From Seaside to Bayside: the Eastern Shore of Virginia in Four Days

Share in the secrets of this rural peninsula tucked between the broad waters of the Chesapeake Bay and the great Atlantic Ocean. The Eastern Shore specializes in “Boutique Tours”. Intimate tours allow your group to revel in scenic beauty and relax where island ponies run free.  Discover hidden hamlets and a vital arts community.  “Drink in” the Eastern Shore at its wineries and taste the bay’s bounty with fresh from the tides seafood.  

Seaside to Bayside: “You’ll Love Our Nature”    

Day One: Kayaking is easy for all ages and the perfect way to explore serene waters. Experienced eco-tour operators will take your group where only the dolphins and birds play. Later, meander through historic small towns, shop local art and antiques, maybe lunch at a former 1920s men’s haberdashery in Cape Charles.  Stay on the bay-side in lodges a gull’s cry from quiet beaches, fishing pier, bike and hiking trails.  

Day Two: Swing a club, raise a glass. Bay Creek Resort and Club boasts multi-award-winning golf courses: twin breath-taking Jack Nicholas and Arnold Palmer courses along the Chesapeake Bay. Hit the happy wine trail.  Three picturesque vineyards offer tastings and the county’s only kayak-winery tour.

Day Three: Travel to the Colonial port of beautiful Onancock. Perhaps take a ferry to one of the last remaining working watermen’s hamlets, Tangier Island.

Day Four: Island Time! Share undeveloped beaches with the famed Chincoteague Ponies at the Chincoteague National Wildlife Refuge. Climb the Assateague Lighthouse or bike the charming town. It’s a perfect way to work up an appetite for fresh from the docks seafood.  Finish with a sweet “night cap” at nostalgic ice cream parlors.