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Traversing Tuscany on Chef-Led Culinary Adventures

Through our Expertly Done Culinary & Wine Travel Series, explore cultures, food, and wine enhanced by the knowledgeable, approachable insights of Premier’s hand-selected expert Chef Bob Waggoner or celebrity Italian chef. Enjoy a once-in-a-lifetime tour of Tuscany's villages and cities and enjoy the finest Tuscan wines, guided by our local host, Sommelier Klajdi Belaj. 

Traverse Tuscan cities, villages, and vineyards under the tutelage of Chef Waggoner. Indulge in Pecorino cheese and olive oil tastings, as well as exclusive wine tastings, with exclusive access through Sommelier Belaj. Feast on nightly chefs dinners with Chef Waggoner, as well as local esteemed chefs. Enjoy an unforgettable wine dinner collaboratively planned by Chef Waggoner and Sommelier Belaj. Relax and refuel at your beautiful farmhouse in the Val D'Oricia region--a UNESCO World Heritage Site.

April 23-May 3, 2022 (departing USA April 22, 2022) with Chef Bob Waggoner
May 7-17, 2022 (departing USA May 6, 2022)with our Local Italian Expert Host

October 1-October 11, 2022 (departing USA September 30, 2022)with Chef Bob Waggoner
From $6299 Per Person; Double Occupancy; Single Supplement $1800; Limited to 20 passengers

October 15-25, 2022 (departing USA October 14, 2022) with Chef Bob Waggoner
From $6399 Per Person; Double Occupancy; Single Supplement $1800; Limited to 20 passengers

April 22-May 2, 2023  
May 6-16, 2023  

September 30-October 10, 2023  
From $6449 Per Person; Double Occupancy; Single Supplement $1800; Limited to 20 passengers


Depart the United States for Rome, Italy

Day 1 – Rome, Orvieto, Contignano

Arrive Rome International Airport in the morning.

A private transfer will be waiting for you for travel to your villa. Depart Rome and travel through the rolling hills, olive groves and vineyards of the beautiful Tuscan countryside where a stop will be made to visit the beautiful town of Orvieto. As you stroll along the main street, see nice, small shops** and taste some of the local produce. Experience a typical Italian lunch in a local trattoria, stroll the picturesque alleyways and see amazing views of the countryside from this lovely village. Following lunch, continue to Villa Casa Crete. Observing the preparations for your dinner while enjoying the wonderful wines of Tuscany, makes for a truly memorable first evening in beautiful Tuscany!  Buon Appetito! Welcome Tuscan Chef’s Dinner at the villa.
** This would be a good time to select some wine, spirits or other beverages of choice for your personal use at the villa.


Day 2 – Siena
Your day begins with a step into the past that takes you to the city of Siena with its narrow back streets, fortified houses, medieval towers, tiny piazzas, and lesser known churches rich in masterpieces. Walk around the Palio de Campo, where a bare-back horse race has taken place for centuries in the main square, the Campo, while continuing to stroll past the many cafes, bars and shops. Note the fan-shaped central square where you will view the Palazzo Pubblico, the Gothic town hall, and Torre del Mangia, a slender 14th century tower with sweeping views from its distinctive white crown. This tour takes you behind the scenes into the neighborhoods (called Contradas) with the church and museum, which give an understanding of the spirit and the fascination of this event. After your tour, choose lunch and/or shopping on your own, before meeting your driver to return to your villa. Chef's Dinner.

Day 3 – Pienza - Pecorino Cheese Farm

Wake up to breakfast and the amazing views of the Val d’Orcia region of Tuscany, a UNESCO World Heritage site. Spend the morning on a guided tour in the lovely town of Pienza, known as the “ideal city of Renaissance” and sits amidst gentle, undulating hills and wonderful natural landscapes. The central Piazza Pio II is framed by 15th century buildings like the Pienza Cathedral and Piccolomini Palace. The latter was Pope Pius II’s summer residence and features a roof garden with valley views. To the west is the Pieve di Corsignano a Romanesques church with a circular bell tower which dominates the landscape viewed from afar. This picturesque village enjoys a strategic position standing high atop a hill, dominating all the Orcia Valley with extraordinary views. Pienza is known for its famous pecorino cheese and offers many shops for tasting. There will be time for exploring and shopping on your own in the many fantastic shops and quaint cafes in which to stop for lunch.

After lunch, Sommelier Kladji Belaj will join the group to introduce us to 
real shepherd who will open the doors to his family history and traditions. Visit the private dairy farms and learn all about cheese making from this local expert. Taste a mix of different artisanal cheeses right at the farmChef’s Dinner.




