39 days in Italy Itinerary

39 days in Italy Itinerary

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Route & dates

39 days in Italy Itinerary

Start: Miami, Florida
Fly:  14 h 45 min
1
Venice
— 5 nights
Train:  2 h 15 min
2
Florence
— 5 nights
Bus:  1 h 15 min
3
Siena
— 5 nights
Drive:  1 h 45 min
4
Assisi
— 5 nights
Drive:  4 h 30 min
5
Ravello
— 5 nights
Drive:  1 h 15 min
6
Naples
— 6 nights
Train:  1 h 15 min
7
Rome
— 6 nights
Fly:  13 h
End: Miami, Florida

5
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.
Museum-lovers will appreciate Doge's Palace and Castello di Miramare - Museo Storico. You'll explore the less-touristy side of things at Scrovegni Chapel and San Giorgio Maggiore. Explore Venice's surroundings by going to Palazzo Te (in Mantua), Verona (Area Archeologica di Corte Sgarzerie & Arena di Verona) and Castello Estense (in Ferrara). And it doesn't end there: get to know the fascinating history of Borghetto sul Mincio, steep yourself in history at Scala Contarini del Bovolo, don't miss a visit to Piazza San Marco, and admire the landmark architecture of Basilica di San Marco.

For other places to visit, traveler tips, more things to do, and other tourist information, you can read our Venice online visit planner .

Miami, USA to Venice is an approximately 15-hour flight. You can also do a combination of train and flight; or do a combination of flight and train. The time zone changes from Eastern Standard Time to Central European Time, which is usually a 6 hour difference. Traveling from Miami in May, expect Venice to be slightly colder, temps between 72°F and 55°F. Wrap up your sightseeing on the 30th (Sat) to allow time to take a train to Florence.

Things to do in Venice

Historic Sites Museums Parks

Side Trips

Verona, Castello Estense, Scrovegni Chapel, Borghetto sul Mincio, Castello di Miramare - Museo Storico
Highlights from your plan
Scrovegni Chapel ©
Scrovegni Chapel
Doge's Palace ©
Doge's Palace
Palazzo Te ©
Palazzo Te

5
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
You'll explore and learn at Academy Of Florence Art Gallery and Pitti Palace. Cathedral of Santa Maria del Fiore and Basilica - Santuario di Santo Stefano will appeal to history buffs. Change things up with these side-trips from Florence: Duomo di Pisa (in Pisa), Portovenere (in Porto Venere) and Basilica San Vitale (in Ravenna). Next up on the itinerary: get to know the fascinating history of Centro Storico, don't miss a visit to Piazzale Michelangelo, steep yourself in history at L’importuno di Michelangelo, and take some stellar pictures from Basilica San Miniato al Monte.

To find traveler tips, more things to do, photos, and tourist information, you can read our Florence online tour itinerary maker .

You can take a train from Venice to Florence in 2.5 hours. Alternatively, you can drive; or take a bus. In May in Florence, expect temperatures between 71°F during the day and 52°F at night. Finish your sightseeing early on the 4th (Thu) so you can take a bus to Siena.

Things to do in Florence

Historic Sites Neighborhoods Museums

Side Trips

Basilica - Santuario di Santo Stefano, Duomo di Pisa, Basilica San Vitale, Portovenere
Highlights from your plan
Pitti Palace ©
Pitti Palace
Cathedral of Santa Maria del Fiore ©
Cathedral of Santa Maria del Fiore
Centro Storico ©
Centro Storico

5
nights
Siena

Siena ©
Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Discover out-of-the-way places like Historic Centre of San Gimignano and Centro Storico di Siena. Get in touch with nature at Cascate del Mulino and Royal Golf Club La Bagnaia. You'll find plenty of places to visit near Siena: Abbazia di San Galgano (in Chiusdino) and Castelnuovo dell'Abate (Ciacci Piccolomini d'Aragona & Abbazia di Sant'Antimo). There's still lots to do: explore the historical opulence of Castello di Monteriggioni, take in the architecture and atmosphere at Duomo di Siena, contemplate in the serene atmosphere at San Francesco, and contemplate the long history of Battistero di San Giovanni.

To see maps, traveler tips, more things to do, and other tourist information, use the Siena trip itinerary planner.

You can take a bus from Florence to Siena in 1.5 hours. Alternatively, you can drive; or take a train. In June in Siena, expect temperatures between 84°F during the day and 61°F at night. Finish your sightseeing early on the 9th (Tue) to allow enough time to drive to Assisi.

Things to do in Siena

Historic Sites Outdoors Golf

Side Trips

Montalcino, Cascate del Mulino, Castello di Monteriggioni, Historic Centre of San Gimignano, Abbazia di San Galgano
Highlights from your plan
Historic Centre of San Gimignano ©
Historic Centre of San Gimignano
Abbazia di San Galgano ©
Abbazia di San Galgano
Abbazia di Sant'Antimo ©
Abbazia di Sant'Antimo

5
nights
Assisi

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Museum-lovers will appreciate Palazzo Ducale di Urbino and Museo-Laboratorio di Tessitura a Mano Giuditta Brozzetti. Get some historical perspective at Duomo di Orvieto and Pozzo di San Patrizio. Get out of town with these interesting Assisi side-trips: Rocca Paolina (in Perugia), Grotte di Frasassi (in Genga) and Civita di Bagnoregio (in Civita di Bagnoregio). And it doesn't end there: see the interesting displays at Museo della Porziuncola, pause for some serene contemplation at Basilica Papale e Sacro Convento di San Francesco d'Assisi, step into the grandiose world of Rocca Maggiore, and take in the spiritual surroundings of Basilica di Santa Maria degli Angeli - Porziuncola.

