License to Chill Yacht Charters 

5.0/5 (8 reviews)
 107900, Key Largo, FL 33037, United States

License to Chill Yacht Charters 

Key Largo, FL, United States
55 feet
6
5.0/5 (8 reviews)

License to Chill Yacht Charters invites you to experience the magic of life on the water aboard a beautifully maintained 55’ Californian Cockpit Motor Yacht, based in stunning Key Largo. This classic 1991 yacht offers private, fully crewed overnight charters for up to 4 guest and day charters for up to 6 guests—just you, your loved ones, and your captains. All meals and fuel included. Bring your own Alcoholic beverages. Lets go cruising ! PLEASE NOTE, WE NEED 12 HOUR NOTICE FOR DAY TRIPS AND 24 HOURS FOR OVERNIGHT CHARTERS.
Wake up to dolphins gliding past a quiet cove, sip your coffee on the sundeck, and embrace what so many call “living the dream.” Each day brings a new adventure—cruising to secluded anchorages, snorkeling vibrant reefs, paddleboarding calm turquoise bays, casting a line, or relaxing with our inflatable water toys. With all cruising done on the protected bay side, you’ll enjoy smooth, comfortable waters—no ocean swells, no seasickness. Minimum 2 nights.

Below deck, you’ll find 3 inviting staterooms, 3 private heads, a spacious salon, and a fully equipped galley with a full-size refrigerator, microwave, and convection oven. A powerful generator ensures you’ll have all the comforts of home, including air conditioning when needed (though most guests prefer to soak up the sunshine and sea breeze during the day!).

Whether you're celebrating a special occasion or simply craving an unforgettable escape, License to Chill offers the perfect blend of adventure, relaxation, and barefoot luxury. Step aboard—just bring your swimsuit and your favorite alcoholic drinks, and we’ll take care of the rest!

License to Chill Yacht Charters invites you to experience the magic of life on the water aboard a beautifully maintained 55’ Californian Cockpit Motor Yacht, based in stunning Key Largo. This classic 1991 yacht offers private, fully crewed overnight charters for up to 4 guest and day charters for up to 6 guests—just you, your loved ones, and your captains. All meals and fuel included. Bring your own Alcoholic beverages. Lets go cruising ! PLEASE NOTE, WE NEED 12 HOUR NOTICE FOR DAY TRIPS AND 24 HOURS FOR OVERNIGHT CHARTERS.
Wake up to dolphins gliding past a quiet cove, sip your coffee on the sundeck, and embrace what so many call “living the dream.” Each day brings a new adventure—cruising to secluded anchorages, snorkeling vibrant reefs, paddleboarding calm turquoise bays, casting a line, or relaxing with our inflatable water toys. With all cruising done on the protected bay side, you’ll enjoy smooth, comfortable waters—no ocean swells, no seasickness. Minimum 2 nights.

Below deck, you’ll find 3 inviting staterooms, 3 private heads, a spacious salon, and a fully equipped galley with a full-size refrigerator, microwave, and convection oven. A powerful generator ensures you’ll have all the comforts of home, including air conditioning when needed (though most guests prefer to soak up the sunshine and sea breeze during the day!).

Whether you're celebrating a special occasion or simply craving an unforgettable escape, License to Chill offers the perfect blend of adventure, relaxation, and barefoot luxury. Step aboard—just bring your swimsuit and your favorite alcoholic drinks, and we’ll take care of the rest!

Kenneth Stanley
Captain
Kenneth Stanley
21 years of experience
ID & credentials verified

