“Dauntless” is a stunning boat. Judy & Jim are super hosts and all their meals are fun and healthy. They will make your vacation in the warm Caribbean a lifetime experience!

We booked a cruise in the Chesapeake Bay with Sail Dauntless! We explored Annapolis and St. Michael – amazing 18th century seaport towns with quaint shops and bistros. The sail across the bay was smooth and stable, even with a strong wind that day.

The on-board amenities were fabulous. We had a large stateroom with a private head. Showers were nice and hot! Snacks and beverages were healthy and delicious, served al fresco or in the large dining area. We enjoyed being underway just as much. Nothing beats a sunny day out on the bay, or enjoying a glass of wine overlooking starlit seas at night. We are already booking our next trip to the Caribbean and can’t wait to go back!

What a great time! We thoroughly enjoyed our stay on the Dauntless. We were served fabulous food all week- creative and elegant, and a couple of nights were directed to some great restaurants in Annapolis. Judy and Jim were great hosts- a lot of fun and engaging, but also gave us time to just enjoy our private time.

I haven’t been on such a relaxing (and invigorating- as we sailed around the Chesapeake- quite exciting too!) vacation in a long time. It was: kick back and enjoy from the minute we stepped on and stowed our bags neatly in our cabin.

Everything was clean and tidy, leaving plenty of room to move around freely. Thanks!🐟🐠

Great family dinner and cruise celebrating my mothers birthday! Jim and Judy were wonderful hosts! My parents had a wonderful time spending the night on the boat!

We had a date night at the dock, and it was GREAT! Judy and Jim made us feel special and well accomodated. They took us out on a little ride on the Chesapeake, then cooked us a yummy dinner. The room we slept in rocked! A very enjoyable little sojorn- I definitely recommend them.

Great cruise on the Chesapeake. Hosts and crew Jim and Judy were fabulous. The boat is spacious and accommodating for up to six guests. Everything was perfect, and so was the weather!

What a beautiful evening we had! Food was perfect, the host and hostess are wonderful!

The owners of Sail Dauntless, Jim and Judy Brown are the very best hosts! The boat is beautiful! We had an absolutely lovely day aboard their boat and were served amazing gourmet food. We highly recommend and can’t wait til next time!