For topicsMoreInfo.option.ratings, traveler tips, other places to visit, and tourist information, read Assisi trip builder website .

Traveling by car from Siena to Assisi takes 2 hours. Alternatively, you can take a bus; or take a train. June in Assisi sees daily highs of 82°F and lows of 60°F at night. Finish up your sightseeing early on the 14th (Sun) so you can go by car to Ravello.

Things to do in Assisi

Historic Sites Parks Nature

Side Trips

Orvieto, Perugia, Grotte di Frasassi, Cattedrale di Santa Maria Assunta Spoleto, Palazzo Ducale di Urbino
Highlights from your plan
Civita di Bagnoregio ©
Civita di Bagnoregio
Museo della Porziuncola ©
Museo della Porziuncola

5
nights
Ravello

Ravello ©
Satisfy your inner culture vulture at Villa Cimbrone Gardens and Chiesa dell'Annunziata. Museum-lovers will get to explore Museo della Carta and Ceramiche Cosmolena di Margherita di Palma. Explore the numerous day-trip ideas around Ravello: Fornillo (in Positano) and I Suoni degli Dei - Pelagos (in Praiano).

To see other places to visit, photos, maps, and other tourist information, read our Ravello itinerary builder tool .

Getting from Assisi to Ravello by car takes about 4.5 hours. Other options: take a train; or do a combination of train and bus. Traveling from Assisi in June, plan for somewhat warmer nights in Ravello, with lows around 72°F. Finish your sightseeing early on the 19th (Fri) to allow enough time to drive to Naples.

Things to do in Ravello

Parks Outdoors Historic Sites

Side Trips

Amalfi, Scala, Fornillo, Lido Capo di Conca, I Suoni degli Dei - Pelagos
Highlights from your plan
Duomo di Ravello ©
Duomo di Ravello
Villa Cimbrone Gardens ©
Villa Cimbrone Gardens

6
nights
Naples

Naples ©
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Your cultural itinerary includes sights like Galleria Borbonica and Via Caracciolo e Lungomare di Napoli. Appreciate the collections at Monte Cassino and Museo Archeologico Nazionale di Napoli. Venture out of the city with trips to Paestum Ruins (in Paestum), Castello Aragonese d'Ischia (in Ischia) and Vietri sul Mare (Museo provinciale della Ceramica & Sol’Art Ceramiche). And it doesn't end there: stroll the grounds of Catacombe di San Gennaro, admire the masterpieces at Museo e Real Bosco di Capodimonte, tour the pleasant surroundings at Giardini di Augusto, and take in the spiritual surroundings of Museo Cappella Sansevero.

To see other places to visit, topicsMoreInfo.option.ratings, maps, and more tourist information, refer to the Naples day trip tool .

Traveling by car from Ravello to Naples takes 1.5 hours. Alternatively, you can do a combination of taxi and subway; or take a bus. Traveling from Ravello in June, you can expect nighttime temperatures to be slightly colder in Naples, with lows of 66°F. Wrap up your sightseeing on the 25th (Thu) early enough to take a train to Rome.

Things to do in Naples

Historic Sites Museums Shopping

Side Trips

Vietri sul Mare, Capri, Monte Cassino, Villa San Michele, Castello Aragonese d'Ischia
Highlights from your plan
Castello Aragonese d'Ischia ©
Castello Aragonese d'Ischia
Galleria Borbonica ©
Galleria Borbonica
Monte Cassino ©
Monte Cassino

6
nights
Rome

Rome ©
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 Arcibasilica di San Giovanni in Laterano and Church of St. Louis of the French. Visit Colosseum and St. Peter's Basilica for their historical value. Explore the numerous day-trip ideas around Rome: Villa Adriana (in Tivoli) and Parco Archeologico di Ostia Antica (in Ostia Antica). Next up on the itinerary: take in the architecture and atmosphere at Basilica di San Pietro in Vincoli, appreciate the extensive heritage of Piazza Navona, explore the ancient world of Pantheon, and contemplate in the serene atmosphere at Santa Maria Sopra Minerva.

For other places to visit, traveler tips, reviews, and tourist information, you can read our Rome sightseeing planner.

You can take a train from Naples to Rome in 1.5 hours. Alternatively, you can drive; or take a bus. In June, plan for daily highs up to 84°F, and evening lows to 65°F. Finish your sightseeing early on the 1st (Wed) so you can travel back home.

Things to do in Rome

Historic Sites Museums Neighborhoods

Side Trips

St. Peter's Basilica, Villa Adriana, Parco Archeologico di Ostia Antica
Highlights from your plan
Church of St. Louis of the French ©
Church of St. Louis of the French
St. Peter's Basilica ©
St. Peter's Basilica
Pantheon ©
Pantheon

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