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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!

Ray Scarborough
Captain
Ray Scarborough
23 years of experience

Customer reviews

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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 customer
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
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

Livin’ the Dream Charters LLC offers the following trips to customers:
  • US $350 per group - 2 Hr- Sunset Cruise (2 hours)
  • US $450 per group - 3 Hr- Looe Key Snorkel Trip (3 hours)
  • US $550 per group - 4 Hr- Bar/Restaurant Happy Hour Hop (4 hours)
  • US $550 per group - 4 Hr– Sandbar/Snorkel/EcoTour Combo (4 hours)
  • US $650 per group - 4 hr- Spearfishing (4 hours)
  • US $650 per group - 4 Hr– Spearfish/Lobster Combo (4 hours)
  • US $750 per group - 6 Hr– Sandbar/Snorkel/EcoTour Combo (6 hours)
  • US $850 per group - 6 hr- Spearfishing (6 hours)
  • US $850 per group - 6 Hr– Spearfish/Lobster Combo (6 hours)
  • US $1,000 per group - 8 Hr– Sandbar/Snorkel/EcoTour Combo (8 hours)
  • US $1,200 per group - 8 hr- Spearfishing (6 hours)
  • US $1,200 per group - 8 Hr– Spearfish/Lobster Combo (8 hours)
When you book a trip with Livin’ the Dream Charters LLC, you can expect the following amenities onboard:
  • GPS
  • VHF Radio
  • Radar
  • Chart Plotter
  • Depth Finder
  • Sonar
  • Autopilot
  • Anchor
  • Wheel Steering
  • Life Jackets
  • Flybridge
  • Bow Sundeck
  • Audio System
  • Outside Speakers
  • Ice Box
  • Grill
  • Wireless Trolling Motor
  • Fishfinder
  • Baitwell
  • Rod Holders
Trips booked with Livin’ the Dream Charters LLC include:
  • Paddleboard
  • Snorkeling Equipment
  • Fishing Equipment
  • Catch cleaning & filleting
  • Snacks
  • Drinks
  • Lunch
Livin’ the Dream Charters LLC offers the following activities:
  • Boat & Yacht Tours
  • Canal Boat Tours
  • Sunset Dinner Cruises
  • Island Hopping
  • Booze Cruises
  • Paddleboard
  • Snorkeling & Diving Tours
  • Whale & Dolphin Watching
  • Fishing
  • Eco-Tours
  • Sandbar Tours
  • Stingray Tours

Your operator

Ray Scarborough
Ray Scarborough
Ray Scarborough

Little Torch Key, Florida, United States

12 Customer reviews
Response time 4 hours
Member since October 2024

Our Team
Leah S.

Leah S.

First mate

12 Customer reviews
Response time 4 hours
Member since October 2024

Our Team
Leah S.

Leah S.

First mate

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

Which kind of activities are offered

Boat & Yacht Tours
Canal Boat Tours
Sunset & Dinner Cruise
Island Hopping
Sandbar
Booze Cruises
Paddleboard
Snorkeling & Diving Tours
Whale & Dolphin Watching
Fishing
Lobster, Fishing
Eco-Tours
Sandbar Tours
Stingray Tours

Which amenities are available onboard

GPS
VHF Radio
Radar
Chart Plotter
Depth Finder
Sonar
Autopilot
Anchor
Wheel Steering
Life Jackets
Flybridge
Bow Sundeck
Audio System
Outside Speakers
Ice Box
Grill
Wireless Trolling Motor
Fishfinder
Baitwell
Rod Holders

What's included in the trip price

Paddleboard
Added cost
Snorkeling Equipment
Fishing Equipment
Catch cleaning & filleting
Cleaning and filleting is included in your trips.
Snacks
BYOS
Drinks
Waters and sodas are included in your trips.
Lunch
Stop at restaurant or BYOL

What’s allowed on the boat

Child Friendly
We are very kid friendly for all aged children.
Smoking
Alcohol
BYOB
Glass Bottles
Shoes
Pets
Swimming
Red Wine

What additional terms you should be aware of

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.

How cancellations work

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.

More details

How you can pay

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.

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