The annual Annapolis Boat Show is a favorite.  Not only fine boats, but great food, and interesting seminars.

http://www.annapolisboatshows.com/united-states-sailboat-show/

United States Sailboat Show
City Dock, Annapolis, Maryland

Thursday, October 5, 2017 (VIP Day)
10:00am - 6:00pm

Friday, October 6, 2017
10:00am - 6:30pm

Saturday, October 7, 2017
10:00am - 6:30pm

Sunday, October 8, 2017
10:00am - 6:30pm

Monday, October 9, 2017
10:00am - 5:00pm
 

TICKET PRICES
VIP Preview Day - $35
VIP Preview Day + Additional Day - $48
Adult One Day - $18
Adult Two Day Combo - $31
Children - $5 (6 & under FREE)