Trip availability and prices

Trip Date:
Group Size:
Select date to see availability
September 2026
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
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2 Hour – Sunset Cruise
FREE Cancellation 14 days notice
2 hour trip starts at 4:00 PM
+2
US $600
Private tour: up to 6 people
3 Hour – Day Charter
FREE Cancellation 14 days notice
3 hour trip starts at 10:00 AM
+2
US $900
Private tour: up to 6 people
3 Hour – Sunset Cruise
FREE Cancellation 14 days notice
3 hour trip starts at 4:00 PM
+2
US $900
Private tour: up to 6 people
4th July celebration cruise!
FREE Cancellation 14 days notice
4 hour trip starts at 10:00 AM
Seasonal trip
Jul 4 - Jul 4
+2
US $999
Private tour: up to 6 people
4 Hour – Day Charter
FREE Cancellation 14 days notice
4 hour trip starts at 10:00 AM
+2
US $1,100
Private tour: up to 6 people
New years eve. Fun and fireworks !
FREE Cancellation 14 days notice
6 hour trip starts at 2:00 PM
Seasonal trip
Dec 31 - Dec 31
+2
US $1,400
Private tour: up to 6 people
6 Hour – Day Charter
FREE Cancellation 14 days notice
6 hour trip multiple starting times (10:00 AM, 2:00 PM)
Seasonal trip
Dec 31 - Dec 31
+2
US $1,401
Private tour: up to 6 people
8 Hour – Day Charter
FREE Cancellation 14 days notice
8 hour trip starts at 10:00 AM
+2
US $1,800
Private tour: up to 6 people
2 Day – Luxury Yacht Charter (4MAX)
FREE Cancellation 14 days notice
2 Day Trip starts at 3:00 PM
Overnight stay, liveaboard
+4
US $1,998
Private tour: up to 6 people
3 Day – Luxury Yacht Charter (4MAX)
FREE Cancellation 14 days notice
3 Day Trip starts at 3:00 PM
Overnight stay, liveaboard
+4
US $2,997
Private tour: up to 6 people
4 Day – Luxury Yacht Charter (4MAX)
FREE Cancellation 14 days notice
4 Day Trip starts at 3:00 PM
Overnight stay, liveaboard
+4
US $3,996
Private tour: up to 6 people
5 Day – Luxury Yacht Charter (4MAX)
FREE Cancellation 14 days notice
5 Day Trip starts at 3:00 PM
Overnight stay, liveaboard
+4
US $4,995
Private tour: up to 6 people
6 Day – Luxury Yacht Charter (4MAX)
FREE Cancellation 14 days notice
6 Day Trip starts at 3:00 PM
Overnight stay, liveaboard
+4
US $5,994
Private tour: up to 6 people
7 Day – Luxury Yacht Charter (4MAX)
FREE Cancellation 14 days notice
7 Day Trip starts at 3:00 PM
Overnight stay, liveaboard
+4
US $6,993
Private tour: up to 6 people
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Customer reviews

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Rating

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

Customers' gallery (20)

All reviews (8)

Showing 15 of 8 reviews
Alvin Sanders
Alvin Sanders
us
Oklahoma, US
Member since 2026
5.0
Verified
You WON'T be disappointed!
2 Hour – Sunset Cruise on March 10, 20266 adults

The best time EVER! They go out of their way to make you feel welcomed and right at home! Super nice people. The hospitality was simple AMAZING! BOOK THE TRIP with Capt Kenny and Capt Monica! As the headline states, you will NOT BE DISAPPOINTED!!

Kenneth Stanley
Response from Captain

Wow, thank you so much for that. we had a great time too!

Mary Pinero
Mary Pinero
pr
Puerto Rico
Member since 2025
5.0
Verified
Fun trip!!!
4 Hour – Day Charter on January 25, 20266 adults

Your message is nearly perfect! Here’s a slightly refined version for clarity and flow: We had a great time with Captain Kenneth and Monica. They were very pleasant and accommodating during our trip, making it perfect for either a relaxing or an active experience. I highly recommend them

Kenneth Stanley
Response from Captain

You guys were awesome! Lets do it again.

Sara Cabeza
Sara Cabeza
us
Florida, US
Member since 2026
5.0
Verified
Relaxing charter
3 Hour – Day Charter on July 18, 20263 adults1 child

Captain Kenny and Monica were amazing!! We all had an amazing time ! Highly recommend!!

Kenneth Stanley
Response from Captain

We so enjoyed meeting you guys! Love to see you again.

BoatBooker Member
BoatBooker Member
Member since 2025
5.0
Overnight charter
2 Day – Luxury Yacht Charter (4MAX) on February 17, 2025

Boarding process was quick and easy waste no time hitting the water, watching the sun go down and had 1 of many great meals aboard the boat. Kenny and Monica were pleasant welcoming hosts and put a lot of effort into making sure all is entertaining, enjoyable and fun aboard the boat. Would recommend to anyone looking for a fun adventure to book a trip with them.

