10 days from $5,850 per person*
  • Sample Tuscan wines and chocolates at exclusive tastings in Florence.
  • Explore beautiful Siena with a private guide.
  • Take a privately guided walking tour of Venice’s romantic streets and canals.
  • Visit bustling Christmas markets in Bolzano and Bergamo amid the picturesque Dolomites.
  • Stay at a handpicked selection of premium accommodations.
Request a Quote

It’s fitting that Italy is shaped like a Christmas stocking: Each of its cities is like a special gift just waiting to be unwrapped. Discover Renaissance Florence, beautiful Siena, romantic Venice, and the gorgeous mountaintop towns of the Dolomites with us on this comprehensive Italian itinerary enriched with wine, art, architecture, and holiday spirit.

It begins in Florence, birthplace of the Italian Renaissance, with a half-day privately guided walking tour of the city’s historic winemaking district, including stops at the Casa del Vino enoteca and Antinori Palace before joining an expert-led tasting of Tuscan wines at the Gastone wine bar before spending a few hours sampling Florentine chocolate at a private tasting. Next, discover the winding streets and brick-roofed cityscape of medieval Siena, Florence’s historic rival, on a private tour with the chance to sample regional delicacies and delicious local wines. Spend an evening strolling the festive markets in Florence's central piazzas. Later in Venice, step out on a private walking tour of this serenely beautiful city that hits all the highlights — St. Mark's Square, Campo Santa Maria Formosa, Basilica dei Santi Giovanni e Paolo, and Rialto Bridge, to name but a few — while being regaled with stories of its colorful heroes. The holiday season is in full swing in Bolzano come December; explore the charming Christmas markets of this German-accented city high up in the Dolomites on a privately guided walking tour, then hunt for holiday gifts amid the market stalls of lovely Bergamo en route to your final stop, Turin. There, you’ll stroll the streets of this delightfully French-influenced mountain town on a privately guided walking tour of its piazzas, palaces, and cathedrals, and also explore the city's Christmas markets for one final dose of the festive season before your journey comes to a close. ... Show More »

Please note: While each city and market is different, the Christmas markets typically open around the beginning of December, and close down a few days prior to Christmas Day.

Kensington Tours creates private trips from the world’s finest ingredients. Tailor-made with care by your personal Destination Expert, your personalized trip is always a one-of-a-kind experience made just for you. Expert local guidance and 24/7 service come standard. « Show Less

Day
Activities Hotel & Meals
Hotel & Meals
  • Day 1 Florence
    Florence
    • Transfer - Private - Airport with Meet & Greet - Vehicle/Assistant/Driver(2)
    • Italy - Welcome Package (1 pack) (2)
  • Day 2 Florence
    Florence
    • Tour - Private - 1/2 Day Wine Discovery (with tastings) (4 hrs) - Guide
    • Tour - Private - 1/2 Day Exclusive Chocolate Tasting (2 hrs) - Local Expert(0)
  • Day 3 Florence
    Florence
    • Tour - Private - 1/2 Day Siena (5 hrs, approx) - Vehicle/Guide/Driver
    • Optional: Florence Christmas Market
  • Day 4 Florence to Venice
    Florence to Venice
    • Transfer - Private - Train Station - Vehicle/Driver (2)
    • Florence - Venice [2 hrs] - 1st class
    • Transfer - Private - Train Station with Assistance Meet & Greet - WaterTaxi/Assistant/Driver
  • Day 5 Venice
    Venice
    • Tour - Private - 1/2 Day Classic Venice Walking Tour (2 hrs) - Guide(12)
  • Day 6 Venice to Bolzano
    Venice to Bolzano
    • Transfer - Private - Piazzale Roma Car Terminal - WaterTaxi/Assistant/Driver
    • Venice - Bolzano [3 hrs] - Vehicle/driver(2)
  • Day 7 Bolzano
    Bolzano
    • Tour - Private - 1/2 Day Walking Tour of Bolzano with Christmas Market - Guide(2)
  • Day 8 Bolzano to Turin
    Bolzano to Turin
    • Bolzano - Turin [via Bergamo Christmas Market] - Vehicle/Guide/Driver(2)
  • Day 9 Turin
    Turin
    • Tour - Private - 1/2 Day Walking Tour (3 hrs) - Guide
    • Optional: Turin Christmas Market
  • Day 10 Turin
    Turin
    • Transfer - Private - Airport - Vehicle/Driver (2)
We can customize this private tour just for you. Any element can be tailored – activities, length, hotels and destinations.
Call us at 1 888 903-2001 or request a quote.
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Day 1: Florence

