Island Adventures
Island Adventures
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Spend a private day on the water in Islamorada with Island Adventures. Your group of up to six guests gets its own restored Hurricane deck boat and local captain—never a crowded group tour or rigid itinerary.
Choose a snorkeling and sandbar adventure, a relaxed sandbar charter, a private sunset cruise, or a custom day built around your group. Captain Jim adjusts the route and activities based on the weather, water conditions, and what your group wants from the day.
Powered by a reliable 150 HP Yamaha, the boat offers shade, comfortable seating, easy water access, quality snorkeling equipment, a cooler with ice and water, music, and all required safety equipment. Families, couples, first-time snorkelers, and small groups are welcome.
Trips depart from Angler House Marina at 80500 Overseas Highway in Islamorada, with private parking and convenient marina amenities.
Your price includes the private boat, licensed captain, fuel, safety equipment, and everything listed with your selected trip. Safety is always the priority. If weather or water conditions aren’t suitable, Captain Jim will contact you to discuss the available options.
If you want a relaxed, safe, and memorable day on the water without the crowds, select your trip and check availability.
Spend a private day on the water in Islamorada with Island Adventures. Your group of up to six guests gets its own restored Hurricane deck boat and local captain—never a crowded group tour or rigid itinerary.
Choose a snorkeling and sandbar adventure, a relaxed sandbar charter, a private sunset cruise, or a custom day built around your group. Captain Jim adjusts the route and activities based on the weather, water conditions, and what your group wants from the day.
Powered by a reliable 150 HP Yamaha, the boat offers shade, comfortable seating, easy water access, quality snorkeling equipment, a cooler with ice and water, music, and all required safety equipment. Families, couples, first-time snorkelers, and small groups are welcome.
Trips depart from Angler House Marina at 80500 Overseas Highway in Islamorada, with private parking and convenient marina amenities.
Your price includes the private boat, licensed captain, fuel, safety equipment, and everything listed with your selected trip. Safety is always the priority. If weather or water conditions aren’t suitable, Captain Jim will contact you to discuss the available options.
If you want a relaxed, safe, and memorable day on the water without the crowds, select your trip and check availability.
Trip availability and prices
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Customer reviews
Rating
Customers' gallery (16)
All reviews (11)
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.
Thanks Alex, it was great having you aboard. See you next time!
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!
Thanks for spending a couple of days of your vacation with us! Hope to see you again.
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!
Captain and mate were great. Would highly recommend!
Thanks it was great meeting you all and having you aboard!
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.
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!
FAQs about Island Adventures
What are the trip rates for Island Adventures?
- US $449 per group - Exclusive Sandbar / Sunset Charter (2 hours)
- US $649 per group - 4 Hour – Sandbar Adventure (AM) (4 hours)
- US $649 per group - 4 Hour – Sandbar Adventure (PM) (4 hours)
- US $699 per group - 4 Hour – Snorkel & Sandbar (AM) (4 hours)
- US $699 per group - 4 Hour – Snorkel & Sandbar (PM) (4 hours)
- US $799 per group - 4 Hour – Adventure, Your Way! (AM) (4 hours)
- US $799 per group - 4 Hour – Adventure, Your Way! (PM) (4 hours)
Which amenities are available onboard with Island Adventures?
- VHF Radio
- Anchor
- Wheel Steering
- Life Jackets
- Bimini
- Bow Sundeck
- Audio System
- Inside Speakers
What add-ons can be available with Island Adventures?
- Paddleboard
- Snorkeling Equipment
Which kinds of activities does Island Adventures offer?
- Boat & Yacht Tours
- Island Hopping
- Paddleboard
- Snorkeling & Diving Tours
- Eco-Tours
- Sandbar Tours
Your operator
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.
Captain
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.
Captain
What the boat is like
Which kind of activities are offered
Which amenities are available onboard
What's included in the trip price
What’s allowed on the boat
What additional terms you should be aware of
Security deposit of US $279 per tour is required
A refundable deposit of US $279 per tour is required at boat pick-up and will be returned to you when the boat is returned without damage. Security deposit is to be paid directly to the charter operator.
Fuel is included
Fuel is included in the price of the rental.
How cancellations work
Free cancellation up to 1 day prior to trip
You can cancel or modify your booking up to 1 day before the trip date, free of charge. If you cancel or modify your booking later, or fail to show up, you'll forfeit 100% of what you've paid.
How you can pay
Pay online in full
Pay online in full through BoatBooker and save on credit card fees at the dock.
No additional fees.
Reserve with a 25% booking deposit, pay the captain the rest
When the captain confirms your trip, BoatBooker charges your credit card a 25% booking deposit to guarantee your reservation.
The remaining balance is to be paid directly to the charter operator on or prior to your trip date in one of the following payment methods:
Cash
Visa
Mastercard
American Express
PayPal
When paying the remaining balance with a credit card, an additional 1.5% charge will apply.
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