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6 Days

The magical allure of central Italy has remained strong for almost three millenia. Tribes, kingdoms and empires have risen and fallen, and each has left its unique mark. It began with the ancient civilizations of Etruscans and Romans, endured the invasions of other European cultures, blossomed during the Renaissance to lead Europe out of the Dark Ages, and continues to evolve even today. Tuscany has one of the world’s most perfect combinations of history, art, cuisine, landscape, culture…and of course the people who make it all come to life. The culture of the vine is prevalent in all aspects of Tuscany…with 23 DOC wines, 11 DOCG varieties, dozens of SuperTuscans and countless regional vintages, the sheer variety and quality of wines present in this iconic region is staggering.
Join us on this special private tour as we experience the annual grape harvest in Tuscany while exploring the towns and historic cities of this magical land, at one of the most exciting times of the year!

On this adventure we stay true to our Go Get Lost philosophy of immersing you in the culture, introducing you to plenty of the fun local characters, learning from the winemakers how they make the grapes come to life in the bottle, indulging in the superb regional cuisine while cooking alongside local experts, marveling at landscapes only a Renaissance painter could reproduce, and veering off the beaten path quite often to find the hidden gems we love. Best of all, we give you plenty of quality free time to wander, get lost, and soak up the ambiance of the area.
You’ll be pampered with premier 4 and 5-Star accommodations, local guides to show you the secrets of the area, private transfers, and a Go Get Lost tour leader to make it all run smoothly.

Tour Dates & Pricing

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Day 1 - Ben Venuti in Italia!

Your Italian adventure starts at mid-morning today at meeting point of the lobby of our 4-Star hotel in Florence. (You'll be provided with detailed arrival and departure instructions to help you coordinate your flights and travel.) You'll meet your private guide, board your coach and head southeast out of the city and into the Chianti countryside. While traveling through the picturesque landscape you'll stop for a tour at the prestigious wine estate of Foresteria di Villa Cerna, renown for their excellent cellars and also for their kitchen. Then you'll relax and enjoy a typical Tuscan lunch here, complemented by the estate's vintages. Tuscan cuisine, like all Italian regions, reflects the best of the local area. Fresh pasta is prevalent, along with salami, prosciutto, chicken, beef, and pork, with nearly everything organic and free-range, which has always been the natural way for Italians. Of course you'll find some of the world's best olive oils here, along with tomatoes, peppers and melanzane that are bursting with flavor. And the cheeses of this region are legendary, with literally dozens of varieties running the gamut from fresh and creamy to aged and robust...truly an epicurean's heaven! During your time in Italy with us you'll be introduced to some exquisite wines that can be found no where else, from marvelous honest farmhouse productions to wines from some of the top estates in the world, and everything in-between. To make it even more exciting we'll even expose you to some of the fine vintages from the other wine regions of Italia as well.
After dining we'll have a short transfer to the picturesque village of Radda, to check in to your 4-Star accommodations in a converted palazzo in the town center. After the hustle and bustle of your journey you'll get to unwind in small-town Italy!

This evening is at you leisure, you can relax at the spa or pool, or you can choose to explore Radda village and the countryside. Tonight you'll enjoy an excellent dinner of regional specialties...followed by a good nights sleep!

Day 2 - The Chianti Region

This morning we'll have a typical Italian buffet breakfast at your hotel, then depart on our private coach for a day of exploring the renowned Chianti region and its quaint villages. Famous for it's scenic beauty and wine production, Chianti typifies the perfect balance of cultivated vineyards, forested hills, and quaint medieval towns. First we'll stop at the enchanting Castello di Volpaia, a medieval fortified village located on a hill top in the heart of Chianti, an area renowned for its natural beauty. The cellar at Volpaia is run by the Mascheroni Stianti family – Carlo, Giovannella, Nicolò and Federica – who treat their often complex work with passion and enthusiasm. Behind the walls of the XI century buildings is all the modern technology required for fermentation, aging and maturing. The property spans 360 hectares, of which 12 hectares are home to olive trees and 46 hectares house vineyards – all sitting at an altitude of between 400 and 650 metres. At Volpaia we'll have a tour of their wine cellars and olive mill, followed by a tasting of their production.
Later we'll have a stroll through the cobblestone streets of quaint Panzano village to have lunch at the MacDario Butcher Shop, famous for its meat all over the world.
This afternoon we'll stop in the charming village of Greve in Chianti, known for its town square and many shops. Here we'll visit the family-run wine estate of Panzanello, located in the beautiful Panzano hills. After a visit to their wine cellar you'll need to roll up your sleeves and get ready to learn more about the Tuscan kitchen. The housewife and Chef Ioletta will teach you how to prepare a full Tuscan meal, which of course you will enjoy afterwards! Yet another aspect of regional cuisine, and paired with Panzanello's best wines!

