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

1
Como
— 2 nights
2
Cinque Terre
— 2 nights
3
Florence
— 3 nights
4
Siena
— 3 nights
5
Assisi
— 3 nights
6
Rome
— 3 nights
7
Capri, Island of Capri
— 2 nights
8
Positano
— 3 nights
9
Pompeii
— 3 nights

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, thenexplore the landscape on two wheels at Ciclovia dei Laghi, and finally pause for some serene contemplation at Cathedral of Como (Duomo).

To find other places to visit, photos, and other tourist information, refer to the Como day trip planning website.

Philadelphia, USA to Como is an approximately 13.5-hour flight. The time zone difference when traveling from Philadelphia to Como is 6 hours. In May, daytime highs in Como are °F, while nighttime lows are °F. Wrap up your sightseeing on the 30th (Sun) to allow time to drive to Cinque Terre.

Things to do in Como

Parks Outdoors Historic Sites

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
Villa del Balbianello ©
Villa del Balbianello
Sacro Monte di Ossuccio ©
Sacro Monte di Ossuccio

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 °F and lows of °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 Arno. Get some cultural insight at Piazzale Michelangelo and Cathedral of Santa Maria del Fiore. There's still lots to do: admire the masterpieces at Florence Academy of Fine Arts, steep yourself in history at Basilica of Santa Croce, get a sense of history and politics at Palazzo Vecchio, and get to know the fascinating history of Piazza del Duomo.

To find maps, photos, and other tourist information, you can read our Florence day trip app.

Traveling by car from Cinque Terre to Florence takes 2.5 hours. Alternatively, you can take a train. In June in Florence, expect temperatures between °F during the day and °F at night. 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 more things to do, traveler tips, ratings, and tourist information, refer to the Siena road trip tool.

You can drive from Florence to Siena in 1.5 hours. Other options are to take a bus; or take a train. In June, plan for daily highs up to °F, and evening lows to °F. Cap off your sightseeing on the 7th (Mon) early enough to go by car to Assisi.

Things to do in Siena

Historic Sites Museums Wildlife

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 Basilica di Santa Chiara 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 °F, while at night they dip to °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 St. Peter's Basilica. Get some cultural insight at Pantheon and Roman Forum. There's still lots to do: get to know the fascinating history of Piazza Navona, don't miss a visit to Cupola di San Pietro, take in the architecture and atmosphere at Church of St. Louis of the French, and explore the world behind art at Vatican Museums.

To see more things to do, maps, reviews, and more tourist information, go to the Rome trip itinerary planning tool.

Traveling by car from Assisi to Rome takes 2.5 hours. Alternatively, you can take a train; or take a bus. In June, daily temperatures in Rome can reach °F, while at night they dip to °F. Wrap up your sightseeing on the 13th (Sun) early enough 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 °F, and evening lows to °F. Finish up your sightseeing early on the 15th (Tue) so you can catch the ferry to Positano.

Things to do in Capri

Parks Outdoors Nature

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 Fornillo and Boat Tours & Water Sports. Venture out of the city with trips to Lido Capo di Conca (in Conca dei Marini), Collegiate Santa Maria Maddalena (in Atrani) and Duomo di Sant'Andrea (in Amalfi). There's much more to do: admire the verdant scenery at Valle dei Mulini, enjoy the sand and surf at Spiaggia Grande, take in the spiritual surroundings of Church of Santa Maria Assunta, and pause for some serene contemplation at Cloister del Paradiso.

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 °F, while nighttime lows are °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
Villa Rufolo ©
Villa Rufolo
Villa Cimbrone Gardens ©
Villa Cimbrone Gardens
Duomo di Sant'Andrea ©
Duomo di Sant'Andrea

3
nights
Pompeii

Pompeii ©
Pompeii has been a tourist destination for more than 250 years.
Your inner history buff will appreciate Duomo di Ravello and Pompeii Archaeological Park. Your cultural itinerary includes sights like Parco Acheologico di Ercolano and Castello di San Nicola de Thoro-Plano. Get out of town with these interesting Pompeii side-trips: Spiaggia Lannio (in Cetara), Vesuvio National Park (in Ottaviano) and Ravello (Ravello-Minori Walk, Ceramiche Cosmolena di Margherita di Palma, &more). And it doesn't end there: contemplate the long history of Villa dei Misteri, delve into the distant past at Tempio d'Iside, take in the spiritual surroundings of Temple of Apollo, and admire the landmark architecture of Villa di Giulia Felice.

For where to stay, traveler tips, other places to visit, and tourist information, refer to the Pompeii holiday planner.

Traveling by car from Positano to Pompeii takes 1.5 hours. Alternatively, you can take a bus. In June, plan for daily highs up to °F, and evening lows to °F. Wrap up your sightseeing on the 21st (Mon) to allow time to travel back home.

Things to do in Pompeii

Historic Sites Parks Outdoors

Side Trips

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

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