Livin’ the Dream Charters LLC
Livin’ the Dream Charters LLC
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!
Customer reviews
Rating summary
Photos & videos by reviewers (21)
+18Customer rating
Customers claimed
Good experience
100%
Appropriate for children
100%
Friendly captain
100%
Satisfied with the boat
100%
Recommend this charter
100%
Apr 15, 2025
2 Hr- Sunset Cruise
The perfect family outing
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.
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...
Apr 10, 2025
4 Hr– Sandbar/Snorkel/EcoTour Combo
Highly Recommend – Great Experience for Families!
Ray and Leah were amazing! We did the 4-hour trip and had an unforgettable time exploring a beautiful sandbar and Picnic Island. Our group of six—three adults and three kids (ages 11, 8, and 5)—had an absolute blast. The kids especially loved the inflatable slide, which Ray and Leah set up for us. It was a fun and relaxing day, and we really enjoyed chatting with them about life in the Florida Keys. As locals, they had so much insight to share! We’ll definitely be booking with them again on our next visit—probably with the fishing option added in!
Ray and Leah were amazing! We did the 4-hour trip and had an unforgettable time exploring a beautiful sandbar and Picnic Island....
Sep 18, 2025
4 Hr– Sandbar/Snorkel/EcoTour Combo
Incredible experience!
I could not recommend this couple more. Such a great experience snorkeling and hanging out at an island.
I could not recommend this couple more. Such a great experience snorkeling and hanging out at an island.
Apr 15, 2025
3 Hr- Looe Key Snorkel Trip
Boat days are the best days
Capt. Ray and Leah were kind, warm, welcoming, and a great pair to lead us on our day of snorkeling. The boat was great, and the reef was absolutely stunning to swim through. Appreciated so much their skills and graciousness. Great day!!
Capt. Ray and Leah were kind, warm, welcoming, and a great pair to lead us on our day of snorkeling. The boat was great, and the...
Apr 14, 2025
4 Hr– Sandbar/Snorkel/EcoTour Combo
Best Sandbar Trip Ever
Captan was very knowledgeable and took us to multiple sandbars. He and his first mate Leah taught us so much about the ecosystem. We saw sting rays, found starfish and a saw a few small sharks.
Captan was very knowledgeable and took us to multiple sandbars. He and his first mate Leah taught us so much about the ecosystem....
Trip availability and prices
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Customer reviews
Rating summary
Photos & videos by reviewers (21)
+18Customer rating
Customers claimed
Good experience
100%
Appropriate for children
100%
Friendly captain
100%
Satisfied with the boat
100%
Recommend this charter
100%
Experience:
Equipment
Crew
Overall
The perfect family outing
2 Hr- Sunset Cruise on April 15, 2025
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.
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...
Experience:
Equipment
Crew
Overall
Highly Recommend – Great Experience for Families!
4 Hr– Sandbar/Snorkel/EcoTour Combo on April 10, 2025
Ray and Leah were amazing! We did the 4-hour trip and had an unforgettable time exploring a beautiful sandbar and Picnic Island. Our group of six—three adults and three kids (ages 11, 8, and 5)—had an absolute blast. The kids especially loved the inflatable slide, which Ray and Leah set up for us. It was a fun and relaxing day, and we really enjoyed chatting with them about life in the Florida Keys. As locals, they had so much insight to share! We’ll definitely be booking with them again on our next visit—probably with the fishing option added in!
Ray and Leah were amazing! We did the 4-hour trip and had an unforgettable time exploring a beautiful sandbar and Picnic Island. Our group of six—three adults and three kids (ages 11, 8, and 5)—had an absolute blast. The kids especially loved the inflatable slide, which Ray and Leah set up for us. It was a fun and relaxing day, and we really enjoyed chatting with them about life in the Florida Keys. As locals, they had so much insight to share! We’ll definitely be booking with them again on...
Experience:
Equipment
Crew
Overall
Incredible experience!
4 Hr– Sandbar/Snorkel/EcoTour Combo on September 18, 2025
I could not recommend this couple more. Such a great experience snorkeling and hanging out at an island.
I could not recommend this couple more. Such a great experience snorkeling and hanging out at an island.
Experience:
Equipment
Crew
Overall
Boat days are the best days
3 Hr- Looe Key Snorkel Trip on April 15, 2025
Capt. Ray and Leah were kind, warm, welcoming, and a great pair to lead us on our day of snorkeling. The boat was great, and the reef was absolutely stunning to swim through. Appreciated so much their skills and graciousness. Great day!!
Capt. Ray and Leah were kind, warm, welcoming, and a great pair to lead us on our day of snorkeling. The boat was great, and the reef was absolutely stunning to swim through. Appreciated so much their skills and graciousness. Great day!!
Experience:
Equipment
Crew
Overall
Best Sandbar Trip Ever
4 Hr– Sandbar/Snorkel/EcoTour Combo on April 14, 2025
Captan was very knowledgeable and took us to multiple sandbars. He and his first mate Leah taught us so much about the ecosystem. We saw sting rays, found starfish and a saw a few small sharks.
Captan was very knowledgeable and took us to multiple sandbars. He and his first mate Leah taught us so much about the ecosystem. We saw sting rays, found starfish and a saw a few small sharks.