49 days in Italy Itinerary

49 days in Italy Itinerary

Created using Inspirock Italy vacation maker

Make it your trip
Fly
1
Venice
— 5 nights
Drive
2
Verona
— 1 night
Train
3
Florence
— 3 nights
Drive
4
Assisi
— 3 nights
Drive
5
Orvieto
— 2 nights
Drive
6
Ravello
— 3 nights
Drive
7
Rome
— 5 nights
Fly
8
Syracuse, Sicily
— 2 nights
Drive
9
Palermo, Sicily
— 4 nights
Drive
10
Sant'Angelo, Isola d'Ischia
— 2 nights
Unknown
11
Capri, Island of Capri
— 3 nights
Ferry
12
Naples
— 2 nights
Drive
13
Salerno
— 3 nights
Drive
14
Paestum
— 2 nights
Drive to Piombino, Ferry to Portoferraio
15
Portoferraio, Elba Island
— 2 nights
Ferry to Piombino, Drive to Positano
16
Positano
— 3 nights
Fly

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Venice

— 5 nights

City of Romance

Virtually unchanged for the last six centuries, Venice is actually a group of islands made famous by a series of canals, bridges, monuments, piazzas, and narrow pedestrian lanes.
Popular historic sites such as Piazza San Marco and Doge's Palace are in your itinerary. Give yourself a bit of retail therapy at Mercati di Rialto and Il Bosco Officinale. Get out of town with these interesting Venice side-trips: Bahia del Sole Spiaggia (in Sottomarina) and Mercato Del Pesce (in Chioggia). Next up on the itinerary: make a trip to Basilica di San Marco, wander the streets of Dorsoduro, browse for treasures at Gioielleria Eredi Jovon, and stop by Cannaregio.

To see where to stay, reviews, maps, and tourist information, read Venice trip itinerary website.

Rochester, USA to Venice is an approximately 15-hour flight. The time zone changes from Eastern Standard Time (EST) to Central European Standard Time (CET), which is usually a 6 hour difference. Traveling from Rochester in June, you can expect nighttime temperatures to be somewhat warmer in Venice, with lows of 63°F. Finish your sightseeing early on the 25th (Tue) so you can drive to Verona.

Things to do in Venice

Shopping · Historic Sites · Neighborhoods · Outdoors

Side Trips

Verona

— 1 night

City of Romeo and Juliet

The famous setting for Shakespeare's star-crossed lovers, Romeo and Juliet, Verona is one of northern Italy's main tourist destinations, largely owing to its incredibly rich artistic heritage.
On the 25th (Tue), explore the historical opulence of Castello Scaligero, then hunt for treasures at Piazza delle Erbe, then admire the landmark architecture of Casa di Giulietta, and finally experience the emotional art of opera at Arena di Verona. On your second day here, contemplate the long history of Museo di Castelvecchio, then take in the architecture and atmosphere at Basilica di San Zeno Maggiore, and then pause for some serene contemplation at Basilica di Santa Anastasia.

For where to stay, traveler tips, and more tourist information, read Verona trip itinerary maker app.

Traveling by car from Venice to Verona takes 1.5 hours. Alternatively, you can take a shuttle; or take a train. June in Verona sees daily highs of 84°F and lows of 63°F at night. Wrap up your sightseeing on the 26th (Wed) to allow time to take a train to Florence.

Things to do in Verona

Historic Sites · Shopping · Neighborhoods · Nightlife

Side Trip

Florence

— 3 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Deepen your sense of the past at sights like Cathedral of Santa Maria del Fiore and Basilica San Miniato al Monte. Give yourself a bit of retail therapy at Comune Di Certaldo and Bianco e Nero di Sonia Staccioli . Step out of Florence with an excursion to Historic Centre of San Gimignano in San Gimignano--about 1h 5 min away. There's lots more to do: admire the masterpieces at Gallerie Degli Uffizi, contemplate in the serene atmosphere at The Baptistery of St. John, don't miss a visit to Piazzale Michelangelo, and see the interesting displays at Pitti Palace.

