Cortona Trip Overview
For 7 nights, you’ll get to experience a Tuscan farmhouse villa complete with your own private apartment and a luxurious pool that can be enjoyed throughout your trip.
You’ll get to ingratiate yourself with the local artisans and craftsmen and women, visit a host of vineyards, taste fine food and wine, explore captivating locations and villages that date back to the medieval period, including Cortona & Siena, and even stimulate your culinary skills with a 4 course cooking lesson.
Our tours are designed with ‘structured flexibility’ considering each individual within the group which provides the traveller the ability to explore independently or remain as a group during the course of daily travels.
Our Taste of Tuscany tour will have you feeling like a local in no time.
Additional Info
Duration: 8 days
Starts: Cortona, Italy
Trip Category: Cultural & Theme Tours >> Cultural Tours
Explore Cortona Promoted Experiences
What to Expect When Visiting Cortona, Tuscany, Italy
For 7 nights, you’ll get to experience a Tuscan farmhouse villa complete with your own private apartment and a luxurious pool that can be enjoyed throughout your trip.
You’ll get to ingratiate yourself with the local artisans and craftsmen and women, visit a host of vineyards, taste fine food and wine, explore captivating locations and villages that date back to the medieval period, including Cortona & Siena, and even stimulate your culinary skills with a 4 course cooking lesson.
Our tours are designed with ‘structured flexibility’ considering each individual within the group which provides the traveller the ability to explore independently or remain as a group during the course of daily travels.
Our Taste of Tuscany tour will have you feeling like a local in no time.
Itinerary
Day 1: Arrival
Stop At: Cortona, Cortona, Province of Arezzo, Tuscany
You’ll be personally picked up and transported to your accommodation. Once back at the villa, you’ll be given the opportunity to unwind and settle in. For dinner, we’ll take you into Cortona where you can enjoy your first traditional Tuscan dining experience
Duration: 2 hours
Meals included:
• Dinner: Dinner will be a 2 course (a-la-carte) meal at a local restaurant. Wine included.
Accommodation included: Accommodation is in a Typical Tuscan Villa where you will have your own private apartment with all modern facilities.
Day 2: Cortona
Stop At: Cortona, Cortona, Province of Arezzo, Tuscany
To get the first full day of your tour off to an exciting start, we’ll head into the nearby town of Cortona; where we have plenty of things for you to see and do! Our enthusiastic tour guide will take you on an enjoyable walk of the town, with coffee included. To integrate you with the Tuscan lifestyle, you’ll experience lunch at a local trattoria. With your stomach full, you’ll have the opportunity to sit and relax to your heart’s content or explore the town in greater detail.
Mid-afternoon If you feel ready to return to your apartment, we’ll give you the option to be collected and transported at this time. If you chose to stay in Cortona or travel back home to the villa – we’ll meet back up and take you into town in preparation for your evening meal. What better way to savor the flavors of Cortona than with a traditional aperitif in the Piazza, followed by dinner!”
Duration: 8 hours
Meals included:
• Lunch: Lunch is one course at a local trattoria.
• Dinner: Dinner will be a 2 course (a-la-carte) meal at a local restaurant. Wine included.
• Breakfast
Accommodation included: Accommodation is in a Typical Tuscan Villa where you will have your own private apartment with all modern facilities.
Day 3: Siena & San Gimignano
Stop At: San Gimignano, San Gimignano, Tuscany
San Gimignano is a town so iconic that you have to see it to truly believe it – and this is where we’ll be headed at 9am. Upon arrival we’ll have a brief coffee break and you will be given an overview of the town and its rich history. Shortly after your introduction, you’ll have free time to explore, ingratiate yourself with the locals and partake in activities at your own leisure.
Duration: 4 hours
Stop At: Siena, Siena, Tuscany
We’ll then travel to Siena, where you’ll meet your tour guide who will fill you with knowledge, expose you to the traditional lifestyle and allow you to get to grips with the town first-hand.
To allow you to take in as much as possible, you’ll have a little more free time before your evening meal.
For dinner, you’ll be taken to one of the local restaurants in Siena, where you’ll get to taste the mesmerizing flavors of the region.
Duration: 4 hours
Meals included:
• Dinner: Dinner will be a 2 course (a-la-carte) meal at a local restaurant. Wine included.
• Breakfast
Accommodation included: Accommodation is in a Typical Tuscan Villa where you will have your own private apartment with all modern facilities.
Day 4: Cooking Experience
Stop At: Montalla, Montalla, Cortona, Province of Arezzo, Tuscany
For fans of cooking, this part of your tour will introduce you to the art of making Italian cuisine. You’ll have the opportunity to enhance your culinary skills with a Traditional Tuscan Cooking Class where you’ll prepare 4 courses and then get to enjoy eating with the chef.
Duration: 5 hours
Meals included:
• Dinner: Tuscan Cooking Class where you’ll prepare 4 courses and then get to enjoy eating with the chef.
• Breakfast
Accommodation included: Accommodation is in a Typical Tuscan Villa where you will have your own private apartment with all modern facilities.
Day 5: Pienza & Montepulciano
Stop At: Pienza, Pienza, Tuscany
Featuring 15th Century architecture, Pienza is the next town on your tour and it’s as stunning as it is traditional. We’ll take a quick break for coffee, before allowing you the opportunity to explore the town in greater detail.
Duration: 3 hours
Stop At: Montepulciano, Montepulciano, Tuscany
We’ll transport you to Montepulciano where we will enjoy lunch and wine tasting – which takes place in a traditional underground cellar. You’ll then have some free time to enjoy.
You can spend it viewing the stunning scenery, taking photos, or talking to the locals to name just a few options. At 5pm, we’ll take you back to your accomodation where you can unwind for a couple of hours before dinner.
Duration: 5 hours
Meals included:
• Lunch: Light Lunch & Wine Tasting at an underground cellar.
• Dinner: Dinner will be in Cortona at a local trattoria.
• Breakfast
Accommodation included: Accommodation is in a Typical Tuscan Villa where you will have your own private apartment with all modern facilities.
Day 6: Chianti
Stop At: Castellina In Chianti, Castellina In Chianti, Tuscany
This morning we have an exciting tour of Chianti on the cards. We’ll be stopping in Castellina for a coffee and the exhilarating opportunity to explore the town and all it has to offer. We then have an extended lunch and tasting session planned at an exquisite organic winery, where there will be the opportunity to meet the winemakers.
Duration: 7 hours
Meals included:
• Lunch: Long lunch with wine tasting.
• Breakfast
Accommodation included: Accommodation is in a Typical Tuscan Villa where you will have your own private apartment with all modern facilities.
Day 7: Tour Free Day
Stop At: Cortona, Cortona, Province of Arezzo, Tuscany
As your trip slowly comes to an end, we allocate this time for you to choose the types of activities that you’d like to partake in – from exploring the nearby area to relaxing by the pool. Whatever you choose to do, we’ll ensure that you’re back in time for a traditional Italian Aperitivo, followed by a farewell dinner to mark your visit.
Duration: 8 hours
Meals included:
• Dinner: Dinner will be a 2 course (a-la-carte) meal at a local restaurant in Cortona.
• Breakfast
Accommodation included: Accommodation is in a Typical Tuscan Villa where you will have your own private apartment with all modern facilities.
Day 8: Departure
Stop At: Cortona, Cortona, Province of Arezzo, Tuscany
In the morning, we’ll take you back to the local station where you can commence your return journey with plenty of Tuscan memories to savour for a lifetime.
Duration: 2 hours
Meals included:
• Breakfast
No accommodation included on this day.
