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STOP Settling for Crowded, Generic Tours – Discover Your Own Private Paradise Play with dolphins in our wake!Contact us for a 1 hour sunset tour!Room for 6 passengers

Experience the Islamorada Sandbar: Private Luxury Boat Charters in the Florida Keys

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

Jim

9 total bookings
Capacity
6 guests
Powerboats, Pontoons, & RIBs
Deck Boat

Reviews

5.0 (7 reviews)
  • Listing Accuracy

    Awesome
  • Departure & Return

    Awesome
  • Vessel & Equipment

    Awesome
  • Communication

    Awesome
  • Value

    Awesome
  • Itinerary & Experience

    Awesome
  1. STOP Settling for Crowded, Generic Tours – Discover Your Own Private Paradise
  2. STOP Settling for Crowded, Generic Tours – Discover Your Own Private Paradise
  3. STOP Settling for Crowded, Generic Tours – Discover Your Own Private Paradise
  4. STOP Settling for Crowded, Generic Tours – Discover Your Own Private Paradise
  5. STOP Settling for Crowded, Generic Tours – Discover Your Own Private Paradise
  6. STOP Settling for Crowded, Generic Tours – Discover Your Own Private Paradise
  7. STOP Settling for Crowded, Generic Tours – Discover Your Own Private Paradise
  8. STOP Settling for Crowded, Generic Tours – Discover Your Own Private Paradise
8 photos have been added by reviewers who booked this listing.
  1. Erin
    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.

  2. 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!

  3. Haley
    Haley

    Our group had the best time with Jim! He had ice and a cooler ready for us, music and a paddle board and floating pad for the sandbar! Such a fun day! Thank you Jim!

  4. AJ

    Alan

    Excellent trip, great communication, knowledgeable skipper, made the day special, will book again if we ever come back

  5. Sherise
    Sherise

    Captain Jim was awesome. The sandbar was lots of fun. I highly recommend

Jim

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

Make
Hurricane
Model
Sun Deck 188 GS
Length
20ft
Year
2006
  • Life jackets/required safety gear
  • Watersports Equipment
  • Flippers
  • Snorkel
  • Diving mask
  • Paddles/oar
  • Guide
  • Fuel type: Gas
  • Single Engine
  • Bimini
  • Wheel steering
  • Paddleboard
  • Charter
  • Outboard Engine
  • Pool
  • Radio

Approximate Location

You’ll get directions to the departure location when you make a booking.

The boat's approximate location on a map
Approximate Location

Cancellation Policy

92% refund up to 2 days prior.

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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