An exclusive wine & food journey with



APRIL 14 - 21, 2024



8 / 7

Days / Nights




Join Stag’s Leap Wine Cellars for an unforgettable journey to the ancient Chianti and Chianti Classico region of Tuscany. Famous for its wine, traditional cuisine, medieval hilltowns, and rolling green countryside dotted with vineyards, Chianti offers a rich history and culture waiting to be discovered on this food and wine-focused adventure.


the striking medieval hilltowns of Siena and San Gimignano and the rich culture and history of Florence


the acclaimed wine of estates in the Chianti Classico DOCG appellation


local artisan food producers and traditional Tuscan cooking techniques

Day 1

Arrive Tuscany

Welcome to Italy! An Experi driver will greet you at the Florence Airport and transport you to your accommodations in the Tuscan hills of Chianti Classico.

Take some time to relax and get settled before gathering this evening for introductions and an aperitif followed by a Welcome Dinner at the property.


Overnight at Relais Borgo Scopeto or similar

Day 2

Chianti Classico

After a leisurely morning, we’ll drive north to Badia a Coltibuono, an ancient monastery and farm set in the Chianti Classico hills. We’ll learn the techniques to prepare special Tuscan dishes during a hands-on cooking class, followed by a wine-paired lunch, and a guided tour of the abbey and vineyards.

Return to the property with some free time to relax before heading back out this evening for a tour, tasting, and light dinner at a nearby wine estate.

Breakfast, lunch, dinner

Overnight at Relais Borgo Scopeto or similar

Day 3


This morning, we’ll start with a visit to the Podere Sant’Anna dairy to learn about the production of their high quality handcrafted cheeses and observe the cheesemaking process firsthand. Our tour will be followed with a light lunch including tastes of the fresh cheeses produced onsite.

After, we’ll continue on to the medieval city of Siena, a UNESCO World Heritage Site. Tour the highlights of the historic city center with an expert local guide followed by free time to explore at your own pace and have dinner.

Breakfast, lunch

Overnight at Relais Borgo Scopeto or similar

Day 4

Panzano & San Gimignano

After a relaxing morning, our first stop today is the shop of celebrity butcher Dario Cecchini in the town of Panzano. We’ll learn about the history and traditions of Tuscany’s meat culture and enjoy a special culinary experience during lunch at his restaurant. From here, we’ll have an opportunity to step back in time with a visit to the walled hilltop village of San Gimignano known for its striking skyline of medieval towers. A guided tour of the town’s historic center will include tastings of local specialties including gelato di San Gimignano.

After, we’ll have free time to wander the town at our own pace and find a place for dinner. Our Travel Director is happy to provide recommendations.

Breakfast, lunch

Overnight at Relais Borgo Scopeto or similar

Day 5

Antinori Nel Chianti Classico

Check out this morning after a leisurely breakfast and head to Bargino, where we will explore the Antinori family's legacy and dedication to quality Italian winemaking by visiting their state-of-the-art facility. Learn about the family's distinguished history as wine producers for over 600 years, experience the winemaking process, explore their valuable art collection, and savor their wines during a guided tasting.

After a wine-paired lunch, we will continue to our accommodations in another picturesque corner of the Tuscan countryside. Have some time to relax and settle into our new surroundings. This evening, enjoy a wine-paired dinner at the property, featuring their award-winning estate wines and vin santo.

Breakfast, lunch, dinner

Overnight at Torre a Cona Wine Estate or similar

Day 6


This morning we’ll head to the Renaissance city of Florence where we'll join a local guide for a walking tour of the city’s historic highlights, including the Duomo di Firenze, San Lorenzo Market, Ponte Vecchio, and more. Our tour will be followed by free time to wander the city’s narrow streets and picturesque neighborhoods, passing old palaces, workshops, and studios. Enjoy time to shop, have lunch, and explore the artistic treasures of the city at our own pace.

Returning to the property in the afternoon, we’ll have time to relax before gathering together in the evening for a casual dinner at a local venue.

Breakfast, dinner

Overnight at Torre a Cona Wine Estate or similar

Day 7

Chianti Classico Countryside

This morning we have a special treat— weather permitting, we’ll begin the day with a hot air balloon ride over the Chianti Classico countryside, providing unforgettable views over the vineyards, olive groves, and lush rolling hills of Tuscany. Afterward, return to the hotel with time to relax before experiencing a traditional truffle hunt on the grounds of the Torre a Cona estate.

Tonight, we’ll gather one last time to toast our journey with new friends and enjoy a festive farewell dinner at the property.

Breakfast, dinner

Overnight at Torre a Cona Wine Estate or similar

Day 8


After breakfast this morning, transfer to the Florence Airport for return flights home or continue on the extension. Arrivederci!


