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 (31)
+28Customer rating
Customers claimed
Good experience
100%
Appropriate for children
100%
Friendly captain
100%
Satisfied with the boat
100%
Recommend this charter
100%
Apr 22, 2026
6 Hr– Sandbar/Snorkel/EcoTour Combo
amazing time
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 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...
Jul 6, 2025
4 Hr– Sandbar/Snorkel/EcoTour Combo
Sandbar Experience
Ray and Leah are great! We took our 4 kids out on the boat and had an awesome time. Highly recommended charter service, look forward to a fishing trip in November! Thanks guys🙏🙏🙏
Ray and Leah are great! We took our 4 kids out on the boat and had an awesome time. Highly recommended charter service, look forward...
Jun 30, 2025
3 Hr- Looe Key Snorkel Trip
Livin the dream!!
Best captain around great with kids great service n all around best captain!! Thanks captain Ray for having us n giving us a great experience with awesome memories!!!
Best captain around great with kids great service n all around best captain!! Thanks captain Ray for having us n giving us a great...
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
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...
Trip availability and prices
| Su | Mo | Tu | We | Th | Fr | Sa | |
|---|---|---|---|---|---|---|---|
Customer reviews
Rating summary
Photos & videos by reviewers (31)
+28Customer 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
amazing time
6 Hr– Sandbar/Snorkel/EcoTour Combo on April 22, 2026
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 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...
Experience:
Equipment
Crew
Overall
Sandbar Experience
4 Hr– Sandbar/Snorkel/EcoTour Combo on July 6, 2025
Ray and Leah are great! We took our 4 kids out on the boat and had an awesome time. Highly recommended charter service, look forward to a fishing trip in November! Thanks guys🙏🙏🙏
Ray and Leah are great! We took our 4 kids out on the boat and had an awesome time. Highly recommended charter service, look forward to a fishing trip in November! Thanks guys🙏🙏🙏
Experience:
Equipment
Crew
Overall
Livin the dream!!
3 Hr- Looe Key Snorkel Trip on June 30, 2025
Best captain around great with kids great service n all around best captain!! Thanks captain Ray for having us n giving us a great experience with awesome memories!!!
Best captain around great with kids great service n all around best captain!! Thanks captain Ray for having us n giving us a great experience with awesome memories!!!
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
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...