22 days in Italy Itinerary

22 days in Italy Itinerary

Created using Inspirock Italy holiday maker

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Route & dates

22 days in Italy Itinerary

Start: Tallinn
Fly:  8​h
1
San Teodoro, Sardinia
— 2 nights
Fly:  4​h 30​min
2
Palermo, Sicily
— 3 nights
Fly:  4​h
3
Rome
— 3 nights
Drive:  2​h 15​min
4
Assisi
— 3 nights
Drive:  2​h 15​min
5
Florence
— 4 nights
train:  45​min
6
Bologna
— 2 nights
Drive:  1​h 45​min
7
Venice
— 4 nights
Fly:  7​h 45​min
End: Tallinn

2
nights
San Teodoro, Sardinia

San Teodoro ©
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.
On the next day, kick back and relax at Spiaggia Isuledda, then enjoy the sand and surf at Spiaggia Capo Coda Cavallo, then enjoy the sand and surf at Lu Impostu Beach, and finally enjoy the sand and surf at Spiaggia La Cinta.

To see photos, traveler tips, maps, and tourist information, read San Teodoro trip builder site .

Tallinn, Estonia to San Teodoro is an approximately 8-hour flight. You can also do a combination of ferry and flight; or do a combination of bus, train, and ferry. Traveling from Tallinn to San Teodoro, you'll gain 1 hour due to the time zone difference. Plan for a bit warmer temperatures traveling from Tallinn in May, with highs in San Teodoro at 28°C and lows at 14°C. Wrap up your sightseeing on the 5th (Tue) early enough to travel to Palermo.

Things to do in San Teodoro

Outdoors Beaches Parks

Side Trips

Spiaggia Berchida, Spiaggia Isuledda, Oasi Biderosa
Highlights from your plan
Lu Impostu Beach ©
Lu Impostu Beach
Spiaggia La Cinta ©
Spiaggia La Cinta
Oasi Biderosa ©
Oasi Biderosa

3
nights
Palermo, Sicily

Palermo ©
The capital of Sicily, Palermo was founded by the Phoenicians under the name of Ziz.
Explore hidden gems such as Riserva Naturale Dello Zingaro and Teatro Greco di Segesta. Do some cultural sightseeing at Duomo di Monreale and Norman Palace. You'll find plenty of places to visit near Palermo: Duomo di Cefalu (in Cefalu) and Selinunte Archaeological Park (in Marinella di Selinunte). It doesn't end there: pause for some serene contemplation at Chiesa del Gesu and stroll the grounds of Catacombe dei Cappuccini.

For photos, where to stay, other places to visit, and tourist information, refer to the Palermo trip itinerary planning tool .

You can fly from San Teodoro to Palermo in 4.5 hours. Other options are to do a combination of flight and bus; or do a combination of car and ferry. Cap off your sightseeing on the 8th (Fri) early enough to travel to Rome.

Things to do in Palermo

Historic Sites Parks Wildlife

Side Trips

Riserva Naturale Dello Zingaro, Teatro Greco di Segesta, Selinunte Archaeological Park, Duomo di Cefalu, Duomo di Monreale
Highlights from your plan
Teatro Greco di Segesta ©
Teatro Greco di Segesta
Duomo di Monreale ©
Duomo di Monreale
Selinunte Archaeological Park ©
Selinunte Archaeological Park

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.
You'll discover tucked-away gems like Arcibasilica di San Giovanni in Laterano and Santa Maria in Trastevere. Your inner history buff will appreciate Colosseum and Piazza Navona. Change things up with a short trip to Parco Archeologico di Ostia Antica in Ostia Antica (about 42 minutes away). And it doesn't end there: explore the ancient world of Palatine Hill, contemplate the long history of St. Peter's Basilica, admire the striking features of Pantheon, and make a trip to Roman Forum.

To find reviews, ratings, and tourist information, refer to the Rome online trip planner .

You can fly from Palermo to Rome in 4 hours. Other options are to do a combination of bus and flight; or do a combination of ferry and car. In May, plan for daily highs up to 28°C, and evening lows to 17°C. Finish your sightseeing early on the 11th (Mon) so you can drive to Assisi.

Things to do in Rome

Historic Sites Museums

Side Trips

Vatican City, Parco Archeologico di Ostia Antica
Highlights from your plan
Colosseum ©
Colosseum
St. Peter's Basilica ©
St. Peter's Basilica
Pantheon ©
Pantheon

3
nights
Assisi

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Get some cultural insight at Duomo di Orvieto and Cattedrale di Santa Maria Assunta Spoleto. You'll discover tucked-away gems like Civita di Bagnoregio and Basilica di Santa Maria degli Angeli - Porziuncola. Explore the numerous day-trip ideas around Assisi: Pozzo di San Patrizio (in Orvieto) and Rocca Paolina (in Perugia). There's still lots to do: contemplate in the serene atmosphere at Eremo delle Carceri, admire the masterpieces at Museo-Laboratorio di Vetrate Artistiche Moretti Caselli, contemplate the long history of San Damiano, and take in the architecture and atmosphere at Basilica Papale e Sacro Convento di San Francesco d'Assisi.

