Livin’ the Dream Charters LLC 

5.0/5 (12 reviews)
 Barry Avenue 565, Little Torch Key, FL 33042, United States

Livin’ the Dream Charters LLC 

Little Torch Key, FL, United States
25 feet
6
5.0/5 (12 reviews)

You may qualify for a Loyalty discount with Livin’ the Dream Charters LLC. To check if the Loyalty discount is available for your selected dates, please sign in.

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!

Loading...
Loading
Loading
Loading

Customer reviews

Loading...

Rating

5.0
(12 reviews)
5.0
Boat & equipment
5.0
Captain & crew
5.0
Experience

Customers' gallery (33)

All reviews (12)

Showing 15 of 12 reviews
Heather Estill
Heather Estill
us
Florida, US
Member since 2026
5.0
Verified
Absolutely amazing day!
3 Hr- Looe Key Snorkel Trip on June 13, 20264 adults
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.
Kristen Mckeon
Kristen Mckeon
Repeat angler
us
New York, US
Member since 2025
2 trips
5.0
Verified
amazing time
6 Hr– Sandbar/Snorkel/EcoTour Combo on April 22, 20264 adults1 child
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!
Richardson Emily
Richardson Emily
us
Maryland, US
Member since 2026
5.0
Verified
New
Awesome experience!
4 Hr– Sandbar/Snorkel/EcoTour Combo on July 14, 20264 adults2 children
Ray & Leah were beyond accommodating and made our day on the water amazing!
David Mitchell
David Mitchell
us
Tennessee, US
Member since 2025
5.0
Verified
Incredible experience!
4 Hr– Sandbar/Snorkel/EcoTour Combo on September 18, 20254 adults
I could not recommend this couple more. Such a great experience snorkeling and hanging out at an island.
Shawn Washburn
Shawn Washburn
us
Minnesota, US
Member since 2025
5.0
Verified
The perfect family outing
2 Hr- Sunset Cruise on April 15, 20254 adults2 children
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.

Trip availability and prices

Trip Date:
Days:
Group Size:
Select date to see availability
July 2026
SuMoTuWeThFrSa
Loading...
Number of days
1
Group Size
2 adults • 0 children
Change
Almost there...
2 Hr- Sunset Cruise
FREE Cancellation 3 days notice
2 hour trip starts at 4:00 PM
US $350
Private tour: up to 6 people
3 Hr- Looe Key Snorkel Trip
FREE Cancellation 3 days notice
3 hour trip starts at 9:00 AM
US $450
Private tour: up to 6 people
4 Hr– Sandbar/Snorkel/EcoTour Combo
FREE Cancellation 3 days notice
4 hour trip starts at 9:00 AM
US $550
Private tour: up to 6 people
4 Hr- Bar/Restaurant Happy Hour Hop
FREE Cancellation 3 days notice
4 hour trip starts at 11:00 AM
US $550
Private tour: up to 6 people
4 hr- Spearfishing
FREE Cancellation 3 days notice
4 hour trip starts at 9:00 AM
Seasonal trip
May 1 - Aug 5
US $650
Private tour: up to 6 people
4 Hr– Spearfish/Lobster Combo
FREE Cancellation 3 days notice
4 hour trip starts at 9:00 AM
Seasonal trip
Aug 6 - Dec 31
US $650
Private tour: up to 6 people
6 Hr– Sandbar/Snorkel/EcoTour Combo
FREE Cancellation 3 days notice
6 hour trip starts at 9:00 AM
US $750
Private tour: up to 6 people
6 hr- Spearfishing
FREE Cancellation 3 days notice
6 hour trip starts at 9:00 AM
Seasonal trip
May 1 - Aug 5
US $850
Private tour: up to 6 people
6 Hr– Spearfish/Lobster Combo
FREE Cancellation 3 days notice
6 hour trip starts at 9:00 AM
Seasonal trip
Aug 6 - Dec 31
US $850
Private tour: up to 6 people
8 Hr– Sandbar/Snorkel/EcoTour Combo
FREE Cancellation 3 days notice
8 hour trip starts at 9:00 AM
US $1,000
Private tour: up to 6 people
8 hr- Spearfishing
FREE Cancellation 3 days notice
6 hour trip starts at 9:00 AM
Seasonal trip
May 1 - Aug 5
US $1,200
Private tour: up to 6 people
8 Hr– Spearfish/Lobster Combo
FREE Cancellation 3 days notice
8 hour trip starts at 9:00 AM
Seasonal trip
Aug 6 - Dec 31
US $1,200
Private tour: up to 6 people
There are 2 people looking at this charter.

Customer reviews

Loading...

Rating

5.0
(12 reviews)
5.0
Boat & equipment
5.0
Captain & crew
5.0
Experience

Customers' gallery (33)

All reviews (12)

Showing 15 of 12 reviews
Heather Estill
Heather Estill
us
Florida, US
Member since 2026
5.0
Verified
Absolutely amazing day!
3 Hr- Looe Key Snorkel Trip on June 13, 20264 adults
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.
Kristen Mckeon
Kristen Mckeon
Repeat angler
us
New York, US
Member since 2025
2 trips
5.0
Verified
amazing time
6 Hr– Sandbar/Snorkel/EcoTour Combo on April 22, 20264 adults1 child
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!
Richardson Emily
Richardson Emily
us
Maryland, US
Member since 2026
5.0
Verified
New
Awesome experience!
4 Hr– Sandbar/Snorkel/EcoTour Combo on July 14, 20264 adults2 children
Ray & Leah were beyond accommodating and made our day on the water amazing!
David Mitchell
David Mitchell
us
Tennessee, US
Member since 2025
5.0
Verified
Incredible experience!
4 Hr– Sandbar/Snorkel/EcoTour Combo on September 18, 20254 adults
I could not recommend this couple more. Such a great experience snorkeling and hanging out at an island.
Shawn Washburn
Shawn Washburn
us
Minnesota, US
Member since 2025
5.0
Verified
The perfect family outing
2 Hr- Sunset Cruise on April 15, 20254 adults2 children
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.

FAQs about Livin’ the Dream Charters LLC

Loading
Loading
Loading
Loading
Loading
Loading
Loading

What the boat is like

Boat category
Center console boats
Boat type
Center console
Boat manufacturer
Downeaster
Boat Model
Tunnel hull
Year built
1987
Restored in
2015
Boat length
25 ft
Capacity
6 persons
Engine model
Yamaha
Max crusing speed
35 knots
Powered by
1 x 300HP
Engine Type
Outboard
Fuel Type
Gas
Boat category
Center console boats
Boat type
Center console
Boat manufacturer
Downeaster
Boat Model
Tunnel hull
Year built
1987
Restored in
2015
Boat length
25 ft
Capacity
6 persons
Loading
Loading
Loading
Loading
Loading
Loading
Loading
Loading
Loading
Loading

Compare similar boating charters

Loading...
Loading...
Loading...