Day 4, 2020 – At Leisure Pienza
Today, you will have the day at leisure. You can enjoy the property and simply relax, or join a dessert class with Chef Bob's wife, Christine.Local Italian Chef to demonstrate pasta making and chef's dinner.

Day 5 – Montalcino  – Brunello Wineries  
Today, walk among vineyards, in front of the beautiful Val D’Orcia landscape, and visit ancient cellars with Sommelier Klajdi Belaj and Chef Waggoner. Taste the depth and richness of the superb, world-class Brunello wines produced with the Sangiovese grape. Brunello is a DOCG red wine that offers immense satisfaction to every wine lover of Sangiovese. This exclusive wine tasting also features a traditional Tuscan lunch. Chef's Dinner.

Day 6 – Montepulciano – Talosa Winery
After breakfast, your morning travel begins with a visit to the medieval town of Montepulciano set atop a narrow ridge of volcanic rock that combines Tuscany’s superb countryside with some of the region’s finest wines. Make your way up the steep and winding walkways that lead to the narrow streets, where you will arrive at the Piazza Grande, the heart of Montepulciano and the focus of the city. Stop in the middle of the square or near the lovely fountain and feel the unique atmosphere offered by the Plaza surrounded by the Duomo, the Palazzo Comunal, the Palazzo Tarugi and the Palazzo Contucci. Historic cantinas right within the walls, which have been dug out underneath the prestigious palazzos, make for a nice stop for a glass of wine. Visit the famous Thursday market in the old town at the top. The marketeers arrive early with their draped stalls and rows and rows of fresh vegetables, aromatic herb stalls and forays of olives, breads, oils and cheeses that will be touted at every turn. Experience the market with Chef Bob Waggoner, as he selects the freshest ingredients for your dining experience. We continue our walk to Cantina Fattoria della Talosa for a wine tasting of their Vino Nobile di Montepulciano with Sommelier Kladij Belaj, including antipasti in the famous Talosa Cellars, which date back to the 16th century. The brick passageways contain a series of vaults and niches where the barrels are placed.  Inside the Historic Cellar, there are huge oak barrels where Vino Nobile di Montepulciano is aged. Dinner with Wine Pairing offering 6 different wines; Ristorante Daria in Monticchiello, Tuscany.

Day 7 – Cortona – Olive Oil Mill and Tasting
For your last day in Tuscany, we make our way to the well-known town of Cortona, made famous in the movie, “Under the Tuscan Sun”, for a guided walking tour. This small charming town is in the Valdichiana, or Chiana Valley, in the province of Arezzo in southern Tuscany. The city, enclosed by stone walls dating back to Etruscan and Roman times, sits on the top of a hill about 600 meters (about 1968 feet) above sea level. This dominant position over the valley offers a spectacular view from all over the town of the surrounding valley and even Lake Trasimeno. In Cortona, there will be time for enjoying a bit of history combined with time for shopping in the many wonderful art galleries and shops. Also, in Cortona you will visit an oil mill with Sommelier Belaj to learn about the process of making Italian olive oil at a local mill. From the olive grove to a tour of the machinery —  including the Italian granite mill to the modern equipment — you will learn everything you need to know to select the best olive oil. Tasting the excellent olive oil on the real bruschetta is included in this experience. Wine Tasting Experience at the Villa with Sommelier Klajdi Belaj (Private Sommelier to the owner of Viandante del Cielo (Skywalker)) and Chef’s Farewell Dinner; “pairing the food with the wines of Tuscany.”

Day 8  Transfer to Florence
Private Group Transfer to the Florence for three nights at the Grand Hotel Minerva (or similar). On the way to Florence, there will be a stop in the beautiful town of San Gimignano. Known as the Town of Fine Towers, San Gimignano is famous for its medieval architecture, unique in the preservation of about a dozen of its tower houses, which, with its hilltop setting and encircling walls, form "an unforgettable skyline". The "Historic Centre of San Gimignano" is a UNESCO World Heritage Site. There will be time for shopping, exploring the sites, and lunch on your own before continuing on to your hotel in Florence. Dinner on your own.

Day 9  Florence
Wake up to the city of Florence, the birthplace of the Renaissance. Today, embark on a guided walking tour of Florence’s Renaissance heart. Visit the Galleria dell’ Accademia to see works by many of the greatest artists of the 14th and 15th centuries to include Michelangelo’s famous sculpture of David. The rest of the afternoon will be free to explore Florence on your own. Florence is filled with Renaissance riches to include the Duomo and the 14th century Ponte Vecchio, framing delightful views of the Arno River. Dinner on your own.

