Rolling vineyards, Renaissance treasures, and hilltop serenity—experience the soul of Italy in a journey that celebrates beauty, indulgence, and timeless elegance.
Arrive and check into your historic hotel—options include Portrait Firenze or Hotel Brunelleschi. Enjoy a private evening walking tour through the city’s golden-hour glow, ending with dinner on the Arno at Borgo San Jacopo.
Explore Florence with a private guide: the Duomo, Ponte Vecchio, and a skip-the-line tour of the Uffizi or Accademia. Visit artisan workshops in the Oltrarno and enjoy a lunch of fresh truffles and handmade pasta. Afternoon at leisure before dinner at La Giostra.
Spend the morning at Mercato Centrale with a chef, then head to a countryside villa for a hands-on cooking class and lunch. Return to Florence for a rooftop aperitivo and relaxed evening.
Transfer to your countryside base—suggested stays include Borgo Santo Pietro, Castiglion del Bosco, or COMO Castello del Nero. Stop en route for a wine tasting and lunch in Chianti. Settle in with spa time and vineyard views before dinner at the estate.
Spend the day exploring southern Tuscany. Visit a Brunello di Montalcino estate for a private tasting and gourmet lunch. Continue to Pienza for pecorino tasting and sunset views. Return to your villa for a quiet evening by candlelight.
Choose between a Vespa ride or a chauffeured vintage Fiat 500 through the rolling hills. Stop for photo ops, picnic lunch, and wine tastings in Montepulciano or San Gimignano. Return for dinner under the stars, optionally with a private chef experience.
Enjoy your final full day at your own pace—relax by the pool, enjoy spa rituals, visit a nearby village, or take a leather or ceramics workshop. End the evening with a farewell dinner and curated wine pairing on the terrace.
Private transfer to Florence airport or continue your journey south to Rome via high-speed train with VIP assistance.
Custom quotes available based on travel season, preferences, and enhancements. Airfare not included.
Please Note: This itinerary is for inspirational purposes only. All journeys with Telamon Travel are custom-crafted based on your travel dates, preferences, and current availability. Final pricing may vary depending on season, accommodations, and enhancements selected.
Let us craft a journey where every meal is a memory and every moment is infused with beauty.
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