26 days in Italy Itinerary

26 days in Italy Itinerary

Created using Inspirock Italy holiday planner

Plan created by another user.Make it yours

Route & dates

Start: Philadelphia
Fly:  12 h 45 min
1
Como
— 2 nights
Drive:  3 h 30 min
2
Cinque Terre
— 2 nights
Drive:  2 h 30 min
3
Florence
— 3 nights
Drive:  1 h 15 min
4
Siena
— 3 nights
Drive:  1 h 45 min
5
Assisi
— 3 nights
Drive:  2 h 15 min
6
Rome
— 3 nights
+2
Train + Subway + Ferry:  3 h
7
Capri, Island of Capri
— 2 nights
Ferry:  3 h 15 min
8
Positano
— 3 nights
Drive:  1 h 15 min
9
Pompeii
— 3 nights
Train + Fly:  14 h
End: Philadelphia

2
nights
Como

Como ©
Known for its idyllic location on the shores of Lake Como and at the foot of the Alps, Como is one of northern Italy's most popular tourist destinations.
Kick off your visit on the 29th (Sat): take your sightseeing to a higher altitude at Sacro Monte di Ossuccio, admire the striking features of Villa del Balbianello, admire the natural beauty at Villa Carlotta, thenkick back and relax at Lido di Menaggio, and finally stroll through Lido di Lenno. Here are some ideas for day two: contemplate in the serene atmosphere at Basilica di Sant'Abbondio, explore the landscape on two wheels at Sentiero 6 - Valbasca, stroll around Chilometro della Conoscenza, get to know the fascinating history of Novocomum, thentake in the architecture and atmosphere at Cathedral of Como (Duomo), and finally take in the spiritual surroundings of Basilica di San Fedele.

For photos, other places to visit, traveler tips, and more tourist information, use the Como online travel route planner.

Philadelphia, USA to Como is an approximately 13.5-hour flight. Traveling from Philadelphia to Como, you'll lose 6 hours due to the time zone difference. In May in Como, expect temperatures between 71°F during the day and 52°F at night. Wrap up your sightseeing on the 30th (Sun) early enough to drive to Cinque Terre.

Things to do in Como

Parks Historic Sites Outdoors

Side Trips

Tremezzina, Lido di Lenno, Sacro Monte di Ossuccio, Lido di Menaggio
Find places to stay May 28 — 30:
Highlights from your plan
Villa Carlotta ©
Villa Carlotta
Sacro Monte di Ossuccio ©
Sacro Monte di Ossuccio
Villa del Balbianello ©
Villa del Balbianello

2
nights
Cinque Terre

Cinque Terre ©
Made up of five picturesque towns on the Ligurian coast, Cinque Terre is Italy's answer to the French Riviera.
Start off your visit on the 31st (Mon): take in the architecture and atmosphere at Santa Margherita di Antiochia Church, trek along Footpath Monterosso - Vernazza, get into the urban bustle at Vernazza, kick back and relax at Beach Bar Alga, thentrek along Trail 2, and finally don't miss a visit to Borgo Antico. Here are some ideas for day two: appreciate the extensive heritage of Borgo Storico di Corniglia, hike along Cinque Terre Trails, pause for some serene contemplation at Santuario di Nostra Signora di Montenero, hike along Trail 531 Riomaggiore to Manarola, thenstep off the mainland to explore Isola Palmaria, and finally contemplate in the serene atmosphere at Chiesa di San Lorenzo.

Start your trip to Cinque Terre by creating a personalized itinerary on Inspirock.

You can drive from Como to Cinque Terre in 3.5 hours. Alternatively, you can take a train. May in Cinque Terre sees daily highs of 71°F and lows of 52°F at night. Wrap up your sightseeing on the 1st (Tue) early enough to drive to Florence.

Things to do in Cinque Terre

Parks Outdoors Historic Sites

Side Trip

Isola Palmaria
Find places to stay May 30 — Jun 1:
Highlights from your plan
Footpath Monterosso - Vernazza ©
Footpath Monterosso - Vernazza
Cinque Terre Trails ©
Cinque Terre Trails
Santa Margherita di Antiochia Church ©
Santa Margherita di Antiochia Church

3
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Escape the urban bustle at Stand-Up Paddleboarding and Giardino di Villa Strozzi. Get some cultural insight at Piazzale Michelangelo and Ponte Vecchio. The adventure continues: take in the spiritual surroundings of Cathedral of Santa Maria del Fiore, steep yourself in history at Basilica of Santa Croce, explore the world behind art at Pitti Palace, and ponder the world of politics at Museo Nazionale del Bargello.

