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

Top rated by guests
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review stars
10.0Outstanding
(13 Ratings)
"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 ..."
Kristina W.
Don't miss out! Price and availability may change
10.0 / 10.0
Outstanding(13 Ratings)

Docked boat in Stock Island, FL

6 guests · 3 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
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About this docked boat rental

Welcome aboard the The Thirsty Lady with 3 bedrooms and 3 baths, your own private Sailboat that also includes your Sailing Excursions for up to 6 people. If you were looking for a Unique, Memorable way to experience and enjoy Key West then THIS IS IT!! You stay in amazing 5 Star Marinas each night and Sail by day, all included. If you book 2 nights that includes a Sunset Sail your first night of arrival and 1 full day Reef Sail. Book 3 nights and receive 1 Sunset Sail and 2 Full day Reef Sails and so on. We book 2 nights minimum and 4 nights max.. We always do the Sunset Sail your first night of arrival and then a day Sail is included for each day.

**Please understand that even though 1 Sail is included for each day you book doesn't mean you have to use them all. We have found that guests who book 3 or 4 nights sometime forgo a Sail or 2 to have a free day to do what they wish. It is totally up to you whether or not you use all the Sails included and you can decide as you go when you arrive😊**

We have years under our belt offering these charters and have decided to join the VRBO family to extend our reach. We are here to cater to all your special needs to make sure your experience with us will land in your top favorite vacations EVER! We provide the Captain, Captain Pat, a USCG 100 Ton Master Captain.

The first night of arrival we take you on a Sunset Sail and that night you will be docked at a beautiful Upscale 5 Star Marina that boasts 6 pools, Restaurant & Bar, 24 hour pristine Bath House, and free shuttle all available for you use. There are bathrooms on the boat but you will want to use the Bath House for showering located just steps from the boat..

The 2nd day we take you on a full day Sail to the Reef where you can swim, snorkel and Just Relax! The 2nd night you will be docked at another Amazing Upscale Marina. All the marinas offer amazing amenities including pools, bars, restaurants, and free shuttles. If you stay a 3rd night we take you on another day sail the 3rd day and you will stay back at the 5 Star Marina you stayed the 1st night. We do offer free parking for your entire stay and if you are carless there are free shuttles available to you and we can help you with rides when available. We also provide all your water, ice, and sodas for the length of your stay along with all your life jackets, safety gear, fresh linens and towels and snorkeling equipment. You are responsible for your meals but there is a small kitchen aboard with a fridge, freezer, toaster, and a small stovetop/oven. There are plenty of Restaurant/ delivery options available to you as well. Most people just pick up light snacks and lunch items to make sandwiches for their Day Sails. There is also a dining table that seats up to 6 people.
You are responsible for your own alcohol but we usually have a pretty well stocked bar you are always welcome to. You are welcome to anything you see in the cabin! If you would like me to remove the alcohol from the boat please let me know.
This is your own PRIVATE SAILBOAT made available to you with your own Private Captain that is only there when you are going out Sailing. The rest of your time off the water the boat is all yours. Captain Pat will only be there when you need him. We are 100 percent on call when you are staying with us so we will always be available if you need us. This trip is perfect for couples, friend get togethers and amazing for families!! We have hosted them all and every summer we Captain the boat out to the Boy Scouts of America. Please understand this is a Sailboat so space is limited in the cabin and the rooms are small but there is cold A/C and extremely comfortable to sleep on. The Front bed is a Queen and the back bedrooms are double/fulls. The beds will sleep 2 comfortably but you better like each, lol..What we are offering is something so different from what everyone else is doing and we so look forward to hosting all of
you!! Please message us with any questions!

Sample Itinerary:

Day of Arrival:
Guests usually arrive between 1-4pm. We will greet you and show you around and get you acquainted with the area and boat.
4:30-6pmish is a Sunset Cruise (subject to change when Sunset times change)
The first night you will be docked at a 5 Star Upscale Marina which has 6 pools, a Restaurant & Bar, 24 hour bath house, Gym, and a free Shuttle that will take you downtown and back.

***You have to arrive by 4pm the latest on your arrival day if you want to take advantage of the Sunset Cruise***

The 4pm cutoff time will change throughout the year as Sunset times change. The other half of the year is a 5pm cutoff time when we leave the dock for when the Sun sets later in the evening and so on.

Day 2:
We meet you back at the boat around 9-10ish am (you let us know what works for you) and we Sail you out for a full day at The Reef where you can swim & snorkel. You dictate how long we stay out for but usually we get back to dock around 3 or 4, all up to you. The 2nd night we take you to another beautiful Marina in Key West. All the marinas have pools, restaurants, bars and free shuttles. Basically Sail by Day and then you are free to leave the boat and explore Key West by afternoon/night.

3rd day:
If you chose the 3 night stay we take you on another Day Sail to a different part of the reef and the 3rd night you will be docked where you were the first night. So basically if you book 2 nights that includes 2 Sails and 3 nights you receive 3 Sails.

We also offer 4 night stays which would include an extra Sail.

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

Non-smoking
No pets allowed
Family friendly

Map of Stock Island, FL


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Ratings and reviews

10.0 / 10.0
Outstanding(13 Ratings)
10.0 / 10.0
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!
10.0 / 10.0
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.
10.0 / 10.0
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!
10.0 / 10.0
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.
10.0 / 10.0
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!!
10.0 / 10.0
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.
10.0 / 10.0
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!
10.0 / 10.0
Great Weekend
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.

FAQs

Is parking included with this docked boat?

Parking is not specified as an available amenity at All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6. For more information, we encourage you to contact the property about where to park.

Is there a pool at this docked boat?

We didn’t find pool listed as an amenity for this docked boat. It may be worth double checking if a pool is important for your stay.

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

Unfortunately, this docked boat is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.


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