Extend your trip

+ 4 days in Bolgheri
and the Etruscan Coast

Day 8


We extend our exploration of Tuscan culture and wine, journeying west toward the Etruscan Coast, known for its natural beauty, seaside resorts, archaeological sites, and good food and wine. Enjoy a stop en route in the medieval town of Volterra, the city of Alabaster. We will have lunch at a local restaurant before continuing our journey to our beautiful seaside accommodations. The remainder of the day is free to relax and unwind at the property.


Overnight at The Sense Resort or similar

Day 9


Today we visit Antinori’s Tenuta Guado al Tasso estate in the small but prestigious Bolgheri DOC, the birthplace of the Super Tuscan movement. The estate, where porcupines wander the roads at night and wild boar roam in the woods, contains a home where the Antinori family spends weekends and holidays. Discover the historic vineyards of the estate, learn about the unique microclimate, and enjoy a memorable lunch at the Osteria del Tasso, overlooking the Via Bolgherese “wine road.” Afterward, we’ll stop for a stroll in the lovely village of Bolgheri and continue on to the medieval hill town of Massa Marittima for a light dinner in the piazza before returning to the property.

Breakfast, lunch, dinner

Overnight at The Sense Resort or similar

Day 10

Elba Island

Drive south this morning to the coastal town of Piombino where we’ll board a ferry for the island of Elba. Situated between the Ligurian and Tyrrhenian Sea, the island is a natural paradise with a rich history dating back to the Etruscans and Romans. Traversing to the southeast part of the island, we’ll visit the winery at Tenuta delle Ripalte for a tour, tasting, and lunch overlooking the sparkling Bay of Pareti. Enjoy time to stroll in Portoferraio, where Napoleon was notoriously exiled in 1814, before returning to the mainland. Dinner tonight is at the hotel.

Breakfast, lunch, dinner

Overnight at The Sense Resort or similar

Day 11


After breakfast, a transfer will take you to Florence Airport for flights home. Arrivederci!



The Fine Print

Questions? Get in touch.



Program: April 14 - 21, 2024
Bolgheri and the Etruscan Coast Extension: April 21 - 24, 2024

Flight Information

If you would like assistance with reserving your flights, please contact us at, and we can refer you to an air ticket travel agency.

Activity Level

This trip has been designed to include daily exploratory walks that range from one to three hours. Each day, whether touring a city or winery, guests should be prepared to be on their feet for multiple continuous hours. Guests should feel comfortable strolling along cobbled surfaces, walking up and down stairs, and sauntering down uneven nature paths. Europe tends to have Old World infrastructure (narrow cobblestone streets, lack of elevators, etc.), which can leave some areas inaccessible. Typically, our more invigorating walks are included as optional activities.  If your mobility is limited in any way, or if you have questions, please contact our Guest Services team at

Note: Group maximum is based on double occupancy. The itinerary is subject to change or substitution at any time. You can learn more at


  • Seven nights accommodations, including all taxes and fees
  • Meals as listed on the itinerary: 7 breakfasts, 4 lunches, and 5 dinners, plus wine pairings with most major meals
  • All private excursions described in the itinerary along with services of local speakers, guides, entrance fees, and transportation
  • Gratuities for travel director, local guides, drivers, porters, and included meals
  • Full guiding services of a dedicated Travel Director
  • Airport transfers with porterage on the first and last scheduled days of the program

Not Included

  • Pre-and post-trip accommodations and associated expenses
  • Air and land transportation to/from host cities
  • All types of personal insurance
  • Personal expenses
  • Additional alcoholic beverages beyond what has been arranged by Experi to pair with the included major meals



Classic: $6,995
Jr. Suite / Superior: $7,495
Superior: $7,295 Sold Out
Jr. Suite: $7,595 Sold Out
Suite: $7,995 Sold Out

Single Occupancy: $8,495


Classic: $7,295
Jr. Suite / Superior: $7,795
Superior: $7,595 Sold Out
Jr. Suite: $7,895 Sold Out
Suite: $8,295 Sold Out

Single Occupancy: $8,795

Extension Rates*

Bolgheri and the Etruscan Coast:

Classic: $3,695
Suite: $4,495

Single Occupancy: $4,695

*Rates are per person, double occupancy in US Dollars.


A $1,000 non-refundable deposit per person reserves your space for this program. Final payments are due no later than 90 days prior to departure. An additional $500 non-refundable deposit is required for extension reservations.

Travel Insurance

Learn more about travel insurance and how it can help you prepare for the unexpected at

Travel Terms & Conditions

View our complete terms and conditions here at

We handcraft & operate specialty group travel programs to the world's best destinations. Join us for a once-in-a-lifetime experience.

IATAN logo grayeota logo grayATTA Logo Transparent