To see maps, other places to visit, more things to do, and more tourist information, go to the Florence trip builder site.

Getting from Cinque Terre to Florence by car takes about 2.5 hours. Other options: take a train. Expect a daytime high around 83°F in June, and nighttime lows around 65°F. Wrap up your sightseeing on the 4th (Fri) to allow time to drive to Siena.

Things to do in Florence

Historic Sites Museums Outdoors
Find places to stay Jun 1 — 4:
Highlights from your plan
Cathedral of Santa Maria del Fiore ©
Cathedral of Santa Maria del Fiore
Florence Academy of Fine Arts ©
Florence Academy of Fine Arts
Piazzale Michelangelo ©
Piazzale Michelangelo

3
nights
Siena

Siena ©
Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Start off your visit on the 5th (Sat): contemplate the long history of Casa di Santa Caterina, steep yourself in history at Centro Storico di Siena, take in the architecture and atmosphere at Duomo di Siena, contemplate in the serene atmosphere at Battistero di San Giovanni, thenget a sense of history and politics at Palazzo Pubblico and Museo Civico, and finally contemplate in the serene atmosphere at San Francesco. Here are some ideas for day two: contemplate in the serene atmosphere at Abbazia di Monte Oliveto Maggiore, look for all kinds of wild species at Crete Senesi, gain insight at Scuola di Cucina di Lella, pause for some serene contemplation at Basilica Cateriniana San Domenico, thenlook for gifts at Bianco e Nero di Sonia Staccioli , and finally admire the masterpieces at Complesso Museale Santa Maria della Scala.

To see maps, ratings, photos, and more tourist information, read our Siena attractions planner.

Traveling by car from Florence to Siena takes 1.5 hours. Alternatively, you can take a bus; or take a train. In June, plan for daily highs up to 84°F, and evening lows to 61°F. Finish your sightseeing early on the 7th (Mon) so you can drive to Assisi.

Things to do in Siena

Historic Sites Museums Parks

Side Trip

Asciano
Find places to stay Jun 4 — 7:
Highlights from your plan
Duomo di Siena ©
Duomo di Siena
Palazzo Pubblico and Museo Civico ©
Palazzo Pubblico and Museo Civico
Crete Senesi ©
Crete Senesi

3
nights
Assisi

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Get some cultural insight at Basilica Papale e Sacro Convento di San Francesco d'Assisi and Tili Vini Societa Agricola. Popular historic sites such as Eremo delle Carceri and Rocca Maggiore are in your itinerary. Next up on the itinerary: learn about winemaking at BIBENDA ASSISI WINE BAR-WINE VINO, CHOCOLATE, OLIVE OIL,TRUFFLE TASTING, examine the collection at Museo della Porziuncola, take in the spiritual surroundings of Santuario di Rivotorto, and pause for some serene contemplation at Cattedrale di San Rufino.

To find traveler tips and tourist information, go to the Assisi route tool.

Traveling by car from Siena to Assisi takes 2 hours. Alternatively, you can take a bus; or take a train. In June, daily temperatures in Assisi can reach 82°F, while at night they dip to 60°F. Finish your sightseeing early on the 10th (Thu) to allow enough time to drive to Rome.

Things to do in Assisi

Historic Sites Wineries Museums
Find places to stay Jun 7 — 10:
Highlights from your plan
Tili Vini Societa Agricola ©
Tili Vini Societa Agricola
Eremo delle Carceri ©
Eremo delle Carceri

3
nights
Rome

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Deepen your sense of the past at sights like Colosseum and Vatican Museums. Get some cultural insight at Pantheon and St. Peter's Basilica. Next up on the itinerary: explore the ancient world of Palatine Hill, take in the architecture and atmosphere at Santa Maria in Trastevere, don't miss a visit to Cupola di San Pietro, and admire the local landmark of Trevi Fountain.

Plan my day in Rome using traveler tips and tourist information provided by Inspirock.

Getting from Assisi to Rome by car takes about 2.5 hours. Other options: take a train; or take a bus. In June, plan for daily highs up to 84°F, and evening lows to 65°F. Wrap up your sightseeing on the 13th (Sun) to allow time to travel to Capri.

