25 days in Italy Itinerary

25 days in Italy Itinerary

Created using Inspirock Italy journey builder

Plan created by another user. Make it yours
1
Capri, Island of Capri
— 3 nights
2
Ravello
— 3 nights
3
Rome
— 4 nights
4
Assisi
— 2 nights
5
Siena
— 3 nights
6
Florence
— 3 nights
7
Cinque Terre
— 2 nights
8
Cinque Terre
— 2 nights
9
Milan
— 1 night

S M T W T F S
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3
nights
Capri, Island of Capri

Capri ©
The island of Capri encompasses all the magical allure of the Mediterranean--dramatic blue waters, lush mountainous landscape, and picturesque island villages.
Take a break from the city and head to Capri Island Tour and Fortini Coastal Walk. Next up on the itinerary: take in the dramatic natural features at I Faraglioni, surround yourself with nature on Nesea Capri, pause for some photo ops at Natural Arch, and steep yourself in history at Villa Jovis.

To find other places to visit, more things to do, photos, and tourist information, refer to the Capri trip planner.

Philadelphia, USA to Capri is an approximately 15-hour combination of flight, train, and ferry. Traveling from Philadelphia to Capri, you'll lose 6 hours due to the time zone difference. Expect a daytime high around 74°F in May, and nighttime lows around 60°F. Finish your sightseeing early on the 30th (Mon) to allow enough time to ride a ferry to Ravello.

Things to do in Capri

Outdoors · Parks · Wildlife · Tours

Side Trip

Highlights from your trip
©
Scuba / Snorkeling
Capri Island Tour
5.0
Geologic Formation
I Faraglioni
4.8
©
Nature / Wildlife Tour
Nesea Capri
5.0

3
nights
Ravello

Ravello ©
Best known for its celebrated terraced gardens, Ravello is a hidden gem of Italy's Amalfi Coast.
You'll get in some beach time at Fornillo and Lido di Ravello. Get outdoors at Walk Positano by Gabriella and Amalfi Coast. There's much more to do: contemplate in the serene atmosphere at Duomo di Sant'Andrea, admire the sheer force of Valle delle Ferriere, view the masterpieces at Ceramiche Cosmolena di Margherita di Palma, and take in the architecture and atmosphere at Cloister del Paradiso.

Plan trip to Ravello with our itinerary maker to find out where to go and what to do.

Getting from Capri to Ravello by ferry takes about 1.5 hours. Other options: do a combination of ferry and taxi; or do a combination of ferry and bus. Expect a daytime high around 72°F in May, and nighttime lows around 65°F. Wrap up your sightseeing on the 2nd (Thu) early enough to drive to Rome.

Things to do in Ravello

Parks · Outdoors · Historic Sites · Nature

Side Trips

Highlights from your trip
©
Must see
Fornillo
4.2
©
Religious Site
Duomo di Sant'Andrea
4.7
©
Religious Site
Duomo di Ravello
4.2

4
nights
Rome

Rome ©

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Get outdoors at Colle del Gianicolo and Antico Presente. Colosseum and Vatican Museums will appeal to history buffs. Change things up with these side-trips from Rome: Culture Discovery Vacations - Cooking Classes & Vacations (in Soriano nel Cimino) and Villa Adriana (in Tivoli). There's much more to do: don't miss a visit to Piazza Navona, steep yourself in history at Palatine Hill, admire the local landmark of Trevi Fountain, and take in the architecture and atmosphere at St. Peter's Basilica.

To see where to stay, maps, and more tourist information, refer to the Rome sightseeing tool.

You can drive from Ravello to Rome in 3.5 hours. Alternatively, you can do a combination of taxi and train; or take a bus. Traveling from Ravello in June, Rome is a bit cooler at night with lows of 65°F. Wrap up your sightseeing on the 6th (Mon) to allow time to drive to Assisi.

Things to do in Rome

Historic Sites · Tours · Wineries · Museums

Side Trips

Highlights from your trip
©
Must see
Palatine Hill
4.6
©
Must see
Pantheon
4.8

2
nights
Assisi

Assisi ©

City of Peace

Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Kick off your visit on the 7th (Tue): contemplate in the serene atmosphere at Cripta di San Francesco, examine the collection at Museo della Porziuncola, take in the spiritual surroundings of Basilica di Santa Maria degli Angeli - Porziuncola, explore the world behind art at Studio Moretti Caselli, then take in the spiritual surroundings of San Damiano, and finally take in the architecture and atmosphere at Basilica Papale e Sacro Convento di San Francesco d'Assisi. Get ready for a full day of sightseeing on the next day: learn about winemaking at Montioni Frantoio e Cantina, do a tasting at Tili Vini Societa Agricola, take in the spiritual surroundings of Santuario di Rivotorto, contemplate in the serene atmosphere at Eremo delle Carceri, then explore the historical opulence of Rocca Maggiore, and finally pause for some serene contemplation at Cattedrale di San Rufino.

For traveler tips, ratings, reviews, and tourist information, use the Assisi online visit planner.

You can drive from Rome to Assisi in 2.5 hours. Other options are to take a train; or take a bus. Plan for a bit cooler nights when traveling from Rome in June since evenings lows in Assisi dip to 60°F. Wrap up your sightseeing on the 8th (Wed) early enough to drive to Siena.

Things to do in Assisi

Historic Sites · Wineries · Museums

Side Trips

Highlights from your trip

3
nights
Siena

Siena ©

Cultural Heart of Tuscany

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Your inner history buff will appreciate Duomo di Siena and Palazzo Pubblico and Museo Civico. Do some cultural sightseeing at Ciacci Piccolomini d'Aragona and Podere Il Cocco. Explore the numerous day-trip ideas around Siena: Castiglion del Bosco Winery (in Montalcino) and San Gimignano (Torre Grossa, San Gimignano Bell Tower, &more). There's much more to do: awaken your taste buds at some of the top wineries in the area, steep yourself in history at San Francesco, don't miss a visit to Centro Storico di Siena, and explore the historical opulence of Castello di Monteriggioni.

