All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6
Docked boat in Stock Island, FL
6 guests · 3 bedrooms · 3 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Free cancellationFull refund if you change your mind
Top-tier experienceOne of the higher cost properties in the area
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.
**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
Pool
Air conditioner
Kitchen or Kitchenette
Internet / Wifi
Smoking allowed
Parking
Balcony or Patio
Gym or Fitness Center
Map of Stock Island, FL
££££
Reviews
5.0
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.
5.0
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!!
5.0
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.
5.0
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!
5.0
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.
5.0
Flawless Hospitality
A great way to see Key West. Captain Pat and PJ were perfect hosts!
5.0
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!
5.0
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!
5.0
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!
FAQs
How much does this docked boat cost compared to others in Stock Island?
The average price for a rental in Stock Island is £431 per night. This rental is £665 above the average.
Is parking included with this docked boat?
Yes, parking is listed as an 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?
Yes, a swimming pool is available for use at All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6. Enjoy the water!
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 8 amenities for this rental. This includes pool, air conditioner, kitchen or kitchenette, internet / wifi, and smoking allowed.
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