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Tour by cities: Rome; Assisi; Montepulciano; Florence;
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Rome
itItaly
1 day
Your program overview

Day 1: Arrival
Buongiorno and welcome to the capital of Italy, Rome*! Upon arrival, you are met by your private driver at the airport, who transfers you to the hotel in Assisi for check-in.

Please, note: alternatively, you may have a transfer to Assisi from Florence.

Day 1 Rome
You don't have any pre-planned program for this day
Car from Rome to AssisiPrivate Transfer Minivan
Departure
Mar 17, 2024
Sunday
Rome, ItalyRome hotel / airport
2 hours
Arrival
Mar 17, 2024
Sunday
Assisi, ItalyAssisi hotel
Assisi
itItaly
3 nights
Your program overview

Day 1: Arrival
Welcome to Umbria! Upon arrival, you are transferred you to the hotel for check-in.

The rest of the day is at your own leisure to relax after the trip.

Day 2: Assisi City Tour & Trip to Gubbio
After breakfast you meet your guide and start a walking tour of Assisi which is described as the cradle of Romanesque art and design. UNESCO-listed Basilica of San Francesco with traces of the most famous artists of the period and the other Franciscan Sites in Assisi definitely make you immerse into the atmosphere of the Middle Ages.

Following break for lunch you are transferred to Gubbio set on the slope of Mt. Ingino. Beautiful Piazza Grande with the public palaces on it, Palazzo dei Consoli, a magnificent Gothic building completed around 1340, Palazzo del Podestà which holds the Town Hall and Ruins of Roman amphitheatre are among the sights you see here.

After the tour you return back to your Assisi hotel.

Day 3: Exploring Umbria Countryside
In the morning you meet your driver in the hotel lobby and start an exciting tour of Umbria countryside.

Your first stop for today is the medieval fortress city of Spoleto. Here you enjoy a private guided walk of the town covering its numerous Roman temples, theatres and arches.

The next on your list is Bevagna. The town excites its visitors with half a dozen medieval churches, two of Roman temples and the remains of a Roman theatre.

You continue to Spello. Its Roman origins can be seen in the stone gates and the ancient walls surrounding the village.

After the tour you are driven back to Assisi.

Day 4: Departure
After breakfast you check out and depart from Assisi.

Day 1 Assisi
Castello di Petrata
Castello di Petrata
Via Petrata, 25, Assisi, Italy, 06081
Standard Double Room Breakfast Included
Up to 2 guests
2 double / twin beds
Breakfast included
4 Adults
2 Rooms
Day 2 Assisi
You don't have any pre-planned program for this day
Day 3 Assisi
You don't have any pre-planned program for this day
Day 4 Assisi
Castello di Petrata
Included
Assisi City Tour & Trip to Gubbio
Included
Full day
Assisi City Tour & Trip to Gubbio
Exploring Umbria Countryside
Included
Full day
Exploring Umbria Countryside
Car from Assisi to MontepulcianoPrivate Transfer Minivan & Tour of Perugia and Cortona
Departure
Mar 20, 2024
Wednesday
Assisi, ItalyAssisi hotel
8 hours
Arrival
Mar 20, 2024
Wednesday
Montepulciano, ItalyMontepulciano hotel

Description for connection

Your private driver takes you to Perugia, the capital of Umbria. Together with your local guide you walk along the streets dating back to the Etruscan age, admire at the 13th century Fontana Maggiore and the Palazzo dei Priori. After sightseeing in Perugia you leave Umbria for another marvelous Italian region - Tuscany. The first Tuscan city on your list is Cortona, a small charming town in Chiana Valley. Here you start exploration from Republic Square - the heart of Cortona and home to the elegant 13th century Town Hall. You also get inspired by a scenic view from the town of the surrounding valley and even Lake Trasimeno. Later afternoon you continue your way to Montepulciano.
Montepulciano
itItaly
3 nights
Your program overview

Day 4: Arrival
Upon arrival, you check in to your hotel and have a good rest.

Day 5: Tour to Cheese Farm and Winery in Pienza & Montepulciano
In the morning after breakfast you have another amazing experience as today you visit a Pecorino cheese farm.

