INSPIRATION 02 ITALIAN CLASSICS
Rome & Florence
Renaissance shadows, cobblestone lanes, and local osterias. A journey balancing urban exploration with peaceful Tuscan countryside retreats.
Piazzas & Baroque Churches
Start your trip in the heart of Rome, balancing famous sites with quiet neighborhood streets. Catch an afternoon view from Giardino degli Aranci overlooking the Tiber River, or ride bikes along the water before settling in for fine wine and tapas in Trastevere.
Spend your first few days wandering from Piazza del Popolo and the Spanish Steps down to hidden Baroque churches housing masterpieces by Bernini and Caravaggio. Grab a quick Roman pinsa near the Vatican before your afternoon tour, then end your evening over pasta and late-night drinks in Trastevere.
Classical Forum, Neapolitan Pizza & Piazzas
Take a high-speed morning train down to Naples and Pompeii to walk through the ancient preserved Roman streets with a local guide. Afterwards, head into Naples for authentic Neapolitan pizza and a view of the famous Veiled Christ at Sansevero Chapel before returning to Rome for evening cocktails.
Continue your journey through Classical Rome—from an early morning walkthrough of the Colosseum and Forum to aperitivo in Campo de' Fiori. Finish the afternoon strolling past the Pantheon and Piazza Navona, stopping for gelato at Giolitti and dinner at a traditional neighborhood osteria.
Hill Towns, Tuscan Wineries & Florentine Sunsets
Board the morning train to Florence, pick up your rental car, and head straight into the Chianti countryside. Drive through Medieval hill towns like San Gimignano and Certaldo, stopping for local prosciutto and pecorino before checking into a quiet wine estate for an afternoon tasting and dinner.
Spend your final days winding through Siena, Monteriggioni, and Greve in Chianti, stopping for a legendary Tuscan lunch at Antica Macelleria Cecchini. Return the car in Florence, visit the Medici Chapels, and catch the sunset over the city skyline from Piazzale Michelangelo before dinner in Santa Croce.
What's Included
- Pre-trip consultation, itinerary co-design, & logistics coordination
- Detailed itinerary with each day's activities, restaurants, sites, tours, etc
- Hand-selected boutique accommodations & stays tailored to your trip
- Final inclusions, activities, & arrangements as detailed in your agreed, co-designed itinerary
- Custom Google Maps for neighborhood secrets, coffee spots, local dining
What's Not Included
- International or domestic flights to and from destinations
- Daily transit, train tickets, rental cars, or cab fares outside of agreed transfers
- Daily meals, drinks, and personal purchases outside of your agreed, co-designed itinerary
- Personal travel insurance
Ready to lose track of time?
Let us curate a journey through the Renaissance shadows of Italy. Inquire today to start co designing your escape.
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