Annapolis is about 25-30 minutes from Kent Island and is the capital of Maryland. There are a lot of fun things to do including, checking out the Naval Academy, going out on the water, or walking around the downtown area (food/shops).
St. Michaels is about an hour drive from Kent Island and similar to Annapolis, has wonderful dining, entertainment, and beautiful waterfront views!
The Queenstown Premium Outlets are about 20 minutes away from Kent Island.
Cascia Vineyards grows 12 acres of premium wine varietals on Kent Island on Maryland’s Eastern Shore. Cascia Vineyards is a unique family run waterfront winery. They produce hand-crafted premium red and white wines, as well as dessert wines, from vinifera and native varietals, grown in their vineyard. Their waterfront winery and event facility provides an extraordinary opportunity to experience the best that Queen Anne’s County has to offer.