Day 3 - San Gimignano and Siena

After breakfast this morning we'll check out of our hotel in Radda and head west, into the region known as the Chianti Colli Senesi region. The morning will be spent exploring the wonderfully bizarre town of San Gimignano. The high walls and narrow streets of this imposing fortress are typical of Tuscan hill towns, but the 14 medieval towers that dominate San Gimignano's skyline set it apart from all the rest. Here you can "get lost" in the maze of streets, shops, and cafes. San Gimignano is rumored to have one of the best gelato shops in all of Italy...may be worth a visit? For the not-so-faint-of-heart, a tour of the fascinating (and gruesome) Museum of Medieval Justice will provide an interesting yet terrifying glimpse of the past.
Just a few miles outside the walls of San Gimignano we'll stop at one of our favorite local family farms to have a visit of their cellars and a tasting, followed by lunch. The farm covers ample acres of olive groves, vineyards, fields and forest. The farm's vineyards produce delicate white Vernaccia wine, a local specialty, along with several styles of robust Chianti. They also produces one of our favorite Tuscan olive oils, which along with the other farm products will figure prominently in our meal. The rule at their kitchen is you eat as much as you want, and then a little more!

After eating we can relax for a bit and enjoy the scenery as we make our way south to the picturesque walled city of Siena. When you combine the history of Siena with the current traditions of its inhabitants, you'll find that Siena is arguably one of the most fascinating, one of the most unique, and one of the most vibrant cultures in all of Europe! The Senese have kept alive the customs of their ancestors, and in fact live it every day. We'll have a private guided tour of the city by one of its citizens, visiting the Cathedral Complex, Piazza del Campo, and San Domenico Church. As you explore the city you'll marvel at the huge span of history represented in its architecture, from the Romans to the Renaissance to the Goths, Siena is a landscape of all the civilizations that have dominated here.

Tonight we will take you to one of Siena's best restaurant gems, tucked away on a very quiet, very steep side street, to experience yet another side to the food and wine culture of the region. Siena has striven with Florence for political and military dominance for hundreds of years, and they have made sure that their cuisine also rivals their larger neighbor to the north!

If time allows we can have a traditional after-dinner passegiatta tonight in one of Italy's most beautiful squares, the Piazza del Campo. Strolling along with a gelato in hand under the soft lamplights of Siena is an experience to remember.

Day 4 - Montalcino and the Valdorcia

Today we board our private coach and head south into the famed wine region of Valdorcia, known worldwide for the produciton of Brunello and Nobile. This area boasts the classic Tuscan landscape of rolling hills dotted with Italian cypress, vineyards dominated by walled cities, and every other image you've ever seen on a postcard! After a tour of the town of Montalcino (epicenter of Brunello wine), we'll have a private tour of one of Montalcino's famed wineries, Fattoria Caparzo, seeing how their vineyards work with their cellars to produce the vintages famous all over the world. And of course during our lunch we'll sample the results of their efforts as well!

This afternoon we have two options: Pienza or Montepulciano.

The quirky little Renaissance town of Pienza is famous as the hometown of one of the most unusual popes, and even more famous as the center of cheese production for the region. This tiny town was catapulted to fame when one of it's hometown priests became Pope Pius II. In 1459 he began a renovation project to transform the town into a Utopian city. Today this little town boasts beautiful buildings and charming cobblestone streets lined with cheese and wine shops. The views from several points offer unique and breathtaking panoramas of the Val d'Orcia Valley, from Montalcino to Mount Amiata.

Standing imperious on a high ridge, Montepulciano seems to be the quintessential example of a picturesque medieval walled city. The town is full of elegant Renaissance palaces, ancient churches, charming squares and hidden corners, and boasts vast panoramas all over the wonderful Val d'Orcia and Val di Chiana valleys that surround it. The real draw, though, is the famous wine Vino Nobile di Montepulciano, produced from the unique Prugnolo Gentile grapes grown only on the slopes of the surrounding hills. You can taste this elegant, full-bodied red wine in any of the wine shops and vineyard shops that line the main streets of this medieval gem.

After the visit we'll head back north for a stop at Podere il Casale, an organic agricultural farm. Here we'll enjoy a cheese tasting which consists of 8 samples of their own various sheep and goat cheeses made from raw milk. During the tasting they will explain the stages of cheese production from hand–milking to the final product. Meanwhile you may relax on the terrace with a breathtaking panorama of the Val d’Orcia Valley. A glass of wine from their production range , home made bread baked in their own wood-oven and jam and honey to accentuate the cheese will make this an unforgettable journey into beautiful southern Tuscany.

Tonight you are free for dinner. Wander and explore Radda village to find the perfect spot.

