Trip Overview

Incredible Umbria & Tuscany

Tour rating: 4.89 / 5, Based on 20 Reviews
Small group tour to Italy

Dive into the impeccable beauty of Italy's two iconic regions. Together with a petite group and professional guides, explore the top attractions, enjoy fun activities, including tastings and cooking classes, as well as stays at fine central properties.
 

Incredible Umbria & Tuscany

9 days4 cities
Italy1 country
Small group tour to Italy
From
$3,598
Tour rating: 4.89 / 5, Based on 20 Reviews

Dive into the impeccable beauty of Italy's two iconic regions. Together with a petite group and professional guides, explore the top attractions, enjoy fun activities, including tastings and cooking classes, as well as stays at fine central properties.
 

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Day-By-Day

Rome

first destination
2 days in the city
1 night in a centrally located hotel
Day 1
Arrival to Rome
Transfer
Transfer

Welcome to Rome - one of the most charming cities and capital of Italy. Upon arrival, you are met by your private driver at the airport, who transfers you to the hotel.

Day 2
Day at Leisure in Rome & Transfer to Assisi
Free day
Free day

In the morning, following breakfast and check-out, you have some time at leisure to explore magnificent Rome on your own. We suggest you visit the major sights of the city, including the Trevi Fountain, the Pantheon, the Colosseum, the Spanish Steps, among others, or join one of our carefully planned optional tours..

Hotel Dei Mellini, Rome
4

Set within a walking distance from Saint Peter’s Square, the beautiful hotel is housed in an 19th-century building and offers comfortable air-conditioned guestrooms, fitted with a flat-screen TV and a private bathroom.

car
Rome
Assisi
2 hrs 10 min

Enjoy the beautiful ride while our experienced drivers take you through the postcard-like Italian sceneries. Leave all the worries behind and marvel at the beautiful towns and cities on your route. 

Assisi

second destination
2 days in the city
3 nights in a centrally located hotel
Day 3
Assisi City Tour & Trip to Gubbio
City tour
City tour

After breakfast, you meet your guide and start a walking tour of Assisi, the Umbrian city often described as the cradle of Romanesque art and design. Following a break for lunch, you are transferred to Gubbio set on the slope of Mt. Ingino.

Day 4
Exploring the Umbria Countryside
Day tour
Day tour

In the morning you meet your driver in the hotel lobby and start an exciting tour of the Umbria countryside. Your first stop for today is the medieval fortress-city of Spoleto.

4-star hotel
4

Enhance your travel with staying in a remarkable 4-star property. As always, the location near all top landmarks, excellent quality service, and top-notch amenities are an indispensable part of your stay. The gallery demonstrates the examples of 4-star hotels we offer to our guests.

car
Assisi
Castiglione d'Orcia
1 hr 40 min

Experienced drivers, breathtaking sceneries and picturesque villages along the route truly make up for one memorable journey in Italy. The short ride from Assisi to Castiglione d'Orcia is definitely worth your while as it offers every aspect mentioned.

Castiglione d'Orcia

third destination
3 days in the city
3 nights in a centrally located hotel
Day 5
Touring Perugia & Cortona
Day tour
Day tour

After breakfast in the Assisi hotel you check out, meet your driver, and head for Perugia, the capital of Umbria. After sightseeing in Perugia, you leave Umbria for another marvelous Italian region, Tuscany.

Day 6
Tour to Cheese Farm and Winery in Pienza & Montepulciano Sightseeing
Day tour
Day tour
Tasting
Tasting

In the morning after breakfast, you have another amazing experience as today you visit a Pecorino cheese farm. You are then driven to a gorgeous rustic organic cheese farm that sits on top of a hill overlooking the entire Val d'Orcia. Later you carry on to Montepulciano.

Day 7
Cooking Class in Montalcino
Day tour
Day tour

Today following breakfast your driver and guide pick you up from the hotel and drive you first to Montalcino. The ancient village is best known for its red Brunello di Montalcino wines, made with Sangiovese Grosso grapes.

4-star hotel
4

Enhance your travel with staying in a remarkable 4-star property. As always, the location near all top landmarks, excellent quality service, and top-notch amenities are an indispensable part of your stay. The gallery demonstrates the examples of 4-star hotels we offer to our guests.

car
Castiglione d'Orcia
Florence
1 hr 40 min

Travel towards charming Florence with our trusted driver while admiring the beautiful Italian sceneries along the way. The scenic route takes you through some of the most lovely towns and provides with numerous possibilities to admire the wonders of nature as well. 

Florence

fourth destination
2 days in the city
1 night in a centrally located hotel
Day 8
Siena & San Gimignano Sightseeing
Day tour
Day tour

In the morning you check out from the hotel in Montepulciano, and your driver takes you on a sightseeing tour on the way to Florence. The first destination on your route today is Siena, Italy's loveliest medieval city.

Day 9
Departure from Florence
Transfer
Transfer

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!

Hotel De La Ville, Florence
4

Set near the magnificent Florence Cathedral and the amazing Uffizi Gallery, the Hotel De La Ville is a great place to stay during your Italy getaway. The stylish property boasts excellent service and top-notch amenities.

What's Included

What's Included

  • Accommodation at remarkable 4-star centrally located hotels in Rome, Assisi, Castiglione d'Orcia, and Florence;
  • Delicious breakfasts at your hotels;
  • Airport transfers and all transportation according to the itinerary with private drivers;
  • Sightseeing tours with private professional English-speaking guides according to the itinerary;
  • Entrances to the Duomo in Siena;
  • Tours to Tuscany wineries with tasting;
  • Tour to a cheese farm in Montepulciano and cooking class at a farm restaurant in Montalcino;
  • All tourist fees & taxes, including tourist city taxes;
  • Emergency line support 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.

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Tour Highlights

  • Intimate group size of up to only 14 travelers
  • Professional local guides
  • Touring off the beaten track Italy destinations in Umbria and Tuscany like Gubbio, Bevagna, Perugia and Cortona
  • Tastings of cheese in Montepulciano and cooking class in Montalcino
  • Exploring the Duomo in Siena

What To Know

  • You can expect to find some shops and restaurants closed from 1-4 p.m. as it is "Riposo" time, Italy’s midday siesta. Most places will be also closed on Sundays
  • Tipping in restaurants is included in the bill, the cover charge is called ”coperto”. A charge from $1 to $3 will be noted on the menu
  • Make sure you have coins, in Italy you will be typically charged from 1 to 2 Euros to enter a public restroom
Dates & Rates

Dates & Rates

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