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Tour by cities: Rome; Assisi; Montepulciano; Florence;
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Wendy Jacob and Friends
Tour by cities: Rome; Assisi; Montepulciano; Florence;
Private tour
4 travelers
10 days
4 cities
1day
Rome, Italy
Often referred to as "the Eternal City", Rome is like a living museum which every person should see at least once in their life. The capital of Italy has historic sites from different eras just about around any corner and attracts over 4 million tourists a year. Among the top sights of Rome are without a doubt the Colosseum and the ancient Roman Forum, the iconic Trevi Fountain and the Spanish Steps, the Pantheon and Piazza Navona to name a few. Moreover, a whole country, Vatican, is set right in the beating heart of Rome!...
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July 2020
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Designed with passion and care by Enrika Adomaviciute
  • Day By Day

    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.

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  • Included in your trip
    Included Experiences
    Show Experiences
    Included Transfers
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Car
Connection | Rome - Assisi
Private Transfer Minivan
Rome hotel / airport
Rome, Italy
2 hours
Assisi hotel
Assisi, Italy
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
    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.

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  • Included in your trip
    Castello di Petrata
    4-star hotel
    Selected
    hotel_placeholder
    4 days / 3 nights
    Why we chose this hotel
    Nested in a restored 14th-century fortress, this rustic hotel offers m...
    Included Experiences
    • Assisi City Tour & Trip to Gubbio
    • Exploring Umbria Countryside
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    Included Transfers
    Transfers can be added here
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Car
Connection | Assisi - Montepulciano
Private Transfer Minivan & 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 hours
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
    Selected
    hotel_placeholder
    4 days / 3 nights
    Why we chose this hotel
    A family-owned B&B, La Corte Segreta, is set in the heart of Montepulc...
    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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Car
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 hours
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
    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.

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  • Included in your trip
    Hotel De La Ville
    4-star hotel
    Selected
    hotel_placeholder
    4 days / 3 nights
    Why we chose this hotel
    Hotel De La Ville is centrally located on a pedestrian high-fashion st...
    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 Minivan
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Add destination
What’s included:
  • Accommodation at remarkable downtown hotels;
  • Breakfasts at the hotels;
  • Airport transfers and all transportation according to the itinerary;
  • Breathtaking sightseeing tours according to the itinerary with professional English-speaking guides;
  • 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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