All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6

Photo gallery for All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6

A marina with boats docked, a wooden walkway, and palm trees.
A compact, well-lit cabin with a kitchenette, a seating area with blue cushions, a wooden table, and a ship's wheel decoration.
A narrow corridor with a wooden floor, a bed with a blue mattress and a pillow, and a small table with a black object on it.
A compact galley with a stove, sink, and compact storage. There is a blue cushioned bench and a small potted plant.
A view of the ocean with clear blue water and a distant lighthouse.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Wake up on the waves
    A rare find — sleep on the water in this unique houseboat stay.
  • Discover nearby landmarks
    Walk to Stock Island Yacht Club & Marina

Popular amenities

  • Patio
  • Kitchenette
  • Shared communal pool
  • On-site fitness centre
  • Air-conditioning
  • Refrigerator

Explore the area

View map
Key West, FL
  • Place, Key West Naval Station
    ‪3 min walk‬
  • Place, Stock Island Yacht Club & Marina
    ‪6 min walk‬
  • Place, Key West Golf Club
    ‪2 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪12 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Double Bed

Bedroom 3

1 Double Bed

2 bathrooms, 1 half bathroom

Bathroom 1

Bathroom 2

Bathroom 3

Toilet

Spaces

Deck or patio
Kitchen
Kitchenette
Dining area

Add dates for prices

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  • Pool
  • Kitchen
  • Washing machine
10.0 out of 10, Exceptional, (1 review)
40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6

About the area

Key West

Located in Key West, this houseboat is on the waterfront. Ernest Hemingway Home and Museum and Southernmost Point are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Smathers Beach. Key West Tropical Forest and Botanical Garden and Sails To Rails Museum at Flagler Station are also worth visiting. Take the opportunity to explore the area for water adventures such as power boating.
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Map
Key West, FL

What's nearby

  • Key West Naval Station - 3 min walk - 0.3 km
  • Stock Island Yacht Club & Marina - 6 min walk - 0.6 km
  • Key West Golf Club - 2 min drive - 2.0 km
  • Duval Street - 18 min drive - 10.0 km
  • Mallory Square - 19 min drive - 10.6 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 8 min drive

Restaurants

  • ‪Hogfish Bar & Grill - ‬3 min drive
  • ‪Hurricane Hole Marina - ‬5 min drive
  • ‪Hurricane Hole Waterfront Bar & Grill - ‬5 min drive
  • ‪El Mocho's - ‬15 min walk
  • ‪Starbucks - ‬5 min drive

Frequently asked questions

Is All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6 pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6?

As of 5 November 2026, prices found for a 1-night stay for 2 adults at All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6 on 29 March 2027 start from NZ$5,169, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6?

On-site parking is available at the property.

What time is check-in at All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6?

Check-in begins at 4:00 PM.

What time is check-out at All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6?

Checkout is at 11:00 AM.

Where is All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6 located?

Situated on the waterfront, this houseboat is within 2 miles (3 km) of Stock Island Yacht Club & Marina, Key West Tropical Forest and Botanical Garden and Key West Golf Club. Robbie's and Florida Keys Community College Library are also within 3 miles (5 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 13 out of 13 reviews
Rating 8 - Good. 0 out of 13 reviews
Rating 6 - Okay. 0 out of 13 reviews
Rating 4 - Poor. 0 out of 13 reviews
Rating 2 - Terrible. 0 out of 13 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was an amazing trip, as first timers in the Florida Keys, Captain Pat was incredibly patient and gave us the insider scoop on places to go and things to try. We had the most amazing sailing days with snorkeling. Both marinas were lovely - if you are reading this review to try and see if you should book the trip - DO IT! An amazing host, lovely sailboat, and the perfect experience!
Stayed 2 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great host and awesome experience!

We had a wonderful time on the Thirsty Lady. Great way to unwind in a relaxed setting and still be close to all the fun in downtown Key West. Captain Pat, PJ and Stephanie were awesome to work with, and the sailing was great. Boat was very comfortable for us and the marine facilities were top notch with nice bath houses, restaurants, pools and shuttle services to Key West. We hope to book this vacation rental again!
Stayed 2 nights in Oct 2021
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great way to see the keys

Great way to meet some real boat captains and see the best of key west. Stay away from the tourist traps and book this stay with captain Pat and PJ. Staff was attentive and accommodating to all of our requests. Felt like I was sailing and snorkeling with some old friends. Super chil. Great way to get away. Don’t keep looking just book it.
Stayed 3 nights in Apr 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome Experience

