Title: All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6 Reviews, Deals & Photos 2026 - Expedia [See all properties](http://www.expedia.com/Hotel-Search?regionId=1187&destination=Key+West%2C+Florida%2C+United+States+of+America&selected=71641916&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire house boat # All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6 ## Photo gallery for All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6 ![Marina - All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6 (Key West)](https://images.trvl-media.com/lodging/72000000/71650000/71642000/71641916/543280ed.jpg?impolicy=resizecrop&rw=598&ra=fit) ![3 bedrooms, WiFi, bed sheets - All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6 (Key West)](https://images.trvl-media.com/lodging/72000000/71650000/71642000/71641916/1fececad.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, oven, stovetop, coffee/tea maker - All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6 (Key West)](https://images.trvl-media.com/lodging/72000000/71650000/71642000/71641916/348be6a4.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Miscellaneous - All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6 (Key West)](https://images.trvl-media.com/lodging/72000000/71650000/71642000/71641916/c2567fce.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6 (Key West)](https://images.trvl-media.com/lodging/72000000/71650000/71642000/71641916/a1d93b0c.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Sail the crystal-clear waters of Key West aboard The Thirsty Lady, your private sailboat for up to 6 people. Each night, dock at upscale 5-star marinas with pools, restaurants and bars. Enjoy a sunset sail on arrival and explore the reef on full-day sails with Captain Pat's expertise. ## Reviews 10 Exceptional ### Entire house boat 3 bedrooms3 bathroomsSleeps 6 ## Popular amenities - Kitchen - Air conditioning - Gym - Outdoor Space - Parking available ## Add dates for prices Check-in Check-out Travelers ## About this property ### All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6 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. ## Property amenities ### Pool/Spa - Communal pool ### Internet - Available in the accommodation: WiFi ### Parking and transportation - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Kitchenette - Oven - Refrigerator - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - 3 bedrooms - Bedsheets provided ### Bathroom - 2.5 bathrooms - Soap - Toilet paper - Towels provided ### Living spaces - Dining table ### Entertainment - Stereo ### Outdoor areas - Patio ### Comfort - Air conditioning ### Pets - No pets allowed ### Suitability/Accessibility - Designated smoking areas ### Location highlights - Near the ocean - On the waterfront ### Things to do - Gym - Motor boating nearby ### Safety features - 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) ## Similar properties ![Terrace/patio](https://images.trvl-media.com/lodging/24000000/23600000/23592700/23592682/633ff310.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Luxury Waterfront at Galion Resort in Old Town Key West Historic District - 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Elegant 40' Yacht in 5-Star Resort Stock Island - Pool - Kitchen - Washer - Dryer 10 Exceptional 3 reviews [](https://www.expedia.com/Hotel-Search?startDate=2026-04-06&endDate=2026-04-07&selected=115107512&PinnedHotelID=115107512&HadPinnedHotel=true®ionId=-1&adults=2) [Compare similar properties](/Hotel-Search?startDate=2026-04-06&endDate=2026-04-07&selected=71641916&PinnedHotelID=71641916&HadPinnedHotel=true®ionId=-1&adults=2&comparePropertyIds=71641916,23592682,109003158,109003138,109003131) ## Policies ### Check-in Check-in time starts at 4:00 PM ### Check-out Check-out before 11:00 AM ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions Information provided by the property may be translated using automated translation tools ### Pets Pets not allowed ### Children and extra beds Children are welcome ### Events Events allowed: family gatherings and birthday parties ### Smoking Smoking allowed: in designated areas ## Important information ### You need to know Extra-person charges may apply and vary depending on property policy Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed Parties and events (including family gatherings and birthday parties) are allowed on site; maximum attendees: 6 Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip Host has not indicated whether there is a smoke detector on the property This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation ## About the neighborhood 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 Smathers Beach and Florida Keys Beaches. Key West Tropical Forest and Botanical Garden and Sails To Rails Museum at Flagler Station are also worth visiting. Take an opportunity to explore the area for water adventures such as motor boating. [Visit our Key West travel guide](https://www.expedia.com/Key-West.dx1187) [View more Houseboats in Key West](https://www.expedia.com/Key-West-Houseboats.d1187-aaHouseboats.