Livin’ the Dream Charters LLC
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Climb aboard Livin’ the Dream Charters LLC, a beautifully restored 1987 Downeaster Tunnel Hull Center Console, based out of scenic Little Torch Key. Whether you’re after a thrilling day of fishing, island hopping, or just a relaxing boat tour, this versatile vessel offers the perfect balance of adventure and comfort. Powered by a 300 HP Yamaha engine, Livin’ the Dream cruises at up to 35 knots, ensuring a smooth, speedy ride for up to six guests.
Under the expert guidance of Captain Ray Scarborough, who specializes in island hopping, fishing, snorkeling, and diving tours, your day will be tailored to your preferences. The boat is fully equipped with top-of-the-line fishing amenities, including a baitwell, rod holders, fishfinder, and grill for cooking up your fresh catch. With an audio system and outdoor speakers, you can enjoy your favorite tunes as you relax on the bow sundeck or flybridge.
Optional add-ons like catch cleaning, drinks, lunch, paddleboards, and snorkeling gear can elevate your experience, making your trip both memorable and effortless. Whether you’re looking to fish, explore the beautiful islands, or dive into the crystal-clear waters, Livin’ the Dream has something for everyone. The yacht is family and pet-friendly, allowing alcohol, red wine, glass bottles, smoking, and swimming.
With safety features including GPS, sonar, autopilot, life jackets, and a VHF radio, you’ll enjoy peace of mind throughout your adventure. Don’t miss out—book Livin’ the Dream today for an epic day on the water!
Climb aboard Livin’ the Dream Charters LLC, a beautifully restored 1987 Downeaster Tunnel Hull Center Console, based out of scenic Little Torch Key. Whether you’re after a thrilling day of fishing, island hopping, or just a relaxing boat tour, this versatile vessel offers the perfect balance of adventure and comfort. Powered by a 300 HP Yamaha engine, Livin’ the Dream cruises at up to 35 knots, ensuring a smooth, speedy ride for up to six guests.
Under the expert guidance of Captain Ray Scarborough, who specializes in island hopping, fishing, snorkeling, and diving tours, your day will be tailored to your preferences. The boat is fully equipped with top-of-the-line fishing amenities, including a baitwell, rod holders, fishfinder, and grill for cooking up your fresh catch. With an audio system and outdoor speakers, you can enjoy your favorite tunes as you relax on the bow sundeck or flybridge.
Optional add-ons like catch cleaning, drinks, lunch, paddleboards, and snorkeling gear can elevate your experience, making your trip both memorable and effortless. Whether you’re looking to fish, explore the beautiful islands, or dive into the crystal-clear waters, Livin’ the Dream has something for everyone. The yacht is family and pet-friendly, allowing alcohol, red wine, glass bottles, smoking, and swimming.
With safety features including GPS, sonar, autopilot, life jackets, and a VHF radio, you’ll enjoy peace of mind throughout your adventure. Don’t miss out—book Livin’ the Dream today for an epic day on the water!

My family and I enjoyed an amazing day on the water. Ray and Leah (actual keys natives!) were a joy to be on the water with, very personable and knowledgable of the area.The boat was a great size, clean and comfortable. Very smooth ride. We chose the snorkeling trip to Looe key reef, which is absolutely gorgeous, beautiful snorkel. We made a stop on the way back at a smaller reef that was beautiful as well. As someone that comes to the keys quite often, this was hands down my favorite chartered trip I've taken. Don't hesitate! Book with Livin The Dream Charters, you will not be disappointed.
Ray and Leah, was by far the best! I’ve been on numerous boats/outings but nothing compares to this trip. I had my 15 year old and her best friend also my 5 year old. My expectations exceeded with this captain (Ray) and Leah! They altered our trip to the needs and wants of the guests (us) absolutely couldnt have asked for anything more! oh, did I mention we requested they get their pup when we were having lunch and the second mate Brody ‘the pup’ made the adventure even more exciting! The three picked us back up after lunch and that is when the kids became more engaged and adventurous thanks to their pup! truly a day none of us will forget!
Ray & Leah were beyond accommodating and made our day on the water amazing!
I could not recommend this couple more. Such a great experience snorkeling and hanging out at an island.

This was a short visit to the keys for our family and we booked a sunset cruise so the kids could get out on the water to see a a beautiful sunset. I had also planned proposing to my girlfriend while out on this cruise. Leah and Ray made a special stop for us to get off the boat and make that proposal happen we couldn’t have had better weather on our trip. Kids had a blast and we got to share this special moment with them. We will be booking with them on our next visit and would recommend to anyone looking for a great crew to go see the waters of the key to book with Leah and Ray.

Leah S.
First mate

Leah S.
First mate
Security deposit of US $200 per tour is required
A refundable deposit of US $200 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.
Free cancellation up to 3 days prior to trip
You can cancel or modify your booking up to 3 days 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.
Reserve with a 20% booking deposit, pay the captain the rest
When the captain confirms your trip, BoatBooker charges your credit card a 20% 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
When paying the remaining balance with a credit card, an additional 3% charge will apply.
