⚡ ONLY 6 MONTHS LEFT to book for 2027
 

Heart of Italy

Nine days in three regions spent with the people who feed, grow, make, and love Italy.

“How special to be invited into the home of someone who truly loves to entertain but also who loves her culture and the food that embodies that. I loved hearing her stories and watching her in the kitchen......it truly reminded me of cooking with my grandmothers when I was younger. Gloria is such a special lady, I'm so honored to have met and dined with her.” - Sarah F.

 
 
9 days
Sorrento → Florence
→ Emilia-Romagna
6 - 12
Travelers (never more)
All-Inclusive
Meals, transfers, experiences, hotels & tips
$12,000
per person, double occupancy $14,600 single occupancy
 
 
 

Imagine yourself…

rolling pasta with a local chef, making mozzarella for lunch, sipping fresh limoncello in a family-owned lemon grove, and dining in a secret garden right off the main paths of Sorrento.

 
 
 
 
 
 

 

From the fields and the factories, all the way to the table.

Most food tours start at the plate. We start where the food does and follow it the whole way. Italy isn't one kind of meal, so we don't build one kind of trip. Here's what that range looks like:

 
 

The fields

Lemon groves in Sorrento.

The makers

Inside a family-run acetaia where balsamic ages for decades.

The hands

Market visits and cooking with Chef Alain.

The history

Walking tour around Florence.

The table

Dinner party at Gloria's, a stone's throw from the Duomo.

 
 
 
 
 

Friends You Haven't Met Yet

Our dining experiences focus on eating fresh, seasonal, and local, guided by our friends who will share their stories as they invite you into their homes and kitchens. Our personal relationships in Italy with local chefs, guides and families open doors to experiences most travelers never have.

 

Marika & Family - Sorrento

Dinner high on the hillside above the Amalfi Coast with vegetables Marika pulled from her own garden that afternoon.

Gaia - Florence

Gaia walks us through the Florence she actually lives in — the fascinating history, yes, but also the everyday charm of a city most people rush through in a single afternoon.

Gloria - Florence

Gloria cooks her favorite Florentine dishes in her apartment with the Duomo framed in the window.

Caterina - Emilia-Romagna

Leads us on a full-day tour learning about parmigiano-reggiano, baslamico, and traditional Modenese dishes such as tortellini.

 
 

 
 

Be fully present. We’ve handled everything else.

✓ 4-5* Boutique Accommodations

✓ Airport meet and greet with private transfers

✓All ground transportation

✓ All meals listed in the itinerary

✓ Wine tastings and select alcoholic beverages with most meals

✓ All activities, experiences, tours, and sightseeing

✓ All taxes and tips for all drivers, guides, restaurants, and more

✓ 24/7 Tour Host

 

Exclusions: mandatory travel insurance, international airfare, hotel incidentals, and premium alcoholic beverages.

$12,000
per person, double occupancy
$14,600 single occupancy

September 17 – 25, 2027

Just 6 – 12 travelers — small enough to fit inside a family kitchen.

Limited availability — September 2027 filling now
BOOK THIS TRIP
 

 

"The best parts were the personal touches…"

"the guides, eating in people’s homes or in private settings."

Elizabeth H.

"It would be impossible to schedule this on your own."

Justin S.

"The relationships that TTLT built with local hosts are clearly the true shining star."

"The experiences are truly one-of-a-kind, and allow you to really see a place in ways that ordinary travel and tourism wouldn't take you."

Courtney S.
 
 
 
 
THE JOURNEY

Heart of Italy

 
 
DAY ONE · Sorrento

Benvenuto in Italia

A private driver whisks you from Naples past Mt. Vesuvius to Sorrento. After a private tour of the city, we meander to a tucked-away garden for dinner with Pia, fourth generation of a family of Sorrento gardeners.

DINNER
 
 
 
DAY TWO · Sorrento Countryside

Limoncello, mozzarella & homemade pizza

Walk the lemon groves and learn to make limoncello, then see fresh mozzarella made at a family farm. Roll up your sleeves and make pizza for lucnh. After some free time, dinner at a farm-to-table restaurant run by a Michelin-star chef.

BREAKFAST | LUNCH | DINNER
 
 
 
DAY THREE · Positano

Water, waves, and a hillside lunch

A morning spent on a private boat cruising the coast. Then up the Positano hills to preapre gnocchi at Marika's home, with vegetables picked from her own garden. The evening is yours.

BREAKFAST | LUNCH
 
 
 
DAY FOUR · Florence

Into the Renaissance

We take the train to Florence and feast on bistecca fiorentina, then meet our friend Gaia for a relaxed walking tour through the city’s fascinating past and everyday charm. Light dinner and wine tasting at a local wine bar.

BREAKFAST | LUNCH | Dinner
 
 
 
DAY FIVE · Florence

The other side of the Arno

We wander the neighborhood across the river, tasting small bites from small restaurants and visiting a local artisan. Free afternoon to explore or visit a museum. At dinner, Gloria cooks her favorite Florentine dishes in her one-of-a-kind apartment overlooking the Duomo.

BREAKFAST | LUNCH | DINNER
 
 
 
DAY SIX · Tuscan Countryside

Market tour & cooking class

We gather ingredients from the local market with our dear friend Alain, then head to a villa outside of the city. An in-depth pasta lesson over wine, a Tuscan feast, and Alain’s tiramisu. The evevning is yours.

BREAKFAST | LUNCH
 
 
 
DAY SEVEN · Emilia-Romagna

Wine tasting & dinner with Francesca

A leisurely drive to the countryside, stopping for wine tasting and picnic lunch at a local vineyard. We settle into our final hotel, then drive to Francesca’s to dine on traditional Modenese dishes.

BREAKFAST | LUNCH | DINNER
 
 
 
DAY EIGHT · Emilia-Romagna

Cheese wheels & aged balsamic

A behind-the-scenes Parmigiano-Reggiano tour, then an inside look at a family acetaia where balsamic ages for decades. A farewell dinner of multi-course tasting celebrates the flavors of the region.

BREAKFAST | LUNCH | DINNER
 
 
 
DAY NINE · Departure

Arrivederci

An optional group breakfast at the resort before we say our goodbyes, with a private transfer arranged to your departure airport or train station.

BREAKFAST
 
 
 

Our itinerary is always evolving as we coordinate with our friends in Italy around their schedules. Consider it a vivid preview of what travel with us feels like.

 
 
 
 

Let's start with a conversation.

There's no commitment in asking. Whether you're wondering about the group dynamic, the activity level, or exactly what happens on day 7 — we're here. We'll reply within 24 hours.

 
 
 

Frequently Asked