Tuscany Highlights

10 days from $3,060 per person*
  • Learn to cook the Tuscan way on a cooking glass in Siena.
  • Eat and drink in Tuscany’s Chianti region on a wine tasting excursion with lunch.
  • Private guided tour of Florence, including the Uffizi Gallery, home to famous works by Raphael and Leonardo Da Vinci.
  • Private guided tours of the medieval hill towns Montepulciano and Siena.
  • Premium accommodations as selected by a regional specialist.
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Renaissance means “a rebirth” which is what you’ll experience when you visit Tuscany.

Explore a region of Italy that gave birth to the Renaissance movement. Wander the idyllic landscape with its rolling hills, rustic vineyards, olive groves, golden wheat fields, and medieval villages. Navigate hidden alleyways and ancient cobblestoned streets in search of a rich and orphic history. Take in Tuscany’s many extraordinary paintings, frescos and architectural masterpieces. Enjoy the wonderful cuisine and many fine wines from the Chianti region. In the evenings, relax in charming and comfortable accommodations. Show More »

Tour Florence on foot and visit the Uffizi Gallery that houses masterpieces like Raphael’s “Madonna of the Goldfinch” and Leonardo Da Vinci’s “The Annunciation.” Head to Signoria Square and marvel at the re-created duplicate of Michelangelo’s statue of “David.” Cross Ponte Vecchio (old bridge) which dates back to 1345. Wander Via Maggio and pick up an antique from the 16th century to add to your collection. Visit the historic San Lorenzo market and select the finest ingredients . Tour the Montalcino and Brunello vineyards and bring home a bottle of wine that will remind you of your glorious Tuscan vacation.

Enjoy a personalized vacation that best suits your needs, developed by one of our experienced destination experts. Relax during your trip with our 24/7 support and expert local guidance. « Show Less

Day
Activities Hotel & Meals
Hotel & Meals
  • Day 1 Florence
    Florence
    • Transfer - Private - Airport with Meet & Greet - Vehicle/Assistant/Driver
    • Italy - Welcome Package
    Bernini Palace (4.5*)
    Breakfast
  • Day 2 Florence
    Florence
    • Private - 1/2 Day Walking Tour with Uffizi Gallery (3 hrs) - Guide
    • Self-Guided - Dinner at Boccanegra
    Bernini Palace (4.5*)
    Breakfast
  • Day 3 Florence
    Florence
    • Private - Chianti Experience: Villa di Vignamaggio Wine cellar (with Lunch) & Wine Tasting at Dievole (10 hrs) - Vehicle/Driver/Winery Staff
    Bernini Palace (4.5*)
    Breakfast
  • Day 4 Florence
    Florence
    • Self-Guided - Shopping
    Bernini Palace (4.5*)
    Breakfast
  • Day 5 Florence to Montepulciano
    Florence to Montepulciano
    • Transfer - Private - Florence - Montepulciano [1 hr 20 mins] - Vehicle/Driver
    Villa Cicolina (4*)
    Breakfast
  • Day 6 Montepulciano
    Montepulciano
    • Local taxi (not included)
    • Private - 1/2 Day Walking Tour - Guide
    • Local taxi (not included)
    Villa Cicolina (4*)
    Breakfast
  • Day 7 Montepulciano to Siena
    Montepulciano to Siena
    • Transfer - Private - Montepulciano - Siena [1 hr 15 mins] - Vehicle/Driver
    Athena (4*)
    Breakfast
  • Day 8 Siena
    Siena
    • Private - 1/2 Day Walking Tour (2 hrs) - Guide
    Athena (4*)
    Breakfast
  • Day 9 Siena
    Siena
    • At Leisure
    • Shared - Tuscan Cooking Class (with Dinner) (4 hrs) - Chef/Cooking Class
    Athena (4*)
    Breakfast
  • Day 10 Siena
    Siena
    • Transfer - Private - Siena - Florence [1 hr 15 mins] - Vehicle/Driver
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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: Bernini Palace (4.5*)

