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Page 2 of 39 • 914 listings
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Chesapeake Bay
United States

Doug
Charter this beautiful Catalina from Milwaukee, WI - Captain Included
Patrik did a great job getting us out on the water. There was a storm coming in and we had to cut the sail a little short but the winds did not disappoint. Great tour of the harbor and the city skyline. Patrik let us take the helm and experience sailing on the lake. Wish we had more time but better to be safe and dry.
SF
Sierra
38-ft Hunter 376 Sailing Adventure in Annapolis
Captain Alberto and Grace were incredibly welcoming and accommodating during our time on their boat. Captain Alberto taught us all about sailing and we really enjoyed being involved with helping sail the boat. My friend group had such a great time; would recommend! We will definitely be back!

Kimberly
Enjoy cruising the Montego Bay coastline In a 46 feet Searay yacht
It was such a pleasure meeting Dedrick in person. Very kind. Shadika and crew were phenomenal!! I reserved this yacht for my 50th birthday celebration,and the crew went above and beyond to ensure that this was an unforgettable experience! From food (wings were BOMB), to drink, fruit, and attentiveness, everything was great! You can’t go wrong with Deidrick and crew!
CF
Carlos
Charter Sailboat Cruiser Motorsail Yacht, in Stamford, Connecticut
Captain Marco was absolutely amazing! He was incredibly attentive to our entire group throughout our birthday party celebration and truly went above and beyond. His energy and hospitality made it such a special and memorable day for all of us. We would definitely recommend him to anyone looking for a perfect day on the water and we are already planning our future boat adventures with him!
RM
Richard
38-ft Hunter 376 Sailing Adventure in Annapolis
Capt. Alberto and his wife were awesome hosts! They were totally flexible about our schedule and it was great to hear about his prior sailing experiences. It was great to be with such an experienced host! We will definitely book with them in the future!!
MK
Michael
38-ft Hunter 376 Sailing Adventure in Annapolis
Capt Alberto is great. Very knowledgeable and very pleasant. He lets you participate in manning the boat as much as you want and is especially good and introducing new sailors to the glorious activity. Highly recommend!