The Eastern Shore of Maryland Weekend Beach Tour

From USD $450.00
  • Duration: 2 Days (approx.)
  • Location: Lexington, VA
  • Product code: PV1Q4G

Day 1: Annapolis to St. Michaels

Morning:

  1. Departure from Annapolis:

    • Start your ride from Annapolis, MD around 9:00 AM.
    • Take US-50 E/US-301 N and cross the Chesapeake Bay Bridge.
  2. Chesapeake Bay Bridge:

    • Enjoy the stunning views as you cross the 4.3-mile bridge.
    • Continue on US-50 E.
  3. Stop in Kent Island:

    • Arrive at Kent Island around 10:00 AM.
    • Visit Matapeake Beach for a quick break and scenic views of the Chesapeake Bay.

Midday:
4. Ride to Easton:

  • Depart Kent Island around 11:00 AM and continue on US-50 E to Easton, MD.
  • Arrive in Easton around 11:45 AM.
  1. Lunch in Easton:
    • Have lunch at a local eatery like Out of the Fire or Doc's Downtown Grille.
    • Explore the charming downtown area, with its shops and historic sites.

Afternoon:
6. Ride to St. Michaels:

  • Depart Easton around 1:30 PM and take MD-33 W to St. Michaels, MD.
  • Arrive in St. Michaels around 2:00 PM.
  1. Explore St. Michaels:
    • Check into your accommodation (consider the Inn at Perry Cabin or a local B&B).
    • Visit the Chesapeake Bay Maritime Museum.
    • Stroll through the historic streets and browse local shops.

Evening:
8. Dinner in St. Michaels:

  • Have dinner at a waterfront restaurant like The Crab Claw or 208 Talbot.
  • Enjoy a relaxing evening by the water.

Overnight:

  • Stay overnight in St. Michaels.

Day 2: St. Michaels to Annapolis

Morning:

  1. Breakfast in St. Michaels:

    • Enjoy breakfast at your accommodation or a local café like Blue Heron Coffee.
    • Depart St. Michaels around 9:00 AM.
  2. Ride to Oxford:

    • Take MD-333 E to Oxford, MD, arriving around 9:30 AM.
    • Take the Oxford-Bellevue Ferry (one of the oldest privately-operated ferries in the U.S.) across the Tred Avon River to Bellevue.
  3. Ride to Cambridge:

    • After the ferry, ride to Cambridge, MD, arriving around 10:15 AM.
    • Visit the Harriet Tubman Museum & Educational Center.

Midday:
4. Lunch in Cambridge:

  • Have lunch at a local spot like Jimmie & Sook's Raw Bar and Grill.
  • Explore the historic downtown area.

Afternoon:
5. Ride to Tilghman Island:

  • Depart Cambridge around 1:00 PM and take MD-343 W and MD-33 W to Tilghman Island, MD.
  • Arrive at Tilghman Island around 2:00 PM.
  1. Explore Tilghman Island:
    • Visit the Tilghman Watermen’s Museum and Knapps Narrows Bridge.
    • Enjoy the scenic views and maritime heritage.

Evening:
7. Return to Annapolis:

  • Depart Tilghman Island around 3:30 PM and take MD-33 E and US-50 W back to Annapolis.
  • Arrive in Annapolis around 5:00 PM.
  1. Dinner in Annapolis:
    • Conclude your trip with dinner in Annapolis at a local favorite like Chick & Ruth's Delly or Carrol's Creek Cafe.

End of Trip:

  • Enjoy a relaxing evening in Annapolis or head home.