To find photos, other places to visit, where to stay, and more tourist information, read Florence trip builder.

Take a train from Verona to Florence in 2.5 hours. Alternatively, you can drive. June in Florence sees daily highs of 83°F and lows of 65°F at night. Wrap up your sightseeing on the 29th (Sat) to allow time to drive to Assisi.

Things to do in Florence

Museums · Historic Sites · Shopping

Side Trips

Assisi

— 3 nights

City of Peace

Rich in culture and religious tradition, Assisi is known as the birthplace of St.
On the 30th (Sun), don't miss a visit to Eremo delle Carceri, take in the architecture and atmosphere at San Damiano, take in the spiritual surroundings of Santuario di Rivotorto, then take in the architecture and atmosphere at Basilica Papale e Sacro Convento di San Francesco d'Assisi, then admire the landmark architecture of Basilica di Santa Chiara, and finally admire the landmark architecture of San Pietro. Get ready for a full day of sightseeing on the 1st (Mon): take in the architecture and atmosphere at Chiesa Santo Stefano, delve into the distant past at Roman Forum and Archaeological Museum, then look for gifts at La Bottega Di Teresa, and finally take in the spiritual surroundings of Basilica di Santa Maria degli Angeli - Porziuncola.

For photos, traveler tips, where to stay, and more tourist information, refer to the Assisi online vacation planner.

Traveling by car from Florence to Assisi takes 2.5 hours. Alternatively, you can take a train. Expect a bit cooler evenings in Assisi when traveling from Florence in June, with lows around 60°F. Finish your sightseeing early on the 2nd (Tue) to allow enough time to drive to Orvieto.

Things to do in Assisi

Historic Sites · Museums · Shopping

Side Trips

Orvieto

— 2 nights

Green Heart of Italy

The striking town of Orvieto, perched on a volcanic cliff overlooking the Umbrian countryside, is known as the Green Heart of Italy.
Kick off your visit on the 2nd (Tue): take a stroll through Quartiere San Pellegrino, take in the architecture and atmosphere at Cattedrale di Santa Margherita, then take in the pleasant sights at Civita di Bagnoregio, and finally take in the spiritual surroundings of Basilica of Saint Christina. Here are some ideas for day two: step into the grandiose world of Castello Rocca Monaldeschi, take in the architecture and atmosphere at San Donato Church, engage your brain at Museo Geologico e delle Frane, then see the interesting displays at Museo Archeologico Nazionale di Orvieto, then examine the collection at Etruscan Museum "Claudio Faina", and finally look for gifts at Il Negozietto.

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

Getting from Assisi to Orvieto by car takes about 1.5 hours. Other options: take a train; or take a bus. In July, daily temperatures in Orvieto can reach 88°F, while at night they dip to 65°F. Finish your sightseeing early on the 4th (Thu) so you can drive to Ravello.

Things to do in Orvieto

Historic Sites · Museums · Childrens Museums · Neighborhoods

Side Trips

Ravello

— 3 nights
Best known for its celebrated terraced gardens, Ravello is a hidden gem of Italy's Amalfi Coast.
Get some historical perspective at Paestum Ruins and Il Tempio di Nettuno o Poseidone o di Hera II. Satisfy your inner culture vulture at Villa Cimbrone Gardens and Villa Rufolo. Explore the numerous day-trip ideas around Ravello: Caseificio Jemma (in Battipaglia), Bisogno Antonio (in Eboli) and Museo Archeologico Nazionale di Paestum (in Paestum). There's still lots to do: contemplate in the serene atmosphere at Duomo di Sant'Andrea, step into the grandiose world of Melfi Castle, appreciate the extensive heritage of Centro Storico Ravello, and take in the exciting artwork at Ceramiche d'Arte Carmela.

To find where to stay, other places to visit, ratings, and tourist information, refer to the Ravello trip itinerary planner.

