31 days in Italy Itinerary

31 days in Italy Itinerary

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Route & dates

31 days in Italy Itinerary

Start: Newark
Fly:  12​h 45​min
1
Rome
— 2 nights
+2
Train + Subway + Ferry:  2​h 45​min
2
Ischia
— 2 nights
Drive:  2​h
3
Pompeii
— 2 nights
Subway:  45​min
4
Sorrento
— 2 nights
Ferry:  30​min
5
Positano
— 2 nights
Bus:  30​min
6
Amalfi
— 2 nights
Drive:  30​min
7
Maiori
— 2 nights
Drive:  3​h 15​min
8
Anacapri
— 2 nights
Ferry + Drive:  5​h 15​min
9
Siena
— 2 nights
Bus:  1​h 15​min
10
Florence
— 3 nights
Train:  2​h 15​min
11
Venice
— 3 nights
Drive:  3​h
12
Castellina In Chianti
— 3 nights
Drive:  5​h 15​min
13
Ravello
— 3 nights
Drive + Fly:  14​h 45​min
End: Newark

2
nights
Rome

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
On the 30th (Sun), ponder the design of Trevi Fountain, delve into the distant past at Pantheon, then get to know the fascinating history of Piazza Navona, then contemplate the long history of St. Peter's Basilica, and finally explore the ancient world of Colosseum. Get ready for a full day of sightseeing on the 31st (Mon): delve into the distant past at Palatine Hill, then explore the world behind art at Vatican Museums, and then don't miss a visit to Spanish Steps.

For maps, other places to visit, more things to do, and more tourist information, refer to the Rome trip planner .

Newark, USA to Rome is an approximately 13-hour flight. You can also do a combination of train and flight; or do a combination of flight and train. The time zone difference when traveling from Newark to Rome is 6 hours. May in Rome sees daily highs of 75°F and lows of 58°F at night. Finish your sightseeing early on the 31st (Mon) so you can travel to Ischia.

Things to do in Rome

Historic Sites Museums

Side Trip

Vatican City
Highlights from your plan
Colosseum ©
Colosseum
Pantheon ©
Pantheon
Trevi Fountain ©
Trevi Fountain

2
nights
Ischia

Ischia ©
Ischia is a volcanic island in the Tyrrhenian Sea. Start off your visit on the 1st (Tue): pause for some serene contemplation at Chiesa del Soccorso, then look for gifts at Ischia Salumi, then explore the historical opulence of Castello Aragonese d'Ischia, and finally kick back and relax at Maronti Beach. On the 2nd (Wed), you'll have a packed day of sightseeing: take in the waterfront at The Port of Corricella, then don't miss a visit to Fungo Di Lacco Ameno, then steep yourself in history at Sant'Angelo (Serrara Fontana), and finally tour the pleasant surroundings at Spiaggia di Citara.

For other places to visit, where to stay, ratings, and tourist information, read our Ischia trip itinerary builder website .

Do a combination of train and ferry from Rome to Ischia in 3 hours. Alternatively, you can do a combination of car and ferry; or do a combination of bus and ferry. In May, daytime highs in Ischia are 74°F, while nighttime lows are 60°F. Finish your sightseeing early on the 2nd (Wed) so you can drive to Pompeii.

Things to do in Ischia

Historic Sites Parks Beaches

Side Trips

Forio, Fungo Di Lacco Ameno, Sant'Angelo (Serrara Fontana), The Port of Corricella
Highlights from your plan
Castello Aragonese d'Ischia ©
Castello Aragonese d'Ischia
The Port of Corricella ©
The Port of Corricella
Chiesa del Soccorso ©
Chiesa del Soccorso

2
nights
Pompeii

Pompeii ©
Pompeii has been a tourist destination for more than 250 years.
Start off your visit on the 3rd (Thu): explore the ancient world of Parco Acheologico di Ercolano, then admire the striking features of Villa dei Misteri, and then explore the ancient world of Pompeii Archaeological Park. On the 4th (Fri), you'll have a packed day of sightseeing: browse for treasures at Libreria Antiquaria Vecchi Libri, pause for some serene contemplation at Duomo di Salerno, head outdoors with Cilento, then view the masterpieces at Sol’Art Ceramiche, and finally take in the spiritual surroundings of Pontificio Santuario della Beata Maria Vergine del Santo Rosario di Pompei.

