests

22' Pro Center Console Private Charters - Swimming and Cruises - Capt Included

5.0
$80+/hour
Relaxing Catamaran Adventure: Snorkel, Sail, Dolphins
Sailing in Fort Walton Beach · 6 guests

Relaxing Catamaran Adventure: Snorkel, Sail, Dolphins

5.0
$110+/hour
2022 Tidewater 210 for Charter in Destin / FWB / Pensacola
Powerboats in Fort Walton Beach · 6 guests

2022 Tidewater 210 for Charter in Destin / FWB / Pensacola

5.0
$125/hour
Double Slides-Double Fun in Fort Walton Beach - Fuel included
Powerboats in Fort Walton Beach · 14 guests

Double Slides-Double Fun in Fort Walton Beach - Fuel included

New
$140+/hour
Bennington 22ft Pontoon Rental in Destin, Florida
Powerboats in Destin · 6 guests

Bennington 22ft Pontoon Rental in Destin, Florida

New
$175/hour
Limited Availability
Sun Tracker Supreme Pontoon - Fuel included - 10 People
Powerboats in Fort Walton Beach · 10 guests

Sun Tracker Supreme Pontoon - Fuel included - 10 People

New
$54+/hour
Scarab Boat Cruise in Destin for 10 Guests on Crystal Clear Waters
Powerboats in Destin · 10 guests

Scarab Boat Cruise in Destin for 10 Guests on Crystal Clear Waters

New
$299/hour
Half-Day & Full-Day Double-Decker Pontoon Boat Rentals Fort Walton Beach
Powerboats in Fort Walton Beach · 14 guests

Half-Day & Full-Day Double-Decker Pontoon Boat Rentals Fort Walton Beach

New
$140+/hour

Okaloosa Island Reviews

  1. Jennifer

    Jennifer

    Relax on a 22-ft Bentley Pontoon in Fort Walton Beach for 10 People

    We had the best boat rental experience with Crab! We rent a boat every year on our annual beach trip to Destin and this was the first time we rented through GetMyBoat.com and Crab. Everyone from check-in to the dock were so friendly and helpful. We’ll be back next year!!

  2. MA

    Michelle

    PRIVATE Crab Island Charter! Spacious 23' Luxury Tritoon!

    We had an AMAZING time with Trent! His boat was new, so clean and gorgeous! We went to a private sand bar, saw dolphins and went to Crab Island, it was a perfect day!! I can’t wait to come back next year!!!

  3. MF

    Morgan

    PRIVATE Crab Island Charter! Spacious 23' Luxury Tritoon!

    We had a great day on the water with Trenton! A definite must book! He was prompt and friendly before, during and after the ride. He sure to make sure we got to do everything we wanted.. and more! Major bonus points for finding a pod of dolphins when we were out cruising. Such a special memory! He takes pride in his boat and it was immaculate and very comfortable. Don’t hesitate to book with Trenton, we would certainly book again!

  4. IC

    Irish

    PRIVATE Crab Island Charter! Spacious 23' Luxury Tritoon!

    We totally enjoyed our ride to and from Crab Island! Captain Trent went the extra mile in making sure that we had a great time...from the pick-up location to the drop-off! He has a brand new boat and lots of fun floaties, and we took advantage of all! My family and I had a blast! His hospitality and kindness was top tier and we will definitely be booking with him on our next visit to Destin! Let me add, he even went the extra mile to find us a spot away from the jellies...lol. I will definitely be recommending him to friends as well! Thanks so much and can't wait to get back for another Fun-Filled Cruise!🍀

  5. JJ

    Jason

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

    Sam was a gracious host and very knowledgeable about the gulf. He was timely with getting us on and off the water. We captured several dolphin sightings, hooked into a large snapper on the final day of snapper season, and even had time to enjoy the hustle and bustle of crab Island. Five stars for Sam and his Scarab!

  6. Nick

    Nick

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

    Sam was very punctual with departure and return. He also provided great instructions and directions to easily navigate the waters. My wife and kids had a blast as we went about 20 miles offshore for fishing. Would definitely recommend and will be returning to Sam when we come back next year.