Your driver-guide takes you to Pienza, the area known for the wonderful Pecorino di Pienza cheese, which gets its name from the word pecora, Italian for "sheep". This delicious "sheep" cheese is made exclusively in and around the town of Pienza from sheep’s milk. In the beginning, you have a tour of the historical center of Pienza, included into the list of UNESCO World Heritage Sites. You enjoy the views of wonderful Renaissance Palazzo Piccolomini, the beautiful Cathedral of Pienza and Palazzo Comunale.

You are then driven to a gorgeous rustic organic cheese farm that sits on top of a hill overlooking the entire Val d’Orcia and even Pienza itself. Here the local cheese producer shows you how the pecorino sheep cheese is made and the many stages of aging from soft and fresh to hard and complex.

You proceed with a visit to a traditional winery on a small farm near Montepulciano. Here you enjoy tasting one of the most famous Italian wines: Vino Nobile di Montepulciano*. The Nobile wines of Montepulciano were the first to be given the ultimate quality level of DOCG certification.

You have a guided tour of the Montepulciano historical center before you finally return to your hotel.

*Please note: there are 255 wineries in the region so if there is any particular that you wish to visit - let us know and we will modify program accordingly.

Day 6: Cooking Class in Montalcino
Today following breakfast your private driver-guide picks you up from the hotel and drives you first to Montalcino. The ancient village is best known for its red Brunello di Montalcino wines, made with Sangiovese Grosso grapes.

Upon arrival, you have a cooking class in a local farm restaurant located just few kilometers outside of the village. Here you learn how to cook a traditional Italian meal and about Italian dining traditions. Your experience starts from picking spices and vegetables and collecting the eggs. After about 3 hours of the workshop, you enjoy a full Italian lunch which includes starters, home-made fresh pasta with sauce, the main course and a dessert.

Later you have a private visit to an amazing winery located inside a historical castle. At the winery you have a tour of the cellars, the vineyards, take in the gorgeous views and taste Brunello "Riserva" and also Rosso di Montalcino.

After the tour, you are transferred back to your hotel and have the evening on your own.

Day 7: Departure
In the morning you check out from the hotel and depart from Montepulciano.

Day 4 Montepulciano
La Corte Segreta
La Corte Segreta
Vicolo Santa Lucia 6, Montepulciano, Italy, 84121
Standard Double Room Breakfast Included
Up to 2 guests
2 double / twin beds
Breakfast included
4 Adults
2 Rooms
Day 5 Montepulciano
You don't have any pre-planned program for this day
Day 6 Montepulciano
You don't have any pre-planned program for this day
Day 7 Montepulciano
La Corte Segreta
Included
Pienza Cheese Farm Tour & Montepulciano Winery Visit
Included
Full day
Private tour
Pienza Cheese Farm Tour & Montepulciano Winery Visit
Cooking Class and Wine Tasting in Montalcino
Included
Full day
Cooking Class and Wine Tasting in Montalcino
Highlights of your Montepulciano experiences
Tuscany
Cathedral of Pienza
Cathedral of Pienza
Siena
Palazzo Comunale
Palazzo Comunale
Tuscany
Palazzo Piccolomini, Pienza
Palazzo Piccolomini, Pienza
Car from Montepulciano to FlorencePrivate Transfer & Tour of Siena
Departure
Mar 23, 2024
Saturday
Montepulciano, ItalyMontepulciano hotel
8 hours
Arrival
Mar 23, 2024
Saturday
Florence, ItalyFlorence hotel

Description for connection

After check-out, your private driver takes you on a sightseeing tour. The first destination on your route today is Siena, Italy's loveliest medieval city. During a 3-hour walking tour with a local guide, you visit all of the major sights including the Cathedral of the Duomo, which houses the works of artists like Nicola Pisano, Ghirlandaio, Ghiberti, Donatello and Jacopo della Quercia. You then see the Piazza del Campo - a shell-shaped structure, which is also a major attraction famous for hosting horse races. Then you continue to San Gimignano where you have some free time for independent sightseeing. San Gimignano is often called the town of towers as it is home to 14 well-preserved towers from the medieval times. These towers vary in height and form the international identity of the town. San Gimignano boasts many churches, such as the Collegiata and the Sant' Agostino. Moreover, the heart of the town contains 4 Piazzas - Cisterna, Duomo, Pecori and Erbe. After the tour you continue the trip to Florence.
Florence
itItaly
3 nights
Your program overview

Day 7: Arrival in Florence
Welcome to Florence! Upon arrival, your private driver transfers you to the hotel for check-in. The rest of the day is at your own leisure to relax after the trip.