Kenneth Stanley
Response from Captain

Well, thanks for those kind words. We had as much fun as you did! Let's do it again.

BoatBooker Member
BoatBooker Member
Member since 2025
5.0
A week we will never forget
2 Day – Luxury Yacht Charter (4MAX) on October 2, 2023

7 Days of Sun & Fun Aboard License to Chill ! Captain Ken & Captain Monica were so much fun! This was our second trip. What a way to celebrate my 60th Birthday with my Guy and my Best Friend and her Husband. Ken & Monica showed us what Key West is all about. Good food, drinks & music. We watched the Power Boat Races in Key West on the Water. Their yacht was home away from home. Comfortable, clean and the food was outstanding. This seven day voyage started from Islamorada on the inside to Key West and back to Islamorada on the outside to where we started. A GREAT VOYAGE. YO HO!!!! We will be going again.

Kenneth Stanley
Response from Captain

Thanks so much Guy. It was a blast cruising with you!

FAQs about License to Chill Yacht Charters

License to Chill Yacht Charters offers the following trips to customers:
  • US $600 per group - 2 Hour – Sunset Cruise (2 hours)
  • US $900 per group - 3 Hour – Day Charter (3 hours)
  • US $900 per group - 3 Hour – Sunset Cruise (3 hours)
  • US $999 per group - 4th July celebration cruise! (4 hours)
  • US $1,100 per group - 4 Hour – Day Charter (4 hours)
  • US $1,400 per group - New years eve. Fun and fireworks ! (6 hours)
  • US $1,401 per group - 6 Hour – Day Charter (6 hours)
  • US $1,401 per group - 6 Hour – Day Charter - 2:00 PM (6 hours)
  • US $1,800 per group - 8 Hour – Day Charter (8 hours)
  • US $1,998 per day per group - 2 Day – Luxury Yacht Charter (4MAX) (2 days)
  • US $2,997 per day per group - 3 Day – Luxury Yacht Charter (4MAX) (3 days)
  • US $3,996 per day per group - 4 Day – Luxury Yacht Charter (4MAX) (4 days)
  • US $4,995 per day per group - 5 Day – Luxury Yacht Charter (4MAX) (5 days)
  • US $5,994 per day per group - 6 Day – Luxury Yacht Charter (4MAX) (6 days)
  • US $6,993 per day per group - 7 Day – Luxury Yacht Charter (4MAX) (7 days)
When you book a trip with License to Chill Yacht Charters, you can expect the following amenities onboard:
  • GPS
  • VHF Radio
  • Chart Plotter
  • Depth Finder
  • Sonar
  • Anchor
  • Dinghy
  • Wheel Steering
  • Life Jackets
  • Flybridge
  • Bimini
  • Kitchen
  • Shower
  • Teak Deck
  • Bow Sundeck
  • Aft Sundeck
  • Bathing Platform
  • Air Conditioning
  • WiFi
  • Audio System
  • TV
  • Inside Speakers
  • Outside Speakers
  • Refrigerator
  • Ice Box
  • Grill
  • Galley Stove and Oven
  • Rod Holders
Trips booked with License to Chill Yacht Charters include:
  • Paddleboard
  • Snorkeling Equipment
  • Fishing Equipment
  • Snacks
  • Drinks
  • Lunch
License to Chill Yacht Charters offers the following activities:
  • Boat & Yacht Tours
  • Sunset Dinner Cruises
  • Island Hopping
  • Booze Cruises
  • Paddleboard
  • Snorkeling & Diving Tours
  • Whale & Dolphin Watching
  • Fishing
  • Eco-Tours

Your operator

Kenneth Stanley
Kenneth Stanley
Kenneth Stanley

Key Largo, Florida, United States

ID & license verified
8 Customer reviews
Response time 1 hour
Member since July 2025

Hello, we are Capt. Kenny and Capt. Monica. Living aboard License To Chill for over 15 years now and still loving it! Beginning in New Jersey in October 2008 we cruised south on the Intracoastal Waterway to Palm beach Florida. Normally a 14 day trip we stretched to 4 months! From there we crossed over to the Bahamas spending another 3 months exploring the Abacos. A month later we ended up in Key West. We now refer to that time as our 8 month honeymoon. We intended to stay a few months in the Keys. Well we're still here 16 years later! Almost from the very beginning, one of our most enjoyable times was having guest on board and sharing our lifestyle and adventures. That is still true today. Please come aboard, make some memories and be a part of our story.