For where to stay, other places to visit, maps, and more tourist information, you can read our Assisi trip itinerary builder site .

Getting from Rome to Assisi by car takes about 2.5 hours. Other options: take a train; or take a bus. Traveling from Rome in May, expect a bit cooler with lows of 13°C in Assisi. Wrap up your sightseeing on the 14th (Thu) to allow time to drive to Florence.

Things to do in Assisi

Historic Sites Neighborhoods Museums

Side Trips

Perugia, Orvieto, Cattedrale di Santa Maria Assunta Spoleto, Civita di Bagnoregio
Highlights from your plan
Eremo delle Carceri ©
Eremo delle Carceri
San Damiano ©
San Damiano

4
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Get some cultural insight at Gallerie Degli Uffizi and Historic Centre of San Gimignano. Cathedral of Santa Maria del Fiore and Centro Storico will appeal to history buffs. Get out of town with these interesting Florence side-trips: Duomo di Pisa (in Pisa) and Abbazia di San Galgano (in Chiusdino). The adventure continues: see the interesting displays at Academy Of Florence Art Gallery, steep yourself in history at Loggia dei Lanzi, contemplate in the serene atmosphere at The Baptistery of St. John, and admire the masterpieces at Pitti Palace.

Before you visit Florence, use our trip planner to discover what you can do and see there.

You can drive from Assisi to Florence in 2.5 hours. Another option is to take a train. May in Florence sees daily highs of 25°C and lows of 13°C at night. Finish your sightseeing early on the 18th (Mon) to allow enough time to take a train to Bologna.

Things to do in Florence

Historic Sites Museums

Side Trips

Duomo di Pisa, Historic Centre of San Gimignano, Abbazia di San Galgano
Highlights from your plan
Cathedral of Santa Maria del Fiore ©
Cathedral of Santa Maria del Fiore
Historic Centre of San Gimignano ©
Historic Centre of San Gimignano
Abbazia di San Galgano ©
Abbazia di San Galgano

2
nights
Bologna

Bologna ©
A city famous for its cuisine, Bologna is the seat of the oldest university in the world, founded in 1088.
On the 19th (Tue), make a trip to Mausoleo di Galla Placidia, take in the spiritual surroundings of Basilica San Vitale, pause for some serene contemplation at Chiesa di Santa Maria della Vita, then contemplate in the serene atmosphere at Basilica - Santuario di Santo Stefano, and finally pause for some serene contemplation at Santuario di Madonna di San Luca. Here are some ideas for day two: steep yourself in history at Basilica di San Petronio, pause for some serene contemplation at Ferrara Cathedral, then step into the grandiose world of Castello Estense, then learn about winemaking at Acetaia Villa San Donnino, and finally contemplate in the serene atmosphere at Duomo di Modena.

For photos, maps, and tourist information, you can read our Bologna sightseeing planner.

Traveling by train from Florence to Bologna takes an hour. Alternatively, you can take a bus; or drive. Expect a daytime high around 27°C in May, and nighttime lows around 14°C. Cap off your sightseeing on the 20th (Wed) early enough to go by car to Venice.

Things to do in Bologna

Historic Sites Wineries

Side Trips

Ferrara, Modena, Ravenna
Highlights from your plan
Basilica San Vitale ©
Basilica San Vitale
Duomo di Modena ©
Duomo di Modena
Santuario di Madonna di San Luca ©
Santuario di Madonna di San Luca

4
nights
Venice

Venice ©
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.
You'll explore the less-touristy side of things at Castello di Miramare - Museo Storico and Scrovegni Chapel. Your inner history buff will appreciate Piazza San Marco and Basilica di Santa Maria Gloriosa dei Frari. Explore the numerous day-trip ideas around Venice: Basilica di Sant’Antonio (in Padua) and Museo di Castelvecchio (in Verona). There's still lots to do: pause for some serene contemplation at San Giorgio Maggiore, wander the streets of Cannaregio, admire the striking features of Basilica di San Marco, and contemplate the waterfront views at Canal Grande.

To find ratings, photos, more things to do, and tourist information, you can read our Venice trip planner .

Getting from Bologna to Venice by car takes about 2 hours. Other options: take a train; or take a bus. Expect a daytime high around 26°C in May, and nighttime lows around 15°C. Wrap up your sightseeing by early afternoon on the 24th (Sun) to allow enough time to travel back home.

Things to do in Venice

Historic Sites Museums Nature

Side Trips

Padua, Castello di Miramare - Museo Storico, Museo di Castelvecchio
Highlights from your plan
Scrovegni Chapel ©
Scrovegni Chapel
Piazza San Marco ©
Piazza San Marco
Doge's Palace ©
Doge's Palace

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