AUTUMN IN TUSCANY & UMBRIA, FALL 2026

Join our six-night boutique tour to the glorious Italian regions of Tuscany and Umbria! 

Our home for the week is Villa Laura, a stunningly restored 17th century estate, just outside the walls of the enchanting Tuscan hill town of Cortona. The home famously served as the film set for the 2003 movie Under the Tuscan Sun starring Diane Lane. The estate consists of three living spaces: the main villa, farmhouse, and the limonaia, (a one-bedroom suite with private entrance), all of which have been lovingly restored with the unparalleled craftsmanship of local artisans. 

The villa's ten bedrooms embody comfortable elegance, all individually designed and distinctly Italian. No "museum vibes," just warm Italian style that hugs you back, featuring antique furniture, highest quality Egyptian cotton sheets, hand-woven fabrics from iconic textile house, Busatti, Travertine stone floors, luxurious Italian bath products, hair dryers, robes, and slippers. 

With its swimming pool, Jacuzzi, billiard table, lush gardens, wine cellar, a chapel for quiet moments, and plenty of space to gather with friends (or sneak away with a glass of wine and good book), Villa Laura provides the quintessential Tuscan backdrop for our stay, and a serene retreat after our daily excursions. 

We’ll enjoy delicious gourmet multi-course dinners, prepared by our private chef, Francesco. Feel free to accompany him as he harvests fresh, seasonal produce directly from the villa’s garden. 

Autumn is the perfect time to be in Italy, as the crowds begin to thin and the weather relaxes into a comfortable temperature. We'll experience authentic Italian life as we explore beautiful villages with local guides, see artisans at work, and enjoy authentic lunches, before returning to the villa. Relax each evening with a Negroni, Spritz, or glass of vino in one of the the many serene outdoor spaces. See below for photos of this extraordinary estate!

Though subject to slight changes, our itinerary includes visits to the Tuscan towns of Arezzo, Cortona, and Montepulciano, as well as the Umbrian towns of Deruta (famous for ceramics) and Montefalco. 

What’s included:  

Round-trip transfer from Florence to the villa*, ensuite accommodations, all meals (except one lunch), all drinks with included meals, open bar at villa, private tours with English-speaking guides, all excursions, transportation, local taxes, entrance fees.

What’s not included: Airfare, travel insurance (strongly recommended), gratuities (for drivers, guides, villa staff), and personal purchases or activities.

PRICING

Main Villa & Farmhouse Bedrooms:  $6,150 per person (double occupancy) 

Limonaia:  Ground floor one-bedroom suite (separate structure, adjacent to main villa), with private entrance, sitting room with original frescoed dome ceiling, large bathroom with step-in shower, private terrace. $6,830 per person (double occupancy)

Single supplement: A $1,500 supplement is required for a single guest in a double room.

Deposit:  A non-refundable $1,500 per person deposit is required to reserve your spot. 

Final payment:  Due June 25, 2026
 

Hosted by Lisa Cecconi, owner of Cecconi Travel. A dual Italian citizen, Lisa has over 30 years’ experience planning bespoke Italian experiences, as well as a deep network of relationships and resources in Italy.

In keeping with our tradition of providing intimate boutique tours, this trip will be limited to 12 guests.

Exact itinerary TBA, and subject to  changes depending upon availability, weather, and group preferences

* If arriving from a different location this component is forfeited.
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