Drive from Orvieto to Ravello in 4 hours. Alternatively, you can do a combination of train and taxi; or do a combination of train and bus. Traveling from Orvieto in July, Ravello is somewhat warmer at night with lows of 77°F. Finish your sightseeing early on the 7th (Sun) to allow enough time to drive to Rome.

Things to do in Ravello

Historic Sites · Museums · Shopping · Parks

Side Trips

Rome

— 5 nights

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Step off the beaten path and head to Basilica di San Pietro in Vincoli and Church of St. Louis of the French. Popular historic sites such as Colosseum and Vatican Museums are in your itinerary. Take a break from Rome with a short trip to Parco Archeologico di Ostia Antica in Ostia Antica, about 42 minutes away. And it doesn't end there: admire the striking features of Pantheon, wander the streets of Trastevere, stop by L'Artigianato, and savor the flavors at Food & Drink.

To find maps, other places to visit, traveler tips, and more tourist information, use the Rome tour site.

Traveling by car from Ravello to Rome takes 3.5 hours. Alternatively, you can do a combination of taxi and train; or take a bus. Traveling from Ravello in July, you can expect nighttime temperatures to be a bit cooler in Rome, with lows of 70°F. Finish your sightseeing early on the 12th (Fri) to allow enough time to fly to Syracuse.

Things to do in Rome

Historic Sites · Tours · Wineries · Shopping

Side Trips

Syracuse, Sicily

— 2 nights

Pearl of the Mediterranean

Philosopher Cicero once described Syracuse as "the greatest Greek city and the most beautiful of them all." A powerful city-state of ancient Greece, Syracuse now is the capital of the eponymous Italian province on the eastern coast of Sicily.
Start off your visit on the 13th (Sat): look for gifts at Mercato Di Siracusa, stop by Caseificio Borderi, then see the interesting displays at Mulino ad Acqua - Museo Cavallo d'Ispica, and finally steep yourself in history at Tonnara di Marzamemi. On the 14th (Sun), you'll have a packed day of sightseeing: kick back and relax at Agua Beach Resort, appreciate the extensive heritage of La Piazza Duomo, and then take in the architecture and atmosphere at Duomo di Siracusa.

To find traveler tips, photos, and other tourist information, read our Syracuse trip itinerary maker site.

Traveling by flight from Rome to Syracuse takes 3 hours. Alternatively, you can do a combination of car and ferry; or take a bus. Wrap up your sightseeing on the 14th (Sun) to allow time to drive to Palermo.

Things to do in Syracuse

Historic Sites · Parks · Beaches · Outdoors

Side Trips

Palermo, Sicily

— 4 nights
The capital of Sicily, Palermo was founded by the Phoenicians under the name of Ziz.
Do some cultural sightseeing at Duomo di Monreale and Teatro Greco di Segesta. You'll explore and learn at Santuario Santa Rosalia and Museum of tiles Stanze al Genio. Change things up with these side-trips from Palermo: Spiaggia di Castellamare del Golfo (in Castellammare del Golfo), Chiesa e Monastero di San Francesco d'Assisi (in Mazara del Vallo) and Baia Santa Margherita, Castelluzzo di S.Vito Lo Capo (in Trapani). Next up on the itinerary: take in the architecture and atmosphere at Chiesa del Gesu, take in the spiritual surroundings of Oratorio di Santa Cita, pick up some local products at Mercato Ballaro, and steep yourself in history at Norman Palace.

To find maps, ratings, and more tourist information, refer to the Palermo online trip itinerary planner.

Drive from Syracuse to Palermo in 3 hours. Alternatively, you can take a bus; or take a train. Wrap up your sightseeing by early afternoon on the 18th (Thu) to allow time for travel to Sant'Angelo.