Day 10  Florence
This morning set out to visit the San Lorenzo Market with Chef Bob Waggoner. The Market runs along several streets surrounding the Mercato Centrale. File between the hundreds of stalls on either side of the street with vendors selling pottery, clothing, souvenirs and various leather goods. This is a great place to find gifts to bring back to your friends and family. After your shopping experience at the outdoor market, you may choose to visit The Centrale Market, which is a two-level food market making up the second half of the San Lorenzo Market. The Mercato Centrale is in a beautiful building designed by Giuseppe Mengoni, a famous architect. Enjoy lunch at one of the many food vendors or wander to find the perfect Osteria to savor local Italian wine and cheeses. Be sure to sample the gelato on your walk about! The rest of the day is free to discover Florence with its many shops at your leisure. Farewell dinner.

Day 11 – Transfer to Florence International Airport for flight to United States.


**IMPORTANT INFORMATION: Itinerary subject to change. Premier Tours & Travel reserves the right to modify programs and itineraries (including arranged sightseeing, accommodations, dining experiences, aircraft, trains, vessels, and so forth) at any time due to unforeseen circumstances or circumstances beyond Premier Tours & Travel’s control, including force majeures. In the instance our Expert host cancels due to unforeseen circumstances, Premier Tours & Travel has the right to substitute another Expert host, such as a chef, in such an emergency (timing allowed) and/or the tour will continue in its entirety. Every effort is made to operate our itineraries as planned but alterations may need to be made after the final itinerary has been issued. Airfare is not included. Deposits are utilized to secure services on your behalf and are nonrefundable. Deposits are transferrable to a future Expertly Done Culinary & Wine Travel tour. Wine is included as noted otherwise alcoholic beverages are the responsibility of each adult guest. Guests are limited to one carry on and one checked baggage and will be responsible for any additional fees charged for additional luggage. Please see Key Items to Know Before You Leave Home in Terms & Conditions.

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Premier Experiences, Premier Advantages

  • English-speaking Premier Director and local Premier representatives
  • Group airport meet and greet (based upon arrivals)
  • Private transfers
  • Curated luxury accommodations, such as a 5* hotel Grand Hotel Minerva in Florence and Villa Casa Crete (or similar)
  • Daily breakfasts; lunches and dinners as noted
  • Hand-selected cheese, charcuterie, wine, and olive oil tastings, and a private wine tasting with Sommelier Kljadi Belaj
  • Curated tours and experiences, including entrance fees and taxes
  • Internet (where available)
  • 24/7 Premier support



Chef Bob Waggoner Bob received his formal training with Michael Roberts at Trumps in Los Angeles from 1981 to 1983, and later in France at a constellation of Michelin-rated restaurants with chefs Jacques Lameloise, Charles Barrier, Pierre Gagnaire, Gerard Boyer and Mark Meneau. At 23, he took on his first chef position at the private club “Members” in Caracas, Venezuela. Chef Bob Waggoner returned to France at age 24 to become chef of the Hotel de la Poste in Avallon for three years. Then, in 1988 at age 26, in the town of Moneteau in Burgundy, he became the first American chef to own his own restaurant in France, the much acclaimed Le Monte Cristo. He is one of the few Americans to be Knighted with the “l’Odre du Mérite Agricole” from the Government of France. In 1991, Waggoner was offered the opportunity of Chef de Cuisine with Chef Jean-Pierre Silva, the two-star Michelin, at Le Vieux Moulin in Beaune, France. After 11 years in France, he returned to the States in 1993 to cook at the award-winning Turnberry Isle in Florida, before joining The Wild Boar in Nashville, where he earned the restaurant a coveted AAA Five-Diamond Award and the Grand Award from Wine Spectator. 

He finally found his way to Charleston where he was Executive Chef of Charleston Grill at Charleston Place for a dozen years. Every year, Chef Bob was at the Charleston Grill, it was awarded AAA Four-Diamond and the Mobile Four-Star award, and in 2001-2005 he was nominated four times for The Beard Foundation "Best Chef Southeast" award. He is author of the Charleston Grill at Charleston Place: French Influenced Lowcountry Cuisine cookbook. Always well regarded as a media-savvy chef, he has won an Emmy for his television show “Off the Menu” with Turner South. He also hosted 2 cooking shows with PBS, U Cook with Chef Bob and Sing for Your Supper with Chef Bob. Currently, he is the owner of “In the Kitchen with Chef Bob Waggoner” where he hosts cooking classes in a relaxed, casual, and sophisticated atmosphere. With his easygoing nature, he can teach anyone the culinary tips and techniques for "how it's done" in the finest restaurants.