Here’s what guests have said after staying and sailing aboard Thirsty Lady.

★★★★★

This was the best place we’ve ever stayed at and we travel quite a bit. Everyone involved is so nice, helpful and the private sails were amazing. Captain Pat and PJ were so fun to sail with. They have so much patience explaining how it all works and have no problem answering all of our questions about it in terms that you can understand. They made the trip so much better than we expected. The marinas that you stay at are both really nice. The first one has several pools and is nice and relaxing and the second one is super convenient to everything downtown. They have this set up perfectly. The sailboat itself is surprisingly very comfortable and has more space than I expected not to mention it is immaculately clean. We will for sure be coming back and staying in the near future.

Rebekah · October 2026 · Stayed a few nights

★★★★★

Absolutely Loved our stay on the Thirsty Lady! Captain Pat and Captain PJ were absolutely amazing. Friendly, kind and so knowledgeable. They were both exceptional with our young children as well. They truly made you feel like you were part of their family. The marinas and the amenities were so much more than you could expect or ask for. The boat itself was very comfortable to stay in and had a very good working nice AC for comfortable sleeping. This was an amazing experience for us and our four kids ages 12, 9, 8 and 7. I would book this again and again! 10 STARS all the way!!!

Kristina · Laramie, Wyoming · April 2026 · Stayed with kids

★★★★★

Amazing stay and sail experience. Felt like a mini VIP cruise. Turn-key easy vacation. We went as a family of 5 to celebrate two of our kids’ birthdays, and it was so perfect. The very attentive and personal crew made sure we were safe and having a great time. They gave spot on recommendations that helped get the most of our time on land. The living space and sleeping quarters were super comfy. We slept like babies, waking up in a different lux Resort Marina every day with access to pools, amenities, spas, restaurants and more. Even though we planned to cook onboard in the galley, we ended up eating at local restaurants every day because Captain Pat’s suggestions were just insanely too good! When we took to sailing, we realized just how good we had it with such a special vessel and very experienced expert crew. The snorkeling spots were fantastic as we were escorted to very lively reefs all to ourselves. There is so much more I can share, but there is no more room in this box.

Andrew · Miami, Florida · March 2026 · Stayed with kids

★★★★★

Magical place to stay as a water sports person right at great Marinas in Key West! Loved all of the hosts and felt like part of the family during our brief trip. If you are looking for something different than your run of the mill hotel with a bit of adventure, you’ll love this one.

Todd · Lone Tree, Colorado · March 2026 · Stayed with kids

★★★★★

We had a great time with Captain Pat, PJ and Stephanie. It was a unique adventure. The boat was accurately described. The marinas very nice and the snorkeling fabulous.

Martha · March 2026 · Stayed a few nights

★★★★★

Captain Pat and his son PJ were amazing guides and felt like old friends from the beginning. They kept us very safe. Stephanie was extremely helpful and accommodating with check in and check out. I would highly recommend this once in a lifetime experience.

Ed · Washington, D.C. · February 2026 · Stayed a few nights

★★★★★

The whole family had a great time in Key West. This was a unique and memorable stay we will never forget. The boat was clean, well cared for, and had plenty of space for our family of 5.

Stephanie arranged for our boat to stay overnight in 2 different resorts- each had great pool and food options. Our first night at the marina even had manatee, tarpon and several nurse sharks right under the boat (which was a hit with the kids). We also enjoyed paddle boarding and kayaks which were all included at the resort.

Captain Pat and PJ were great. They were knowledgeable, flexible and great with the kids. They took the time to talk through some of the basics of sailing while we were out on the water which really got the kids engaged and excited about sailing.

Captain Pat, PJ and Stephanie went above and beyond to ensure we could squeeze in an amazing snorkel day despite shifting weather and high winds.

We will definitely be back.

Bart · December 2025 · Stayed with kids

★★★★★

Hands down the best part of our Key West trip. The sailing wasn’t just a quick add-on… it was the real deal. Captain Pat and Captain PJ are amazing. We had a blast hanging out with them on the water. Great music, cool stories about the keys, and some fascinating chats about life on and off the islands.

When we weren’t out sailing, having access to the resort was a game changer. It’s a really nice area to hang out in during downtime with a great pool, poolside bar service, and clean showers (which is a huge plus).

Also want to call out Steph who was super helpful and easy to communicate with on the admin side.

If you’re looking for a unique stay with a great vibe, definitely book this.

Thanks for the memories, guys!

Todd · Avon, Connecticut · November 2025 · Stayed a few nights

★★★★★

Great adventure! We traveled with our kids and had a great time. The hosts are incredibly helpful and friendly, which makes everything even better. They seem to enjoy having guests and making sure everyone has a good time. I found this to be exactly as described by the host. Definitely worth it!

Andres · Miami, Florida · March 2025 · Stayed with kids

★★★★★

Sailboat life was fun and new! It was great to stay in different marinas. Captain Pat and PJ were amazing!

Lori · Saint Michael, Minnesota · March 2025 · Stayed with kids

★★★★★

No better way to experience Key West than on the Thirsty Lady. The vessel is very comfortable for 6 adults. With 3 staterooms and three separate toilets this sailboat is ideal for a long weekend or longer. The Marinas where we docked are 5 Star all the way. The Marinas include great restaurants, live music, heated pools and 1st class bathhouses for use while moored for the night. Captain Pat and his 1st Mate (PJ) are experienced sailors that know the waters around Key West. They are also a wealth of knowledge about the history of Key West and places to see while visiting this paradise.

Sailing the Thirsty Lady is a must for anyone that wants to experience a truly unique vacation experience in one of the most beautiful places in the United States. We will be sailing again with Captain Pat, PJ & Stephanie in the near future.

Robert · Orlando, Florida · January 2023 · Group trip

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