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Okaloosa Island, Florida Boat Rentals & Yacht Charters

Page 1 of 352 listings

High Demand
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
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
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
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
Good vibes and hair swangan
Powerboats in Destin · 10 guests

Good vibes and hair swangan

4.8
Superowner
$150/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
Limited Availability
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
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
26FT Yellowfin Hybrid Offshore Fishing Trips
Fishing in Destin · 6 guests

26FT Yellowfin Hybrid Offshore Fishing Trips

5.0
$275/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
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
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
Bennington 22ft Pontoon Rental in Destin, Florida
Powerboats in Destin · 6 guests

Bennington 22ft Pontoon Rental in Destin, Florida

New
$175/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
$250/hour
20' Pontoon Rental In Destin / Fort Walton Beach, Florida
Powerboats in Fort Walton Beach · 10 guests

20' Pontoon Rental In Destin / Fort Walton Beach, Florida

New
$60/hour
23' Comfortable Crest – Fuel Included | Fort Walton Beach, FL
Powerboats in Fort Walton Beach · 12 guests

23' Comfortable Crest – Fuel Included | Fort Walton Beach, FL

New
$87+/hour
12ppl- 2022 Bentley Pontoon! Super fun experience - Fuel included
Powerboats in Fort Walton Beach · 12 guests

12ppl- 2022 Bentley Pontoon! Super fun experience - Fuel included

New
$71+/hour
12 ppl Amazing Pontoon on Emerald Coast and Crab Island- Fuel included
Powerboats in Fort Walton Beach · 12 guests

12 ppl Amazing Pontoon on Emerald Coast and Crab Island- Fuel included

New
$71+/hour
12 ppl Pontoon experience in Crab Island & Emerald Coast-Fuel included
Powerboats in Fort Walton Beach · 12 guests

12 ppl Pontoon experience in Crab Island & Emerald Coast-Fuel included

New
$71+/hour
10 ppl Beautiful Bentley Pontoon - Fuel included
Powerboats in Fort Walton Beach · 10 guests

10 ppl Beautiful Bentley Pontoon - Fuel included

New
$69+/hour

Okaloosa Island Reviews

  1. 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!

  2. 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.

  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. JV

    Jessica

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

    If your wanting to have a nice relaxing time on crab island book yourself this boat and you won’t be disappointed! Mack was an amazing captain for our family and showed us what a good time is on crab island. The music was perfect for the day! From seeing dolphins while getting to crab island to docking at the right spot on crab island. Would def go again !!

  6. PG

    Pamela

    Your Summer Adventure Awaits Here

    This was our first trip to crab island and it was a fantastic experience. We had a mixed age group with two middle school kids three college kids and four adults. And everyone had a blast. The captain Adrien who was arranged by the company was phenomenal. He really went above and beyond to make sure everyone had a great time. Boat was nice and well maintained. The only minor issue was that the owner showed up a little late with the boat and still had to fuel up when he arrived but he assured us we would get our full time and it would not start until we boarded the boat. We realized once boat arrived that captain had been waiting as well over a half hour prior to departure time. We would definitely recommend.