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Okaloosa Island, Florida Boat Rentals & Yacht Charters

Page 1 of 2 • 46 listings

PRIVATE All inclusive Crab Island Charter! Spacious 23' Luxury Tritoon!
Powerboats in Fort Walton Beach · 6 guests

PRIVATE All inclusive Crab Island Charter! Spacious 23' Luxury Tritoon!

5.0
$125/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
11ft Sea-Doo GTX 300 Limited Jet Ski on Okaloosa Island, Florida
Water Sports in Okaloosa Island · 3 guests

11ft Sea-Doo GTX 300 Limited Jet Ski on Okaloosa Island, Florida

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
$200/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 · 9 guests

Summer Fun! Your Adventure awaits you

5.0
$100/hour
Luxurious Cruise Experience Onboard The 41ft Tiara Sovern Yacht
Events in Fort Walton Beach · 12 guests

Luxurious Cruise Experience Onboard The 41ft Tiara Sovern Yacht

5.0
$325+/hour
Amazing Bentley Pontoon Experience! 12 ppl - Fuel included
Powerboats in Fort Walton Beach · 12 guests

Amazing Bentley Pontoon Experience! 12 ppl - Fuel included

New
$71+/hour
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
Sun Tracker Supreme Pontoon - Fuel included - 10 People
Powerboats in Fort Walton Beach · 10 guests

Sun Tracker Supreme Pontoon - Fuel included - 10 People

5.0
$54+/hour
Relaxing Catamaran Adventure: Snorkel, Sail, Dolphins
Sailing in Fort Walton Beach · 6 guests

Relaxing Catamaran Adventure: Snorkel, Sail, Dolphins

5.0
$110+/hour
Limited Availability
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
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
22' Sun Tracker Pontoon in Fort Walton Beach - Fuel included
Powerboats in Fort Walton Beach · 10 guests

22' Sun Tracker Pontoon in Fort Walton Beach - Fuel included

New
$54+/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
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
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
12ppl Mercury Pontoon Bentley - Fuel included
Powerboats in Fort Walton Beach · 12 guests

12ppl Mercury Pontoon Bentley - Fuel included

New
$71+/hour
10 ppl - Enjoy this 2022 Bentley Pontoon - Fuel included
Powerboats in Fort Walton Beach · 10 guests

10 ppl - Enjoy this 2022 Bentley Pontoon - Fuel included

New
$69+/hour
12 ppl- Emerald Coast 24ft Pontoon for an amazing experience!
Powerboats in Fort Walton Beach · 12 guests

12 ppl- Emerald Coast 24ft Pontoon for an amazing experience!

New
$71+/hour
12 ppl - 2022 24ft Bentley with 115 Mercury - Fuel included
Powerboats in Fort Walton Beach · 12 guests

12 ppl - 2022 24ft Bentley with 115 Mercury - Fuel included

New
$71+/hour

Okaloosa Island Reviews

  1. Danarius

    Danarius

    11ft Sea-Doo GTX 300 Limited Jet Ski on Okaloosa Island, Florida

    Had an amazing day out on the water thanks to Joel! Communication was effortless from start to finish. He took the time to go over all safety features and operations, making sure we felt 100% comfortable before heading out. The ski was well-maintained, powerful, and a total blast. If you're looking for a smooth, reliable rental experience, Joel is your guy.

  2. JR

    Jordan

    PRIVATE All inclusive Crab Island Charter! Spacious 23' Luxury Tritoon!

    10/5 stars. We took this trip celebrating for a bachelorette party. Trenton truly made our time so special. He took photos for us, asked if we needed anything out of the boat while in the water, and was truly curating an environment of fun for our group and most importantly our bride. He had the best additives as well, a super durable mat our group sat on among many other things to use during our trip that multiplied our fun. Would absolutely take this trip again with Trenton!

  3. Dennyse

    Dennyse

    Luxurious Cruise Experience Onboard The 41ft Tiara Sovern Yacht

    Adam and his team was so amazing. Our whole group of friends had a blast and can’t wait to be back. Boat was beautiful too! Highly recommend. 10/10

  4. KC

    Karen

    PRIVATE All inclusive Crab Island Charter! Spacious 23' Luxury Tritoon!

    Cannot say enough about Trenton. He was very quick to respond up all my questions a before booking and set my mind at ease sending Six Twenty two year olds out with him for five hours. They had the best time and he was kind and willing to do whatever they wanted . His boat is immaculate and they had an amazing day! Will definitely use him again

  5. AK

    Ana

    PRIVATE All inclusive 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.

  6. J

    John

    PRIVATE All inclusive 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.