Best of Umbria

Top itineraries and travel advice in and around Umbria
Plan your trip to Italy
Customize your trip with help from a local travel specialist.
The rooftops of Perugia's medieval old town.
Map of Undiscovered Central Italy: Marche, San Marino & Umbria - 8 Days
Undiscovered Central Italy: Marche, San Marino & Umbria - 8 Days

Step off the beaten path and discover some of central Italy's hidden treasures on this relaxed 8-day itinerary. Start in the bucolic region of Marche, where the medieval hill towns of Ascoli Piceno and Urbino will serve as your base for touring local wineries. After a visit to the tiny mountaintop country of San Marino, cross the Apennines to beautiful Umbria. Here you'll explore the region's fortified capital of Perugia, a vibrant city of ancient ruins and Renaissance architecture.

Views across the Marche countryside to the Renaissance hill town of Urbino.
Map of Undiscovered Central Italy: Marche & Umbria - 6 Days
Undiscovered Central Italy: Marche & Umbria - 6 Days

Skip the crowds on this packed 6-day jaunt through Italy’s lesser-known central regions. Hidden between the Apennine Mountains and the Adriatic Sea, Marche boasts the rolling hills and rustic hill towns of Tuscany with far fewer tourists. Visit its beautiful fortified villages of Ascoli Piceno and Urbino, then sample its rich winemaking traditions on a tour of surrounding vineyards. Cross the mountains into Umbria to end your trip in the regional capital of Perugia, where you’ll explore ancient ruins, browse Renaissance art, and spend your final day learning to cook the local cuisine.

Sunset over the countryside around Perugia.
Map of Undiscovered Central Italy: Marche, San Marino & Umbria - 9 Days
Undiscovered Central Italy: Marche, San Marino & Umbria - 9 Days

This leisurely 9-day itinerary introduces you to the medieval hill towns and rolling countryside of Italy's lesser-known central regions.  Skip the crowds and explore the rolling wine country and fortified villages of Marche before heading north to the tiny kingdom of San Marino. Cross the Apennines to end your trip in Umbria, sampling the culture and cuisine of the regional capital of Perugia.

Views across the Umbrian countryside from the regional capital of Perugia.
Map of Undiscovered Central Italy: Marche, San Marino & Umbria - 7 Days
Undiscovered Central Italy: Marche, San Marino & Umbria - 7 Days

Spend a week exploring the historic hill towns and rolling wine country of Italy's lesser-known central regions. This 7-day itinerary starts in Marche, a lush, mountainous region hidden between the Apennine Mountains and the Adriatic Sea. Visit the fortified medieval towns of Ascoli Piceno and Urbino, discover the rich winemaking culture of its countryside, and spend a day in the tiny fairytale kingdom of San Marino. Cross the mountains into Umbria to end your trip in the regional capital of Perugia, where you'll spend your final day learning to cook and savor the local cuisine.

View over the rooftops and countryside of Urbino.
Map of Undiscovered Central Italy: Marche, San Marino & Umbria - 10 Days
Undiscovered Central Italy: Marche, San Marino & Umbria - 10 Days

This relaxed 10-day itinerary gives you plenty of time to discover the hidden gems of central Italy. Start in eastern Marche, nestled between the Apennine Mountains and the Adriatic Sea. Tour the area's renowned wine country, settle into the medieval hill towns of Ascoli Piceno and Urbino, and spend a day exploring the tiny kingdom of San Marino. Head southwest across the mountains to end your stay in Perugia, where you'll discover its Renassaince history and immerse yourself in the regional cuisine.

View of Assisi
Map of Rome, Assisi, & Florence - 9 Days
Rome, Assisi, & Florence - 9 Days

Nestled between two stunning cities, the town of Assisi makes for the perfect stopover for your journey up the Italian peninsula. With a couple of days to explore these stunning landscapes of the Umbria region with your rental car, this tour visits the highlights of Rome and explores the Renaissance beauty of Florence, combined with a few nights of small-town Italian life.

Views across the Marche countryside near Urbino.
Map of Undiscovered Central Italy: Marche, San Marino & Umbria - 11 Days
Undiscovered Central Italy: Marche, San Marino & Umbria - 11 Days

Avoid the crowds and explore Italy's quieter central regions on this laid-back 11-day itinerary. Starting in Marche, you'll explore medieval hill towns, tour renowned wine country, and go truffle hunting in ancient woodlands. Spend a day climbing through the mountaintop kingdom of San Marino before crossing the Apennines to Umbria, Italy's "green heart." Here you'll soak up the art, culture, and cuisine of Perugia, its beguiling regional capital.

