19 days in Italy Itinerary

19 days in Italy Itinerary

Created using Inspirock Italy sightseeing planner

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Route & dates

19 days in Italy Itinerary

Start: New York City
Bus + Fly:  11 h 30 min
1
Venice
— 2 nights
Fly:  4 h 30 min
2
Palermo
— 2 nights
Fly:  3 h 45 min
3
Naples
— 3 nights
Subway + Taxi:  1 h 30 min
4
Amalfi
— 4 nights
Drive:  3 h
5
Tivoli
— 1 night
Drive:  2 h 45 min
6
Florence
— 3 nights
Train:  1 h 45 min
7
Milan
— 2 nights
Fly:  12 h 45 min
End: New York City

2
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.
Venice is known for historic sites, nature, museums, nightlife, and shopping. Your plan includes some of its best attractions: contemplate the waterfront views at Canal Grande, admire the striking features of Basilica di San Marco, take in the views from Ponte dei Sospiri, and contemplate in the serene atmosphere at Basilica dei Santi Giovanni e Paolo (San Zanipolo).

For maps, reviews, and tourist information, refer to the Venice journey website .

New York City, USA to Venice is an approximately 11.5-hour combination of bus and flight. You can also fly; or do a combination of flight and train. The time zone difference moving from Eastern Standard Time to Central European Time is 6 hours. Expect a daytime high around 72°F in May, and nighttime lows around 55°F. Finish up your sightseeing early on the 15th (Sat) so you can travel to Palermo.

Things to do in Venice

Historic Sites Museums Parks
Find places to stay May 12 — 15:
Highlights from your plan
Canal Grande ©
Canal Grande
Doge's Palace ©
Doge's Palace
Basilica di San Marco
Basilica di San Marco

2
nights
Palermo

The capital of Sicily, Palermo was founded by the Phoenicians under the name of Ziz.
Start off your visit on the 16th (Sun): take in the architecture and atmosphere at Cattedrale di Palermo, then admire the striking features of Norman Palace, then pause for some serene contemplation at Chiesa Inferiore della Cappella Palatina, and finally indulge your taste buds at Food & Drink. On your second day here, see the interesting displays at Museo dell'Acciuga, take in the spiritual surroundings of Church of San Cataldo, admire the landmark architecture of Palazzo Conte Federico, then take in the spiritual surroundings of Duomo di Monreale, and finally stroll the grounds of Catacombe dei Cappuccini.

For traveler tips, other places to visit, and more tourist information, use the Palermo online trip planner .

Fly from Venice to Palermo in 4.5 hours. Alternatively, you can do a combination of train and flight; or do a combination of flight and bus. Wrap up your sightseeing on the 17th (Mon) early enough to travel to Naples.

Things to do in Palermo

Historic Sites Tours Museums

Side Trips

Museo dell'Acciuga, Duomo di Monreale
Find places to stay May 15 — 17:
Highlights from your plan
Food Tours
Cattedrale di Palermo ©
Cattedrale di Palermo
Norman Palace ©
Norman Palace

3
nights
Naples

Naples ©
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Explore the numerous day-trip ideas around Naples: Salerno (Bossa & Speed Boats Tours) and Vietri sul Mare (Sol’Art Ceramiche & Le Vigne di Raito). There's still lots to do: delve into the distant past at Pompeii Archaeological Park, pause for some serene contemplation at Chiesa di Santa Maria di Costantinopoli, contemplate the long history of Acquaquiglia del Pozzaro, and make a trip to Miglio Sacro.

To find ratings, more things to do, photos, and other tourist information, go to the Naples online trip builder .

Getting from Palermo to Naples by flight takes about 4 hours. Other options: do a combination of bus and flight; or ride a ferry. In May, daily temperatures in Naples can reach 74°F, while at night they dip to 58°F. Finish your sightseeing early on the 20th (Thu) to allow enough time to travel to Amalfi.

Things to do in Naples

Historic Sites Transportation Outdoors

Side Trips

Vietri sul Mare, Salerno, Pompeii Archaeological Park
Find places to stay May 17 — 20:
Highlights from your plan
Le Vigne di Raito ©
Le Vigne di Raito
Pompeii Archaeological Park ©
Pompeii Archaeological Park
Speed Boats Tours

4
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.
Explore Amalfi's surroundings by going to Positano (Fornillo & Il Sentiero Degli Dei) and I Suoni degli Dei - Pelagos (in Praiano). There's much more to do: awaken your taste buds at some of the top wineries in the area, take in the spiritual surroundings of Duomo di Ravello, take in the architecture and atmosphere at Duomo di Sant'Andrea, and see the interesting displays at Museo della Carta.