Things to do in Rome

Historic Sites Parks Museums

Side Trip

Vatican City
Find places to stay Jun 9 — 13:
Highlights from your plan
Palatine Hill ©
Palatine Hill
St. Peter's Basilica ©
St. Peter's Basilica
Pantheon ©
Pantheon

2
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.
Kick off your visit on the 14th (Mon): don't miss a visit to Piazza Umberto I, tour the pleasant surroundings at I Faraglioni, make a trip to Via Krupp, thenlook for all kinds of wild species at Parco Astarita, thenexplore the ancient world of Villa Jovis, and finally get engrossed in the history at Villa San Michele. On the 15th (Tue), you'll have a packed day of sightseeing: admire the natural beauty at Giardini di Augusto, take some stellar pictures from Belvedere Cannone, take a tour by water with Boat Tours & Water Sports, stroll through Marina Grande Public Beach, thenpause for some photo ops at Natural Arch, and finally explore the fascinating underground world of White Grotta.

To see maps, ratings, where to stay, and tourist information, read Capri day trip planner.

You can do a combination of train and ferry from Rome to Capri in 4 hours. Alternatively, you can do a combination of car and ferry; or do a combination of bus and ferry. In June, plan for daily highs up to 82°F, and evening lows to 68°F. Finish up your sightseeing early on the 15th (Tue) so you can catch the ferry to Positano.

Things to do in Capri

Parks Nature Outdoors

Side Trip

Anacapri
Find places to stay Jun 13 — 15:
Highlights from your plan
Parco Astarita ©
Parco Astarita
I Faraglioni
I Faraglioni
Monte Solaro ©
Monte Solaro

3
nights
Positano

Positano ©
Often referred to as the gem of the Amalfi Coast, Positano remains one of southern Italy's most sought-after vacation locales, thanks to its hillside location and picturesque, pastel buildings.
Your cultural itinerary includes sights like Villa Cimbrone Gardens and Villa Rufolo. Get outdoors at Valle dei Mulini and Marina di Praia Beach. Venture out of the city with trips to Lido Capo di Conca (in Conca dei Marini), Duomo di Sant'Andrea (in Amalfi) and Collegiate Santa Maria Maddalena (in Atrani). There's much more to do: enjoy the sand and surf at Fornillo, get to know the fascinating history of Centro Storico, take in the spiritual surroundings of Cloister del Paradiso, and get a new perspective on things with Boat Tours & Water Sports.

To see reviews, more things to do, where to stay, and more tourist information, go to the Positano trip planner.

You can ride a ferry from Capri to Positano in 1.5 hours. Other options are to do a combination of ferry and taxi; or do a combination of ferry and bus. In June, daytime highs in Positano are 82°F, while nighttime lows are 68°F. Finish your sightseeing early on the 18th (Fri) to allow enough time to drive to Pompeii.

Things to do in Positano

Outdoors Parks Beaches

Side Trips

Amalfi, Ravello, Lido Capo di Conca, Collegiate Santa Maria Maddalena, Marina di Praia Beach
Find places to stay Jun 15 — 18:
Highlights from your plan
Valle dei Mulini ©
Valle dei Mulini
Villa Cimbrone Gardens ©
Villa Cimbrone Gardens
Villa Rufolo ©
Villa Rufolo

3
nights
Pompeii

Pompeii ©
Pompeii has been a tourist destination for more than 250 years.
Your inner history buff will appreciate Pompeii Archaeological Park and Duomo di Ravello. Your cultural itinerary includes sights like Ceramiche Cosmolena di Margherita di Palma and Villa dei Misteri. Get out of town with these interesting Pompeii side-trips: Spiaggia Lannio (in Cetara), Vesuvio National Park (in Ottaviano) and Castello di San Nicola de Thoro-Plano (in Maiori). Next up on the itinerary: stroll through Ravello-Minori Walk, delve into the distant past at Parco Acheologico di Ercolano, take in the spiritual surroundings of Pontificio Santuario della Beata Maria Vergine del Santo Rosario di Pompei, and don't miss a visit to Villa di Giulia Felice.

To find more things to do, photos, traveler tips, and other tourist information, read Pompeii trip builder website.

Getting from Positano to Pompeii by car takes about 1.5 hours. Other options: take a bus; or do a combination of bus and subway. Expect a daytime high around 82°F in June, and nighttime lows around 66°F. Cap off your sightseeing on the 21st (Mon) early enough to travel back home.

Things to do in Pompeii

Historic Sites Parks Outdoors

Side Trips

Ravello, Parco Acheologico di Ercolano, Spiaggia Lannio, Vesuvio National Park, Castello di San Nicola de Thoro-Plano
Find places to stay Jun 18 — 21:
Highlights from your plan
Pompeii Archaeological Park ©
Pompeii Archaeological Park
Duomo di Ravello ©
Duomo di Ravello
Parco Acheologico di Ercolano ©
Parco Acheologico di Ercolano

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