View of Assisi
Map of Rome, Assisi, and Florence - 10 Days
Rome, Assisi, and Florence - 10 Days

Nestled between two stunning cities, the town of Assisi makes for the perfect stopover for your journey up the Italian peninsula. With a couple of days to explore these stunning landscapes of the Umbria region with your rental car, this tour visits the highlights of Rome and explores the Renaissance beauty of Florence, combined with a few nights of small-town Italian life.

View of Assisi
Map of Rome, Assisi, & Florence - 7 Days
Rome, Assisi, & Florence - 7 Days

Nestled between two stunning cities, the town of Assisi makes for the perfect stopover for your journey up the Italian peninsula. With a couple of days to explore these stunning landscapes of the Umbria region with your rental car, this tour visits the highlights of Rome and explores the Renaissance beauty of Florence, combined with a few nights of small-town Italian life.

View of Assisi
Map of Rome, Assisi, & Florence - 8 Days
Rome, Assisi, & Florence - 8 Days

Nestled between two stunning cities, the town of Assisi makes for the perfect stopover for your journey up the Italian peninsula. With a couple of days to explore these stunning landscapes of the Umbria region with your rental car, this tour visits the highlights of Rome and explores the Renaissance beauty of Florence, combined with a few nights of small-town Italian life.

Views from Perugia
Map of Rome, Perugia, & Florence - 8 Days
Rome, Perugia, & Florence - 8 Days

From the Sistine Chapel in Rome to Michelangelo's 'David' in Florence, this trip is perfect for travelers who want to see Italy's top sights at a relaxed pace, while getting a glimpse at a more off-the-beaten-path region as well. Start in Rome for trendy wine bars, nighttime foodie crawls, and a visit tour of Vatican City, end in Florence to explore the medieval cathedral and plazas. Nestled between the two big cities is the lesser-visited and equally stunning region of Umbria, where you'll stop to admire the landscapes to round out your trip. 

Views from Perugia
Map of Rome, Perugia, & Florence - 9 Days
Rome, Perugia, & Florence - 9 Days

From the Sistine Chapel in Rome to Michelangelo's 'David' in Florence, this trip is perfect for travelers who want to see Italy's top sights at a relaxed pace, while getting a glimpse at a more off-the-beaten-path region as well. Start in Rome for trendy wine bars, nighttime foodie crawls, and a tour of Vatican City, end in Florence to explore the medieval cathedral and plazas. Nestled between the two big cities is the less-visited and equally stunning region of Umbria, where you'll stop to admire the landscapes to round out your trip.

Views from Perugia
Map of Rome, Perugia, & Florence - 10 Days
Rome, Perugia, & Florence - 10 Days

From the Sistine Chapel in Rome to Michelangelo's 'David' in Florence, this trip is perfect for travelers who want to see Italy's top sights at a relaxed pace, while getting a glimpse at a more off-the-beaten-path region as well. Start in Rome for trendy wine bars, nighttime foodie crawls, and a visit tour of Vatican City, end in Florence to explore the medieval cathedral and plazas. Nestled between the two big cities is the lesser-visited and equally stunning region of Umbria, where you'll stop to admire the landscapes to round out your trip. 

Orvieto, in the Umbria Region
Map of Rome, Orvieto, & Florence - 10 Days
Rome, Orvieto, & Florence - 10 Days

This route takes you through the highlights of Italy while exploring more of each region. Start in Rome, visiting the Vatican and Colosseum before making your way up to the lesser-known Umbria region for a stopover in Orvieto. Enjoy your time away from the big city and delight in the local life. Continue up to the birthplace of the Renaissance, Florence. This city's incredible plazas and cathedrals never disappoint.

Sunset in Florence
Map of Rome, Orvieto, Florence, & Verona - 11 Days
Rome, Orvieto, Florence, & Verona - 11 Days

This route takes you through the highlights of Italy while exploring more of each region. Start in Rome, visiting the Vatican and Colosseum before making your way up to the lesser-known Umbria region for a stopover in Orvieto. Enjoy your time away from the big city and delight in the local life. Continue up to the birthplace of the Renaissance, Florence. This city's incredible plazas and cathedrals never disappoint. Finish off your trip in the Veneto region, staying in the lovely and romantic Verona and visiting its neighboring city, Venice.

Skyline of Rome
Map of Rome, Orvieto, & Florence - 6 Days
Rome, Orvieto, & Florence - 6 Days

This route takes you through the highlights of Italy while exploring more of each region. Start in Rome, visiting the Vatican and Colosseum before making your way up to the lesser-known Umbria region for a stopover in Orvieto. Enjoy your time away from the big city and delight in the local life. Finish up to the birthplace of the Renaissance, Florence. This city's incredible plazas and cathedrals never disappoint.

