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All listings in Okaloosa Island

Boat tours in Okaloosa Island, Florida.

Page 1 of 17 listings

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
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
2-Hour Sunset Dolphin & Fireworks Cruise in Destin/FWB
Tours in Fort Walton Beach · 6 guests

2-Hour Sunset Dolphin & Fireworks Cruise in Destin/FWB

5.0
$200/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

Tours Reviews in Okaloosa Island

  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. TH

    Tiffany

    2020 Bennington TriToon for Bachelorette Parties, Cruising, Private Island, more

    Max and Captain Robert were both incredible to work with. We came in for a bridal shower weekend and I will never book with anyone else. They were prompt, attentive and so much fun. I can not recommend them enough. Thank you guys for making a great trip even better.

  4. ST

    Sarah

    2020 Bennington TriToon for Bachelorette Parties, Cruising, Private Island, more

    I have been on 2 of these boat trips before and Max blew them out of the water!! He was absolutely fantastic! The boat was great, he had all of the essentials and activities, took us to the best spot at crab island, was caring and attentive, and all around excellent as a person! You cannot go wrong with booking Max for your next day on the water!!

  5. CS

    Clay

    2020 Bennington TriToon for Bachelorette Parties, Cruising, Private Island, more

    Captain Max was awesome and the whole family absolutely loved our day on the water. We went cruising and Capt Max put us literally on top of a pod of dolphins. The kids loved it! Then to Crab Island to play and relax. Capt had everything we needed too, like floats, toys and a big floating pad to lay out and play on. It was a fantastic trip, highly recommend you book with Capt Max, you won’t be sorry!

  6. SS

    Susana

    2020 Bennington TriToon for Bachelorette Parties, Cruising, Private Island, more

    We had the best time. Our group consisted of kids and adults and everyone was so glad Max sent Robert to take us out for the day. He was thoughtful and made sure we got to see dolphin, and that we had the perfect spot on Crab Island. We will definitely see you all again next year!