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Okaloosa Island, Florida Boat Rentals

Page 1 of 124 listings

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 2025
$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
PRIVATE Crab Island Charter! Spacious 23' Luxury Tritoon!
Powerboats in Destin · 6 guests

PRIVATE Crab Island Charter! Spacious 23' Luxury Tritoon!

5.0
$50/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
$150/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
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
3-Hour Daytime Cruise in Destin, Florida
Sailing in Fort Walton Beach · 6 guests

3-Hour Daytime Cruise in Destin, Florida

5.0
$150/hour
4 Hour Private Charter in Destin, FL! Crab Island, Snorkeling, Dolphins & More!
Sailing in Fort Walton Beach · 6 guests

4 Hour Private Charter in Destin, FL! Crab Island, Snorkeling, Dolphins & More!

5.0
$150/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
$90/hour
Relaxing Catamaran Adventure: Snorkel, Sail, Dolphins
Sailing in Fort Walton Beach · 6 guests

Relaxing Catamaran Adventure: Snorkel, Sail, Dolphins

5.0
$110+/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
Private Sunset Cruise (2-Hours) in Destin, Florida
Sailing in Fort Walton Beach · 6 guests

Private Sunset Cruise (2-Hours) in Destin, Florida

5.0
$175/hour
Bennington 22ft Pontoon Rental in Destin, Florida
Powerboats in Destin · 6 guests

Bennington 22ft Pontoon Rental in Destin, Florida

New
$175/hour
Luxury Double-Decker Boat + Waterslide – Book Your Adventure!
Powerboats in Okaloosa Island · 13 guests

Luxury Double-Decker Boat + Waterslide – Book Your Adventure!

New
$175/hour
Tiki Boat Charters for up to 12 - Perfect for Parties, Sightseeing in Destin, FL
Powerboats in Destin · 12 guests

Tiki Boat Charters for up to 12 - Perfect for Parties, Sightseeing in Destin, FL

New
$150+/hour
Float First Class – 2022 Godfrey Luxury Charter
Powerboats in Okaloosa Island · 12 guests

Float First Class – 2022 Godfrey Luxury Charter

New
$95+/hour
King Triton 22ft center console with crazy loud sound system
Powerboats in Fort Walton Beach · 8 guests

King Triton 22ft center console with crazy loud sound system

New
$100/hour
🔍 Discover the beauty of the sea 🌊 with Underwater Scooters ✨
Tours in Okaloosa Island · 1 guest

🔍 Discover the beauty of the sea 🌊 with Underwater Scooters ✨

New
$75+/day
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
Snoozed - Active 02 Nov 2025

Okaloosa Island Reviews

  1. 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!

  2. 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!🍀

  3. NM

    Natalia

    Fast Luxury Barletta Tritoon! Perfect for Destin! 13 passenger, free amenities!

    Ron was extremely easy to communicate with. The trip was personalized to our needs and wishes. The kids enjoyed the floaties. The boat was well taken care of and had a huge cooler with ice that we appreciated. I got in touch late at night and was surprised to be able to arrange the trip next morning.

  4. BN

    Brittny

    Fast Luxury Barletta Tritoon! Perfect for Destin! 13 passenger, free amenities!

    The communication with Ron from the beginning was great — he was able to accommodate our large group last minute due to a cancelation with another company. We had a few technical/mechanical difficulties, but overall were able to enjoy our day as planned. Captain Matthew was great! He was respectful, attentive and very knowledgeable about the area — he provided a great experience for our group!

  5. HB

    Harold

    Fast Luxury Barletta Tritoon! Perfect for Destin! 13 passenger, free amenities!

    i was skeptical at first, but Ron reassured me things would go great. Dude, it went 100x’s better than just “great”!! Ron has the BEST boat rental service available on the coast! The boat was nice and clean but most definitely one of, if not the best looking and running vessels out there..Thank you so much Ron seriously! My 32nd birthday was one to remember.

  6. BL

    Bianca

    Fast Luxury Barletta Tritoon! Perfect for Destin! 13 passenger, free amenities!

    Ron was amazing! So communicative and responsive. We actually needed two boats for our group and Ron ensured that we were taken care of with similar options that accommodated us perfectly. The boats were beautiful and he even shared additional resources such as snack providers to ensure our trip was smooth and enjoyable. Ron really made planning a trip from a far smooth and easy and ensured we had great captains, as well. Highly recommend!