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Charm of Maryland: A 5-Day Journey

Viewed by 71 travelers
Day 1 · Wed, Nov 22
Annapolis, MD · Wednesday, November 22, 2023

Exploring Annapolis

  • Maryland State House ($5 · 2 hours)
  • US Naval Academy Museum ($10 · 1.5 hours)

Morning:

Begin your day with a visit to the Maryland State House, a stunning architectural gem. Explore the US Naval Academy Museum, steeped in maritime history.

Afternoon:

Stroll through the vibrant art galleries in the Arts District. Stop by the Annapolis Maritime Museum to learn about the region's rich maritime heritage.

Evening:

Enjoy a seafood feast at an iconic waterfront restaurant, savoring the local catch of the day.

Annapolis → Catoctin Mountain Park
Day 2 · Thu, Nov 23
Catoctin Mountain Park, MD · Thursday, November 23, 2023

Hiking in Catoctin Mountain Park

  • Hike to Cunningham Falls (Free · 3 hours)
  • Flying Dog Brewery Tour ($15 · 1.5 hours)

Morning:

Embark on a scenic hike to Cunningham Falls, a tranquil waterfall surrounded by breathtaking fall foliage.

Afternoon:

Discover the art of craft beer making with a guided tour and tasting at the renowned Flying Dog Brewery.

Evening:

Indulge in delectable pub fare and locally brewed beverages in a charming gastropub.

Catoctin Mountain Park → Harpers Ferry
Day 3 · Fri, Nov 24
Harpers Ferry, WV · Friday, November 24, 2023

Historical Heritage at Harpers Ferry

  • John Brown Museum ($8 · 1.5 hours)
  • Whitewater Tubing ($40 · 3 hours)

Morning:

Explore the rich history of Harpers Ferry, with a visit to the John Brown Museum and a walk through the picturesque Lower Town.

Afternoon:

Embark on an exciting whitewater tubing trip along the Potomac and Shenandoah Rivers, surrounded by stunning autumn scenery.

Evening:

Dine at a historic inn offering traditional Appalachian cuisine in an enchanting ambiance.

Harpers Ferry → Chesapeake Bay
Day 4 · Sat, Nov 25
Chesapeake Bay, MD · Saturday, November 25, 2023

Exploring the Chesapeake Bay

  • Chesapeake Bay Cruise ($30 · 2.5 hours)
  • Seafood Lunch ($25 · 1 hour)

Morning:

Embark on a captivating cruise along the Chesapeake Bay, learning about the region's marine biodiversity and rich cultural heritage.

Afternoon:

Indulge in a sumptuous seafood lunch at a charming waterfront eatery, savoring fresh local delicacies.

Evening:

Engage in a guided walking tour through the historic streets of a Chesapeake Bay town, uncovering its intriguing past.

Chesapeake Bay → Assateague Island
Day 5 · Sun, Nov 26
Assateague Island, MD · Sunday, November 26, 2023

Unwinding in Assateague Island

  • Beach Relaxation (Free · 3 hours)
  • Kayaking Tour ($40 · 2 hours)

Morning:

Relax on the pristine beaches of Assateague Island, observing the wild horses and enjoying the tranquility of the coastal landscape.

Afternoon:

Embark on a guided kayaking adventure, exploring the picturesque waterways and encountering diverse coastal wildlife.

Evening:

End the day with a magical beachfront bonfire, toasting marshmallows and stargazing by the ocean.

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