Cookies!

We use cookies to improve your browsing experience. By continuing to browse or closing this banner, you agree to our use of cookies. Find out more about our cookies policy here.

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

PRIVATE Crab Island Charter! Spacious 23' Luxury Tritoon!

5.0
$100/hour
Instant Book
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
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
26FT Yellowfin Hybrid Offshore Fishing Trips
Fishing in Destin · 6 guests

26FT Yellowfin Hybrid Offshore Fishing Trips

5.0
$275/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
Instant Book
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
Instant Book
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
Float First Class – 2022 Godfrey Luxury Charter
Powerboats in Okaloosa Island · 12 guests

Float First Class – 2022 Godfrey Luxury Charter

New
$95+/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
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

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. LA

    Laura

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

    Sam is a wonderful person, very knowledgeable about questions you may have, excellent response back to help with all your needs! Would highly recommend renting from him!

  4. Kenser

    Kenser

    PRIVATE Crab Island Charter! Spacious 23' Luxury Tritoon!

    Excellent tour, the captain was very kind and attentive, and we even got to see the dolphins. Thank you for everything.

  5. Jeremy

    Jeremy

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

    Sam was super. He was ready for us when we arrived and departed. He was helpful and his boat was a blast. Everything worked great on it and couldn’t have asked for a better time! We took it out to Crab Island and it did great!

  6. AL

    Ally

    Good vibes and hair swangan

    Matthew was an incredible host! He made sure we had everything we needed for a perfect day out on the water celebrating my sister’s bachelorette. From start to finish, everything ran smoothly and we had an amazing time. Highly recommend booking with Matthew – you won’t be disappointed!