36 days in Italy Itinerary

36 days in Italy Itinerary

Created using Inspirock Italy trip builder

Make it your trip
Fly
1
Rome
— 5 nights
Drive
2
Assisi
— 5 nights
Drive
3
Florence
— 4 nights
Drive
4
Venice
— 5 nights
Drive
5
Verona
— 5 nights
Drive to Piombino, Ferry to Portoferraio
6
Portoferraio, Elba Island
— 5 nights
Ferry to Porto Biglietterie Sud, Fly to San Teodoro
7
San Teodoro, Sardinia
— 5 nights
Drive to Olbia Costa Smeralda Airport, Fly to Orlando

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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.
Museum-lovers will get to explore Museo Nazionale Romano - Palazzo Massimo alle Terme and Le Domus Romane di Palazzo Valentini. Discover out-of-the-way places like Centro Storico Associazione Centro Storico and Cupola di San Pietro. Next up on the itinerary: get to know the fascinating history of Piazza del Campidoglio, pause for some serene contemplation at Basilica di San Pietro in Vincoli, delve into the distant past at Catacombs of Saint Callixtus, and steep yourself in history at Colosseum.

To see ratings, other places to visit, reviews, and more tourist information, read Rome trip planner.

Orlando, USA to Rome is an approximately 15-hour flight. You'll lose 6 hours traveling from Orlando to Rome due to the time zone difference. Traveling from Orlando in August, Rome is slightly colder at night with lows of 69°F. Finish up your sightseeing early on the 6th (Fri) so you can go by car to Assisi.

Things to do in Rome

Historic Sites · Museums

Side Trip

Assisi

— 5 nights

City of Peace

Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Discover out-of-the-way places like Eremo delle Carceri and Cattedrale di San Rufino. Appreciate the collections at Galleria Nazionale dell'Umbria and Fondazione Marini Clarelli Santi - Casa Museo degli Oddi. Explore the numerous day-trip ideas around Assisi: Todi (Tempio di Santa Maria della Consolazione, Cattedrale della Santissima Annunziata, &more), Montioni Frantoio e Cantina (in Montefalco) and Perugia (City Centre, Perugia Cathedral, &more). There's still lots to do: step into the grandiose world of Rocca Maggiore, get to know the fascinating history of Centro Storico di Assisi, take in the spiritual surroundings of Santuario di Rivotorto, and pause for some serene contemplation at Saint Andrea.

To see other places to visit, ratings, more things to do, and more tourist information, read our Assisi journey tool.

You can drive from Rome to Assisi in 2.5 hours. Other options are to take a train; or take a bus. Expect a bit cooler evenings in Assisi when traveling from Rome in August, with lows around 63°F. Wrap up your sightseeing on the 11th (Wed) early enough to drive to Florence.

Things to do in Assisi

Historic Sites · Museums · Wineries · Neighborhoods

Side Trips

Florence

— 4 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Satisfy your inner culture vulture at Cathedral of Santa Maria del Fiore and Duomo di Pisa. Step off the beaten path and head to Pitti Palace and Basilica San Miniato al Monte. Change things up with these side-trips from Florence: Monteriggioni (Walls of Monteriggioni & Castello di Monteriggioni), Battistero di San Giovanni (in Pisa) and Complesso Museale Santa Maria della Scala (in Siena). Next up on the itinerary: learn about winemaking at Tenuta Torciano, admire the masterpieces at Church and Museum of Orsanmichele, appreciate the extensive heritage of Centro Storico, and take an in-depth tour of Corridoio Vasariano.

To find traveler tips, maps, more things to do, and tourist information, read Florence trip itinerary planner.

Drive from Assisi to Florence in 2.5 hours. Alternatively, you can take a train. In August, daytime highs in Florence are 86°F, while nighttime lows are 64°F. Wrap up your sightseeing on the 15th (Sun) to allow time to drive to Venice.

Things to do in Florence

Historic Sites · Museums · Wineries · Shopping

Side Trips

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.
Doge's Palace and Museo Archeologico Nazionale will appeal to museum buffs. Piazza San Marco and Basilica di San Marco will appeal to history buffs. Venture out of the city with trips to Ferrara (Palazzo dei Diamanti, Castello Estense, &more). And it doesn't end there: wander the streets of Cannaregio, take in the architecture and atmosphere at Basilica di Santa Maria della Salute, learn more about the world around you at Natural History Museum, and enjoy breathtaking views from Torre dell'Orologio.