Things to do in Palermo

Historic Sites · Parks · Beaches · Outdoors

Side Trips

Sant'Angelo, Isola d'Ischia

— 2 nights
On the 19th (Fri), contemplate the long history of Sant'Angelo (Serrara Fontana), pause for some serene contemplation at Santuario Santa Restituta, get engrossed in the history at Museo di Santa Restituta, then stroll through Spiaggia degli Inglesi, and finally stop by I Sapori dell’Isola d’Ischia. On the 20th (Sat), you'll have a packed day of sightseeing: see the interesting displays at Casa Museo, stop by Naturischia, contemplate in the serene atmosphere at Chiesa Santa Maria delle Grazie in San Pietro, make a trip to Fungo Di Lacco Ameno, then get engrossed in the history at Museo Archeologico di Pithecusae, and finally see the interesting displays at Museo Angelo Rizzoli.

To find reviews, photos, other places to visit, and more tourist information, use the Sant'Angelo journey builder website.

You can drive from Palermo to Sant'Angelo in 10 hours. In July, plan for daily highs up to 87°F, and evening lows to 72°F. Finish up your sightseeing early on the 20th (Sat) so you can travel to Capri.

Things to do in Sant'Angelo

Museums · Historic Sites · Parks · Beaches

Side Trips

Capri, Island of Capri

— 3 nights
The island of Capri encompasses all the magical allure of the Mediterranean--dramatic blue waters, lush mountainous landscape, and picturesque island villages.
Start off your visit on the 21st (Sun): enjoy the sand and surf at Marina Grande Public Beach, look for gifts at The Sea Gull, stop by Carthusia, then contemplate the waterfront views at Marina Piccola, and finally take in the spiritual surroundings of Santa Maria a Cetrella. Get ready for a full day of sightseeing on the 22nd (Mon): stop by Ceramiche Tavassi, pause for some serene contemplation at Chiesa di Santa Sofia, examine the collection at Casa Rossa, then get active on the water at Capri Whales di Wendy, and finally get to know the fascinating history of Scala Fenicia (Phoenician Steps).

For more things to do, reviews, and tourist information, read Capri road trip website.

Traveling by journey from Sant'Angelo to Capri takes 4.5 hours. In July, plan for daily highs up to 87°F, and evening lows to 72°F. Wrap up your sightseeing by early afternoon on the 23rd (Tue) to allow enough time to ride a ferry to Naples.

Things to do in Capri

Outdoors · Museums · Parks · Beaches

Side Trip

Naples

— 2 nights
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. On the 23rd (Tue), steep yourself in history at The Neapolis Buried and then appreciate the extensive heritage of Underground Naples. On the next day, make a trip to Spaccanapoli, get some fabulous bargains at La Reggia Designer Outlet, and then wander the streets of Casertavecchia.

For photos, traveler tips, other places to visit, and more tourist information, read our Naples trip planning website.

Traveling by ferry from Capri to Naples takes 1.5 hours. In July, daily temperatures in Naples can reach 87°F, while at night they dip to 70°F. Cap off your sightseeing on the 25th (Thu) early enough to go by car to Salerno.

Things to do in Naples

Historic Sites · Shopping · Museums · Neighborhoods

Side Trips

Salerno

— 3 nights

Unspoilt Gem of the Amalfi Coast

While often overshadowed by the Amalfi Coast's array of quaint villages, Salerno has become one of the region's main areas for culture and entertainment, while remaining relatively unmarked by tourism.
On the 26th (Fri), browse for treasures at Libreria Antiquaria Vecchi Libri, learn about winemaking at Le Vigne di Raito, view the masterpieces at Sol’Art Ceramiche, then take in the architecture and atmosphere at Duomo di Salerno, and finally stop by Caseificio La Fattoria - La Zizzona di Battipaglia. Get ready for a full day of sightseeing on the 27th (Sat): look for gifts at Lavorazione Artigianale Savastano, look for gifts at La Bottega di Marilu', then look for gifts at Antica Dolceria Pantaleone, then stop by Sapori della costiera, and finally browse the different shops at Centro Commerciale Maximall.

To see photos, reviews, other places to visit, and tourist information, use the Salerno itinerary app.

