Search
Island Adventures
Charter operator

Island Adventures

Islamorada, United States
10+ reviews
I run small, private trips for people who want a relaxed, safe day on the water with a captain who actually listens to what they want. Whether it's your kids' first time snorkeling or a once‑a‑year trip with friends, I keep things easy, fun, and flexible around the weather so you get the best possible day. I'm a U.S. Air Force veteran who traded the skies for the ocean. After years of service, discipline, and teamwork, I wanted a life that was closer to nature and the simple joys that matter: clear water, good people, and time to breathe. The Florida Keys always felt like home, so I launched Island Adventures here in Islamorada. What keeps me doing this are the reactions: people snorkeling with tropical fish for the first time, families laughing together at the sandbar, and guests stepping off the boat saying, "This was the highlight of our trip." That's the bar I set for every charter. Island Adventures isn't just a boat ride. It's your own private day on the water, built around what you want to do: snorkeling, sandbar, sunset, or a mix of everything. You bring your crew, I'll handle the rest. If you're ready to see the best of the Keys from the water, I'd love to have you aboard.
Jim K.
Jim K.
Captain

Charter

Rating

5.0
11 reviews
5.0
Boat & Equipment
5.0
Captain & Crew
5.0
Experience

All reviews (11)

Showing 1 – 5 of 11 reviews
  • Alex Graves
    Alex Graves
    us
    Tennessee, US
    •
    Member since 2026
    5.0
    Verified

    Amazing Sunset Cruise

    Exclusive Sandbar / Sunset Charter • 5 adults • 2 children

    Captain Jim was amazing and the sunset cruise we experienced with Island Adventures was breathtaking! We enjoyed every moment of our time. Wonderful conversation and a breathtaking sunset that only the Keys could provide. If you have the opportunity take the Sunset Cruise with Captain Jim, you will not be disappointed.

    Response from Charter operator

    Thanks Alex, it was great having you aboard. See you next time!

  • Christina Cavey
    Christina Cavey
    us
    Maryland, US
    •
    Member since 2026
    5.0
    Verified

    Great Captain and Good Time

    4 Hour – Snorkel & Sandbar (PM) • 4 adults

    We booked two trips with Captain Jim and had a great time despite some persistent winds! We had us a couple in our later years and a pair of 23 year olds, and everyone had fun!

    Response from Charter operator

    Thanks for spending a couple of days of your vacation with us! Hope to see you again.

  • Lowe Trent
    Lowe Trent
    us
    Florida, US
    •
    Member since 2026
    5.0
    Verified

    Boating with Jim

    4 Hour – Adventure, Your Way! (AM) • 5 adults • 1 child
    Response from Charter operator

    Thank you, Trent! It was a pleasure having your family aboard. I’m glad the kids had such a great time and that you enjoyed your custom private boat charter in Islamorada. Thanks for trusting Island Adventures to help create those family memories. We hope to see you back in the Florida Keys for another private snorkeling, sandbar, or custom adventure!

  • Donald Bomar
    Donald Bomar
    us
    Tennessee, US
    •
    Member since 2026
    5.0
    Verified

    Great excursion!

    4 Hour – Snorkel & Sandbar (AM) • 5 adults

    Captain and mate were great. Would highly recommend!

    Response from Charter operator

    Thanks it was great meeting you all and having you aboard!

  • Bohdan Jason
    Bohdan Jason
    us
    Virginia, US
    •
    Member since 2025
    5.0
    Verified

    Excellent Half Day Trip

    4 Hour – Snorkel & Sandbar (PM) • 2 adults

    We had a great day on the water with Captain Jim. Started off snorkeling in a protected cove which was great for my eight year old. Visibility was great and got to sea a wide variety of species. Next we headed out to the sandbar. Beautiful blue water to splash around and relax. While at the sandbar we saw a rare animal called a sea hare. We would definitely recommend this trip to others.

    Response from Charter operator

    Thanks so much for the awesome review! 🙌 I'm thrilled to hear your family had such a great day out. That protected cove is perfect for young snorkelers, and spotting a sea hare at the sandbar? That’s a rare and awesome surprise! 🐚🌊 We’re glad you got to soak in the beauty of the water and wildlife. Thanks again for joining us — we’d love to have you back for another adventure soon!