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Incredible Umbria & Tuscany
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Incredible Umbria & Tuscany

Private tour
10 days
3 cities
3nights

Assisi, Italy

Nested in the central part of Italy in Umbria region, Assisi is a historical and cultural gem that is well worth visiting. Being a birthplace of St. Francis, the founding father of the Franciscan religious order, Assisi attracts many pilgrims every year. The town's main landmark, the Basilica of San Francesco d'Assisi, is also home to numerous masterpieces by Giotto, Pietro Lorenzetti, and Simone Martini....
  • Day By Day

    Day 1: Arrival & Transfer to Assisi
    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.

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

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

    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.

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  • Included in your trip
    Castello di Petrata
    4-star hotel
    IT, Via Petrata, 25, Assisi, 06081
    Castello di Petrata
    Standard Double Room Breakfast Included
    Nested in a restored 14th-century fortress, this rustic hotel offers modern amenities and stylish coziness to its guests. All rooms and suites feature free WiFi and satellite TV, while upgraded rooms add sofas and/ or kitchenettes. A spa and an outdoor pool are among other amenities.... show more
    4 days / 3 nights
    Included Experiences
    • Assisi City Tour & Trip to Gubbio
    • Private Arrival Transfer
    • Exploring Umbria Countryside
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    Included Transfers
    Transfers can be added here
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CarCar
Connection | Assisi - Montepulciano
Private Transfer Sedan & Tour of Perugia and Cortona
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.
Assisi hotel
Assisi, Italy
8 h
Montepulciano hotel
Montepulciano, Italy
3nights

Montepulciano, Italy

Montepulciano is a medieval town in Tuscany, famous for its vineyards and red wine. Apart from select wines, the place is admired for its pork, cheese, special pasta, and honey. Another distinctive feature of Montepulciano is a "green" approach and car-free parts of the city....
  • Day By Day

    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.

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  • Included in your trip
    La Corte Segreta
    3-star hotel
    IT, Vicolo Santa Lucia 6, Montepulciano, 84121
    La Corte Segreta
    Standard Double Room Breakfast Included
    A family-owned B&B, La Corte Segreta, is set in the heart of Montepulciano, and offers excellent opportunities of exploring the city by foot. Cozy rooms come with free WiFi and air-conditioning, while check-in time is flexible. The garden is also at the guests' disposal.... show more
    4 days / 3 nights
    Included Experiences
    • Tour to Cheese Farm and Winery in Pienza & Montepulciano Sightseeing
    • Cooking Class and Wine Tasting in Montalcino
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    Included Transfers
    Transfers can be added here
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CarCar
Connection | Montepulciano - Florence
Private Transfer & Tour of Siena
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.
Montepulciano hotel
Montepulciano, Italy
8 h
Florence hotel
Florence, Italy
3nights

Florence, Italy

Cradle of the Renaissance, Florence, is among the most outstanding cities in Italy, rich in historic architecture and some the world's finest museums. When visiting Florence, make sure to save enough time to view not only the symbol of the city, the red-domed Florence Cathedral, and but also visit outstanding galleries. As such, the iconic Uffizi Gallery, the Leonardo da Vinci Museum, and the Galleria dell'Accademia, home to Michelangelo's masterpiece "David", are must-visit sites....
  • Day By Day

    Day 7: Arrival in Florence
    Upon arrival, you check in to your hotel and have a good rest after a busy though exciting day.

    Day 8: Florence Sightseeing 
    After breakfast at 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 famous Dome, the Bell Tower, and the Cathedral Museum with works by Michelangelo and Donatello.

    As you proceed to the main square of the city - Piazza della Signoria - you pass through the heart of the historical center with its landmark sites like Piazza della Repubblica and the Strozzi Palace. Stroll down via Tornabuoni, one of the most beautiful streets of the city, famous for its fine shops.

    We will also cross over the Arno River on the Ponte Vecchio to enter the Oltrarno district where you see numerous local craftsmen shops and the beautiful Santo Spirito Church and Convent, built for the Agostinians. In this very part of the city you can find an early work of Michelangelo dating back to when he was just 17 years old.

    During the tour we also visit the Galleria dell'Accademia to see Michelangelo's famous colossal statue of David, a must-see in Florence.

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

    Day 9: Day Trip to Lucca & Pisa 
    Following breakfast, prepare for a beautiful journey outside of Florence. You head for the station to start a train journey which is a great opportunity to enjoy a Tuscany scenic landscape.

    In about 1.5 hours you arrive in the town of Lucca, this Italian gem is encircled by an unspoiled Renaissance wall. Here you are met by a local guide and go on a 2-hour sightseeing tour of Lucca's main sights.

    Later you take a 30-minute train to Pisa. Upon arrival, you have some free time to explore the highlights of Pisa. You get to see Pisa's Piazza dei Miracoli (Square of Miracles), a UNESCO World Heritage Site, and its world-recognized symbol - the Leaning Tower. This is the world's most famous leaning tower, even though there are at least three dozen leaning towers all over the world.

    Following time for your independent sightseeing, you take a return train ride. After a 1-hour ride, you arrive in Florence and have the rest of the evening is free.

    Day 10: Departure
    This is the last day of your amazing Umbria & Tuscany exploration! After breakfast your driver meets you at the hotel lobby and takes you to the airport for your flight back home. We wish you a safe flight and hope to work on your future vacations!

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  • Included in your trip
    Hotel De La Ville
    4-star hotel
    IT, Piazza degli Antinori, 1/r, 50123, Florence
    Hotel De La Ville
    Standard Double Room Breakfast Included
    Hotel De La Ville is centrally located on a pedestrian high-fashion street of Via Tornabuoni in Florence and is within a walking distance of the Florence Cathedral and the Uffizi Gallery. All hotel Florentine-style decorated rooms come with LCD TVs, air-conditioning and free Wi-Fi. The hotel also has a breakfast room offering an American-style buffet and a bar open for coffee and drinks throughout the day.... show more
    4 days / 3 nights
    Included Experiences
    • Half Day Comprehensive Guided Walking Tour
    • Full Day Tour to Pisa and Lucca by Trains
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    Included Transfers
    • Departure Private Transfer Sedan
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What’s included:
  • Accommodation at remarkable hotels in Assisi, Montepulciano, and Florence;
  • Delicious breakfasts;
  • Airport transfers and all transportation according to the itinerary with private drivers;
  • Regular class train tickets Florence - Lucca, Lucca - Pisa, Pisa - Florence;
  • Sightseeing tours with private professional English-speaking guides according to the itinerary;
  • Entrances to Duomo and Academia in Florence and Duomo in Siena;
  • Tours to Tuscany wineries with tasting;
  • Tour to a cheese farm in Pienza and cooking class at a farm restaurant in Montalcino;
  • All tourist fees & taxes, including tourist city taxes;
  • Support line during the trip.

Not included:international flights, multiple arrival/departure transfers, other meals not mentioned in the program, optional tours and services, all personal expenses. 

Note: 

  1. Hotels availability is subject to change. In case current hotels are booked out we will provide alternative hotels of an equal value for you. 
  2. We include 1 vehicle for your arrival and departure transfers. If multiple vehicles are required additional transfer costs will apply.

Stress-free Booking Book your journey without stress and at convenient pace. You can pay a deposit of 20% to book any tour in any major currency; the final balance will be due 90 days before start date. In event if you decide to change or postpone your trip, you can transfer your deposit to any other packages we offer. Cruise bookings and special offers may be subject to different booking terms.

Trip Assurance If you need our assistance during your trip, you can call our support line available from 6 a.m. to 8 p.m. (CET) on weekdays and weekends.

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