For reviews, where to stay, more things to do, and more tourist information, refer to the Siena trip builder website.

You can drive from Assisi to Siena in 2 hours. Other options are to drive; or take a bus; or take a train. In June, daytime highs in Siena are 84°F, while nighttime lows are 61°F. Wrap up your sightseeing on the 11th (Sat) to allow time to drive to Florence.

Things to do in Siena

Historic Sites · Wineries · Tours · Museums

Side Trips

Highlights from your trip
©
World heritage site
Duomo di Siena
4.8
©
Must see
Podere Il Cocco
4.9

3
nights
Florence

Florence ©

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Your inner history buff will appreciate Cathedral of Santa Maria del Fiore and Basilica of Santa Croce. Do some cultural sightseeing at Piazzale Michelangelo and Florence Academy of Fine Arts. Get out of town with these interesting Florence side-trips: Poggio al Bosco (in Tavarnelle Val di Pesa), Castello del Trebbio (in Santa Brigida) and Azienda Agricola Altiero (Winery) (in Greve in Chianti). There's lots more to do: snap pictures at Ponte Vecchio, relax and float downstream with Firenze Rafting, contemplate in the serene atmosphere at Campanile di Giotto, and take in the architecture and atmosphere at Fiesole Cathedral Cattedrale di San Romolo - Fiesole.

For maps, traveler tips, where to stay, and other tourist information, go to the Florence trip maker site.

Getting from Siena to Florence by car takes about 1.5 hours. Other options: drive; or take a bus; or take a train. Expect a daytime high around 83°F in June, and nighttime lows around 65°F. Finish your sightseeing early on the 14th (Tue) so you can drive to Cinque Terre.

Things to do in Florence

Historic Sites · Wineries · Outdoors · Tours

Side Trips

Highlights from your trip

2
nights
Cinque Terre

Cinque Terre ©

Italian Riviera

Made up of five picturesque towns on the Ligurian coast, Cinque Terre is Italy's answer to the French Riviera.
On the 15th (Wed), explore the wealth of natural beauty at Parco Nazionale Cinque Terre, then take in the architecture and atmosphere at Santa Margherita di Antiochia Church, and then trek along Footpath Monterosso - Vernazza. Get ready for a full day of sightseeing on the 16th (Thu): contemplate in the serene atmosphere at Chiesa di San Lorenzo, see some colorful creatures with Enjoy Cinqueterre Boat Tours, get to know the fascinating history of Cinque Terre Trails, then take in the architecture and atmosphere at Santuario di Nostra Signora di Montenero, then explore the historical opulence of Castello Doria, and finally take a stroll around Vernazza.

To find maps, reviews, more things to do, and other tourist information, refer to the Cinque Terre day trip planner.

Traveling by car from Florence to Cinque Terre takes 2.5 hours. Alternatively, you can take a train. Traveling from Florence in June, you can expect nighttime temperatures to be slightly colder in Cinque Terre, with lows of 60°F. Finish your sightseeing early on the 16th (Thu) to allow enough time to travel to Cinque Terre.

Things to do in Cinque Terre

Parks · Nature · Historic Sites · Outdoors
Highlights from your trip

2
nights
Cinque Terre

Cinque Terre ©

Italian Riviera

Kick off your visit on the 17th (Fri): admire the striking features of Chiesa Di San Pietro, take in the architecture and atmosphere at Santuario di Nostra Signora di Montenero, trek along Cinque Terre Trails, identify plant and animal life at Enjoy Cinqueterre Boat Tours, then explore the historical opulence of Castello Doria, and finally trek along Footpath Monterosso - Vernazza. Get ready for a full day of sightseeing on the 18th (Sat): Head underground at Ex Gallerie, kick back and relax at Sun Beach, pause for some serene contemplation at Oratorio della Cofradia dei Bianchi o de Santa Croce, then take in the architecture and atmosphere at Convento dei Cappuccini e Chiesa di San Francesco, then don't miss a visit to Monumento a San Francesco d'Assisi, and finally pause for some serene contemplation at Santa Margherita di Antiochia Church.

To find more things to do, where to stay, other places to visit, and tourist information, use the Cinque Terre attractions tool.

Wrap up your sightseeing on the 18th (Sat) early enough to drive to Milan.

Things to do in Cinque Terre

Historic Sites · Outdoors · Parks · Trails

Side Trips

Highlights from your trip
©
Beach
Sun Beach
5.0

1
night
Milan

Milan ©

Fashion Capital of World

In many ways the most modern of Italian cities, Milan is a busy, elegant metropolis with an impressive list of grand palaces, fine churches, and important museums.
Kick off your visit on the 19th (Sun): see La Casa Maledetta, take in the spiritual surroundings of Duomo di Milano, then don't miss a visit to Piazza del Duomo, then steep yourself in history at Castello Sforzesco, and finally steep yourself in history at Il Cenacolo.

To find traveler tips, reviews, photos, and other tourist information, read Milan road trip website.

Getting from Cinque Terre to Milan by car takes about 3 hours. Other options: take a train. In June, daytime highs in Milan are 83°F, while nighttime lows are 64°F. Finish up your sightseeing early on the 19th (Sun) so you can travel back home.

Things to do in Milan

Highlights from your trip
©
Must see
Duomo di Milano
4.8
©
Religious Site
Il Cenacolo
4.4

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