License to Chill Yacht Charters 

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

License to Chill Yacht Charters 

5.0
/5
(6 reviews)
map-thumbnail
107900
Key Largo, FL, United States

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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Rating summary

5.0/5
out of 5 stars from 6 reviews
Boat
5.0/5
Crew
5.0/5
Experience
5.0/5

Photos & videos by reviewers (17)

Fun trip!!!
A week we will never forget
A week we will never forget
+14

Customer rating

6
0
0
0
0

Customers claimed

Good experience

100%

Appropriate for children

100%

Friendly captain

100%

Satisfied with the boat

100%

Recommend this charter

100%

Showing 1 - 5 of 6 reviews
Showing: 5 of 6 reviews
Mary P.
Mary P.
5.0/5

Jan 25, 2026

4 Hour – Day Charter

Fun trip!!!

VERIFIED

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

Your message is nearly perfect! Here’s a slightly refined version for clarity and flow: We had a great time with Captain Kenneth...  

Captain replied
 Mary P. recommends License to Chill Yacht Charters
 Mary P. recommends License to Chill Yacht Charters
undefined (The Captain)
Replied on January 26, 2026
You guys were awesome! Lets do it again.
Review media 0

Will H.
Will H.
5.0/5

Aug 25, 2025

4 Hour – Day Charter

A great time

VERIFIED

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.

We book a boat trip that included three generations of our family as passengers. Kenny & Monica did a great job. The kids loved...  

 Will H. recommends License to Chill Yacht Charters
 Will H. recommends License to Chill Yacht Charters

BoatBooker Member
BoatBooker Member
5.0/5

May 12, 2025

2 Day – Luxury Yacht Charter (4MAX)

Great Time with Captains Kenny & Monica

Looking forward to returning. Visit Florida frequently and I was looking for something different. Fun and relaxing adventure with Kenny and Monica. Had a great time with two beautiful people.

Looking forward to returning. Visit Florida frequently and I was looking for something different. Fun and relaxing adventure with...  

 BoatBooker Member recommends License to Chill Yacht Charters
 BoatBooker Member recommends License to Chill Yacht Charters

BoatBooker Member
BoatBooker Member
5.0/5

Feb 17, 2025

2 Day – Luxury Yacht Charter (4MAX)

Overnight charter

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.

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...  

Captain replied
 BoatBooker Member recommends License to Chill Yacht Charters
 BoatBooker Member recommends License to Chill Yacht Charters
undefined (The Captain)
Replied on August 12, 2025
Well, thanks for those kind words. We had as much fun as you did! Let's do it again.

BoatBooker Member
BoatBooker Member
5.0/5

Oct 2, 2023

2 Day – Luxury Yacht Charter (4MAX)

A week we will never forget

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.

7 Days of Sun & Fun Aboard License to Chill ! Captain Ken & Captain Monica were so much fun! This was our second trip. What a...  

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Captain replied
 BoatBooker Member recommends License to Chill Yacht Charters
1 person finds this review helpful
 BoatBooker Member recommends License to Chill Yacht Charters
1 person finds this review helpful
undefined (The Captain)
Replied on August 1, 2025
Thanks so much Guy. It was a blast cruising with you!