The Hotel Bernini Palace is situated in the heart of Florence behind the famed Piazza della Signoria and the Uffizi Gallery.  Built within the confines of a 15th century structure, the property features an outstanding blend of sumptuous modern furnishings and magnificent antiques throughout. Guests will surely enjoy just how spacious and elegant each of the rooms at the Hotel Bernini Palace truly are, amongst the many modern fittings and conveniences made available. Guests can be sure that dining at the hotel’s restaurant, Ristorante La Chiostrina, is an exceptional experience. The menu offers a range of exquisite options including innovative regional dishes, classic Italian options, and popular westernized items. Relax and enjoy a cocktail or local wine at the Lounge Bar, often accompanied by delicious appetizers. In the morning, classical products of Italian and continental tradition wait for you inside the magnificent Sala Parlamento, enriched by marvelous frescoed ceilings. The property’s dynamic location allows guests to enjoy various Florentine "trattorie" within walking range from the hotel.

Michelangelo's Statue of David
Michelangelo's Statue of David
Hotel Bernini Palace
Hotel Bernini Palace

Day 2: Florence

Travel back to the Renaissance period during this half day walking tour that explores the renowned Italian city of Florence.  This guided tour ensures that you visit some of the many landmarks and sites that have made Florence a global tourist hub, and one of Italy’s most beautiful cities.  This walking tour begins with a visit to the Uffizi Gallery, boasting some true masterpieces of art including Raphael’s “Madonna of the Goldfinch” and Leonardo Da Vinci’s “The Annunciation.”  The tour continues with a walk through the Signoria Square to marvel at the re-created duplicate of Michelangelo’s statue of “David.”  Next is a visit to the elegant Ponte Vecchio, which translates to “old-bridge,” dating back to 1345, this bridge was actually built to replace the once previous bridge structure that was unfortunately swept away during a vicious flood.  Along either end of the bridge, take this opportunity to view, and purchase if you’d like, some of the many items for sale including souvenirs, snacks and jewelry.  Your final visits on this tour include stops at the 14th century Cathedral Square to view the Duomo, the Baptistery and Giotto’s Bell Tower. Pre-booked entrance fee to Uffizi Gallery included.

The venue for dinner is nestled in a cozy and comfortable corner in the heart of Florence. Here, you will be served delicious, savory dishes that pronounce the creativity of the chef during this romantic and unique evening outing. A selection of the finest wines and the strictest attention to detail make this restaurant of one the most pleasant in Florence. Dishes are prepared using only the best available foods of the season. Particular attention is devoted to the presentation of every dish and to the intriguing combinations of flavors and aromas. Meal not included, and paid locally.

Accommodation: Bernini Palace (4.5*)
Piazza della Signoria - Neptune in the Fountain
Piazza della Signoria - Neptune in the Fountain

Day 3: Florence

Spend the day exploring Chianti and its wines today in the company of a private driver. The Villa of Vignamaggio, surrounded by an elegant Italian garden in a stunningly beautiful corner of the Chianti countryside offers an authentic testimony of country life during the Renaissance period. The main part of the villa dates back to the 14th century and passed through a number of noble families throughout the years.  Research carried out at the Datini archives in Prato has brought to light a number of documents relating to Vignamaggio. One of these, in particular, dated 26 October 1404, consists of a letter to Francesco Datini signed by Amido Gherardini, at that time the owner of the estate, which talks about "vino inbotato a Vignamagio" (literally "wine placed in barrels at Vignamaggio"). For this reason, in 2004 the estate celebrated six hundred years of wine making.

Tour the cellars followed by an exquisite typical Tuscan 3 course Lunch that includes Appetizers, first and main course complimented by three different wines (Chianti Classico, Chianti Classico Riserva and Castello di Monnalisa IGT), followed by dessert or cantucci biscuits accompanied by Vinsanto, a sweet dessert wine.

