HomeToursEurope Tours 〉Italy

Tuscan Living

Authentic allure, tradition, and hospitality

Endless treasures of art, cuisine and culture fill the Tuscan countryside. Taste the famed wines of the region, learn the secrets of Tuscan cooking, and wander through the walled cities. Natural beauty and iconic sights provide the backdrop to our adventure.

8 days, from


per person


16 people max


Trip code: 9TUSCANY
Print Itinerary


  • Countries Visited: Italy
  • Accommodation: Hotel (7 nights)
  • Single Supplement: Starting at $875
  • Transportation: Air conditioned vehicle throughout
  • Airport Transfers: Arrival and Departure Transfers available for purchase
  • Meals: 7 Breakfasts, 3 Dinners
  • Passengers: Maximum 16, Average 12


  • 4 Nights: Hotel Londra, Florence
  • 3 Nights: Hotel Casolare Le Terre Rosse, Chianti

Hotels are subject to change


Show Full Itinerary

Day 1: Florence

Benvenuti a Firenze! After your included transfer, meet with your fellow travelers and Local Leader to discuss the days ahead.

Day 2: Florence

Explore the history of Florence with an Insider Expert. We stop at the Piazza Duomo, wander the Ponte Vecchio, and visit the Accademia Museum — home to Michelangelo’s “David.” This afternoon we learn the art of espresso during a coffee course. (b)

Day 3: Florence > Pisa > Florence

Today, a day trip to Pisa brings us to the famous Leaning Tower of Pisa. You may also wish to visit the Pisa Cathedral, Pisa Baptistery and Camposanto Monumentale. This evening, travel off the beaten path to Castello del Trebbio for a castle tour, wine tasting and cooking class. (b, d)

Day 4: Florence

Today is unscripted for you to create your own adventure. Relax, discover the city of Florence or explore the surrounding areas. (b)

Day 5: Florence > Siena > San Gimignano > Chianti

The hills of Tuscany await us today. An orientation tour of Siena with your Local Leader takes you through the lesser-known treasures of this UNESCO World Heritage City. Then, we explore the history and beauty of San Gimignano, dating back to the 13th century. Here, we connect with stories both modern and ancient — and taste some local gelato! We arrive at our home for the next three nights, a Tuscan country house. Tonight, a tasting of some signature Tuscan wines is accompanied by a dinner of delicious local specialties. (b, d)

Day 6: Chianti

Today is yours to take in the Tuscan countryside. Perhaps a walk along the paths or relaxing by the pool are in order. An optional excursion to Assisi and Perugia is available, visiting Basilica of St. Francis and tasting chocolate at a local chocolatier. (b)

Day 7: Chianti > Montalcino > Chianti

A fond farewell day to the culinary treasures of Italy brings us to the town of Montalcino for a tasting of local cheeses, honey and olive oil. This evening, learn some new techniques during a Tuscan cooking class, followed by a farewell feast complete with a final wine tasting. (b, d)

Day 8: Chianti > Florence

Our adventure ends today with an included group transfer back to Florence. (b)

Private Group Options

Adventure is better together. With private groups as small as 6, enjoy the freedom and flexibility of an exclusive departure, just for your crew! Rest assured you'll get the best of small group travel in a big way, plus the security and peace of mind of traveling with a brand backed by AAA.

Things to know before traveling to Italy


The official currency of Italy is the Euro (EUR).

The most convenient and cheapest way to acquire money in Europe is via an Automated Teller Machine (ATM) or Bancomat as they are often referred to. Check with your bank in advance concerning the suitability of your account / card overseas and any international fees that will be applied. You can withdraw local currencies easily at airports, major train stations and most city centres, but be sure to bring some extra emergency cash in a major currency that can be exchanged if the ATMs are not functioning. When leaving home don't forget your PIN and make sure you know the telephone number for cancelling your card if it is stolen. Keep this in a safe place. Credit cards are not always accepted in stores and restaurants. We recommend you carry some cash to pay for restaurant bills and other services.


This tour includes 10 meals. We’ve allotted time for you to experience the local cuisine on your own accord. When eating on your own, please note that lunches typically cost $25USD and dinners range from $30USD per person. All breakfasts are included in this tour.

While travelling with us you'll experience the vast array of wonderful food available in the world. Your Local Leader will be able to suggest restaurants to try during your trip. To give you maximum flexibility in deciding where, what and with whom to eat, generally not all meals are included in the trip price. This also gives you more budgeting flexibility. As a rule our groups tend to eat together to enable you to taste a larger variety of dishes and enjoy each other's company. There's no obligation to do this though.


Vegetarians might find the menu selection less varied than they would see at home. Vegetarianism is not as common in this region and generally the choices are basic, involving vegetables, soups, salads, bread, cheese, fruit, yoghurt, eggs etc. Vegans and those on gluten-free diets may find this region very challenging and may need to supplement meals with their own supplies from supermarkets and markets. Wherever possible we will cater for dietary needs for any included meals, but there may be times when those with special requirements may need to provide their own.


Summer temperatures can be extreme in many regions of Italy (over 100°F), which can be uncomfortable. It’s important to use sun protection, wear layers to combat the heat and drink plenty of water. Please consider the time of the year you wish to travel and your suitability to that season.


Visas are the responsibility of the individual traveler. Entry requirements can change at any time, so it’s important that you check for the latest information. Please visit the relevant consular website of the country or countries you’re visiting for detailed and up-to-date visa information specific to your nationality. Your consultant will also be happy to point you in the right direction with acquiring visas. Visas can take several weeks to process, so familiarize yourself with any requirements as soon as you have booked your trip to allow for processing time.

Travel Insurance

Travel insurance is compulsory for all our trips. We require that, at a minimum, you are covered for medical expenses including emergency repatriation. We strongly recommend that the policy also covers personal liability, cancellation, curtailment and loss of luggage and personal effects. Please ask your travel agent or Club Adventures team member for insurance options at time of booking.


Tuscan Living

8 days


Unscripted experiences, insider access and authentic local flavors

Our team of travel specialists and local contacts have curated some of the best, most exclusive and authentic experiences, restaurants and accommodations in Italy to truly immerse yourself in a way that wouldn't be possible in larger groups or just on your own.

8 days, from $2,999

to book call 1-844-205-6226