For reviews, traveler tips, and more tourist information, refer to the Pompeii online journey planner .

You can drive from Ischia to Pompeii in 2 hours. In June, plan for daily highs up to 82°F, and evening lows to 66°F. Wrap up your sightseeing on the 4th (Fri) to allow time to take a subway to Sorrento.

Things to do in Pompeii

Historic Sites Shopping Museums

Side Trips

Salerno, Parco Acheologico di Ercolano, Sol’Art Ceramiche
Highlights from your plan
Pompeii Archaeological Park ©
Pompeii Archaeological Park
Sol’Art Ceramiche ©
Sol’Art Ceramiche
Cilento ©
Cilento

2
nights
Sorrento

A lovely town easily accessible from almost anywhere in the country, Sorrento overlooks the Bay of Naples and sits right on the Amalfi Drive.
On the 5th (Sat), don't miss a visit to Piazza Tasso, take in the spiritual surroundings of St Francis Church and Convent, then indulge in some culinary diversions at a local gastronomic tour, then take in the waterfront at Marina Grande - Antico Borgo Marinaro, and finally kick back and relax at Villa di Pollio Felice - Bagni della Regina Giovanna. On your second day here, relax in the rural setting at La Masseria Farm Experience and then see what you can catch with a fishing tour.

To see reviews, more things to do, maps, and tourist information, refer to the Sorrento trip planner .

Take a subway from Pompeii to Sorrento in an hour. Alternatively, you can drive; or take a bus. In June, daily temperatures in Sorrento can reach 82°F, while at night they dip to 68°F. Finish your sightseeing early on the 6th (Sun) to allow enough time to ride a ferry to Positano.

Things to do in Sorrento

Tours Outdoors Wildlife

Side Trip

La Masseria Farm Experience
Highlights from your plan
Food Tours
Fishing Charters & Tours

2
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.
Start off your visit on the 7th (Mon): get great views at Il Sentiero Degli Dei, then explore the fascinating underground world of Cave of Smeraldo, then take in panoramic vistas at Torre di Grado, and finally contemplate the long history of Church of Santa Maria Assunta. Here are some ideas for day two: let your taste buds guide you at a local gastronomic tour, then enjoy the sand and surf at Fornillo, then stop by Nana' Positano, and finally enjoy the sand and surf at Spiaggia Grande.

For traveler tips, maps, ratings, and tourist information, refer to the Positano trip itinerary maker website .

Positano is just a short distance from Sorrento. In June, plan for daily highs up to 82°F, and evening lows to 68°F. Cap off your sightseeing on the 8th (Tue) early enough to catcht the bus to Amalfi.

Things to do in Positano

Parks Beaches Outdoors

Side Trip

Torre di Grado
Highlights from your plan
Fornillo ©
Fornillo
Il Sentiero Degli Dei ©
Il Sentiero Degli Dei
Spiaggia Grande ©
Spiaggia Grande

2
nights
Amalfi

Amalfi ©
Known for its impressive hillside cascade of colorful stone buildings down to the Mediterranean shore, Amalfi is the cultural and commercial heart of southern Italy's Amalfi Coast.
Start off your visit on the 9th (Wed): indulge your senses at some of the top wineries in the area, pause for some serene contemplation at Parrocchia San Giovanni, then contemplate in the serene atmosphere at Duomo di Sant'Andrea, and finally take in the spiritual surroundings of Cloister del Paradiso. On the 10th (Thu), you'll have a packed day of sightseeing: see the interesting displays at Museo della Carta, then cruise along Amalfi Coast, and then don't miss a visit to Fiordo di Furore.

For reviews, photos, traveler tips, and other tourist information, read Amalfi trip maker website .

Amalfi is just a stone's throw from Positano. In June, daytime highs in Amalfi are 79°F, while nighttime lows are 72°F. Wrap up your sightseeing on the 10th (Thu) early enough to drive to Maiori.

