Itinerary

Day 1 – Rome Arrival • Trastevere Tastes & Welcome Feast
Arrive in Rome and begin your culinary journey with a curated evening in Trastevere. A VIP meet and greet welcomes you at the airport,followed by a private transfer to your central boutique hotel so you can settle in comfortably. As twilight falls, you will explore Trastevere’scobbled lanes and ivy-clad façades on a guided stroll, soaking up the neighborhood’s vibrant yet authentic local atmosphere. The night continues with a street?food crawl featuring supplì, seasonal artichokes, and a stop at a heritage gelato lab before a chef?curated welcome dinner with Roman classics, local wine pairings, and an optional rooftop aperitivo nightcap.

Day 2 – VIP Ancient Rome & Pasta Workshop
Spend the day immersed in the flavors and history of Rome, starting with breakfast at your hotel. A private, skip?the?line tour of the Colosseum,Roman Forum, and Palatine Hill reveals gladiator tales, imperial intrigues, and sweeping viewpoints over the ancient city. Midday, pause for an espresso at a classic café where you will learn how to order like a Roman. The highlight of the afternoon is a hands?on pasta masterclass where you will knead, roll, and plate two quintessential Roman dishes—cacio e pepe and amatriciana—finishing with tiramisu. After a late?afternoon rest window, you can join the local aperitivo ritual in the evening, savoring pre?dinner drinks and bites at your own pace.

Day 3 – Scenic Transfer to Tuscany • Vineyard Tour & Pairing Dinner
Depart Rome after breakfast for a scenic journey into the rolling hills of Chianti and Siena. Along the way, enjoy countryside vistas and photostops that ease you into a slower Tuscan rhythm. Upon arrival, check into a boutique agriturismo farmhouse framed by vineyards and rural landscapes, offering a cozy, authentic base for the next two nights. In the afternoon, join a guided winery and cellar tour to learn about local grape varietals, terroir, and sustainable viticulture before sitting down to a seasonal farm?to?table pairing dinner, where estate wines are matched with regional dishes as the sun sets over the vines.

Day 4 – Tuscan Immersion: Truffle/Olive • Slow Farm Lunch • Hilltown Sunset
Wake up to a tranquil Tuscan morning and choose between a seasonal truffle hunt with trained dogs in oak woodlands or an olive grove walkwith a visit to a working mill. Both options delve into the region’s deep ties to the land, covering everything from seasonality and conservation to flavor profiles of extra?virgin olive oil. A long, relaxed farm lunch follows, featuring classics such as panzanella, ribollita, grilled seasonal vegetables, and bistecca tasting for meat lovers, all paired with local wines and house olive oil. In the afternoon, wander a nearby hill town suchas Siena or San Gimignano, with time for artisan shops and gelato, before capturing golden?hour photos over the layered Tuscan landscape.

Day 5 – Tuscany Florence • Market Tastings & Renaissance Stroll
After breakfast at the farmhouse, transfer from the Tuscan countryside to Florence and check into your central boutique hotel. Your introduction to the city begins at Mercato Centrale, where curated tastings showcase porchetta or vegetarian alternatives, pecorino with honey, cantucci with vin santo, and seasonal produce, all while learning how locals shop and snack. The afternoon is free for you to explore Florence’s cultural icons at your own pace, whether that means visiting the Uffizi or Accademia  lingering over a café break, or browsing artisan boutiques. In the evening, dinner is at leisure; you’ll receive a shortlist of favorite osterie so you can choose a meal that fits your style.

Day 6 – Florence Artisans • Gelato Mini?Class • Optional Sunset
Spend the day uncovering Florence’s artisan soul, starting in the Oltrarno neighborhood where leather workshops and paper marbling studios open their doors. You’ll meet makers, see traditional tools in action, and better understand how craft heritage shapes the city’s identity. A gelatolab mini?class with a master gelatiere lets you dive into the science of balance, churning, and flavor, culminating in tasting your own freshly made gelato. The afternoon is free for museums, shopping, or rest, and those who wish can join an optional sunset walk up to Piazzale Michelangelo or along the Arno for sweeping golden?hour views over Florence’s rooftops and dome?studded skyline.

Day 7 – Chianti Wine Safari • Farm Lunch • Farewell Dinner
Venture into Chianti for a full?day wine “safari” weaving along cypress?lined backroads and vineyard?draped hillsides. You’ll visit two boutique wineries for guided tastings of reds, whites, and rosé, with non?alcoholic pairings available so everyone can participate comfortably. A relaxed farm lunch showcases antipasti, pasta of the day, local vegetables, and a light dessert, served in a rustic countryside setting. Before returning to Florence, enjoy a hilltown stop for panoramic photos and artisan shops, then cap your journey with a chef?curated farewell dinner featuring aseasonal Tuscan tasting menu and a final toast to la dolce vita.

Day 8 – Departure
On your final morning in Florence, enjoy a leisurely breakfast before checking out of your boutique hotel. Private transfers are arranged to takeyou to the airport or train station in time for your onward journey. If time allows, slip into a nearby café for one last quick espresso, standing atthe bar like a local, and soak in the final moments of Italian atmosphere. This marks the close of your curated week of food, wine, culture, andartisan experiences across Rome, Tuscany, and Florence.

Includes

Return  flights
3 Nights accommodation in Rome
2 Night accommodation in Tuscany 
2 Nighta accommodation in Florence 
Accommodation split between carefully selected boutique properties in Rome and Florence and acharacterful agriturismo farmhouse in Tuscany, based on twin?share rooms with an optional single supplement. 
Daily breakfasts are included along with three leisurely lunches and three special dinners: 
A welcome dinner in Rome on Day 1,
A farm lunch on Day 4, 
A farewell dinner inFlorence on Day 7. 
All ground transport listed in the itinerary is provided, including private airport transfers on arrival and departure and comfortable transport between cities and countryside. 
Guided activities and admissions cover the Trastevere food crawl, privateColosseum/Forum/Palatine tour, pasta masterclass, winery tours and tastings, truffle hunt or olive mill visit, hilltown excursions, Florence market tastings, artisan demos, gelato mini?class, and a Chianti Wine Safari with two tastings and a farm lunch, supported by local licensedguides, culinary instructors, artisan hosts, generous tastings with non?alcoholic options, drinking water during tours, safety briefings, 
24/7on?trip support.