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Okaloosa Island, Florida Boat Rentals & Yacht Charters

Page 1 of 248 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
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
$250/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
52ft Private Yacht 2BD/2BA-Destin, FL (water toys included)
Events in Fort Walton Beach · 13 guests

52ft Private Yacht 2BD/2BA-Destin, FL (water toys included)

5.0
$500/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
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
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
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
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
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
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
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
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
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
10-Person 22' Sun Tracker Pontoon in Fort Walton Beach, Florida
Powerboats in Fort Walton Beach · 10 guests

10-Person 22' Sun Tracker Pontoon in Fort Walton Beach, Florida

New
$54+/hour
12 ppl- Amazing Bentley Pontoon with 115 Mercury - Fuel included
Powerboats in Fort Walton Beach · 12 guests

12 ppl- Amazing Bentley Pontoon with 115 Mercury - Fuel included

New
$71+/hour
Slide in Style in Fort Walton Beach - Fuel included
Powerboats in Fort Walton Beach · 14 guests

Slide in Style in Fort Walton Beach - Fuel included

New
$140+/hour
Sunny Day Sun Tracker 22' Pontoon in Fort Walton Beach, Florida - Capacity 10
Powerboats in Fort Walton Beach · 10 guests

Sunny Day Sun Tracker 22' Pontoon in Fort Walton Beach, Florida - Capacity 10

New
$54+/hour
23' Pontoon Crabby Crest - Fuel included | Fort Walton Beach, FL
Powerboats in Fort Walton Beach · 12 guests

23' Pontoon Crabby Crest - Fuel included | Fort Walton Beach, FL

New
$87+/hour
12ppl Mercury Pontoon Bentley - Fuel included
Powerboats in Fort Walton Beach · 12 guests

12ppl Mercury Pontoon Bentley - Fuel included

New
$71+/hour

Okaloosa Island Reviews

  1. 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

  2. KD

    Katie

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

    Trent was the best ever! We had our friends bachelorette and he was nothing but AMAZING! so respectful and kind!!! We will 100% be back and make sure to book him when we are back in town!!! Can’t say enough good things about Trent!!

  3. 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.

  4. 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.

  5. TK

    Tamir

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

    I’d go with Trenton every single time, except from getting what we paid for, we could feel the personal touch and care. we had an amazing time, the best part of our trip for sure

  6. LH

    Leigh Anne

    2025 Nautique G23 - Wakesurf Session & Crab Island Excursions!

    Carmel is a great captain and will have you and your crew entertained from Start to finish. We had 7 boys (age 15-16yo) & each had ample time behind the boat to learn how to wake surf. We had all different levels. He’s patient & a great teacher. Boys had a blast from the music to great instruction to a drone video. Boat is very nice. Plenty of room. 10/10 highly recommend!