Italy in 3 weeks โ€” the modern Grand Tour from Milan to Sicily with every train, every hotel night, and every must-see mapped

21 days. The COMPLETE Italy. Milan (2 nights) โ†’ Lake Como (1) โ†’ Venice (3) โ†’ Bologna (2) โ†’ Florence (3) โ†’ Siena/Tuscany (2) โ†’ Rome (4) โ†’ Naples (2) โ†’ Amalfi (2). All by train. No car needed. Every connection timed. Have 2 weeks? โ†’ ยท Have 10 days? โ†’

The 21-day route

Days 1-2: Milan. Last Supper (book 3 months ahead!), Duomo terraces, Brera, Fondazione Prada, Navigli aperitivo. Day 3: Lake Como (train 1h, day trip or overnight in Bellagio/Varenna). Days 4-6: Venice (train Milanโ†’Venice 2h25). San Marco, Tintoretto, gondola, Burano, getting beautifully lost.

Days 7-8: Bologna (train 1h30). THE food capital. Tortellini, ragรน, mortadella, Parmigiano. Day trip to Parma (30 min train โ€” prosciutto + Parmigiano factories + Correggio). Days 9-11: Florence (train 37 min). Uffizi, David, Dome, Pitti, San Miniato sunset. Days 12-13: Tuscany (rent car or bus). Siena + San Gimignano + Val d'Orcia + Chianti winery.

Days 14-17: Rome (train 1h30). 4 FULL days โ€” Colosseum/Forum, Vatican, Borghese, Trastevere, Tivoli day trip, night walks. Days 18-19: Naples (train 1h10). MANN, Sansevero, street food, Pompeii day trip. Days 20-21: Amalfi Coast (train to Sorrento, ferry to Positano/Amalfi). Cliff towns, Sirens' islands, lemon groves. Fly home from Naples.

Budget

Mid-range total (per person): Flights โ‚ฌ400-700. Hotels โ‚ฌ100-150/night ร— 21 (โ‚ฌ2,100-3,150). Trains โ‚ฌ150-200. Museums โ‚ฌ150-200. Food โ‚ฌ45-60/day (โ‚ฌ945-1,260). Total: ~โ‚ฌ3,700-5,500/person. Calculator โ†’

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