Epicurean Escape to Tuscany & Rome

  • Sample Itinerary
  • Experiences
  • Pricing
  • Featured Hotels
  • Custom Quote

Indulge your palate with this culinary escape which will take you from the fertile countryside of Tuscany’s Cortona to the lively farmer’s markets of Rome and her surrounding wine country. This gourmet expedition is tailor made for lover’s of hearty farm to table cuisine, fine wine, rich produce and distinct, regional Italian flavors.

Sample Itinerary

Day 1

Begin your trip by arriving at Florence Peretola Airport where you will be greeted by your private chauffeur. Be transported to your luxury four-star Relais & Chateaux hotel nestled among the verdant olive groves and vineyards that surround Cortona. After check-in, take advantage of free time to relax after your journey or begin exploring your hotel’s peaceful grounds. In the evening, delight in an elegant dinner of contemporary Tuscan cuisine at your hotel’s Michelin-starred restaurant.

Day 2

Spend the late morning touring the vineyards, winery estate and champagnerie of the Barrachi family, before tasting estate produced Sangiovese and Trebbiano wines. In the afternoon, roll up your sleeves for a hands-on cooking class where you’ll learn how to prepare traditional Tuscan dishes from Arezzo under the guidance of a master chef. After your class, savor a feast of your hand-made creations and some of the chef’s own specialties, paired with estate wines.

Day 3

Depart Cortona via private chauffeur for Montepulciano where you will enjoy a late morning wine tasting at one of Southern Tuscany’s most influential producers of Vino Nobile di Montepulciano. During your visit, enjoy an inside look at the producer’s ancient stone cellars before savoring a special lunch paired with their noted vintages. Following lunch, depart via private chauffeur for check-in to your 17th century palazzo turned five-star boutique hotel in the historic heart of Rome. After check-in, spend free time admiring your hotel’s chic interiors and contemporary art pieces on display, before getting acquainted with the city at your own pace.

Day 4

Delve into a full day of gastronomy as you experience Rome’s distinct regional flavors with the guidance of a professional chef. Begin the day with a visit to the city’s ancient Jewish quarter where your chef will explain the gastronomic roots of the area while sampling local artisanal products. Next, set off for the city’s famed Campo de’ Fiori market to learn about local Roman produce while shopping for ingredients for your afternoon cooking class. After your culinary walking tour, your chef will escort you to his private kitchen for an exclusive cooking lesson where you’ll learn how to prepare classic Southern Italian fare before indulging on your delicious creations.

Day 5

Enjoy a free day to explore Rome at your leisure, with time to visit its incredible ancient sites or magnificent fine art and history museums. In the evening be greeted at your hotel by your private chauffeur and depart for a special dinner within the cantina of a noted gourmet salumeria where you will savor a private dinner including a flight of 8 wines paired with your host’s handcrafted cured meats and cheeses. After dinner, return to your hotel by private chauffeur.

Day 6

In the morning, be greeted by a native culinary expert for an in-depth exploration of the area’s rustic food traditions. Enjoy a gastronomical walk of an outdoor farmer’s market complete with a sampling of local produce and artisanal food specialties, such as the famous roasted porchetta. In the afternoon, delight in the region’s unique food traditions as you are invited into the home of your native culinary expert to partake in a private cooking lesson and wine pairing.

Day 7

Depart Rome for your return flight home or the next leg of your trip.

Experiences We Recommend

  • Exclusive Tuscan cooking class with Michelin-starred chef
  • Tasting of premium estate produced Sangiovese and Trebbiano wines in Cortona
  • Private expert led winery tour in Montepulciano with seated tasting and farm to table lunch
  • Roman farmer's market visit with local chef followed by Roman cooking lesson at chef's home
  • Visit to artisanal ricotta cheese farm with tasting
  • Farmer's market visit and gourmet food shop tour in Frascati


The minimum trip length for a CountryBred Encounter is 5 Days/4 Nights

Pricing for our Italy Encounters begins at:

  • $850-$1,000/per person, per day* based on double occupancy and a travel party of two
Small group pricing available for travel parties of four or more

*The final price of your custom tour will be determined by your travel party size, departure dates, trip length, amount of meals included, percentage of guided time requested, cities chosen in your itinerary and signature CountryBred excursions selected. This sample itinerary can also be crafted for solo travelers.

Encounters Include

  • Stays at five & four-star boutique luxury hotels
  • Chauffeured transport for touring & transfers
  • Private touring with professional local guides
  • Engaging activities led by cultural experts
  • Signature experiences with insider access
  • Regionally authentic dining
  • Traveler Welcome Package
  • Taxes & base gratuities

Read Client Reviews

  • Kristie H.

    Gourmet Getaway to Tuscany & Rome
    "The trip to Italy was a college graduation gift to my granddaughter. CountryBred did an amazing job of organizing everything! From the moment we were met at the airport in Rome"
  • Frances & Thomas K.

    Gourmet Switzerland: Lavaux to Luzern
    We can't say enough about our trip at every level. The first class accommodations; the wonderful food and wine experiences; the regional ambassadors; and most importantly, the intricate trip details that were so well planned and executed throughout our stay.
  • Jessica & Len G.

    Southern Italy From Amalfi to Puglia
    This is our second trip we have taken with CountryBred and the attention to detail and the caring on every level is quite extraordinary. We love the company and the quality of everything they touch: the hotels, the level and selection of restaurants, the guides and drivers. We rate everything as "exceptional" because truly it is!

Crafting the Experience

Experiential travel takes time, passion and local ingredients to make something truly special.

Read more


We turn travel inspiration into unforgettable journeys. Begin the trip design process by filling out the form below and a CountryBred specialist will contact you to get your next great adventure underway.


  • CountryBred Encounters begin at $750-$1,000/per person, per day
  • The minimum trip length for a CountryBred Encounter is 5 Days/4 Nights
  • All CountryBred Encounters are land touring experiences only and do not include airfare
  • Groups of four or more are eligible for small group pricing


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