Trip availability and prices

Trip Date:
Days:
Group Size:
Select date to see availability
March 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
Price for up to 6 people
US $600 
3 Hour – Day Charter
FREE Cancellation 3 days notice
3 Hour Trip, starts at 10:00 AM
Price for up to 6 people
US $900 
3 Hour – Sunset Cruise
FREE Cancellation 3 days notice
3 Hour Trip, starts at 4:00 PM
Price for up to 6 people
US $900 
4 Hour – Day Charter
FREE Cancellation 3 days notice
4 Hour Trip, starts at 10:00 AM
Price for up to 6 people
US $1,100 
6 Hour – Day Charter
FREE Cancellation 3 days notice
6 Hour Trip, starts at 10:00 AM
Price for up to 6 people
US $1,500 
8 Hour – Day Charter
FREE Cancellation 3 days notice
8 Hour Trip, starts at 10:00 AM
Price for up to 6 people
US $1,800 
2 Day – Luxury Yacht Charter (4MAX)
FREE Cancellation 3 days notice
2 Day Trip, starts at 3:00 PM
Overnight stay, liveaboard
Price for up to 6 people
US $1,998 
3 Day – Luxury Yacht Charter (4MAX)
FREE Cancellation 3 days notice
3 Day Trip, starts at 3:00 PM
Overnight stay, liveaboard
Price for up to 6 people
US $2,997 
4 Day – Luxury Yacht Charter (4MAX)
FREE Cancellation 3 days notice
4 Day Trip, starts at 3:00 PM
Overnight stay, liveaboard
Price for up to 6 people
US $3,996 
5 Day – Luxury Yacht Charter (4MAX)
FREE Cancellation 3 days notice
5 Day Trip, starts at 3:00 PM
Overnight stay, liveaboard
Price for up to 6 people
US $4,995 
6 Day – Luxury Yacht Charter (4MAX)
FREE Cancellation 3 days notice
6 Day Trip, starts at 3:00 PM
Overnight stay, liveaboard
Price for up to 6 people
US $5,994 
7 Day – Luxury Yacht Charter (4MAX)
FREE Cancellation 3 days notice
7 Day Trip, starts at 3:00 PM
Overnight stay, liveaboard
Price for up to 6 people
US $6,993 
There are 13 people looking at this listing.

Customer reviews

Loading...

Rating summary

5.0/5
out of 5 stars from 6 reviews
Boat
5.0/5
Crew
5.0/5
Experience
5.0/5

Photos & videos by reviewers (17)

Fun trip!!!
A week we will never forget
A week we will never forget
+14

Customer rating

6
0
0
0
0

Customers claimed

Good experience

100%

Appropriate for children

100%

Friendly captain

100%

Satisfied with the boat

100%

Recommend this charter

100%

Showing 1 - 5 of 6 reviews
Showing: 5 of 6 reviews
Mary P.
Mary P.
5.0/5

Experience:

5.0/5

Equipment

5.0/5

Crew

5.0/5

Overall

Fun trip!!!

VERIFIED

4 Hour – Day Charter on January 25, 2026

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

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  

 Mary P. recommends License to Chill Yacht Charters
undefined (The Captain)
Replied on January 26, 2026
You guys were awesome! Lets do it again.
Review media 0

Will H.
Will H.
5.0/5

Experience:

5.0/5

Equipment

5.0/5

Crew

5.0/5

Overall

A great time

VERIFIED

4 Hour – Day Charter on August 25, 2025

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.

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.  

 Will H. recommends License to Chill Yacht Charters

BoatBooker Member
BoatBooker Member
5.0/5

Experience:

5.0/5

Equipment

5.0/5

Crew

5.0/5

Overall

Great Time with Captains Kenny & Monica

2 Day – Luxury Yacht Charter (4MAX) on May 12, 2025

Looking forward to returning. Visit Florida frequently and I was looking for something different. Fun and relaxing adventure with Kenny and Monica. Had a great time with two beautiful people.

Looking forward to returning. Visit Florida frequently and I was looking for something different. Fun and relaxing adventure with Kenny and Monica. Had a great time with two beautiful people.  

 BoatBooker Member recommends License to Chill Yacht Charters

BoatBooker Member
BoatBooker Member
5.0/5

Experience:

5.0/5

Equipment

5.0/5

Crew

5.0/5

Overall

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.

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.  

 BoatBooker Member recommends License to Chill Yacht Charters
undefined (The Captain)
Replied on August 12, 2025
Well, thanks for those kind words. We had as much fun as you did! Let's do it again.

BoatBooker Member
BoatBooker Member
5.0/5

Experience:

5.0/5

Equipment

5.0/5

Crew

5.0/5

Overall

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.

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...  

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 BoatBooker Member recommends License to Chill Yacht Charters
1 person finds this review helpful
undefined (The Captain)
Replied on August 1, 2025
Thanks so much Guy. It was a blast cruising with you!

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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