Day 7 - Florence, Birthplace of the Renaissance

After breakfast this morning we'll have a private transfer direct to your 4-Star Hotel in Florence's city center. This morning is free for you to wander and "get lost" in the magic that is Florence. You'll soon find that it's not only cultural gems that attract visitors, but also the world-class shopping and fashion houses that rival Milan and Paris. Street vendors, small boutiques, leather shops and lesser-known designers are the strength of Florence's shopping scene...explore and enjoy! Lunch is on your own today, so be sure to keep an eye out for one of Florence's many marvelous trattorias, where you'll enjoy yet another excursion into robust Tuscan cuisine.
This afternoon an expert local guide will meet us for our private guided tour of Florence, one of the preeminent architectural and artistic treasures of Europe and birthplace of the Renaissance. We'll wander this walker-friendly city to see some of it's most iconic and famous sites. Florence is a veritable museum of unique and incomparable treasures. From the Renaissance palaces that line many of the cobblestone streets, to the historic squares and fountains dotted throughout the city, to the world-renown art and history museums, Florence has something for everyone, including the Ponte Vecchio, Santa Croce Church, Piazza della Signoria and the Cathedral Complex.

Hopefully you didn't eat too much at lunch today, because as this is our final evening in magical Tuscany, tonight we have an incredible farewell dinner planned at one of our favorite local restaurants. Adventures and misadventures from the previous week are re-lived and laughed about, everyone and everything is toasted, addresses are copied and goodbyes are exchanged with all your new lifelong friends that you "Got Lost" in Italy with!

Day 8 - Arrivederci Italia!

Your Go Get Lost tour ends this morning after breafast. Your group leader can help you arrange transportation to the airport or trains station for your onward journey. (Depending on your flight times, you may have the option to book a tour of the Vasari Corridor and Uffizi Gallery this morning.)


Due to availability at the time of booking, hotels listed may change to similar hotels

Radda in Chianti - 4 Star Palazzo Leopoldo Located in Radda in Chianti, Palazzo Leopoldo is an historic residence from which a hotel hotel has been created. If you are fascinated by history, traditions, and everything that brings to mind the atmosphere of the past, Palazzo Leopoldo is the ideal hotel, while still providing all the comforts that a prestigious hotel must provide to its guests. Although born as a hospital, in the past Palazzo Leopoldo was the cradle of local nobility and is mentioned several times in historical documents. During the renovation this heritage has not been lost, so much so that today the palace can be considered one of the most beautiful luxury hotels in Chianti. Many rooms have been restored in the original version to continue giving the palace guests the feeling of splendor experienced in the times they were. Typical examples of this are the frescoes and terracotta floors, not to mention the original kitchen and the internal chapel. The luxury of the hotel then manifests itself in the rooms, the spacious suites where everything has been chosen to enhance the truly unique environments.

Florence - 4 Star Hotel Baglioni The Grand Hotel Baglioni, located in the heart of Florence, has been synonymous with hospitality and quality for over 100 years. It is housed in a magnificent 19th-century building, in which past and present coexist in perfect harmony, bearer of the values inherent to Florentine tradition. On the fifth floor, you can discover the beauty of their splendid rooftop panoramic restaurant from which you can admire the skyline of Florence, taking in the whole city with a single glance.

What´s Included

  • Private local tour manager/guide for the entire tour
  • Private deluxe coach 16 or 25 seats with air conditioning
  • All private group transfers as per itinerary
  • 4 nights’ accommodation in Radda in double classic room in 4-Star Palazzo Leopoldo, or similar
  • 1 nights’ accommodation in Florence in double classic room in 4-Star Hotel Baglioni, or similar
  • 5 breakfasts, 4 lunches, 4 dinners, 1 cooking class, 4 wine tastings
  • Lunch with wine and guided cellar tour of Foresteria di Villa Cerna
  • 1 dinner in Hotel in Chianti (all group dinners include water and local wine)
  • Lunch at Mac Dario butcher shop
  • Hands on cooking class and dinner at Panzanello Wine Estate with wine tastings
  • Lunch at a family farm/wine estate in San Gimignano area with wine tastings
  • Dinner in Siena
  • Degustation tastings at Podere il Casale in Pienza
  • Farewell dinner at Torcicoda restaurant in Florence
  • Visit, wine and olive oil tasting at Castello di Volpaia in Chianti
  • Light lunch and visit with wine tasting at Fattoria Caparzo
  • Walking tour of Florence with local guide, Santa Croce Church and Cathedral entrance fee included
  • Walking tour of Siena with local guide
  • Hotel taxes
  • All tips, except for your main local tour leader
  • Completely escorted by a Go Get Lost Tour Leader along with local guides at specified sites throughout the itinerary
  • A lifetime of unforgettable memories!

What´s not Included

  • Airfare package
  • Airport arrival and departure transfers, tour begins at the meeting point of the Hotel Baglioni lobby at mid-morning in Florence on Day 1, and the tour ends after breakfast at the hotel in Florence on the morning of day 6.
  • Gratuities for meals, porterage, local guides, coach drivers, etc.
  • Visa fees, if applicable
  • Meals not specified in itinerary
  • Beverages at meals unless specified in itinerary
  • Trip Cancellation/Interruption and Medical Insurance (strongly recommended), call for details
  • Single supplement charge
  • Items of a personal nature; phone calls, laundry, etc.

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