For your added comfort, you will have Meet & Greet assistance upon your arrival, which will be waiting for you outside the customs. Your representative will help to co-ordinate meeting up with your private chauffeur at the airport and accompany you to your accommodation.

A welcome package with a city map, train tickets (if relevant), and any other touristic information that we deem you may find useful will be waiting for you upon your arrival at your first hotel on your trip.

Accommodation: L`orologio Hotel (4*)

The L'orologio Hotel is conveniently located in the heart of Florence, just a short stroll away from important monuments such as the Duomo, the Basilica of Santa Maria Novella, and the Medici Chapels. The concept of the L'orologio Hotel is inspired by prestigious international Haute Horlogerie (Fine Watchmaking) and in particular, by the world of collecting vintage watches. The interior design pays an extreme attention to detail, providing a bold sensory experience to guests.  Guestrooms are comfortable and full of character, and offer various cityscape views. Guests can dine at bar L’O for classic Italian cuisine in an warm and illuminating environment. Visit the fitness center for a workout during your stay, and the sauna to relax after a long day of sightseeing.

Italy Winter Escape Tours 2017 - 2018 -  Michelangelo's Statue of David
Michelangelo's Statue of David
Italy Winter Escape Tours 2017 - 2018 -   L'orologio Hotel
L'orologio Hotel

Day 2: Florence

Learn about the history of wine making in and around Florence, along with a tasting session on your private guided tour. You will be meet your guide at your hotel, and begin your tour with a walk, looking for the old Florentine wine makers, as well as the so-called “Wine's Windows”. The old wine makers in Florence during the 1800's were found in small taverns, which offered their services to local artisans. During your stroll, you will make a stop in the famous Enoteca Migliorini, one of the oldest shops in the city. Next, visit Palazzo Antinori, which represents the Corporation of the Wine Makers, before walking towards Wine Bar Gastone, to join a professional-led wine tasting session. Enjoy an introduction to main Tuscan red wines and descriptions of the most widespread vines; the traditional denomination of origin (D.O.C.); the best of the traditional production, Brunello and Nobile; the role of the Cabernet and new trends. The tasting session (included) will be conducted around the table, with red and white wines. An organoleptic analysis of the wines will be presented during tasting and suggestions for matching with food; the menu will include traditional canapé, slices of toasted bread with tomato or garlic, olive oil and basil, local cheeses and salami, crostini with mushroom and artichokes, bruschetta with fresh tomatoes and fresh white beans (cannellini) (included). Afterwards, you will be escorted back to your hotel.

Meet up with a local expert to delve into the world of chocolate, and learn about a special secret chocolate recipe created in Florence.  The city in particular, had a very important role in the introduction and diffusion of chocolate in Italy and it was probably a Florentine, F. D’Antonio Carletti, who, in 1606, introduced it to the country. Chocolate used to be drunk in the form of hot liquid cream and the Medici family loved this nectar as soon as they tasted it. Cosimo III got his personal scientist to create a special new blend, the recipe of which was guarded as a Medici “state secret”. This is the special jasmine chocolate recipe, known as the “Granduke recipe”, which has been recreated by the Vestri family, which you will get the opportunity to taste! During your exclusive tasting, enjoy local bread, wine, white chocolate, dark chocolate, extra dark chocolate, and milk chocolate (included).

