Chincoteague to Mt. Pleasant Road Trip Itinerary March 29-30 2026

Dover, DE to Breezewood, PA · Sunday, March 29, 2026

Coastal Drive and Historic Thrills

8:00 AM:

Start the day in Chincoteague with a quick and delicious breakfast at Sandy Pony Donut Shop, known for custom-made donuts that provide the perfect sugar rush for the road.

9:00 AM:

Head just a few minutes north to the NASA Wallops Flight Facility Visitor Center where the boys can see real rockets and learn about the active launch pads located right on the Virginia coast.

10:30 AM:

Arrive at the Air Mobility Command Museum in Dover, an impressive site located on the Dover Air Force Base that allows visitors to walk inside massive vintage cargo planes and tankers.

11:30 AM:

Before jumping onto the highway toward Pennsylvania, grab a legendary lunch at Helen's Sausage House in Smyrna, a local favorite famous for its massive and savory pork sausage sandwiches.

1:00 PM:

Head into White Marsh for an adrenaline-fueled break at Autobahn Indoor Speedway & Events, where the boys can race high-speed electric go-karts on a professional-style track.

3:00 PM:

Continue west to Frederick to visit Spinners Pinball Arcade, a retro-themed destination featuring over 100 pinball machines and classic arcade games that are perfect for competitive fun.

4:30 PM:

Take a quick detour to explore the underground world of Crystal Grottoes Caverns in Boonsboro, which is Maryland's only show cave and filled with fascinating limestone formations.

6:00 PM:

Head into nearby Hagerstown for a hearty dinner at Foster's Grille, a casual spot perfect for teens that is famous for its massive, fresh-pressed 'Charburgers' and heaps of hand-cut fries.

7:30 PM:

Before the final drive of the night, stop at Tilt Studio inside the Valley Mall for some high-energy fun featuring laser tag, black-light mini-golf, and a huge selection of modern arcade games.

9:00 PM:

Arrive in the famous neon-lit corridor of Breezewood and make a mandatory stop at the legendary Sheetz, a Pennsylvania staple where the boys can use the touchscreens to order late-night snacks or milkshakes.

10:00 PM:

Check into the Holiday Inn Express Breezewood or the Quality Inn Breeze Manor to get some rest after a long day of coastal and cavern exploration.

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DuBois, PA to Mt. Pleasant, MI · Monday, March 30, 2026

Pennsylvania Roadside Gems and Michigan Arrival

8:00 AM:

Fuel up for the day at the DuBois Diner, a classic local landmark where the boys can dive into a massive 'Trucker's Breakfast' in a fun, retro atmosphere.

9:00 AM:

Take a short 25-minute detour south to Gobbler's Knob in Punxsutawney to visit the home of the world-famous groundhog, Punxsutawney Phil, and see the site of the legendary February 2nd ceremony.

10:30 AM:

Head back toward the main route and stop at Daffin's Candies in Sharon, billed as the World's Largest Candy Store, which features incredible life-sized animals made entirely of chocolate.

11:30 AM:

Before crossing into Ohio, make a quick stop at the Quaker Steak & Lube flagship location in Sharon to see the original 'Best Wings USA' restaurant that is decked out with vintage cars and motorcycles hanging from the ceiling.

1:00 PM:

Cross into Ohio and pull into Swensons Drive-In in Akron for a classic lunch experience where runners bring the famous Galley Boy burgers directly to the car.

2:30 PM:

Head to Imagination Station in Toledo, an interactive science center where the boys can test their nerves on the High-Wire Cycle or explore the Extreme Scientists exhibits.

4:00 PM:

Make a quick stop at the National Museum of the Great Lakes in Toledo to see the massive Col. James M. Schoonmaker Museum Ship docked right on the river.

5:30 PM:

Cross the border into Michigan and explore Cabela's in Dundee, a massive outdoor superstore that features a 12,000-gallon Freshwater Aquarium and a towering Mountain of Taxidermy.

6:30 PM:

Pull into Ann Arbor for dinner at Krazy Jim's Blimpy Burger, a legendary spot where the boys can customize their own burger stacks and experience the famous 'sliding tray' service.

7:30 PM:

Walk over to Pinball Pete's, a massive underground arcade on the University of Michigan campus that offers a high-energy environment filled with classic pinball, racing sims, and air hockey.

9:00 PM:

Head north to Okemos for some high-speed thrills at High Caliber Karting & Entertainment, which features professional-grade electric go-karts and competitive arcade games.

10:30 PM:

Complete the final leg to Mt. Pleasant and grab a late-night snack at Cops & Doughnuts - Central Michigan Precinct, a unique bakery founded by police officers that offers hilarious themed snacks 24/7.

11:00 PM:

Check into the Courtyard by Marriott Mt. Pleasant at Central Michigan University to unwind and relax after a full day of travel and competitive fun.

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