For where to stay, photos, maps, and tourist information, read our Venice online trip maker.

You can drive from Florence to Venice in 3 hours. Other options are to take a train; or take a bus. In August in Venice, expect temperatures between 85°F during the day and 66°F at night. Finish your sightseeing early on the 20th (Fri) to allow enough time to drive to Verona.

Things to do in Venice

Historic Sites · Museums · Shopping · Neighborhoods

Side Trip

Verona

— 5 nights

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.
Discover out-of-the-way places like Ponte Scaligero (Ponte di Castelvecchio) and Piazza Duomo. Head to Piazza delle Erbe and Casa D'Arte Futurista Deperofor some retail therapy. Change things up with these side-trips from Verona: Parco Archeologico Naturalistico della Rocca di Manerba del Garda (in Manerba del Garda), Castello del Buonconsiglio Monumenti e Collezioni Provinciali (in Trento) and Sirmione (Centro Storico Sirmione & Jamaica Beach). There's lots more to do: admire the natural beauty at Giardino Giusti, examine the collection at Museo Nicolis, take in the spiritual surroundings of Basilica di San Zeno Maggiore, and don't miss a visit to Piazza dei Signori.

For reviews, where to stay, ratings, and tourist information, you can read our Verona trip planner.

Getting from Venice to Verona by car takes about 1.5 hours. Other options: take a shuttle; or take a train. In August, daytime highs in Verona are 86°F, while nighttime lows are 64°F. Cap off your sightseeing on the 25th (Wed) early enough to travel to Portoferraio.

Things to do in Verona

Historic Sites · Museums · Parks · Shopping

Side Trips

Portoferraio, Elba Island

— 5 nights
Portoferraio is a town and comune in the province of Livorno, on the edge of the eponymous harbour of the island of Elba. We've included these beaches for you: Spiaggia Di Sansone and Spiaggia delle Ghiaie. Eschew the tourist crowds and head to Spiaggia Della Biodola and Spiaggia La Sorgente. When in Portoferraio, make a side trip to see Spiaggia Capo Perla in Capoliveri, approximately Capoliveri away. There's much more to do: stroll through Spiaggia dell'Ottone, kick back and relax at Viticcio Beach, and get some jogging in at Spiaggia di Schiapparello.

To see photos, reviews, ratings, and other tourist information, read our Portoferraio online driving holiday planner.

Traveling by combination of car and ferry from Verona to Portoferraio takes 6 hours. Alternatively, you can do a combination of train and ferry; or do a combination of bus, train, and ferry. In August, daily temperatures in Portoferraio can reach 83°F, while at night they dip to 68°F. Cap off your sightseeing on the 30th (Mon) early enough to travel to San Teodoro.

Things to do in Portoferraio

Outdoors · Parks · Beaches · Shopping

Side Trips

San Teodoro, Sardinia

— 5 nights
A chance to sip cocktails at swanky beach bars by day and experience the vibrant club scene by night makes San Tedoro vacations extremely popular.
Your itinerary includes some good beach time at Spiaggia La Cinta and Spiaggia Capo Coda Cavallo. Get some cultural insight at Corso Umberto and Pozzo Sacro Sa Testa. You'll find plenty of places to visit near San Teodoro: Olbia (Spiaggia di Bados, L'Area Naturale Marina Protetta Tavolara - Punta Coda Cavallo, &more), Spiaggie di Capo Ceraso (in Murta Maria) and MuMart - Marine Underwater Museum of Art (in Golfo Aranci). There's still lots to do: enjoy the sand and surf at Cala Brandinchi, head outdoors with Nata Libera, stroll through Le Farfalle - Cala Suaraccia Beach, and explore by horseback at Maneggio La Cinta.

To see reviews, where to stay, photos, and more tourist information, read our San Teodoro trip itinerary planner.

Do a combination of ferry and flight from Portoferraio to San Teodoro in 4.5 hours. Alternatively, you can do a combination of ferry and bus; or do a combination of ferry, train, and bus. In August, daytime highs in San Teodoro are 88°F, while nighttime lows are 66°F. Finish your sightseeing early on the 4th (Sat) to allow enough time to fly back home.

Things to do in San Teodoro

Outdoors · Parks · Beaches · Historic Sites

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.