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With Captain
Picture This… You step aboard a luxury private boat, the warm Florida sun on your skin, a gentle sea breeze in your hair. Your exclusive adventure begins as you cruise across Islamorada’s crystal-clear waters, exploring vibrant coral reefs, swimming with sea turtles and tropical fish, or unwinding at the world-famous Islamorada Sandbar—a pristine oasis where the water is as clear as glass. No crowds, no hassle—just you, your loved ones, and a VIP experience tailored to your perfect day. Why Island Adventures? ✔ Private Boat Charters – No strangers, no schedules—just your group and a personalized itinerary. ✔ Snorkel Pristine Coral Reefs – Explore Alligator Reef & Cheeca Rocks, home to colorful marine life. ✔ World-Famous Sandbar Trips – Float, paddleboard, or relax in waist-deep, turquoise waters. ✔ Sunset Cruises – The most breathtaking sunset in the Florida Keys, guaranteed. ✔ Exclusive Luxury Pick-Up Location – Start your day with private parking, a pool, and a tiki bar. What Our Guests Say ⭐️ “Best part of our vacation! The snorkeling was unreal, and the sandbar was pure paradise. Worth every penny!” ⭐️ “Captain Jim made our day unforgettable—snorkeling with turtles, dolphins, and a sunset cruise to top it off!” ⭐️ “I’ve been on boat tours before, but this was NEXT LEVEL. Private, customized, and the easiest booking process ever.” Ready to Make Your Florida Keys Dream a Reality? 🌊 Don’t just visit the Keys—EXPERIENCE them. Limited availability—Book your private charter now! 🚤☀️🏝️
Jim
9 total bookings
- Capacity
- 6 guests
- Powerboats, Pontoons, & RIBs
- Deck Boat
Reviews
(7 reviews)
Listing Accuracy
AwesomeDeparture & Return
AwesomeVessel & Equipment
AwesomeCommunication
AwesomeValue
AwesomeItinerary & Experience
Awesome
8 photos have been added by reviewers who booked this listing.
HD
Helene
Unforgettable tour! Jim & his partner were on time, they were very nice, took good care of us, attentive, very professional, patient and advised us, Jim even gave a strap-on as a gift to my husband I highly recommend Jim & his partner! Thank you!
Sherise
Captain Jim was awesome. The sandbar was lots of fun. I highly recommend
AJ
Alan
Excellent trip, great communication, knowledgeable skipper, made the day special, will book again if we ever come back
DH
Damon
We had a great trip with Jim!
Erin
Captain Jim was fantastic! We had a charter out to the Islamorada sand bar- the ride was fun and Captain Jim set us up with a lily pad and paddle board to enjoy our time at the sandbar. Plus he had so much info to share with us! Cannot recommend enough and will be in contact next time in Islamorada.
Jim
9 total bookings
The Florida Keys have always been a special place for me. There’s something about the crystal-clear waters, the endless horizon, and the marine life just below the surface that feels like home. I knew I wanted to share that experience with others, so I launched Island Adventures, a private charter company offering snorkeling, sandbar, and sunset trips in Islamorada, FL. What drives me? It’s simple. Seeing the excitement on people’s faces when they snorkel with tropical fish for the first time. Watching families and friends kick back on a sandbar. Hearing someone say, “This was the highlight of our trip.” Island Adventures isn’t just about boat rides. It’s about creating moments you’ll remember forever. Whether it’s a laid-back sandbar day, an adventure-packed snorkeling trip, or a breathtaking sunset cruise, I make it my mission to give you an unforgettable experience. So, if you’re ready to explore the best of the Florida Keys, Let’s make some memories together!
Features & Details
- Hurricane
- Sun Deck 188 GS
- Capacity: 6 people max
Safety Equipment
Life Jackets (1)
Guest Amenities
Cooler
Sun Protection
Leisure & Entertainment Equipment
Sound System
Accessories
Water Mat
Water Toys
Paddleboards
Departure Location
You’ll get helpful information for your departure after your booking is confirmed.
Street Address For Arrival
80500 Overseas Highway
Islamorada, Florida, 33036
United States
Departure Location
Cancellation Policy
Free cancellation up to 2 days before your trip.
Additional Terms & Information
When appropriate, refunds may be given when the customer notifies us at least 48 hours prior to the scheduled charter date/time. An 8% cancellation fee will be charged in most cases. Full refunds will be issued when performance of services is made unavailable directly by the fault of the company. Weather is not a cause for full refund. Weather cancellations will include the 8% cancellation fee. Adequate reason for cancelling is required, and proof of reason for cancellation may be requested. Weather-related issues are tracked and evaluated by the company and may result in last minute cancellation of the charter OR result in changes in activities provided during the tour. Some activities (i.e. fishing, snorkeling, sandbar, etc) which are a typical part of our charter are dependent on the weather and other factors and are not guaranteed for each charter. When dangerous weather completely cancels the tour, a credit may be offered toward a future date or a full or partial refund may be provided with 30 days of the cancellation, at the discretion of the company. NOTE: If a “last minute” reservation is made (within 48 hours of the scheduled excursion) and then cancelled, a refund may not be considered. “No shows” or late requests for cancellation may also result in denial of a full refund. If the guests do not arrive at the dock or are more than one hour late without contacting us, then we will consider the guests to be a “No show,” cancelling their tour without refund.
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