After lunch relax on the drive through the charming Chianti region until you will reach Dievole, an estate which is more than 1000 years old. Learn about the fascinating history of Certosa and the land, visit various parts of the property including the chapel and the historical cellar. During the visit, you will have the chance to taste various wines combined with some Tuscan specialties. At days end you'll be returned to your accommodation in Florence. Tour includes lunch & cellar tour at Vignamaggio, wine tasting at Dievole.

Accommodation: Bernini Palace (4.5*)
Chianti Wine Region
Chianti Wine Region

Day 4: Florence

From posh designer brands like Armani, Gucci, Versace and Ferragamo to locally created hand-crafts, souvenirs, quality leathers and traditional clothing, the city of Florence is a never-ending dream for shopping enthusiasts. For those searching for ancient relics and traditional crafted antiques, Via Maggio is the street for you. The shops and merchants on this street boast numerous "Objects d'Art" and furnishings that are sure to create an atmosphere straight out of the 16th century.  Via del Tornabuoni is considered Florence's 5th Avenue, featuring shops lined with best quality leather products, elegantly expensive shoes, and modernly stylish clothing boutiques.  It is here where you'll find all the “big brand names” products as well as the posh, and potentially upcoming Italian styles.  Besides the traditional shops, Florence also boast some of Italy's best open-air markets including the centralized Market of San Lorenzo, the New Market located under the 16th century Loggia del Porcellino, and the Flea Market at the Piazza Santa Croce. 

Accommodation: Bernini Palace (4.5*)
Market of San Lorenzo
Market of San Lorenzo

Day 5: Florence - Montepulciano

Enjoy a private transfer from Florence to Montepulciano. Your journey will take approximately 1 hour and 20 minutes.

Accommodation: Villa Cicolina (4*)

Until the end of the 19th century, Villa Cicolina was the country residence of a noble family of Montepulciano. This beautiful country house was built in the late sixteenth century, as the lovely decor proudly reflects. The 11 guestrooms boast fantastic views of the Tuscan countryside, as well as onsite gardens and many olive groves. Wake up and start your day off with a rich breakfast buffet featuring delicious cheese and salami, as well as seasonal fruit and pastries. Each evening, enjoy a traditional Tuscan meal, prepared with only the finest seasonal ingredients. Relax with a glass of local wine while savouring your dinner outdoors, looking out at the gorgeous panoramic view.

Montepulciano
Montepulciano
Villa Cicolina
Villa Cicolina

Day 6: Montepulciano

Transfer using a local taxi. Please note that this is not included in trip price and is payable locally.

Explore the medieval and Renaissance hill town, Montepulciano, as you enjoy a private, half- day walking tour. You will be met at your hotel and proceed on foot to view the top sights. You will be accompanied by a very knowledgeable, English-speaking local guide. This personalized tour will give you local insight into the real history and hidden gems. Be sure to bring along your camera in order to capture all of the wonderful sights!

Transfer using a local taxi. Please note that this is not included in trip price and is payable locally.

Accommodation: Villa Cicolina (4*)

Day 7: Montepulciano - Siena

Take a private transfer with vehicle and driver to Siena. The drive will take approximately 1hr 15min.

Accommodation: Athena (4*)

Hotel Athena is located in the heart of the old town centre inside Siena’s ancient city walls. Only 500 metres from the Duomo and Piazza del Campo, Hotel Athena is situated in a quiet and easily accessible area with a wonderful panoramic view of the surrounding countryside. The hotel features 100 rooms, each with their own unmistakable style defined by furnishings, colours and large spaces. Visit Il Mangia Restaurant to savour deliciously prepared traditional Tuscan food, all featuring natural and organic ingredients.  Ideal for an appetizer at sunset, the San Marco Terrace Bar happily serves guests until late in the evening, featuring all kinds of drinks and snacks. A professional masseuse is available for guests wishing to unwind and relax with a nice massage.