Our Team
Kenneth S.

Kenneth S.

Captain

Monica Y.

Monica Y.

Captain

ID & license verified
8 Customer reviews
Response time 1 hour
Member since July 2025

Hello, we are Capt. Kenny and Capt. Monica. Living aboard License To Chill for over 15 years now and still loving it! Beginning in New Jersey in October 2008 we cruised south on the Intracoastal Waterway to Palm beach Florida. Normally a 14 day trip we stretched to 4 months! From there we crossed over to the Bahamas spending another 3 months exploring the Abacos. A month later we ended up in Key West. We now refer to that time as our 8 month honeymoon. We intended to stay a few months in the Keys. Well we're still here 16 years later! Almost from the very beginning, one of our most enjoyable times was having guest on board and sharing our lifestyle and adventures. That is still true today. Please come aboard, make some memories and be a part of our story.

Our Team
Kenneth S.

Kenneth S.

Captain

Monica Y.

Monica Y.

Captain

What the boat is like

Boat category
Yachts
Boat type
Motor yacht
Boat manufacturer
Californian
Boat Model
CPMY
Year built
1991
Boat length
55 ft
Capacity
6 persons
Engine model
Detroit
Max crusing speed
20 knots
Powered by
2 x 485HP
Engine Type
Inboard
Fuel Type
Diesel
Number of cabins
4 cabins
Number of berths
3 berths
Number of heads
3 heads
Number of full baths
3 full baths
Number of toilets
3 toilets
Boat category
Yachts
Boat type
Motor yacht
Boat manufacturer
Californian
Boat Model
CPMY
Year built
1991
Boat length
55 ft
Capacity
6 persons

Which kind of activities are offered

Boat & Yacht Tours
Alcohol not included. You may bring whatever you l
Sunset & Dinner Cruise
Island Hopping
Booze Cruises
Paddleboard
Snorkeling & Diving Tours
No diving. Snorkeling is on bay side, not coral re
Whale & Dolphin Watching
Fishing
Eco-Tours

Which amenities are available onboard

GPS
VHF Radio
Chart Plotter
Depth Finder
Sonar
Anchor
Dinghy
Wheel Steering
Life Jackets
Flybridge
Bimini
Kitchen
Shower
Teak Deck
Bow Sundeck
Aft Sundeck
Bathing Platform
Air Conditioning
WiFi
Audio System
TV
Inside Speakers
Outside Speakers
Refrigerator
Ice Box
Grill
Galley Stove and Oven
Rod Holders

What's included in the trip price

Paddleboard
And paddle board skiing.
Snorkeling Equipment
Fishing Equipment
Snacks
There will always be fresh fruit available upon boarding. Depending on the length of the cruise, we will provide finger food to a full meal. BYOB
Drinks
Ice tea, lemonade, bottled water.
Lunch
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What’s allowed on the boat

Child Friendly
We have no age limits for children. However, please let us know if there are very young ones so we can make sure there is proper sized life vest on board. On overnight stays we dine out every other night. Access to these restaurants are by inflatable tend
Smoking
Alcohol
Not included. Bring whatever you like.
Glass Bottles
Shoes
Liveaboard
Swimming
Red Wine

What additional terms you should be aware of

Security deposit is not required

A refundable deposit is not required by the charter operator.


Fuel is included

Fuel is included in the price of the rental.

How cancellations work

Free cancellation up to 14 days prior to trip

You can cancel or modify your booking up to 14 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

Pay online in full

Pay online in full through BoatBooker and save on credit card fees at the dock.

No additional fees.

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License to Chill Yacht Charters
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