Traveling by car from Naples to Salerno takes an hour. Alternatively, you can take a bus; or take a train. Expect a bit warmer evenings in Salerno when traveling from Naples in July, with lows around 77°F. On the 28th (Sun), wrap the sightseeing up by early afternoon so you can drive to Paestum.

Things to do in Salerno

Shopping · Museums · Wineries · Historic Sites

Side Trips

Paestum

— 2 nights
On the 28th (Sun), take in the architecture and atmosphere at Santuario del Getsemani and then stop by Tenuta Vannulo. Here are some ideas for day two: stroll through Lido Mediterraneo Beach, take in the architecture and atmosphere at Santuario della "Madonna del Granato", then stop by Bazar Cerere, and finally steep yourself in history at Temple of Athena.

To find maps, more things to do, ratings, and more tourist information, read our Paestum journey planner.

Drive from Salerno to Paestum in an hour. Alternatively, you can take a train; or take a bus. In July, plan for daily highs up to 84°F, and evening lows to 77°F. Cap off your sightseeing on the 30th (Tue) early enough to travel to Portoferraio.

Things to do in Paestum

Historic Sites · Parks · Beaches · Outdoors

Side Trips

Portoferraio, Elba Island

— 2 nights
Portoferraio is a town and comune in the province of Livorno, on the edge of the eponymous harbour of the island of Elba. On the 31st (Wed), stop by Gelateria Zero Gradi, examine the collection at Miniere di Capoliveri, and then tour the pleasant surroundings at Spiaggia Di Sottobomba. Keep things going the next day: tour the pleasant surroundings at Spiaggia di Chiessi.

Inspirock's itinerary builder makes planning a Portoferraio trip simple and quick.

Do a combination of car and ferry from Paestum to Portoferraio in 8 hours. Alternatively, you can do a combination of flight, train, and ferry; or do a combination of train and ferry. Traveling from Paestum in July, plan for little chillier nights in Portoferraio, with lows around 69°F. Wrap up your sightseeing by early afternoon on the 2nd (Fri) to allow time for travel to Positano.

Things to do in Portoferraio

Parks · Beaches · Outdoors · Museums

Side Trips

Positano

— 3 nights
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.
On the 3rd (Sat), take in the spiritual surroundings of Monastero di San Paolo, see the interesting displays at Villa Fondi, contemplate the long history of Church of Santa Maria Assunta, then stop by Ceramica Assunta, then stop by Ceramiche Maria Grazia, and finally look for gifts at Artigianato Rallo. On your second day here, stop by Ceramiche Casola, look for gifts at Nana' Positano, kick back and relax at Fornillo, then view the masterpieces at Art & Craft Gallery, then shop like a local with Absolute Positano, and finally stop by Emporio della Ceramica.

For traveler tips and tourist information, you can read our Positano itinerary planning website.

You can do a combination of ferry and car from Portoferraio to Positano in 8 hours. Other options are to do a combination of ferry, train, and flight; or do a combination of ferry, train, and taxi. August in Positano sees daily highs of 88°F and lows of 73°F at night. Wrap up your sightseeing by early afternoon on the 5th (Mon) to allow time for the flight back home.

Things to do in Positano

Shopping · Parks · Beaches · Museums

Side Trips

Italy travel guide

4.6
Landmarks · Ruins · Sacred & Religious Sites
Italy is a land of high fashion, fine art, exquisite architecture, luxury sports cars, outstanding cuisine--and an insatiable taste for "la dolce vita." It's also home to the greatest number of World Heritage Sites in the world, making it an ideal place for your next holiday. The country boasts a varied landscape of mountain ranges, alpine lakes, and coastal towns, so it's no wonder travelers often refer to it as the bel paese (beautiful country). With so many places to visit, visitors often have a difficult time planning their itinerary. The smaller villages each feature a distinct character and a blend of architecture, art, and cuisine. In the country, you'll find countless archeological sites dating back to Roman times and beyond. The country's cities and seaside resorts are cosmopolitan powerhouses with museums, galleries, restaurants, shops, open-air markets, and pedestrian-friendly historic areas.