More Friends. More Fun. More Adventure—Your Private Charter, Built for Groups!

The problem? Most charter boats in the Florida Keys are legally limited to just six passengers. The solution? We’ve redefined private group excursions by seamlessly coordinating multiple boats—keeping your crew together while unlocking an adventure like no other!
Imagine your entire group cruising the turquoise waters of Islamorada, hopping between boats, snorkeling vibrant coral reefs, or floating together at the world-famous sandbar. Whether it’s a bachelorette party, family reunion, birthday bash, or corporate retreat, we make it happen—without splitting up the fun.
🌊 More boats mean more space, more luxury, and more freedom. With a fleet designed to keep your group connected, you can snorkel, soak up the sun, and celebrate in true island style—all at just $165 an hour per boat.
📍 A 4-hour private charter customized to your crew’s every desire—from snorkeling alongside sea turtles to raising a toast at the sandbar.
Don’t let group size limit your adventure. Book now and experience the Florida Keys your way, with everyone you love, on the private excursion of a lifetime
Your safety is our top priority. Our expert captains are Coast Guard-certified and trained in all conditions. We provide top-quality snorkeling gear, life vests, and flotation devices, ensuring a safe and fun experience for all ages. Even if you’ve never snorkeled before, we make it easy and enjoyable!
📌 What Guests Say:
“I was nervous about snorkeling, but Captain Jim made me feel completely safe and comfortable! He guided me through everything, and I had the most incredible time. Highly recommend!” – Jennifer M.📢 Book With Confidence → Your adventure is in the hands of seasoned professionals who prioritize your safety while delivering an unforgettable experience.
Absolutely! We specialize in family-friendly, private experiences that cater to all ages. Our trips include calm waters, snorkeling, floating mats, and paddleboards—so whether your kids want to explore or just splash around, there’s something for everyone!
📌 What Guests Say:
“Our kids had the time of their lives! Snorkeling, paddleboarding, and seeing dolphins up close—it was truly the highlight of our trip. Captain Jim made sure the whole family had fun!” – The Carter Family📢 Perfect for Kids & Adults Alike → No crowds, no stress—just quality time with your loved ones in paradise!
A private, VIP experience with no crowded boats and no rigid schedules—just you, your group, and a personalized adventure in the stunning Florida Keys.
💎 What’s Included?
✔️ Exclusive private dock with parking, a pool, and a tiki bar
✔️ Personalized itinerary tailored to your interests
✔️ All snorkeling & floating equipment provided
✔️ Experienced, fun, and knowledgeable captains
✔️ 5-star service – Check out our reviews!📌 What Guests Say:
“Worth every penny! We’ve done crowded tours before, and this was a completely different experience. It felt luxurious and personal. We will absolutely book again!” – David & Emily R.📢 No crowds, just unforgettable memories! → Book early, as private spots fill up fast!
We understand that weather can be unpredictable, which is why we offer flexible rescheduling options or a full refund if conditions are unsafe. Our captains check conditions daily and will always work with you to find the best experience possible.
📌 What Guests Say:
“Even with some wind, Captain Jim adjusted our route so we could still snorkel in clear waters. We even saw sea turtles! Fantastic service!” – Mark & Lisa P.📢 Book Without Worry → If Mother Nature doesn’t cooperate, we make it right.
Not at all! Our adventures are designed for all skill levels—whether you’re a first-time snorkeler or an experienced ocean explorer. Floating mats, paddleboards, and life vests make it easy for everyone to enjoy the water.
📌 What Guests Say:
“I was nervous about snorkeling, but Captain Jim was so patient and made it easy. I ended up LOVING it!” – Sarah L.📢 No Experience Needed! → Just bring your sense of adventure—we’ll handle the rest!
Yes! We offer a private luxury dock with stress-free parking. No long walks, no waiting in lines—just park, relax by the tiki bar, and get ready for an amazing day.
📌 What Guests Say:
“The private parking and pool area before the trip was such a nice touch. Made everything super easy and stress-free!” – The Johnson Family📢 Hassle-Free Experience → Pull up, hop on board, and let the adventure begin!
- Snorkel Gear
- Bluetooth Speaker, and onboard music
- Cooler with Ice
- Inflatable Paddleboard
- Floating Foam Mat
- Inner Tube Floats
- Football, Badminton Gear and a Frisbee
- Ice and a cooler if you’re mixing drinks
- Lunch and your favorite snacks
- Life jackets for very small children
We’re located at Safe Harbor, Angler’s House Marina. Located at 80500 Overseas Hwy in Islamorada. The marina is bay side at MM 80.5 across the highway from the Midway Cafe.
We offer 2 and 4 hour trips. Your trip duration will depend on the day and time that you’ve booked. If you’d like to extend your trip we offer that service for an extra fee that can be negotiated on the day of your trip if our scheduling allows for additional time.
If you have small children you will want to bring your own snorkel gear as we have 6 adult sets of snorkel equipment but it is not suitable for very small children under the age of 10. You’ll want to bring your own cooler with ice for mixed drinks as our cooler is suited for cans, bottles and pre-packaged food.
EXCELLENT Based on 89 reviews Mark Bongers2025-01-17Trustindex verifies that the original source of the review is Google. Loved this place with Sunset Tiki, pool and hot tub!! Alexander Mandoka2024-12-13Trustindex verifies that the original source of the review is Google. An amazing trip. I highly recommend booking a private trip, Captain Jim does an amazing job making it a memorable experience and it’s well worth it. This is a prefect trip for a family or group of friends. I can’t say enough good things about this veteran owned and operated business. Can’t wait to come back next year. Nicole Meloni2024-10-23Trustindex verifies that the original source of the review is Google. My friend and I booked a snorkel + sandbar trip and it was definitely a highlight of the vacation! Captain Jim was great and made sure we had an amazing time, even with the windy weather! Definitely recommend!!! We even got to see manatees, sea turtles, and nurse sharks!!! Randy Ussery2024-08-04Trustindex verifies that the original source of the review is Google. Great trip out with Cap’n Jim. We made a last minute booking and got lucky with him. Got us out before the storm and we enjoyed every minute. Thanks again to Captain Jim. Amanda Sarvaunt2024-08-03Trustindex verifies that the original source of the review is Google. We booked a sandbar trip with Captain Jim for a 40th bday trip. There were 6 of us and we had an absolute blast!! Captain Jim was very friendly and accommodating and fun to hang out with! Highly recommend! Peggy Tallmadge2024-07-19Trustindex verifies that the original source of the review is Google. Jim was great. Enjoyed very minute of it. Differently recommend them. Andrew2024-07-11Trustindex verifies that the original source of the review is Google. Captain Jim was very knowledgeable and personable, took us to a really cool spot right outside of the bay! Would definitely recommend and plan and returning if ever back in the Florida Keys. Erin Lasser2024-07-03Trustindex verifies that the original source of the review is Google. An epic full 6 hour day of Florida Keys adventures thanks to Captain Jim! We saw and experienced it all! Snorkeling, sand bar, Alligator Reef, dolphins playing….simply amazing! Thank you for the best day! Can’t wait to visit and cruise with you again. Elise Joseph2024-06-28Trustindex verifies that the original source of the review is Google. We had a great day snorkeling at the lighthouse. The kids loved every minute of our day on the water. Jim made the day super enjoyable and fun for everyone. We would absolutely book another tour with Island Adventures. Thank you for an amazing day! William Hubble2024-06-07Trustindex verifies that the original source of the review is Google. Incredible service and responsiveness to our requests!! Would 100% book Capt Jim in the future!!