Accommodation: L`orologio Hotel (4*)
Italy Winter Escape Tours 2017 - 2018 -  Wine Tasting
Wine Tasting
Italy Winter Escape Tours 2017 - 2018 -  Various Chocolate Samplings
Various Chocolate Samplings

Day 3: Florence

Let’s discover together the life of the Contrade, the true tradition of the Palio, the shades of a brick-built city that has given name to a colour (Sienese earth), through the stories of an authentic guide of Siena, accompanied by a vehicle and driver. You`ll find that there are still descendants of Medieval bankers and the noblewomen who lived in the city at the time of St Catherine and Pia Dei Tolomei and we’ll get to know the art of “Bella Vita” while tasting precious wines and delicious food from this region of the country. Return to Florence. Entrance fee and tasting not included.

Optional
The countdown to Christmas in Florence begins on December 8th each year, the day Piazza del Duomo is also graced with its large Christmas tree. Elsewhere, Piazza Santa Croce hosts the city's largest Christmas market, while others are also scattered throughout the city. Head out and explore the festivities independently for a taste of a Tuscan Christmas.

Accommodation: L`orologio Hotel (4*)
Italy Winter Escape Tours 2017 - 2018 -  Christmas Market
Christmas Market
Italy Winter Escape Tours 2017 - 2018 -  Piazza del Campo
Piazza del Campo

Day 4: Florence - Venice

A private vehicle and driver will escort you to the train station today in Florence. Please note drivers may or may not speak English, as their sole responsibility is to transfer clients from one location to another. If you would like to have the presence of an English speaking Assistant or Guide for your transfer, this can be pre-arranged upon request and would be subject to an additional supplement.

Admire the Tuscan scenery as it passes you by during this train ride, traveling from Florence to the city on stilts: Venice. The approximate travel time for this journey is 2 hours.

Take a private water taxi transfer from your hotel to the train station or vice versa. You will be accompanied by an assistant (with meet & greet for arrivals), who will help you locate your water taxi, and travel with you to your hotel or the closet pier.

Accommodation: Palazzo Sant`Angelo (4*)

With its unique vintage flare and Venetian fashion, Palazzo Sant'Angelo will capture the sense of time traveling in Venice. Its location sits right in front of the famous Grand Canal, making every morning a perfect stroll among the picturesque Venetian scene. This elegantly restored hotel welcomes guests with an entrance of Palladian pavement, warm hues, and an old stone fireplace. The suites at Palazzo Sant’Angelo feature stunning vistas over the waters of the lagoon, the lush garden or a quaint Venetian side street. Start your morning at the cozy breakfast room, and your evenings at the hotel bar that conveniently overlooks the Grand Canal.

Italy Winter Escape Tours 2017 - 2018 -  Gondola on the Grand Canal
Gondola on the Grand Canal
Italy Winter Escape Tours 2017 - 2018 -  Palazzo Sant'Angelo Hotel
Palazzo Sant'Angelo Hotel

Day 5: Venice

Enjoy a 2-hour private walking tour of Venice with an English speaking local guide. Visit St. Mark's Square, the heart of political and religious power of the Venetian Republic for centuries.  You’ll learn the history that lies behind the walls of its most famous landmarks; the Basilica and its Byzantine heritage, the Doge's Palace and its adjoining prisons that retain the true secrets of how a city built on swamps became one of the most enlightened cities in the western world. Then, leave St. Mark's behind you to discover the enchanting Hidden Venice. Following a monumental route, your guide will narrate the in-depth history of Venice from its origins to the modern-day. You'll hear tales of illustrious Venetian characters like Marco Polo and Casanova. Other highlights include Marco Polo's House, a Merchants’ Warehouse, the lively Campo Santa Maria Formosa with its outstanding Venetian Palaces, the Church of San Giovanni e Paolo (the Pantheon of Venice), and at the Scuola di San Marco you'll learn about the famous Confraternities (Schools) of merchants and artisans that provided the foundations of the Venetian mercantile empire. This walking tour of Venice finishes at the evocative Rialto Bridge overlooking the Grand Canal and the Rialto Market. Entrances are not included.

Accommodation: Palazzo Sant`Angelo (4*)
Italy Winter Escape Tours 2017 - 2018 -  Venice Lagoon Facade
Venice Lagoon Facade

Day 6: Venice - Bolzano

Take a private water taxi transfer with assistance to and from the Piazzale Roma car terminal. 