Things to do in Amalfi

Scenic Drive Historic Sites Outdoors

Side Trips

Fiordo di Furore, Parrocchia San Giovanni, Amalfi Coast
Highlights from your plan
Amalfi Coast ©
Amalfi Coast
Duomo di Sant'Andrea ©
Duomo di Sant'Andrea
Museo della Carta ©
Museo della Carta

2
nights
Maiori

Maiori ©
Maiori is a town and comune on the Amalfi coast in the province of Salerno . Kick off your visit on the 10th (Thu): stroll through Sentiero dei Limoni. Here are some ideas for day two: relax and rejuvenate at some of the best spas, steep yourself in history at Villa Romana e Antiquarium, then don't miss a visit to Parrocchia di Santa Maria a Mare, and finally explore the historical opulence of Castello di San Nicola de Thoro-Plano.

To find traveler tips, maps, photos, and tourist information, read our Maiori road trip planning site .

Maiori is very close to Amalfi. Expect a daytime high around 79°F in June, and nighttime lows around 72°F. Finish your sightseeing early on the 12th (Sat) to allow enough time to drive to Anacapri.

Things to do in Maiori

Historic Sites Outdoors Spas

Side Trips

Minori, Monte Finestra
Highlights from your plan
Villa Romana e Antiquarium ©
Villa Romana e Antiquarium
Monte Finestra ©
Monte Finestra
Sentiero dei Limoni ©
Sentiero dei Limoni

2
nights
Anacapri

Anacapri ©
Anacapri is a comune on the island of Capri, in the Metropolitan City of Naples, Italy. Kick off your visit on the 13th (Sun): contemplate the long history of Villa San Michele, trek along Fortini Coastal Walk, explore the fascinating underground world of Blue Grotto, then appreciate the extensive heritage of Scala Fenicia (Phoenician Steps), then don't miss a visit to Giardini di Augusto, and finally make a trip to Piazza Umberto I. Get ready for a full day of sightseeing on the next day: stroll through Marina Grande Public Beach, then explore the striking landscape at I Faraglioni, then cruise along Via Krupp, and finally take in the architecture and atmosphere at Chiesa San Michele.

To find photos, reviews, ratings, and more tourist information, refer to the Anacapri road trip planner .

Traveling by car from Maiori to Anacapri takes 3.5 hours. In June in Anacapri, expect temperatures between 82°F during the day and 68°F at night. Finish up your sightseeing early on the 14th (Mon) so you can travel to Siena.

Things to do in Anacapri

Parks Historic Sites Outdoors

Side Trip

Capri
Highlights from your plan
Blue Grotto ©
Blue Grotto
I Faraglioni
I Faraglioni
Giardini di Augusto ©
Giardini di Augusto

2
nights
Siena

Siena ©
Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Kick off your visit on the 15th (Tue): take in the architecture and atmosphere at Duomo di Siena, then make a trip to Piazza del Campo, and then indulge your taste buds at Food & Drink. Get ready for a full day of sightseeing on the 16th (Wed): take in the spiritual surroundings of Battistero di San Giovanni, then get lost in a book at Biblioteca Piccolomini, then take in panoramic vistas at Torre del Mangia, and finally contemplate the long history of Centro Storico di Siena.

For reviews, maps, traveler tips, and tourist information, refer to the Siena route maker .

Traveling by combination of ferry and car from Anacapri to Siena takes 5.5 hours. Alternatively, you can do a combination of ferry and train; or do a combination of ferry, flight, and train. Expect little chillier evenings in Siena when traveling from Anacapri in June, with lows around 61°F. Finish your sightseeing early on the 16th (Wed) so you can take a bus to Florence.

Things to do in Siena

Historic Sites
Highlights from your plan
Duomo di Siena ©
Duomo di Siena
Piazza del Campo ©
Piazza del Campo
Biblioteca Piccolomini ©
Biblioteca Piccolomini

3
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Start off your visit on the 17th (Thu): take in the views from Ponte Vecchio, take in nature's colorful creations at The Boboli Gardens, then make a trip to Piazzale Michelangelo, then explore the world behind art at Pitti Palace, and finally examine the collection at Academy Of Florence Art Gallery. Get ready for a full day of sightseeing on the next day: get engrossed in the history at Basilica di Santa Croce, take in the spiritual surroundings of The Baptistery of St. John, then steep yourself in history at L’importuno di Michelangelo, and finally enjoy breathtaking views from Leaning Tower of Pisa.

