Affordable luxury yacht charters.

Key Largo, Florida
$1172 avg/night
Bed 2

Bed

Bath 2

Bath

Home House Boat

Property Type

Sleep 4

Max Sleeps

This is a private yacht charter. Only your family and friends aboard along with your captains. Please ask about current address after booking.
Ever wonder what its really like At anchor, in a quiet cove, perhaps dolphins in the morning. Some say its living the dream. Come join us and find out for yourself.
The yacht DOES NOT STAY TIED TO A DOCK. Each day we go cruising to different anchorages, perhaps some fishing, snorkeling, paddle boarding or playing with the inflatable toys in the bay. No need to worry about sea sickness. All cruising is on the bay side protected by the barrier islands, not on the atlantic ocean.
License To Chill is a 55 foot Californian cockpit motor yacht. Built in 1991 we lovingly maintain her ourselves,(mostly).She has 3 staterooms, 3 heads, a large salon and sundeck. The galley is complete with microwave, convection oven and a full size refrigerator. There is a on board diesel generator and portable back-up, plenty of power to run the air conditioning and all appliances simultaneously. Note: We do not leave the AC running during the day. Our guest are typically enjoying the outdoors and water activities.
You arrive at the dock in Key Largo mid afternoon. Not to late cause we are cruising today. We will load you and your luggage on the yacht. There will be a brief orientation of the boat and its systems. When you hear the throaty rumble of the big diesels you'll know its time to cruise. Relaxation should set in while the sun sets on the way to our first anchorage. Depending on the time of year and weather this could include some water activities. Along the way its not unusual to be joined by one or more wild dolphins surfing the big boats bow wave and wake. (12 is the record so far).We'll arrive and anchor just in time to witness a glorious sunset, most times. Boat drinks anyone Dinner will be prepared and served on board the first night. After that we will alternate dining out at a waterfront restaurant every other night. (guest pay for there meals) A light midday lunch is served each day.

There is nothing quite like waking up in a quiet cove aboard a private yacht. We like a morning swim around the boat. There will be fun inflatables tied off the back to relax in. Or you may want to get your tan on. The padded lounge on the bow is perfect for that. After breakfast, we head out to our next destination. That could be to have some fun snorkeling, fishing or paddle boarding. If those things don't interest you then just cruising and enjoying the sights and sounds of the Carribian of America is what we do.

Breakfast is always included. With multiple night cruises, we will alternate, first night dinner on board, next night at a waterfront restaurant and so forth. (not included in charter rate)Access to these restaurants are by inflatable tender. You must be physically able to board the tender. Here's a good way to test yourself, can you get on the floor and get up again with minimal assistance If so you will have no issues,
There will be a light lunch each day. BOYB .There will be coolers on board filled with ice but you can bring one if you like. There are no additional fees for anything. Check in time is 3pm. Check out time is 12pm.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Beach Towels
  • DINING

    Free Breakfast Available
  • SAFETY

    Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Smoke Detector Not Reported (host Has Not Indicated Whether There Is A Smoke Detector On The Property)
  • BEDROOM

    2 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 950 Sq Ft (88 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Ice Maker Microwave Oven Paper Towels Refrigerator (full Size) Stovetop Toaster
  • PARKING

    Car Required Onsite Parking
  • INTERNET

    WiFi Available
  • OUTDOORS

    Barbecue Grill Dock
  • POOL/SPA

    Sauna
  • BATHROOMS

    2 Bathrooms Hair Dryer Shampoo Shower Soap Toilet Paper Towels Provided
  • THINGS TO DO

    Birdwatching Nearby Boat On Site Ecotours Nearby Fishing Nearby Fitness Center Kayak On Site Power Boating Nearby Snorkeling Nearby Water Sports Equipment
  • ENTERTAINMENT

    Games Smart TV
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Toys
  • SERVICES AND CONVENIENCES

    Iron/ironing Board Limited Housekeeping
  • SUITABILITY/ACCESSIBILITY

    Designated Smoking Areas

CheckIn Check-in : 07:00 PM CheckOut Check-out : 12:00 PM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 4

Map Map

School District Rates & Availability

Review Review

  • Tiffany

    Submitted Jun 3, 2025

    Stayed May 24, 2025

    Capt Kenny & Monica gave us the relaxation & fun that we were looking for. We took our 2 boys and they had a blast going on tube rides, snorkelling, swimming off the yacht & staring at the stars calling out constellations. They were so knowledgeable about the marine life. We saw multiple dolphins & rainbows. My favorite was showering in the sunshine on the aft deck. The food was amazing as well. We cant wait to go back.

  • Robert

    Submitted Sep 28, 2021

    Stayed Sep 22, 2021

    We chose this because we wanted an experience that would give us lasting memories and we definitely got that. Dolphins, rainbows, sunrises, sunsets, snorkeling, fishing, and beautiful scenery. We also had a touch of stormy weather, diesel fumes and a cramped head- so it isn't all dolphins and rainbows. But it gives you the genuine liveaboard experience. Captain Kenny and Monica are great people persons, full of stories and easy to talk to. If you've ever thought about staying on or owning a cabin cruiser this is the experience for you. You really will get a sense of the cabin cruiser lifestyle and whether it's for you.

  • Mike U.

    Submitted May 15, 2025

    Stayed May 12, 2025

    Great time with two great host.Fun, relaxing, adventure.Kenny and Monica are both very skilled and entertaining. I am hoping to do it again.

  • Matthew S.

    Submitted Mar 10, 2025

    Stayed Feb 18, 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.

  • Ian C.

