7-Day Enchanting Tuscany, Italy Educational Journey - sold out

The Dream of Tuscany Experience from The Rolling Landscapes of Tuscany to the Gorgeous Capital City of Florence

San Gimignano – Greve - Lucca – Pisa – Florence – Montepulciano

When: Saturday, October 16th - Friday, October 22nd, 2021 

Where: This is the ultimate in luxury experience through enchanting Italy! Imagine waking up to breathtaking views of the Tuscan Hills and Chianti countryside, discovering wine from the most famous wine region in the world, tasting (and making) extraordinary and fresh cuisine, visiting the artistic city of Florence, seeing the architectural phenomenon of the Leaning Tower of Pisa, and so much more. Fall in love with the region that only songs and poetry could be written about!

Information about this trip: Listen to our previously recorded presentation found here

Pricing per person:

Occupancy  ASTA Member Price
Non-Member Price
   (per person) 
Travel Advisor Double Occupancy  $2,650 $2,850*
Non-Industry Guest Double Occupancy   $2,650 $2,650**
 Travel Advisor Single Occupancy $3,200 $3.400* 

 *Travel Advisor non-member pricing includes one-year of ASTA membership for Independent Advisors.
**Non-Industry Guests must be accompanied by a paying ASTA Member or Non-Member registered attendee


Day 1 (Saturday) Arrival and Chef’s Dinner    
Day 2 (Sunday) Cooking class, San Gimignano wine tasting and city tour  
Day 3 (Monday) Chianti Classico Wine Tour & Tasting, Lucca tour & dinner  
Day 4 (Tuesday) Pisa Tour and Bocelli day

Day 5 (Wednesday) Guided Tour in Florence
Day 6 (Thursday) Montepulciano & Abbey Tour, Montalcino winery tour & tasting, Chef’s dinner at villa
Day 7 (Friday) Depart

What’s Included:

  • Luxury Villa in Chianti Region
  • Luxury private bus transport
  • Top Tour Guide for daily guided city tours
  • 2 Chef dinners with a Welcome Party
  • An authentic 4 course Tuscan cooking class
  • Daily breakfast
  • Daily dinner
  • 4 wine tours and tastings in Boutique wineries
  • Entrance to Andrea Bocelli’s private museum
  • Transfers (see below for details)


Arrival and departure transfers will be available from Florence (FLR) and Pisa (IT) airports as well as Florence’s main train station; Florence Santa Maria Novella (IATA:ZMS). Your tour organizer will contact you regarding your specific pick-up times after your participation has been secured.


  • Airfare to/from Italy
  • Tips & gratuities

Essential Information:

  • Each educational journey is available for 38 guests. (20 Double Occupancy & 12 Single Occupancy & 2 triple apartments available)
  • Your registration is non-refundable unless the Educational Journey is cancelled by ASTA or the Supplier.
  • Travel insurance is not required but is highly recommended.
  • Have questions? Contact meetings@asta.org

Full Itinerary:

Day 1 – Arrival

Guests will be picked up at Florence or Pisa Airports, or, local train station and will arrive at the villa for check-in and relaxing views of the Chianti Hillside.

This evening starts with a Prosecco Welcome Party and orientation followed by Chef Elisa’s Hillside Al Fresco dinner featuring Farm-to-Table dishes and specialties. There will be a wine presentation and wine tasting paired with the chef’s dinner, from the Villa Pozzo’s vineyards. 

Day 2 -San Gimignano

Today’s San Gimignano activities are fun & delicious! You’ll take an authentic Tuscan 4-course Cooking Class at an outdoor cooking school where you learn lots of techniques. The menu includes Baking Bread, Appetizer, Fresh Pasta with a sauce, entree, and dessert. There will be a walking, guided tour of San Gimignano with free time.

Then you’ll have a wine tasting at a San Gimignano, family-run, organic winery where they have a passion for country life and wine and a beautiful view of the Towers of San Gimignano. 

Day 3 - Greve & Lucca

Today we start in the Chianti Classico countryside in one of the most famous wine-growing areas in the world. In a hilltop hamlet in Greve, we will have a wine cellar and vineyard tour followed by a wine tasting with some local treats. Next, we enjoy a guided walking tour of the medieval town of Lucca. Discover the birthplace of Puccini and visit the cathedral, piazza and San Michele Square.

Dinner will follow, full of local specialties and wine. 

Day 4 – Pisa & Bocelli

We will enjoy a walking tour of Pisa, discovering the magnificent Miracle Fields including the hidden treasures of the Pisa City Center; Cavalieri Square, Borgo Stretto, and Chiesa della Spina.
Edi Bocelli, Andrea Bocelli mother will greet you
Then we are off to Lajatico, to the town of the world renown tenor, Andrea Bocelli. First, we see his outdoor amphitheater, Teatro del Silenzio. Next we go to the Bocelli Officine where Andrea’s mom (Eli Bocelli) will offer a view of the singer’s private museum. After we will have a meal by the Bocelli’s chef, paired with a Bocelli Wine Tasting which will be hosted by the Bocelli family.

Day 5 – Florence

Enjoy a 3-hour guided walking tour of Florence city centre discovering all the main attractions of this unique Unesco World Heritage Site. This walking tour itinerary allows you to see all of the main sights and some of the smaller hidden places in between what is considered the heart of the historical city center of Florence. The tour includes Cathedral of Santa Maria del Fiore, Gate of Paradise, Brunelleschi’s Dome, Dante’s house, Signoria Square with the replica of David, Ponte Vecchio, Uffizi Square, Republic Square, Via Tornabuoni. Next there will be a visit to The Accademia to view and learn about the Statue of David of Michelangelo. After free time, we will enjoy a wine tasting and pairing class with a specialty dinner and presentation by the owner and wine expert. 

Day 6 – Montepulciano/ Montalcino

Explore the historic center of Montepulciano’s old city on a guided tour followed by a scenic drive to Montalcino where we visit the Abbey Sant’Antimo.

After we head to a Brunello winery for a wine production tour followed by an outdoor wine tasting. Learn why this Sangiovese grape is special and enjoy an elegant tasting while viewing the vineyards where the wine is grown.

After, we return to our villa where our Farewell Chef’s Dinner will be served. 

Day 7 – Departure

Guests will check-out and be driven to the Florence or Pisa airport or local train station.

Enjoy the luxury and all the amenities of home in your fully-furnished, stunningly decorated villa - The Villa Pozzo. You can enjoy the comforts of home with a completely furnished kitchen, laundry facilities, comfortable beds, and breath-taking views of the vineyard and surrounding landscape.

This Educational Journey has been provided by and will be hosted by :
Valerie Malecki, The Apex Travel Company, TotallyTuscanyVillas.com 
This FAM is non-refundable unless canceled by ASTA. All participants are bound by ASTA code of conduct and terms and conditions.
American Society of Travel Advisors –  Click for information on ASTA