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First time to Italy, Critique Our Itinerary

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Hi everyone! My wife and I are in our early 30s and can't be more excited to take our first trip to Italy next year! We will be there for 15 nights, and will be spending our time in Tuscany, Positano, and Rome. We are interested in history and ruins, architecture, walking and exploring, road trips, food, drinking and relaxing, beaches, outdoors, and have some interest in museums. Let me know what you think of our proposed itinerary, and if you have any suggestions.

Day 1: Land in Rome, Train to Florence. No plans, relax, maybe check out Santa Croce - Staying in Sant Ambrogio neighborhood for two nights

Day 2 - Explore Florence - Accademia, Duomo, Piazza della Republica, Piazza del signoria, Uffizi Courtyard (no entrance), Ponte Vecchio, Oltrano

Day 3 - Rent car in Florence - Drive through Chianti region on the way to our agriturismo outside of San Gigmiano. Will stop and explore Chianti villages along the way. Spend late afternoon/early evening in San Gimigiano. Staying 3 nights in agriturismo outside of San G.

Day 4 - Drive through the Val d'Orcia with stops in Montepulciano, Pienza, and Montechiello, return to agriturismo

Day 5 - Morning drive to Volterra, Monteriggione. Return to agriturismo early afternoon to relax by pool, wander nearby trails and vineyards.

Day 6 - Drive to Siena, drop off rental car, Spend day/night relaxing/exploring in Siena - 1 night in Siena

Day 7 - Early train from Siena to Salerno, Ferry from Salerno to Positano. Night relaxing in Positano. 5 nights in Positano

Day 8 - Relaxing day/night exploring Positano and hitting the Beach - Maybe Da Adolfo

Day 9 - Day trip to Capri, Circle island tour, explore Anacapri, Night in Positano

Day 10 - Day trip to Ravello, Amalfi, Night in Positano

Day 11 - Relaxing day/night exploring Positano and hitting the beach

Day 12 - Stop if Pompeii on the way to Rome (Possibly private driver?). Explore Pompeii, then catch train to Rome. Staying in Trastavere - 4 nights

Day 13 - Explore Rome - Coloseum, Palatine Hill, Roman Forum, Trajan's Column and Market, afternoon/evening in Monti - Return to Trastavere

Day 14 - Explore Rome - Campo Di Fiori, Piazza Navone, Pantheon, Trevi Fountain, Piazza Di Spagni, Piazza del popolo, shopping down via del corso. Dinner in Trastavere

Day 15 - Vatican Museums, St. Peter's, (vatican streets worth exploring?) Outside of Castel San Angelo, Walk along Tiber to Jewish Ghetto for Dinner and relaxing, return to Trastavere

Day 16 - Fly out of FCO

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