Private Insider Wine & Gastronomy Experiences
Hosted by Chef Marcus & Jamie Guiliano
Rome – Lazio – Umbria – Tuscany – Brunello – Bolgheri – Truffles – Historic Villages
Private custom travel also available for groups, families, and culinary clubs.
Travel through the heart of Central Italy, moving from the energy of Rome through Lazio, Umbria, and Tuscany before arriving in Florence. Ancient history, medieval villages, hidden wine estates, unforgettable meals, and landscapes so cinematic they almost feel fictional.
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People often ask us why we built this journey. Simple. Because this is the Italy most people dream about. Not one city. Not one wine region. The full arc. Rome to Florence.
When Jamie and Marcus first traveled this route years ago, they realized something. Most travelers only scratch the surface. They race through Rome. They photograph Tuscany. They miss Lazio. They skip Orvieto. They never discover places like Civita di Bagnoregio, where a bridge leads into a medieval village suspended in time. They never sit with producers and hear family stories over lunch.
This trip became our answer. Because we don’t sell destinations. We sell access.
Rome, Lazio, Civita di Bagnoregio, Orvieto, Umbria, Montalcino, Siena, Bolgheri, Chianti, Florence, and the hidden villages that make Central Italy feel personal, layered, and alive.
Private winery visits, family-owned estates, chef-curated meals, luxury wine resorts, truffle hunting, hands-on culinary experiences, Brunello country, Bolgheri’s legendary roads, long lunches, small groups, and insider access built over decades.
Join a hosted Rome-to-Florence departure, or ask us to design a private version for your own group. Private custom travel depends on timing, producer availability, and group size.
Instead, private winery access, family-owned estates, personal friends and producers, exclusive meals, small groups, and chef-led experiences. We work directly with winery owners whenever possible — and the owner often becomes your guide.
Expect chef-driven meals, vineyard lunches, long afternoons, and culinary moments shaped by the people, places, and traditions of Lazio, Umbria, and Tuscany.
Eight-day immersive itinerary
Each day is designed around the rhythm of place: ancient cities, medieval villages, hidden wine estates, Brunello country, Bolgheri’s coast, and one of Europe’s greatest cities.
Arrive in Rome and begin with lunch before diving into one of the world’s great cities. Walk ancient streets with local guides as history unfolds around you. That evening, gather in a Roman trattoria where your first Italian dinner sets the tone — great food, great wine, new friendships. The journey begins.
Leave Rome behind and head north. Your first winery visit introduces you to the wines of Lazio and Umbria before reaching one of Italy’s most surreal villages: Civita di Bagnoregio. Walk across the bridge. Pause. Take it in. This place feels impossible. Later, arrive among the hills of Orvieto and settle into wine country.
Slow down. Explore Orvieto. Wander. Discover hidden streets. Drink espresso. Then prepare for an intimate evening of cellar visits and dinner among the vines.
Today belongs entirely to Brunello. Rolling hills. Ancient estates. Long lunches. Powerful wines. This is the day many guests become lifelong Brunello collectors.
Discover Siena. Walk medieval streets. Take in Piazza del Campo. Later, enjoy an unforgettable dinner beneath ancient stone vaults and historic cellars.
Head toward Bolgheri. Travel one of Italy’s most famous wine roads, lined with cypress trees. Meet local connections and experience one of Italy’s most important modern wine regions.
Taste wines overlooking Florence. Explore Chianti. Relax into villa life. Then spend the evening enjoying Florence.
Today becomes pure Tuscany. Truffle hunting. Countryside lunches. Then something special: a farewell cooking experience with Chef Marcus. Good wine. Stories. Friendships. One final night together.
Expect wines with deep ties to place. Sangiovese, Brunello di Montalcino, Vino Nobile di Montepulciano, Vernaccia di San Gimignano, Super Tuscans, Merlot, Cabernet Sauvignon, Orvieto Classico, Grechetto, Trebbiano, Umbrian whites, Bolgheri reds, and Chianti Classico (with its Canaiolo and Colorino blending grapes).
Only 8–14 guests are invited into this hosted Rome-to-Florence experience. Leave your details and Marcus or Jamie will personally share more tour details.
Your details are used only to follow up about the Rome-to-Florence experience hosted journey or private travel request.