My family and I had a wonderful stay and adventure on the Thirsty Lady. Pat, PJ, Stephanie, and Pat's wife were accommodating and bent over backward to ensure everything was perfect. They even went to the airport to pick us up and dropped us off at our hotel after our stay with them. They took us snorkeling and sailing for a day, and we stayed at two exceptional marinas with all the perks of a resort. The fun part was getting to know Pat and his son PJ while listening to their awesome life and sea stories. Pat also provided lots of good restaurants and sightseeing recommendations! I highly recommend booking with them and having a fantastic trip like we did. We will be back one day.
Stayed 2 nights in Dec 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our trip to Key West aboard the Thirsty Lady was unforgettable. I traveled with my daughter and her boyfriend, and the three of us had plenty of room to relax and enjoy the beautiful sailboat. Captain Pat and his son PJ were fantastic hosts — friendly, knowledgeable, and incredibly helpful with local recommendations for food and things to do.On our first day, we enjoyed a peaceful sunset cruise before spending the night on the boat and taking in the Key West nightlife. The next morning, we headed out for a day sail to the reef, where we snorkeled in clear water and soaked up perfect sunny weather — warm but never too hot. Later that evening, we moved to a marina in downtown Key West, had a great dinner, and stayed on board again. The final day took us on another relaxing sail back to the original marina.Everything about the experience was excellent — the sailing, the snorkeling, the atmosphere, and especially the hospitality. We had an amazing time and will definitely be booking this adventure again.
Stayed 2 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Family Trip

Such an amazing trip! Excellent communication from booking all the way to boarding the boat. Captain Pat gave us recommendations for stops on our drive down through the Keys. Then he met us at the gate and showed us around the property before our sunset cruise. The boat was stocked with drinks for our trip. It comfortably slept 2 adults and 4 kids aged 10-17. We had two different day cruises to separate snorkeling locations. Our kids are all strong swimmers and had no problems with the open water snorkeling. It was great that Captain Pat and PJ let our family get in on the action while sailing. Our second night at Opal Key was steps away from Mallory Square and fantastic restaurants & bars. Captain Pat also gave us a variety of "must visit" places to check out. For breakfast, we highly recommend "Two Friends" while docked at Opal Key and a quick drive to either "DeLuna's" or "El Mocho" while docked at Oceanside Marina. We highly recommend booking this trip!!
Stayed 3 nights in Apr 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Unique Experience

My wife and I had a lovely 3 night stay on the Thirsty Lady. Capt Pat and his son PJ are great. They are very friendly and we felt as if we were part of their family. Capt Pat has extensive knowledge of Key West including bars and restaurants. If you are the type of person who seeks out authentic experiences and likes the idea of living on a boat, you will like his recommendations. Life on the boat is a bit cramped, but comfy. There is a fridge, sink, and a cook stove (that we never used). The bathrooms are small and really just for essential use. The main Marina has very nice private bathrooms and showers. There is not much nearby the Marina, but there is an hourly shuttle to the downtown area, or you can catch a ubiquitous Uber The Marina for the second night is downtown. The amenities are not as nice, but the location is spectacular. You can watch the sunset from your boat and crash back into the boat after a late night of Duval street shenanigans. Through no fault of theirs, we had a somewhat abbreviated sailing experience. Waves and wind made the snorkeling a bit of a challenge. The reef was very nice for an open water snorkel. Our third day was very windy and one of the stays snapped, cutting short our sail. Capt Pat offered to drive us around Key West and was extremely gracious Throughout the trip Capt Pat and his family did everything to make sure we had a great stay. They are outstanding hosts!
Stayed 3 nights in Nov 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Loved it!

Had a great time on the boat. It rained 1 day but we were able to make up the sailing time the next day. Captain Pat was great and we also really really appreciate his son PJ.
Stayed 2 nights in Dec 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

The best vacation

Our stay on the sailboat was amazing! Captain Pat and PJ took us on beautiful sails where we snorkeled and swam. Stephanie is the hostess with the mostest! This was one of her best vacations ever!
Stayed 3 nights in Nov 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Weekend

We were looking to do something different then staying at a resort. This was the perfect experience and exactly what we were looking for. Captain Pat, PJ and Stephanie were very accommodating.
Stayed 3 nights in Apr 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Flawless Hospitality

A great way to see Key West. Captain Pat and PJ were perfect hosts!
Stayed 4 nights in Feb 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent sailboat stay!

Captain Pat and PJ and Stephanie were amazing! We thoroughly enjoyed our first stay on a sailboat and the communication was 10++++! Marinas were outstanding with pools and nice clean bathing facilities. The two included cruises out on the boat were stellar, my kids favorite part of the whole trip. Would def stay again!
Stayed 2 nights in Dec 2021
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Best trip ever!! ☀️⛵️⚓️

Booking process - was a breeze! Stephanie answered all of my questions! She even personalized the boat with a welcome/Happy Birthday sign, balloons, and amazing cupcakes! Sailing - it was pretty windy when we went but it was still so much fun! Captain Pat and PJ are awesome and so friendly! It was our first time sailing and they made sure we felt okay and had a great time! The boat - The boat is super super cute!! It was clean and well stocked. They stocked the coolers with ice, water, pop, and some beers/wine! Each stateroom has its own bathroom!! Also, the beds are comfortable! I would totally recommend this trip to anyone wanting to experience staying on a boat!!! We cannot wait to come back and visit!
Stayed 3 nights in Dec 2021
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