To see reviews, photos, ratings, and tourist information, read Florence trip site .

Take a bus from Siena to Florence in 1.5 hours. Alternatively, you can drive; or take a train. June in Florence sees daily highs of 83°F and lows of 65°F at night. Wrap up your sightseeing by early afternoon on the 19th (Sat) to allow enough time to take a train to Venice.

Things to do in Florence

Historic Sites Museums Parks

Side Trip

Leaning Tower of Pisa
Highlights from your plan
Cathedral of Santa Maria del Fiore ©
Cathedral of Santa Maria del Fiore
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery
Piazzale Michelangelo ©
Piazzale Michelangelo

3
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.
Change things up with a short trip to Scrovegni Chapel in Padua (about 54 minutes away). There's still lots to do: contemplate the waterfront views at Canal Grande, appreciate the extensive heritage of Piazza San Marco, snap pictures at Ponte dei Sospiri, and explore the world behind art at Peggy Guggenheim Collection.

To find traveler tips, where to stay, photos, and tourist information, use the Venice sightseeing planner .

You can take a train from Florence to Venice in 2.5 hours. Alternatively, you can drive; or take a bus. June in Venice sees daily highs of 81°F and lows of 63°F at night. Wrap up your sightseeing on the 22nd (Tue) early enough to drive to Castellina In Chianti.

Things to do in Venice

Historic Sites Museums Nature

Side Trip

Scrovegni Chapel
Highlights from your plan
Canal Grande ©
Canal Grande
Doge's Palace ©
Doge's Palace
Basilica di San Marco
Basilica di San Marco

3
nights
Castellina In Chianti

Castellina In Chianti ©
Castellina in Chianti is a comune (municipality) of c. Start off your visit on the 23rd (Wed): learn about winemaking at Poggio Amorelli, then explore the historical opulence of Rocca di Castellina, then learn about winemaking at Sant'Agnese Farm, and finally don't miss a visit to Via delle Volte. On the 24th (Thu), you'll have a packed day of sightseeing: explore the historical opulence of Castello di Verrazzano, enjoy some diversion at Poderi Val Verde Chianti 3D Archery Range, and then look for gifts at Emporio Chianti.

To find where to stay, more things to do, ratings, and more tourist information, go to the Castellina In Chianti trip itinerary maker website .

You can drive from Venice to Castellina In Chianti in 3 hours. Other options are to take a train; or do a combination of train and bus. In June, daily temperatures in Castellina In Chianti can reach 81°F, while at night they dip to 60°F. Wrap up your sightseeing by early afternoon on the 25th (Fri) to allow enough time to travel back home.

Things to do in Castellina In Chianti

Wineries Historic Sites Fun & Games

Side Trip

Greve in Chianti
Highlights from your plan
Sant'Agnese Farm ©
Sant'Agnese Farm
Castello di Verrazzano ©
Castello di Verrazzano
Poggio Amorelli ©
Poggio Amorelli

3
nights
Ravello

Ravello ©
Kick off your visit on the 26th (Sat): make a trip to Chiesa Dell'Annunziata, admire the natural beauty at Villa Cimbrone Gardens, then admire the landmark architecture of Villa Rufolo, then take in the spiritual surroundings of Duomo di Ravello, and finally stroll through Ravello - Atrani Walk. Here are some ideas for day two: get to know the fascinating history of Centro Storico Ravello, stroll through Ravello-Minori Walk, then take in the exciting artwork at Ceramiche Cosmolena di Margherita di Palma, and finally take some stellar pictures from Belvedere Principessa di Piemonte.

To find other places to visit, reviews, and tourist information, use the Ravello itinerary planning tool .

Traveling by car from Castellina In Chianti to Ravello takes 5.5 hours. Alternatively, you can take a train; or do a combination of bus and train. Traveling from Castellina In Chianti in June, plan for a bit warmer nights in Ravello, with lows around 72°F. Wrap up your sightseeing by early afternoon on the 28th (Mon) to allow time for travel back home.

Things to do in Ravello

Historic Sites Parks Trails
Highlights from your plan
Villa Rufolo ©
Villa Rufolo
Villa Cimbrone Gardens ©
Villa Cimbrone Gardens