Meet your driver in Piazzale Roma for your private transfer to your hotel in Bolzano.

Accommodation: Stadt Hotel Città (4*)

Located in Bolzano’s main square Piazza Walther, Stadt Hotel Città is steps away from the Ötzi Museum and a 5-minute walk from Bolzano Station. The hotel combines sophisticated and elegant traditional décor with comfort and innovative technology. A peaceful and stylish atmosphere characterizes the hotel's spacious and finely furnished interiors. Each guestroom at the Stadt Hotel Città is equipped with wooden furniture and floors, all complemented by colorful touches. The spa center offers sauna, a hot tub, and a Turkish bath.

Italy Winter Escape Tours 2017 - 2018 -  Balzano
Balzano
Italy Winter Escape Tours 2017 - 2018 -  Stadt Hotel Città
Stadt Hotel Città

Day 7: Bolzano

Meet your English speaking local guide for a walking tour of Bolzano. The city of Bolzano is the gateway to the Dolomites mountain range in the South Tyrol region of the Italian Alps. This region has a very large Austrian influence and you can clearly see the differences between this city and the rest of Italy. On your walking tour, visit the famous Christmas Markets, one of the largest in the country, see the Cathedral (Duomo di Bolzano) and the Chiesa dei Domenicani famous for its 14th-century frescoes by the Giotto school.

Accommodation: Stadt Hotel Città (4*)
Italy Winter Escape Tours 2017 - 2018 -  Bolzano
Bolzano
Italy Winter Escape Tours 2017 - 2018 -  Bolzano Christmas Market
Bolzano Christmas Market

Day 8: Bolzano - Turin

Meet your private driver for your transfer from Bolzano to Turin with a stop in Bergamo en route. Spend two hours exploring the Christmas Market at Bergamo before heading to Turin.

Accommodation: Grand Hotel Sitea (4*)

Located in the heart of Risorgimento Turin, just off the very central via Roma and Piazza San Carlo, and a few minutes’ walk from Piazza Castello, the Grand Hotel Sitea charms guests with its discretion and reserve. The hotel was built in the early 1900s and featuring a traditional brand of hospitality, the hotel is superbly positioned for those who want to be able to get about the city centre on foot, to visit the heart of the old town or for shopping. Grand hotel Sitea consists of 120 rooms, all of them elegantly furnished to recall the mood of the period when the hotel was built in early 20th century. Hotel’s atmospheres, really refined in every detail, make it a reference point for its high-profile hospitality, while its exclusive cuisine and the attentive service make the Grand Hotel Restaurant an appreciated gourmet stop.

Italy Winter Escape Tours 2017 - 2018 -  Turin
Turin
Italy Winter Escape Tours 2017 - 2018 -  Grand Hotel Sitea, Turin
Grand Hotel Sitea, Turin

Day 9: Turin

Enjoy a 3 hour sightseeing walking tour with an English speaking Guide.  Tour of the city and its wonderful examples of baroque building and futuristic architecture. Art and history are very much at home in Turin and this can be seen by the city's museums and palazzos, it's piazzas, courtyards and churches, historic relics and avant garde pieces. You will enjoy the beauty of its historical centre discovering Piazza Castello with the Royal Palace, Palazzo Madama, the Cathedral and the splendid Baroque Palaces.
 
    



Optional
The courtyards of Maglio and Ciliegi host Turin's annual Christmas market, open daily from Dec 5-23, with many market stalls open daily during the full period of Advent. Stands have numerous gastronomic delights, and Christmas decorations and gifts. Ask your private guide to bring you by the Christmas market on your tour, or visit later in the day independently.

Accommodation: Grand Hotel Sitea (4*)
Italy Winter Escape Tours 2017 - 2018 -  Turin Christmas Display
Turin Christmas Display
Italy Winter Escape Tours 2017 - 2018 -  Royal Palace and Piazza Castello
Royal Palace and Piazza Castello

Day 10: Turin

Meet your driver for a private airport transfer. Please note drivers may or may not speak English as their sole responsibility is to transfer clients from one location to another. If you would like to have the presence of an English speaking Assistant or Guide for your transfer this can be pre-arranged upon request and would be subject to an additional supplement.