Cup of coffee in an Italian piazza
Map of Rome, Orvieto, Florence, & Verona - 12 Days
Rome, Orvieto, Florence, & Verona - 12 Days

This route takes you through the highlights of Italy while exploring more of each region. Start in Rome, visiting the Vatican and Colosseum before making your way up to the lesser-known Umbria region for a stopover in Orvieto. Enjoy your time away from the big city and delight in the local life. Continue up to the birthplace of the Renaissance, Florence. This city's incredible plazas and cathedrals never disappoint. Finish off your trip in the Veneto region, staying in the lovely and romantic Verona and visiting its neighboring city, Venice.

Views from Perugia
Map of Rome, Perugia, & Florence - 7 Days
Rome, Perugia, & Florence - 7 Days

From the Sistine Chapel in Rome to Michelangelo's 'David' in Florence, this trip is perfect for travelers who want to see Italy's top sights at a relaxed pace, while getting a glimpse at a more off-the-beaten-path region as well. Start in Rome for trendy wine bars, nighttime foodie crawls, and a visit tour of Vatican City, end in Florence to explore the medieval cathedral and plazas. Nestled between the two big cities is the lesser-visited and equally stunning region of Umbria, where you'll stop to admire the landscapes to round out your trip.

Arno River in Florence
Map of Rome, Orvieto, Florence, & Verona - 13 Days
Rome, Orvieto, Florence, & Verona - 13 Days

This route takes you through the highlights of Italy while exploring more of each region. Start in Rome, visiting the Vatican and Colosseum before making your way up to the lesser-known Umbria region for a stopover in Orvieto. Enjoy your time away from the big city and delight in the local life. Continue up to the birthplace of the Renaissance, Florence. This city's incredible plazas and cathedrals never disappoint. Finish off your trip in the Veneto region, staying in the lovely and romantic Verona and visiting its neighboring city, Venice.

Skyline of Rome
Map of Rome, Orvieto, & Florence - 7 Days
Rome, Orvieto, & Florence - 7 Days

This route takes you through the highlights of Italy while exploring more of each region. Start in Rome, visiting the Vatican and Colosseum before making your way up to the lesser-known Umbria region for a stopover in Orvieto. Enjoy your time away from the big city and delight in the local life. Continue up to the birthplace of the Renaissance, Florence. This city's incredible plazas and cathedrals never disappoint.

Orvieto, in the Umbria Region
Map of Rome, Orvieto, Florence, & Verona - 14 Days
Rome, Orvieto, Florence, & Verona - 14 Days

This route takes you through the highlights of Italy while exploring more of each region. Start in Rome, visiting the Vatican and Colosseum before making your way up to the lesser-known Umbria region for a stopover in Orvieto. Enjoy your time away from the big city and delight in the local life. Continue up to the birthplace of the Renaissance, Florence. This city's incredible plazas and cathedrals never disappoint. Finish off your trip in the Veneto region, staying in the lovely and romantic Verona and visiting its neighboring city, Venice.

Orvieto, in the Umbria Region
Map of Rome, Orvieto, & Florence - 8 Days
Rome, Orvieto, & Florence - 8 Days

This route takes you through the highlights of Italy while exploring more of each region. Start in Rome, visiting the Vatican and Colosseum before making your way up to the lesser-known Umbria region for a stopover in Orvieto. Enjoy your time away from the big city and delight in the local life. Continue up to the birthplace of the Renaissance, Florence. This city's incredible plazas and cathedrals never disappoint.

Orvieto, in the Umbria Region
Map of Rome, Orvieto, Florence, & Verona - 15 Days
Rome, Orvieto, Florence, & Verona - 15 Days

This route takes you through the highlights of Italy while exploring more of each region. Start in Rome, visiting the Vatican and Colosseum before making your way up to the lesser-known Umbria region for a stopover in Orvieto. Enjoy your time away from the big city and delight in the local life. Continue up to the birthplace of the Renaissance, Florence. This city's incredible plazas and cathedrals never disappoint. Finish off your trip in the Veneto region, staying in lovely and romantic Verona and visiting its neighboring city, Venice.

Skyline of Rome
Map of Rome, Orvieto, & Florence - 9 Days
Rome, Orvieto, & Florence - 9 Days

This route takes you through the highlights of Italy while exploring more of each region. Start in Rome, visiting the Vatican and Colosseum before making your way up to the lesser-known Umbria region for a stopover in Orvieto. Enjoy your time away from the big city and delight in the local life. Continue up to the birthplace of the Renaissance, Florence. This city's incredible plazas and cathedrals never disappoint.