Depart Brillion around 11:00 AM for the roughly 6½–7½-hour drive to Fort Wayne, following US-41, I-43, I-94, and I-69. This is a long first leg, so plan one fuel stop in Wisconsin or northern Indiana and a proper meal break rather than trying to push straight through. Traffic should be manageable, though construction and slower sections are possible around Milwaukee, Chicago’s southern outskirts, and the Indiana Toll Road connections. Your route may involve tolls depending on the exact navigation choice; keep a card or electronic payment ready. On arrival, check into your Fort Wayne hotel, unload, and allow a little time to freshen up before sightseeing.
Begin with about an hour at The Wolcott House Museum Complex in the West Central neighborhood. Because museum hours can be limited—especially on Mondays—verify same-day opening information before leaving your hotel; if it is closed, enjoy the surrounding historic streets and continue on to the riverfront rather than arriving after hours. From there, drive or use a rideshare to Promenade Park, about 5–10 minutes away depending on traffic. The park sits along the confluence of Fort Wayne’s three rivers and is ideal for a gentle 45-minute walk after the drive. Admission is generally free, and the riverfront is most pleasant in the early evening, when the heat has eased; wear comfortable shoes and bring water.
Finish at The Hoppy Gnome downtown, a short drive or roughly 10–15-minute walk from Promenade Park. The restaurant is known for creative American cooking and a substantial craft-beer list; expect approximately $20–35 per person before drinks and tip. Dinner typically takes 1–1½ hours, and reservations are useful if you arrive during the busy evening period. Afterward, return to your hotel for an early night—tomorrow’s drive toward Knoxville is another full day, so avoid adding extra stops unless you still have plenty of energy.
Leave Fort Wayne around 7:00–7:30 AM for the approximately 7½–8½-hour drive to Knoxville, using I-69, I-465, I-65, and I-40. Expect a full travel day with fuel and meal breaks; Nashville is best bypassed rather than used as a stop if you want to keep the schedule moving. Keep cash or a card ready for any applicable tolls, and budget roughly $75–110 for fuel. After arriving in Knoxville, check in, leave the car at your hotel if possible, and allow 20–30 minutes to reset before sightseeing.
Start downtown at Market Square, where brick-paved pedestrian lanes, local shops, and outdoor seating make for an easy one-hour walk. Hours vary by business, but the square itself is accessible throughout the day; parking garages and street spaces around Gay Street are the most convenient, generally costing a few dollars for a short stay. From there, drive about 15 minutes south to Ijams Nature Center for a restorative walk along the riverside trails. Allow roughly 1½ hours, and check the trail and visitor-center closing times before setting out—September daylight is helpful, but some facilities close in the late afternoon. Wear shoes with traction and bring water, especially if you take the more wooded paths.
Return downtown for dinner at Tupelo Honey Southern Kitchen & Bar, an approachable choice for Southern comfort food; expect about $20–35 per person before drinks and tip. Reservations are useful at peak dinner hours, though early evening is usually easier. Afterward, walk or drive a few minutes to World’s Fair Park and the Sunsphere. The park is pleasant for an evening stroll, while the observation areas in the Sunsphere have limited, changing hours and may require timed admission—verify availability before dinner. If the tower is closed, the illuminated structure and downtown skyline still make the park a worthwhile final stop.
Leave Knoxville around 7:00 AM for the 6½–7½-hour drive to Tybee Island, allowing time for fuel, lunch, and traffic around Savannah. The route uses I-40, I-26, I-95, and US-80; fill up before leaving Knoxville, then plan a proper break around Columbia or Beaufort rather than relying only on highway service areas. After reaching the island, check in, leave the car at your accommodation, and keep valuables out of sight—beach parking fills quickly and Tybee’s paid parking is actively enforced.
Begin at the Tybee Island Light Station and Museum in North Beach. Allow about 1½ hours to tour the grounds and climb the 178 steps if the tower is open; admission is generally around $10–15, and hours can vary by season, so confirm before setting out. From there, drive roughly 15 minutes west along US-80 to Fort Pulaski National Monument on Cockspur Island. The fort and surrounding trails make a worthwhile first look at the marsh landscape; allow about 1½ hours, with an entrance fee typically around $10 per person or covered by a national parks pass. Bring water and insect repellent, especially in September.
Return to North Beach for an unhurried shoreline walk and sunset—this end of the island is usually calmer than the central beach, though the sand can be warm well into the evening. Afterward, drive about 10 minutes south to The Crab Shack in the Chimney Creek area for casual Lowcountry seafood. Expect roughly $25–45 per person; arrive before the dinner rush or expect a wait, and check current hours since seasonal schedules can change. A car is useful for this sequence, but once back at your lodging, walking or a short rideshare is easier than searching for another beach parking space.