Accommodation: Depart (Int`l Airport) (standard)

Depart from International Airport. End of itinerary.

We can customize this private tour just for you. Any element can be tailored – activities, length, hotels and destinations.
Call us at 1 888 903-2001 or request a quote.

Trip Terms & Conditions

  • Your deposit is due immediately on booking (30% of program price, minimum $350). The balance is due 90 days prior to departure.
  • Cancellations of confirmed bookings 90 days or more prior to departure will receive full refund minus a $350 (per person) administrative fee and any non-refundable paid fees (e.g. non-refundable airfare, cruise or hotel deposits). 60-89 days will be subject to loss of 30% of program price. 30-59 days will be subject to loss of 50% of program price. 29 days or less will be subject to loss of 100% of program price.
  • Tour quotes do not include airfare to/from the trip start point unless noted on the itinerary
  • Cost increases in currency exchange, government fees, taxes, surcharges or hotel/lodge tariff increases between quote date and start date are payable by the client.
  • Availability cannot be guaranteed until booked. We will exercise best efforts to book hotels per the itinerary, however, in busy seasons and with client bookings made within 90 days of tour date we may be forced to offer substitutes.
  • Payment of the program price constitutes your acceptance of the terms and conditions set out at www.kensingtontours.com/terms-and-conditions
  • Living Standards and practices at destination may differ from those in North America with respect to provisions of utilities, services and accommodation.

L`orologio Hotel (4*): Florence

The L'orologio Hotel is conveniently located in the heart of Florence, just a short stroll away from important monuments such as the Duomo, the Basilica of Santa Maria Novella, and the Medici Chapels. The concept of the L'orologio Hotel is inspired by prestigious international Haute Horlogerie (Fine Watchmaking) and in particular, by the world of collecting vintage watches. The interior design pays an extreme attention to detail, providing a bold sensory experience to guests.  Guestrooms are comfortable and full of character, and offer various cityscape views. Guests can dine at bar L’O for classic Italian cuisine in an warm and illuminating environment. Visit the fitness center for a workout during your stay, and the sauna to relax after a long day of sightseeing.

Italy Winter Escape Tours 2017 - 2018 -   L'orologio Hotel
L'orologio Hotel
Italy Winter Escape Tours 2017 - 2018 -  Restaurant with View
Restaurant with View

Palazzo Sant`Angelo (4*): Venice

With its unique vintage flare and Venetian fashion, Palazzo Sant'Angelo will capture the sense of time traveling in Venice. Its location sits right in front of the famous Grand Canal, making every morning a perfect stroll among the picturesque Venetian scene. This elegantly restored hotel welcomes guests with an entrance of Palladian pavement, warm hues, and an old stone fireplace. The suites at Palazzo Sant’Angelo feature stunning vistas over the waters of the lagoon, the lush garden or a quaint Venetian side street. Start your morning at the cozy breakfast room, and your evenings at the hotel bar that conveniently overlooks the Grand Canal.

Italy Winter Escape Tours 2017 - 2018 -  Palazzo Sant'Angelo Hotel
Palazzo Sant'Angelo Hotel

Stadt Hotel Città (4*): Bolzano

Located in Bolzano’s main square Piazza Walther, Stadt Hotel Città is steps away from the Ötzi Museum and a 5-minute walk from Bolzano Station. The hotel combines sophisticated and elegant traditional décor with comfort and innovative technology. A peaceful and stylish atmosphere characterizes the hotel's spacious and finely furnished interiors. Each guestroom at the Stadt Hotel Città is equipped with wooden furniture and floors, all complemented by colorful touches. The spa center offers sauna, a hot tub, and a Turkish bath.