Siena
Siena
Hotel Athena
Hotel Athena

Day 8: Siena

You will be met at your hotel to begin a 2 hour guided walk around Siena; a city masterfully perched atop three rising hills.  Your private guide will provide direction and insight during this exploratory tour.  Marvel during this guided walk at the many sites and highlights of the city including the Piazza del Campo; home to the twice annual, world famous folkloric event known as the Palio Horse Race.  This fan-shaped piazza features some truly marvelous buildings including the 13th century City Hall and the Torre del Mangia bell tower, rising over 100 meters high.  Some other monuments nearby to the square include the Sansedoni Palace and the Gaiai Fountain.  Admire the exterior gothic styling of the 12th century Duomo of Siena and the Battistero, both featuring a variety of painted frescoes and sculpted masterpieces created by some of Italy’s most renowned artists.  Upon completion of the guided portion of this tour, you are left to enjoy some individual leisure time before returning to accommodation on your own.  Entrance fees are included.

Accommodation: Athena (4*)
Cathedral in Siena
Cathedral in Siena

Day 9: Siena

Enjoy morning at leisure to explore at your own pace, or relax at your hotel.

The traditions of Tuscany are strongly linked to its flavors and cuisine. Take a cooking classes in the typical Tuscan style and discover Tuscan roots and culture, and enjoy the meal afterwards. Learn about the secrets of Tuscan cooking, the basic ingredients of their tradition, and the magical way to combine them. From bruschetta to homemade pici to the myriad of crostini, you will bring home a bit of “Tuscanness” to your dinner table. Fall in love with Tuscany through its food. (Includes: certified multilingual chef, professional cooking room, dinner).

Accommodation: Athena (4*)
Bruschetta
Bruschetta

Day 10: Siena

Enjoy the transfer from Siena to Florence in a private chauffeured vehicle.

Accommodation:

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.

Bernini Palace (4.5*): Florence

The Hotel Bernini Palace is situated in the heart of Florence behind the famed Piazza della Signoria and the Uffizi Gallery.  Built within the confines of a 15th century structure, the property features an outstanding blend of sumptuous modern furnishings and magnificent antiques throughout. Guests will surely enjoy just how spacious and elegant each of the rooms at the Hotel Bernini Palace truly are, amongst the many modern fittings and conveniences made available. Guests can be sure that dining at the hotel’s restaurant, Ristorante La Chiostrina, is an exceptional experience. The menu offers a range of exquisite options including innovative regional dishes, classic Italian options, and popular westernized items. Relax and enjoy a cocktail or local wine at the Lounge Bar, often accompanied by delicious appetizers. In the morning, classical products of Italian and continental tradition wait for you inside the magnificent Sala Parlamento, enriched by marvelous frescoed ceilings. The property’s dynamic location allows guests to enjoy various Florentine "trattorie" within walking range from the hotel.

Hotel Bernini Palace
Hotel Bernini Palace
Classic
Classic

Villa Cicolina (4*): Montepulciano

Until the end of the 19th century, Villa Cicolina was the country residence of a noble family of Montepulciano. This beautiful country house was built in the late sixteenth century, as the lovely decor proudly reflects. The 11 guestrooms boast fantastic views of the Tuscan countryside, as well as onsite gardens and many olive groves. Wake up and start your day off with a rich breakfast buffet featuring delicious cheese and salami, as well as seasonal fruit and pastries. Each evening, enjoy a traditional Tuscan meal, prepared with only the finest seasonal ingredients. Relax with a glass of local wine while savouring your dinner outdoors, looking out at the gorgeous panoramic view.

Villa Cicolina
Villa Cicolina

Athena (4*): Siena

Hotel Athena is located in the heart of the old town centre inside Siena’s ancient city walls. Only 500 metres from the Duomo and Piazza del Campo, Hotel Athena is situated in a quiet and easily accessible area with a wonderful panoramic view of the surrounding countryside. The hotel features 100 rooms, each with their own unmistakable style defined by furnishings, colours and large spaces. Visit Il Mangia Restaurant to savour deliciously prepared traditional Tuscan food, all featuring natural and organic ingredients.  Ideal for an appetizer at sunset, the San Marco Terrace Bar happily serves guests until late in the evening, featuring all kinds of drinks and snacks. A professional masseuse is available for guests wishing to unwind and relax with a nice massage.

