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Day 1-2: Boston (Freedom Trail, Fenway). Day 3: Drive to NYC, check in Manhattan. Days 4-5: NYC (everything). Day 6: Philadelphia (Liberty Bell, Independence Hall). Day 7-8: Washington DC (Smithsonian, monuments). Day 9: Drive to Asheville NC via Shenandoah. Day 10-11: Charleston SC (Rainbow Row, plantations). Day 12: Savannah GA (Forsyth Park). Day 13-14: Miami Beach (South Beach, Wynwood). Drive: ~1,800 miles total. Rent car in Boston, drop off in Miami (one-way fee). Stay in mix of hotels/Airbnb. Best months: April-June or September-October. Highlights: incredible diversity in regional food (clam chowder → Cuban sandwich), accents, and culture.