Italy Winter Escape Tours 2017 - 2018 -  Stadt Hotel Città
Stadt Hotel Città

Grand Hotel Sitea (4*): Turin

Located in the heart of Risorgimento Turin, just off the very central via Roma and Piazza San Carlo, and a few minutes’ walk from Piazza Castello, the Grand Hotel Sitea charms guests with its discretion and reserve. The hotel was built in the early 1900s and featuring a traditional brand of hospitality, the hotel is superbly positioned for those who want to be able to get about the city centre on foot, to visit the heart of the old town or for shopping. Grand hotel Sitea consists of 120 rooms, all of them elegantly furnished to recall the mood of the period when the hotel was built in early 20th century. Hotel’s atmospheres, really refined in every detail, make it a reference point for its high-profile hospitality, while its exclusive cuisine and the attentive service make the Grand Hotel Restaurant an appreciated gourmet stop.

Italy Winter Escape Tours 2017 - 2018 -  Grand Hotel Sitea, Turin
Grand Hotel Sitea, Turin
Italy Winter Escape Tours 2017 - 2018 -  Grand Hotel Sitea Seating Outdoors
Grand Hotel Sitea Seating Outdoors

Depart (Int`l Airport) (standard): Global Location

Depart from International Airport. End of itinerary.

We can customize this private tour just for you. Any element can be tailored – activities, length, hotels and destinations.
Call us at 1 888 903-2001 or request a quote.
We can customize this private tour just for you. Any element can be tailored – activities, length, hotels and destinations.
Call us at 1 888 903-2001 or request a quote.
  • Durriya E — March 29, 2017 — Europe

    This trip was the perfect balance of guidance and independence. Each local guide brought a very personal touch to the tour and were both engaging and informative. Luiz was a pleasure to work with and provided the guidance we needed to create an itinerary that suited our interest and the pace we wanted.

  • Gary J — March 29, 2017 — Europe

    We wanted a quality trip for our anniversary; and got more than what we expected. Well planned, well thought organized and well executed. We will definitely use Kensington tours for any trips in the future

  • Pamela P. — March 24, 2017 — Europe

    I had never had the desire to visit London. After going, I am so glad I did. Kensington Tours made this once in a lifetime trip one I rate as the best. I have done some extensive traveling and this company made sure every detail was in place.

  • Maria L — February 07, 2017 — Europe

    This Trip was amazing! We enjoyed every minute and second of it... Thank you.

  • Joy L. — August 10, 2016 — Europe

    Private tours were the best. Enjoyed being able to stop and see sights big groups wouldn't be able to do.

  • Tilda B. — August 10, 2016 — Europe

    Our agent Enrique was phenomenal. He booked every aspect of our trip, from transportation, tour and hotel. All we had to do was show up. Best vacation!!

  • Gary C. — August 10, 2016 — Europe

    My excellent experience with Kensington Tours started with Michelle Callaghan, a consultant for Ireland and UK, followed by a very friendly and knowledgeable person in KT Air, ending with our guide Paul Wilson who my whole family loved. I am lucky enough to have traveled internationally for both business and pleasure for decades, therefore I have to compare. The entire experience with Kensington, from start to finish, was a 10.

  • Elizabeth M. — August 10, 2016 — Europe

    I love being able to call Kensington and tell their agents where I want to go and what I'd like to see when at my destination. All I do is pack my suitcase and from the moment my plane lands, I am taken care of and looked after. It turns a "trip" into a "vacation" as well. It's hassle free, first rate.

  • Margarette H. — August 10, 2016 — Europe

    We enjoyed the trip immensely! All our tour guides did a good job. I'd like to especially call out Alexandra from Lisbon and Javier from Toledo as outstanding. Our primary drivers Jose in Lisbon and Muhammad in Morocco were also outstanding! Special appreciation for our Riad accommodations in Marrakech which was magical!

  • Noor K. — August 10, 2016 — Europe

    Very well organized tour . I will recommend it to every one who wants to travel. Excellent tour.

We can customize this private tour just for you. Any element can be tailored – activities, length, hotels and destinations.
Call us at 1 888 903-2001 or request a quote.

* USD per person, double occupancy. Custom designed personal tour. Prices subject to change.

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