Hotel Athena
Hotel Athena
Standard
Standard
  • Vanessa Oquendo — April 21, 2014 — Europe

    Melissa Field was extremely helpful! She was courteous, professional, knowledgeable, and friendly! She kept me updated on the status of everything and provided timely correspondence. She took ownership for any problems I had and remedied them. I had the most amazing time of my life in Iceland and Paris! I would not have experienced everything without the help of Kensington Tours.

  • Marilynn Weaver — April 21, 2014 — Europe

    All of our guides were beyond fabulous! Our time in Dublin was much too short, would have loved to stay there at least one more full day. Would recommend extending this package to 15 days for any future visits. The train to Edinburgh was super! Beautiful scenery and great steak pies!

  • Ann Saxon — November 06, 2013 — Europe

    Our trip was fantastic!!! I cannot say enough good things. Lianne worked with our exact dates and time frame beautifully.Our drivers were prompt and friendly. The private guides were so knowledgeable. We left with an appreciation of the history, the culture, and the beauty of Andulasia. We were very pleased and will certainly recommend your company to friends and family.

  • Coby Scherr — November 05, 2013 — Europe

    Everyone involved in our Portugal trip made it terrific. Exactly as advertised. Every event on time and most pleasant. Guides were well-informed, courteous and friendly. Really made for a great journey every time. Each hotel was clean, upgraded and staffed with knowledgeable and friendly folks. Breakfasts were complete -- almost too much to eat. It will always be a wonderful memory thanks to Kensington Tours.

  • Couples Dellinger & Hubbell — November 06, 2013 — Europe

    We've been raving to everyone about the food, the friendliness of the people and the amazing history and sites in Turkey. Yes, we want to go back.

  • John Edstrom — October 22, 2013 — Europe

    Overall, our tour in Spain was very enjoyable, and well planned and executed. Our private tour of the Alhambra was excellent. Virginia, tour guide for royal palace ruins outside of Cordoba, was also excellent. In Seville, we went to the Flamenco Show/dinner, and the Flamenco was outstanding!

  • Kevin Wilshere — October 19, 2013 — Europe

    Great trip to Spain! Thanks again for all your help, Lianne. The destinations, hotels, guides and everything were all top notch.

  • Chery Westlund — November 07, 2013 — Europe

    My husband and I took a 3 week vacation to southern Europe and North Africa and had a great time. All the guides were very knowledgeable and bent over backwards to accommodate us. The arrangements made by Kensington went off without a hitch. This is our second trip with Kensington (we went to Peru in 2009) and we will certainly book with them again.

  • Randy Gramlich — October 07, 2013 — Europe

    Thank you for your follow up, we both loved our time in Croatia. It’s really a beautiful place, especially the coast. Your choice of hotels was great. It was an incredible view from the Bellevue hotel in Dubrovnik and the Vestibule in Split was in the best possible location. We were able to relax in our room listening to the wonderful singers in the courtyard and its central location made it so easy to walk anywhere we wanted to see with ease.

  • Jay Steffan — September 24, 2013 — Europe

    We just returned from a 10 day trip to Paris and Normandy. We spent three nights in Paris and then enjoyed a seven night cruise on the Seine to Normandy with AMA Waterways. The time in Paris was well spent and has piqued our interest to return for a more thorough visit. Guide Wafaa Lankey was superb in our visit to Versailles. The Seine cruise was relaxing and beautiful. So many wonderful little towns and we wished we had more time in each one to explore and enjoy.

    We traveled to Croatia and Slovenia using Kensington earlier this year which was a fantastic trip.


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

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