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6¢er=24.563786,-81.7334&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:wn%7DtCvpzqN%3FQ%3FQ%40O%3FQ%40O%3FQ%40O%40Q%40OBQ%40QBOBQ%40OBOBQDMBQDOBQDMDQDMDQDMFODOFMDOFMFOFMFOHKFOHMHMFMHKHMHKJMHKHMJKHKJKJIJKJKJIJKJIJILIJILGJILILGJINGJELGNGLGLELGLENELENCLENELCNCLCNCNALCNANCNANAL%3FNANAN%3FNAL%3FN%3FN%40N%3FN%40N%40L%3FN%40N%40NBN%40LBN%40NBLBNBLBNDLDNBLDNDLDLFLDLFNFLFJDNFJHLFLHJHLFJHLHJHJJJHJHJJJJJHJJHJJJHLHJJLHJHLHJFLHLHLFNHJFNFLFNFLDNFLDNFNDNDNDLDPDLBPDNBPDLBPBN%40NBPBN%40PBP%40N%40P%40N%3FP%40N%3FP%40N%3FP%3FP%3FN%3FPAP%3FNAP%3FPANANAPCNAPCPCNAPCNCNENCNEPCNENENENELEPGLENGNELGNGNGJGNILGNIJILGLILIJILKJILIJKJIJKJKJKJKHKJKHKHKJMHKFMHKHMFMHKFOFKFMFOFMDMFMDMDODMDODMDOBMBODM%40OBOBMBO%40OBO%3FO%40M%40O%40O%3FO%3FO%40O%3FM%3FOAO%3FO%3FOAMAOAO%3FOCOAMCOCOCMAOEMCOCMEOEMEOEMEMEMGMEOGMGKGOGKGMIMGKIMIKGMIKKKGKKKKKIKKKKKKIKKKIKIMKKIMIKIMGMIMIKGOIMGOGKGOGOEMGOEOGMEOEOEOEOEOCOEQCOEOCOCOAQCOCQAQCOAQAOAO%3FQAQ%3FOAQ%3FQ%3FO&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=h-jPTKQzmnV0DewTFSuSbyYt3d0=) Key West, FL ### What's nearby - ![#TroveOn A couple miles north of Key West, on the right is Boca Chica Rd, follow that road as far as you can and you'll get to the beach at Geiger Key. The road comes to an abrupt stop, the rest of it was destroyed in a hurricane years ago but you can park there and walk out. The beach is secluded and quiet, except when the Navy is holding flight practices. The planes are so close, you can see the pilots!](https://images.trvl-media.com/place/553248635976481245/e66923bb-4dc7-449a-bbc6-f6b5c57b69c9.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Key West Naval Station 3 min walk \- 0.2 miles - ![S2KBYX](https://images.trvl-media.com/place/6184527/e41320c9-13b3-49ef-aee1-b36c8c0f050a.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Stock Island Yacht Club & Marina 6 min walk \- 0.4 miles - ![A view of the lake and palm trees at the Key West Golf Club on a sunny summer day., Shutterstock ID 754241317, Purchase Order: Wave 0 First Batch, Order Number: , Client/Licensee: Hotels.com / BEX, Ot](https://images.trvl-media.com/place/6163814/2d287966-08fe-4190-a9f9-e2a6fd753caa.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Key West Golf Club 2 min drive \- 1.3 miles - ![D1P59F Florida Key West Florida Keys Key West Tropical Forest & and Botanical Garden frost-free nature trail](https://images.trvl-media.com/place/553248621532652302/ff90846c-80b3-4135-908b-f5dbc55ba1f1.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Key West Tropical Forest and Botanical Garden 4 min drive \- 1.9 miles - ![Duval Street featuring signage](https://images.trvl-media.com/place/6068616/5997ee0c-eca4-415b-b051-99f4d38fbc11.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Duval Street 16 min drive \- 6.0 miles ### Getting around - Key West Intl. Airport (EYW) 8 min drive ### Restaurants - Hogfish Bar & Grill 3 min drive - El Siboney Stock Island 3 min drive - El Mocho's 15 min walk - Bad Boy Taqueria & Tequila 4 min drive - American Legion 6 min drive ## Frequently asked questions ### Is All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6 pet-friendly? ### How much is parking? ### What time is check-in at All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6? ### What time is check-out at All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6? ### Where is All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6 located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6 Reviews ## Reviews ### Exceptional All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative. [More information](https://www.expedia.com/lp/b/content-guidelines) 10 - Excellent 13 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10 Cleanliness ### 10 Location ## Reviews Verified ### 10/10 Excellent #### Kristina W. Oct 12, 2025 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! ##### Kristina W. Stayed 2 nights in Oct 2025 Verified ### 10/10 Excellent #### Kevin K. Apr 18, 2024 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. ##### Kevin K. Stayed 3 nights in Apr 2024 Verified ### 10/10 Excellent #### Justin I. Dec 24, 2024 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. ##### Justin I. Stayed 2 nights in Dec 2024 Verified ### 10/10 Excellent #### Matthew S. Nov 18, 2024 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! ##### Matthew S. Stayed 3 nights in Nov 2024 Verified ### 10/10 Excellent #### Michael F. Nov 20, 2025 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. ##### Michael F. Stayed 2 nights in Nov 2025 Verified ### 10/10 Excellent #### Sara P. Nov 1, 2021 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! ##### Sara P. Stayed 2 nights in Oct 2021 Verified ### 10/10 Excellent #### Genevieve G. Apr 9, 2023 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!! ##### Genevieve G. Stayed 3 nights in Apr 2023 Verified ### 10/10 Excellent #### Michael C. Dec 23, 2022 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. ##### Michael C. Stayed 2 nights in Dec 2022 Verified ### 10/10 Excellent #### Cary L. Nov 15, 2022 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! ##### Cary L. Stayed 3 nights in Nov 2022 Verified ### 10/10 Excellent #### Jaime W. Apr 7, 2022 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. ##### Jaime W. Stayed 3 nights in Apr 2022 Verified ### 10/10 Excellent #### rob c. Feb 17, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Flawless Hospitality A great way to see Key West. Captain Pat and PJ were perfect hosts! ##### rob c. Stayed 4 nights in Feb 2022 Verified ### 10/10 Excellent #### Katie P. Jan 12, 2022 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! ##### Katie P. Stayed 2 nights in Dec 2021 Verified ### 10/10 Excellent #### Cassandra J. Dec 18, 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Best trip ever!! ā˜€ļøā›µļøāš“ļø 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! ##### Cassandra J. 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