License to Chill Yacht Charters 

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

License to Chill Yacht Charters 

Key Largo, FL, United States
Motor yacht silhouette
55 feet
6
5.0
/5
(7 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 guests—just you, your loved ones, and your captains. Available for day trips and overnight charters. All meals and fuel included. Bring your own Alcoholic beverages. Lets go cruising
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.

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!

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Customer reviews

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5.0
(7 reviews)
5
7
4
0
3
0
2
0
1
0
5.0
Boat & equipment
5.0
Captain & crew
5.0
Boating Experience

Customers' gallery (19)

You WON'T be disappointed!
You WON'T be disappointed!
Fun trip!!!
A week we will never forget
A week we will never forget
A week we will never forget
+13

All reviews (7)

Filter
Showing 15 of 7 reviews
Mary Pinero
Mary Pinero
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
Response from Captain
January 26, 2026
You guys were awesome! Lets do it again.
0
Alvin Sanders
Alvin Sanders
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!!
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Review media 1
Response from Captain
March 13, 2026
Wow, thank you so much for that. we had a great time too!
0
Will Hessler
Will Hessler
5.0
Verified
A great time
4 Hour – Day Charter on August 25, 20254 adults2 children
We book a boat trip that included three generations of our family as passengers. Kenny & Monica did a great job. The kids loved getting to see dolphins swim alongside the boat. We will definitely book again when we’re in Key Largo.
0
BoatBooker Member
BoatBooker Member
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.
Response from Captain
August 12, 2025
Well, thanks for those kind words. We had as much fun as you did! Let's do it again.
0
BoatBooker Member
BoatBooker Member
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.
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Response from Captain
August 1, 2025
Thanks so much Guy. It was a blast cruising with you!
1

Trip availability and prices

Trip Date:
Days:
Group Size:
Select date to see availability
May 2026
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
Change
Almost there...
2 Hour – Sunset Cruise
FREE Cancellation 3 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 3 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 3 days notice
3 Hour Trip
starts at 4:00 PM
+2
US $900
Private tour: up to 6 people
4 Hour – Day Charter
FREE Cancellation 3 days notice
4 Hour Trip
starts at 10:00 AM
+2
US $1,100
Private tour: up to 6 people
6 Hour – Day Charter
FREE Cancellation 3 days notice
6 Hour Trip
starts at 10:00 AM
+2
US $1,500
Private tour: up to 6 people
8 Hour – Day Charter
FREE Cancellation 3 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 3 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 3 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 3 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 3 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 3 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 3 days notice
7 Day Trip
starts at 3:00 PM
Overnight stay, liveaboard
+4
US $6,993
Private tour: up to 6 people
There are 4 people looking at this listing.

Customer reviews

Loading...
5.0
(7 reviews)
5
7
4
0
3
0
2
0
1
0
5.0
Boat & equipment
5.0
Captain & crew
5.0
Boating Experience

Customers' gallery (19)

You WON'T be disappointed!
You WON'T be disappointed!
Fun trip!!!
A week we will never forget
A week we will never forget
A week we will never forget
+13

All reviews (7)

Filter
Showing 15 of 7 reviews
Mary Pinero
Mary Pinero
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
Response from Captain
January 26, 2026
You guys were awesome! Lets do it again.
0
Alvin Sanders
Alvin Sanders
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!!
Review media 0
Review media 1
Response from Captain
March 13, 2026
Wow, thank you so much for that. we had a great time too!
0
Will Hessler
Will Hessler
5.0
Verified
A great time
4 Hour – Day Charter on August 25, 20254 adults2 children
We book a boat trip that included three generations of our family as passengers. Kenny & Monica did a great job. The kids loved getting to see dolphins swim alongside the boat. We will definitely book again when we’re in Key Largo.
0
BoatBooker Member
BoatBooker Member
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.
Response from Captain
August 12, 2025
Well, thanks for those kind words. We had as much fun as you did! Let's do it again.
0
BoatBooker Member
BoatBooker Member
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.
Review media 0
Review media 1
Review media 0
Review media 1
Review media 2
Review media 3
Review media 4
Review media 5
Review media 6
Review media 7
Response from Captain
August 1, 2025
Thanks so much Guy. It was a blast cruising with you!
1
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FAQs about License to Chill Yacht Charters

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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
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