For photos, maps, where to stay, and tourist information, read our Amalfi online tour builder .

You can do a combination of subway and taxi from Naples to Amalfi in 1.5 hours. Other options are to drive; or take a bus. Traveling from Naples in May, expect a bit warmer with lows of 65°F in Amalfi. Wrap up your sightseeing on the 24th (Mon) early enough to drive to Tivoli.

Things to do in Amalfi

Historic Sites Outdoors Parks

Side Trips

Ravello, Positano, I Suoni degli Dei - Pelagos, Parrocchia San Giovanni, Chiesa di San Pancrazio Martire
Find places to stay May 20 — 24:
Highlights from your plan
Il Sentiero Degli Dei ©
Il Sentiero Degli Dei
Villa Rufolo ©
Villa Rufolo

1
night
Tivoli

Tivoli ©
Tivoli is a town and comune in Lazio, central Italy, about 30km east-north-east of Rome, at the falls of the Aniene river where it issues from the Sabine hills. On the 25th (Tue), delve into the distant past at Villa Adriana, identify plant and animal life at Riserva Naturale Monte Catillo, and then take in nature's colorful creations at Villa d'Este.

To find reviews, ratings, more things to do, and tourist information, you can read our Tivoli itinerary planner .

You can drive from Amalfi to Tivoli in 3 hours. Other options are to take a train; or do a combination of bus and train. Expect slightly colder evenings in Tivoli when traveling from Amalfi in May, with lows around 54°F. Finish your sightseeing early on the 25th (Tue) so you can drive to Florence.

Things to do in Tivoli

Parks Historic Sites Wildlife
Find places to stay May 24 — 25:
Highlights from your plan
Villa d'Este ©
Villa d'Este
Villa Adriana ©
Villa Adriana

3
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Step out of Florence to go to Pisa and see Leaning Tower of Pisa, which is approximately 1h 10 min away. There's lots more to do: explore the world behind art at Gallerie Degli Uffizi, see the interesting displays at Academy Of Florence Art Gallery, snap pictures at Ponte Vecchio, and don't miss a visit to The Baptistery of St. John.

To find reviews, where to stay, photos, and other tourist information, you can read our Florence journey website .

You can drive from Tivoli to Florence in 3 hours. Other options are to take a train; or do a combination of train and flight. When traveling from Tivoli in May, plan for little chillier days in Florence, with highs around 71°F, while nights are about the same with lows around 52°F. Finish your sightseeing early on the 28th (Fri) to allow enough time to take a train to Milan.

Things to do in Florence

Historic Sites Museums Parks

Side Trip

Leaning Tower of Pisa
Find places to stay May 25 — 28:
Highlights from your plan
Cathedral of Santa Maria del Fiore ©
Cathedral of Santa Maria del Fiore
Gallerie Degli Uffizi ©
Gallerie Degli Uffizi
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery

2
nights
Milan

Milan ©
In many ways the most modern of Italian cities, Milan is a busy, elegant metropolis with an impressive list of grand palaces, fine churches, and important museums.
On the 29th (Sat), admire the striking features of Galleria Vittorio Emanuele II, contemplate in the serene atmosphere at Duomo di Milano, then appreciate the extensive heritage of Piazza del Duomo, then stroll the grounds of Monumental Cemetery, and finally explore the world behind art at Pinacoteca Ambrosiana. Get ready for a full day of sightseeing on the 30th (Sun): examine the collection at Tempio Civico della Beata Vergine Incoronata and then step into the grandiose world of Castello Sforzesco.

To find other places to visit, where to stay, ratings, and tourist information, read our Milan attractions planner .

Traveling by train from Florence to Milan takes 2 hours. Alternatively, you can drive; or fly. In May, daily temperatures in Milan can reach 73°F, while at night they dip to 55°F. Finish your sightseeing early on the 30th (Sun) to allow enough time to travel back home.

Things to do in Milan

Historic Sites Museums Shopping

Side Trip

Tempio Civico della Beata Vergine Incoronata
Find places to stay May 28 — 30:
Highlights from your plan
Duomo di Milano ©
Duomo di Milano
Galleria Vittorio Emanuele II ©
Galleria Vittorio Emanuele II
Pinacoteca Ambrosiana ©
Pinacoteca Ambrosiana

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