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Page 2 of 3 • 51 listings
53
Annapolis
Maryland
7
Selby-on-the-Bay
Maryland
117
Washington
District of Columbia
30
Arlington
Virginia
8
Oxon Hill
Maryland
14
Fort Washington
Maryland
165
Potomac River
United States
9
Cape May
New Jersey
9
Wildwood
New Jersey
8
Lake Anna
Virginia
209
Chesapeake Bay
United States
7
Richmond
Virginia
8
Long Beach Island
New Jersey
18
Toms River
New Jersey
12
Brick
New Jersey
17
Brielle
New Jersey
13
Keyport
New Jersey
8
Belmar
New Jersey
LM
Liz
Welcome Aboard Optimystic! Create a beautiful memory on the water.
Charles was an outstanding guide. Before the outing (which was a birthday gift for my fiancé) he even offered to pick up a cake so that it could be a surprise. He and his wife made us feel at home right away as if we were out just sailing with friends. It was a gorgeous late afternoon / sunset sail with the option of swimming and cooking on the boat. We didn't rush back. Riding on the bow was so relaxing. He took time explaining sailing tips to my fiancé and let him drive the boat for awhile. Communication was clear. We'd love to book again with Charles and Renee!

Elisabeth
Welcome Aboard Optimystic! Create a beautiful memory on the water.
Charles & Renee were amazing! We booked last minute and enjoyed an awesome afternoon on The Optimystic in Chesapeake Bay!! We can’t wait to sail again!! Charles is an excellent Captain and host. A good teacher as well! Have an awesome winter!! See you in the Spring!! Charlie, Beth and Sam (Class of 2026) ⚓️⚓️⚓️
SL
Sara
Fishing Charter in Pasadena, Maryland
David and Al were amazing! They were very patient with our group of 4 kids and 2 adults and helped us find the much sought after striped bass. They made the day super easy and relaxed for our family and even educated us on some of the local happenings on the water. Would and WILL definitely book again in the future!
LW
Lyndon
Fishing Charter in Pasadena, Maryland
Amazing Experience! Captain David was excellent, very accommodating and knowledgeable. He took us out and we caught fish. We had a great time and got back safe. Cant ask for a better experience. I will definitely repeat and recommend his service. Thank you again Captain David!
DW
Denzel
Cruise The Annapolis Area Chesapeake on a Classic 46’ Downeast – Up to 25 Guests
Amazing host and experience. Will definitely do this again
JC
Jamie
Fishing Charter in Pasadena, Maryland
Captain Dave is outstanding and he is absolute 💯 🔥 on the water. Thank you for hospitality and providing my son the experience of a lifetime. You didn't have to be this awesome, but my son, will never forget! Salute