    Submitted Feb 12, 2025

    Stayed Feb 4, 2025

    There is not enough space to tell you how wonderful our trip with Captains Monica and Kenny was. They will personalize the trip to whatever floats your boat - no pun intended. The hospitality was top notch, the food amazing. I am nervous on the water- this trip was for my husband- and our captains exuded competence and knowledge and totally put me at ease. When I was nervous (on the paddleboards) they were kind and patient.The boat is really comfortable. The bed was great, the sitting area magnificent. We went ashore a few times to eat or see a national park and that was really fun. Captain Kenny's description is spot on so read through it to see if this kind of trip is for you. It was super relaxing and fun. Dolphins swam with our boat twice which was magical. Kenny and Monica are the ultimate hosts and have become friends. If you like playing in calm clear water and seeing beautiful sunsets and eating great food this trip is for you! Check out the License to Chill yacht facebook page to see photos of the fun. A wonderful, memorable, joyful trip!!

  • Bob B.

    Submitted Mar 18, 2024

    Stayed Mar 15, 2024

    A well appointed and comfortable boat. Plenty of room for all. Great food and hospitality. As a seasoned boater, I appreciated the professionalism, skills, and teamwork of our two captains. A special diet was handed seamlessly. My request for special consideration so I could fly fish could not have been done better.

  • lorri r.

    Submitted Feb 9, 2024

    Stayed Feb 6, 2024

    This is a nice boat that has 3 spacious bedrooms. The Captain Kenny has a great sense of humor and knows the keys. It was nice to see places that you could only get to by boat. He was also a guide and has lots of knowledge.His wife/partner Monica was a very good cook and made us comfortable on our cruise! I definitely recommend this stay

  • Laurie G.

    Submitted Jul 6, 2023

    Stayed Jun 21, 2023

    This is a very unique opportunity that we cannot recommend enough. Captains Kenny and Monica take care of the plan, food and accommodations, you just sit back and relax and enjoy the ride. It was my husband, two kids (14 &18) and me, and we all enjoyed the balance of peace and chill time with activity. You are living aboard Kenny and Monica's 55’ yacht, and experience the upper Florida Keys. We cruised, fished, swam, floated, paddle boarded, tubed and snorkeled. They prepare the most beautiful, tasty and hearty meals and are gracious and welcoming hosts. They personalized our experience and truly made it special. They are safety conscious as well. This is different than a standard charter experience in a couple ways, some ways include... -flexibility on length (they allow for a shorter cruise than most charters) -they spend time with you, you are floating in their home, that being said Kenny and Monica provide a good balance of privacy and companionship. There was plenty of space aboard for all six of us. -you bring your own liquor, was not a problem (and prob saves you money in the end) All in all, I cannot say enough good things if you're looking for a vacation that is different than the norm and if you enjoy, or are curious about, boat life. Kenny and Monica are a lovely couple who are easy to get to know, and really care about their guests' enjoyment and experience aboard License to Chill.

  • Meghan H.

    Submitted Jul 4, 2023

    Stayed Jul 2, 2023

    This was the most fun we’ve ever had. Only regret is not booking for one night longer. Our kids (9 and 11) were entertained the entire time- snorkeling, paddle boarding, tubing! Never a dull moment. The food was AMAZING! Custom meals to our families liking. The bedrooms were comfortable and spacious. This was a trip of a lifetime that we will never forget.

  • Shelley S.

    Submitted Jun 2, 2023

    Stayed May 28, 2023

    I read the glowing reviews before booking our trip. To cut to the chase: the high marks are well-earned. Captain Kenny and Monica craft a brilliantly fun time. My husband, brother and sister-in-law did a two-day cruise and could not stop smiling and grinning. Kenny and Monica made us feel so at home. The meals were perfect; attractively presented and very tasty. The water activities and cruising the coast were massive fun. All of this you will read in other reviews, so I'll state a few cool things that you might not get from the other reviews. 1) First, they really pay attention to what YOU like and adjust accordingly. For example, Monica tweaked the original menu to adapt to some quirks with our Midwestern palates. They could tell we really enjoyed the paddleboarding so they snuck in another excursion the morning we were to depart. And the evenings--oh my. We had background music playing all day. Somehow that morphed into a challenge game of Name that Tune, then dancing and singing. So, Cap'n Kenny also deserves the title of DJ Kenny. 2) Secondly, there was NO big sargassum seaweed bloom marring our trip. Based on all the scary newspaper stories of its arrival, I was very worried. However, we experienced clear, clean water throughout. All in all, this was a SPECTACULAR trip. I really hope to do it again sometime.

  • BRADLEY D.

    Submitted Apr 23, 2023

    Stayed Apr 10, 2023

    This was a bucket list item! So glad we stayed on License to Chill. Captain Monica and Captain Kenny where great host. We will definitely be back. They are truly living the dream and I am thankful for them sharing!

  • Tonja S.

    Submitted Apr 15, 2023

    Stayed Apr 12, 2023

    We had the best time on License To Chill. Captain Kenny & Monica were exceptional host on board their beautiful Yacht! From the first hug in the drive way to the last we were treated like family. Monica out did herself with preparing wonderful snacks, to beautiful dinners. We enjoyed each anchor point. They showed us their favorite stops! Ocean View had an awesome steak, and we are from Iowa-We know good steaks. We swam, snorkled with cool fish. Went fishing and hold the current record of 70 fish in 80 min, with 6 different species of fish! What a happy accident, or was it? ? We explored mangroves on paddle boards, so beautiful! We enjoyed watching the dolphins play in the boats wake. We even named their new dinghy! Two experienced captain's on a wonderfully maintained vessel-she is gorgeous! But the best part of our trip was hands down getting to know these wonderful people. We cant wait to host you in Iowa soon!

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Total

Includes taxes and fees
$1,172+
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