Day 8: Florence Sightseeing 
After breakfast in your hotel, meet with your private guide and go on a comprehensive walking tour of Florence's highlights.

Today's program includes exploration of the Piazza del Duomo with a visit to the Baptistery dedicated to St. John the Baptist.

Your ticket to the Grande Museo del Duomo allows you to visit the other magnificent monuments of Piazza del Duomo in your free time within 72 hours: the Cathedral itself, the Dome and its famous Bell Tower.

As you proceed to the main square of the city - Piazza della Repubblica - you pass by the touristic area of the Strozzi Palace a bustling shopping street, via Tornabuoni.

Then you enter in Oltrarno where you see numerous local craftsmen shops and beautiful Santo Spirito Church and Convent, built for the Agostinian monks. In this very part of the city you can find the first official work of Michelangelo dating back to the age when he was 17 years old.

We also visit the Galleria dell'Accademia to see the famous Michelangelo's statue David as well before ending the tour on the Ponte Vecchio.

After the tour you return to your hotel and enjoy evening at your own leisure.

Day 9: Day at Leisure in Florence 
Today is reserved for you to explore and enjoy Florence on your own. After breakfast you can do some independent sightseeing, shop for souvenirs or have a good rest. We suggest visiting the Uffizi Gallery, the Pitti Palace or joining one of our carefully planned optional tours.

Day 10: Departure
Following breakfast in your hotel, you check out and meet your private driver for the transfer.

Day 7 Florence
Hotel De La Ville
Hotel De La Ville
Piazza degli Antinori, 1/r, 50123, Florence, Italy
Standard Double Room Breakfast Included
Up to 2 guests
2 double / twin beds
Breakfast included
4 Adults
2 Rooms
Day 8 Florence
You don't have any pre-planned program for this day
Day 9 Florence
You don't have any pre-planned program for this day
Day 10 Florence
Hotel De La Ville
Departure: Private Transfer Minivan
Included
Comprehensive Guided Walking Tour
Included
4h
Private tour
Comprehensive Guided Walking Tour
Pisa and Lucca by Trains
Included
9h
Private tour
Pisa and Lucca by Trains
Highlights of your Florence experiences
Florence
Galleria dell'Accademia
Galleria dell'Accademia
Florence
Piazza della Repubblica
Piazza della Repubblica
Florence
Piazza del Duomo Florence
Piazza del Duomo Florence
Florence
Piazza della Signoria
Piazza della Signoria
Florence
Strozzi Palace
Strozzi Palace
Florence
Ponte Vecchio
Ponte Vecchio
Pisa
Leaning Tower of Pisa
Leaning Tower of Pisa
Lucca
Guinigi Tower
Guinigi Tower
Pisa
Cathedral of Santa Maria Assunta
Cathedral of Santa Maria Assunta
Pisa
Square of Miracles
Square of Miracles
Pisa
Baptistery of Pisa
Baptistery of Pisa
Lucca
Piazza dell'Anfiteatro
Piazza dell'Anfiteatro
Lucca
Duomo di San Martino
Duomo di San Martino
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What’s included in the price

Unless otherwise stated, everything listed in the itinerary is included. You can also add your own services to the itinerary, even if they are booked outside of Triptile. Please note that international flights are not included, but transportation between destinations listed in the itinerary is included if you choose to use Triptile transport connections.

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Can I modify my trip after I booked

Of course! You can continue planning and even changing your trip to your heart's content up to 90 days before departure. Just keep in mind that all non-refundable hotels are set in stone. Oh, before we forget, your final balance will be due 90 days before beginning of your trip. If you have any questions, please don't hesitate to contact us at [email protected]

itRome
1 day
itAssisi
3 nights
itMontepulciano
3 nights
itFlorence
3 nights
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