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May 14‑31, 2026 East‑Coast Historic Road‑Trip Itinerary

Viewed by 210 travelers

Day 1: Arrival in Washington, D.C.

Morning: Fly Allegiant Air from Knoxville to Dulles Airport. After landing, pick up your rental car and settle into a boutique hotel in the Capitol Hill area.

Afternoon: Take a leisurely walk to the National Archives to view the Constitution and the Bill of Rights, then head to the National Museum of American History for an immersive glimpse of the nation’s past.

Evening: Dine at a historic tavern on Pennsylvania Avenue and enjoy a sunset stroll along the illuminated National Mall.

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Day 2: Washington Museums & Memorials

Morning: Explore the National Air and Space Museum, followed by the Steven F. Udvar‑Hazy Center at Chantilly for its iconic aircraft collection.

Afternoon: Visit the International Spy Museum and the U.S. Postal Museum, then relax in the nearby Lincoln Memorial park.

Evening: Catch a performance at the Kennedy Center or enjoy a riverside dinner in Georgetown.

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Day 3: Gettysburg, Pennsylvania

Morning: Drive scenic Route 15 to Gettysburg National Military Park, avoiding the interstate. Stop at the visitor center for a quick briefing.

Afternoon: Join a guided tour of the battlefield, then visit the historic David Wills House, where Lincoln drafted the Gettysburg Address.

Evening: Overnight in a charming B&B in downtown Gettysburg, enjoying a ghost‑tour of the historic town.

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Day 4: Pennsylvania Amish Country

Morning: Take Route 30 through Lancaster County, stopping at an authentic Amish farm market for fresh baked goods.

Afternoon: Tour the Amish Village and ride a horse‑drawn buggy, then explore the Strasburg Rail Road historic steam train.

Evening: Dine on homemade Pennsylvania Dutch cuisine before heading to a countryside inn.

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Day 5: Delaware’s Coastal Charm

Morning: Drive the scenic By‑way 9 to Rehoboth Beach for a sunrise stroll on the boardwalk.

Afternoon: Visit the historic First State Heritage Park in Dover, then explore the Delaware Art Museum in Wilmington.

Evening: Sample fresh seafood at a waterfront restaurant in Lewes and stay overnight in a coastal inn.

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Day 6: Connecticut’s New England Heritage

Morning: Travel the scenic Route 7 to Old Saybrook and tour the Saybrook Lighthouse.

Afternoon: Continue to Mystic to explore the Mystic Seaport Museum and the historic Mystic River Bascule Bridge.

Evening: Enjoy a dinner of New England clam chowder in a historic tavern before staying at a boutique inn in Hartford.

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Day 7: Boston’s Freedom Trail

Morning: Arrive in Boston via the scenic Route 2, then begin the Freedom Trail at Boston Common, visiting the Massachusetts State House.

Afternoon: Follow the trail to the Old North Church, Paul Revere House, and the Old South Meeting House, learning about the Revolutionary era.

Evening: Dine on fresh seafood in the historic North End and spend the night in a historic hotel near the waterfront.

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Day 8: Salem & Plymouth Rock, Massachusetts

Morning: Drive the coastal Route 1A to Salem and explore the Salem Witch Museum and the House of the Seven Gables.

Afternoon: Continue to Plymouth to stand on Plymouth Rock and tour the Plimoth Patuxet Museums, immersing yourself in early colonial life.

Evening: Return to Boston for a relaxed dinner and overnight stay.

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Day 9: Ben & Jerry’s Headquarters, Vermont

Morning: Take the scenic Green Mountain By‑way (Route 100) to Waterbury, home of the Ben & Jerry’s factory.

Afternoon: Join the free factory tour, sample limited‑edition flavors, then explore nearby Cold Hollow Cider Mill for a taste of local produce.

Evening: Stay at a cozy inn in Stowe and enjoy a farm‑to‑table dinner featuring Vermont maple.

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Day 10: National Parks & Scenic Drives

Morning: Depart early for the Shenandoah National Park via Skyline Drive, stopping at overlooks for sunrise views over the Blue Ridge.

Afternoon: Hike a short section of the Appalachian Trail, then continue to the Great Smoky Mountains National Park on Route 64, enjoying the winding mountain roads.

Evening: Camp under the stars at a designated campsite or stay in a rustic lodge near Gatlinburg.

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Day 11: Niagara Falls, New York

Morning: Drive the scenic Route 17 through the Finger Lakes region, stopping at a local winery for a quick tasting.

Afternoon: Arrive at Niagara Falls State Park, take the Maid of the Mist boat tour, and walk the scenic Niagara Gorge Trail.

Evening: Enjoy dinner with a view of the illuminated falls and stay overnight in a hotel across the river.

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Day 12: Flight from Niagara Falls to St. Petersburg, Florida

Morning: Return the rental car at IAG Airport, check in for your flight, and board a direct flight to St. Petersburg.

Afternoon: Arrive in St. Petersburg, pick up a new rental, and explore the historic Fort De Soto Park and downtown waterfront.

Evening: Dine on fresh Gulf seafood and stay at a beachfront resort.

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Day 13: Chattanooga, Tennessee

Morning: Fly or drive (via scenic Route 27) to Chattanooga, checking into a downtown hotel.

Afternoon: Visit the Tennessee Aquarium and take the historic Lookout Mountain Incline Railway for panoramic views.

Evening: Enjoy a riverside dinner along the Tennessee River and reflect on the journey.

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Time and Cost Estimates

  • National Archives – 2 hrs – $0 (free entry)
  • National Museum of American History – 2 hrs – $0 (free entry)
  • National Air and Space Museum – 3 hrs – $0 (free entry)
  • Steven F. Udvar‑Hazy Center – 2 hrs – $30 (parking & shuttle)
  • International Spy Museum – 2 hrs – $25
  • U.S. Postal Museum – 1 hr – $0
  • Gettysburg National Military Park – 4 hrs – $30 (tour & entry)
  • Amish Village (Lancaster) – 3 hrs – $20 (tour & buggy ride)
  • Rehoboth Beach Boardwalk – 2 hrs – $0
  • First State Heritage Park – 2 hrs – $0
  • Mystic Seaport Museum – 3 hrs – $28
  • Freedom Trail (Boston) – 4 hrs – $0 (self‑guided)
  • Salem Witch Museum – 2 hrs – $12
  • Plymouth Rock & Plimoth Patuxet Museums – 3 hrs – $20
  • Ben & Jerry’s Factory Tour – 2 hrs – $0 (free, tasting extra)
  • Shenandoah Skyline Drive – 3 hrs – $15 (park fee)
  • Great Smoky Mountains National Park – 4 hrs – $0
  • Niagara Falls Maid of the Mist – 1 hr – $25
  • Fort De Soto Park – 2 hrs – $5 (parking)
  • Tennessee Aquarium – 3 hrs – $40
  • Lookout Mountain Incline Railway – 1 hr – $12
  • Rental Car (14 days) – – $850
  • Airfare (Knoxville‑Dulles, Niagara‑St Petersburg, return) – – $550
  • Accommodations (13 nights) – – $1,560
  • Food & Miscellaneous – – $800
  • Total Estimated Cost$3,305

Tips

To extend the trip, add an extra day in the Shenandoah and Great Smoky Mountains for longer hikes or a visit to the Blue Ridge Parkway. If you need to shorten the journey, skip the Connecticut leg and combine the Salem‑Plymouth day with Boston, or replace the St. Petersburg segment with a direct drive to Chattanooga, saving travel time and airfare.

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