23 days in Italy Itinerary

23 days in Italy Itinerary

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Route & dates

23 days in Italy Itinerary

Start: New York City
bus + Fly:  11​h 30​min
1
Venice
— 3 nights
2
Florence
— 3 nights
train:  1​h 45​min
3
Rome
— 2 nights
4
Assisi
— 3 nights
Drive:  4​h 45​min
5
Positano
— 3 nights
ferry:  1​h 30​min
6
Vietri sul Mare
— 2 nights
Drive:  3​h 30​min
7
Bari
— 2 nights
Fly:  4​h
8
Palermo, Sicily
— 3 nights
Fly + bus:  15​h
End: New York City

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.
Do some cultural sightseeing at Basilica di San Marco and St. Mark's Square. Give yourself a bit of retail therapy at Giudecca 795 Art Gallery and Bel-Air Fine Art. Change things up with a short trip to Area Naturalistica-Monumentale Isola dei morti in Moriago della Battaglia (about 1h 10 min away). There's much more to do: admire the striking features of Doge's Palace, take in the views from Ponte dei Sospiri, browse the exhibits of Peggy Guggenheim Collection, and explore the activities along Canal Grande.

To find more things to do, traveler tips, other places to visit, and more tourist information, read Venice day trip planning 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 when traveling from New York City to Venice is 6 hours. In June, daily temperatures in Venice can reach 81°F, while at night they dip to 63°F. Cap off your sightseeing on the 26th (Wed) early enough to catch the train to Florence.

Things to do in Venice

Historic Sites Museums Parks

Side Trip

Area Naturalistica-Monumentale Isola dei morti
Find places to stay Jun 23 — 26:
Highlights from your plan
Basilica di San Marco
Basilica di San Marco
Doge's Palace ©
Doge's Palace
Piazza San Marco ©
Piazza San Marco

3
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Popular historic sites such as Cathedral of Santa Maria del Fiore and The Baptistery of St. John are in your itinerary. Academy Of Florence Art Gallery and Pitti Palace are good opportunities to explore the local culture. There's much more to do: admire the masterpieces at Uffizi Galleries, relax and float downstream with a rafting and tubing tour, take in the exciting artwork at M.G. Design, and don't miss a visit to Piazzale Michelangelo.

For maps, ratings, traveler tips, and tourist information, read our Florence online itinerary planner .

Traveling by train from Venice to Florence takes 2.5 hours. Alternatively, you can drive; or take a bus. In June, daily temperatures in Florence can reach 83°F, while at night they dip to 65°F. Finish up your sightseeing early on the 29th (Sat) so you can catch the train to Rome.

Things to do in Florence

Museums Historic Sites Shopping
Find places to stay Jun 26 — 29:
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
Rome

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Give yourself a bit of retail therapy at Soqquadro APS and I Colori di Dentro di Maria Grazia Luffarelli. Popular historic sites such as Palatine Hill and Piazza Navona are in your itinerary. The adventure continues: take in the architecture and atmosphere at St. Peter's Basilica, make a trip to Pantheon, explore the world behind art at Vatican Museums, and discover the deep blue sea with a scuba or snorkeling tour.

For photos, other places to visit, where to stay, and more tourist information, read our Rome day trip planner.

Traveling by train from Florence to Rome takes 2 hours. Alternatively, you can drive; or fly. In June, daytime highs in Rome are 84°F, while nighttime lows are 65°F. Wrap up your sightseeing on the 2nd (Tue) early enough to drive to Assisi.

Things to do in Rome

Historic Sites Museums Shopping

Side Trip

Vatican City
Find places to stay Jun 29 — Jul 2:
Highlights from your plan
Palatine Hill ©
Palatine Hill
St. Peter's Basilica ©
St. Peter's Basilica
Vatican Museums
Vatican Museums

3
nights
Assisi

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
On the 3rd (Wed), look for all kinds of wild species at Wild Foods Italy, take in the exciting artwork at B.A.T. Assisi, then take in the architecture and atmosphere at Basilica inferiore di San Francesco d'Assisi, then appreciate the extensive heritage of Piazza Superiore di San Francesco, and finally contemplate in the serene atmosphere at Eremo delle Carceri. On the 4th (Thu), you'll have a packed day of sightseeing: take in the spiritual surroundings of Cripta di San Francesco, take in the exciting artwork at Assisi Galleria 6C, stop by La mela in tasca, then identify plant and animal life at Bosco di San Francesco, then see the interesting displays at Museo della Porziuncola, and finally contemplate in the serene atmosphere at Basilica di Santa Maria degli Angeli - Porziuncola.

To see traveler tips, maps, and tourist information, you can read our Assisi trip planner .

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 July, plan for a bit cooler nights in Assisi, with lows around 64°F. Wrap up your sightseeing on the 5th (Fri) to allow time to drive to Positano.

Things to do in Assisi

Wildlife Historic Sites Museums

Side Trip

Wild Foods Italy
Find places to stay Jul 2 — 5:
Highlights from your plan
Museo della Porziuncola ©
Museo della Porziuncola
Eremo delle Carceri ©
Eremo delle Carceri

3
nights
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.
Appreciate the collections at Museo della Carta and Gallery Raffaele Celentano. Popular historic sites such as Villa Cimbrone Gardens and Villa Rufolo are in your itinerary. Explore Positano's surroundings by going to Duomo di Sant'Andrea (in Amalfi) and Fishing Charters & Tours (in Sorrento). There's much more to do: get great views at Sentiero degli dei (Path of the Gods), take in the exciting artwork at Miniaci Art Gallery, and look for gifts at Nana' Positano.

For reviews, more things to do, where to stay, and more tourist information, go to the Positano trip planning tool .

Getting from Assisi to Positano by car takes about 5 hours. Other options: do a combination of train and subway; or take a bus. Traveling from Assisi in July, expect somewhat warmer with lows of 72°F in Positano. Finish your sightseeing early on the 8th (Mon) so you can ride a ferry to Vietri sul Mare.

Things to do in Positano

Wildlife Tours Outdoors

Side Trips

Ravello, Sorrento, Amalfi
Find places to stay Jul 5 — 8:
Highlights from your plan
Fishing Charters & Tours
Duomo di Sant'Andrea ©
Duomo di Sant'Andrea
Villa Rufolo ©
Villa Rufolo

2
nights
Vietri sul Mare

Vietri sul Mare ©
Vietri sul Mare is a town and comune in the province of Salerno, in the Campania region of southern Italy. Start off your visit on the 8th (Mon): delve into the distant past at Ruins of Herculaneum and then delve into the distant past at Pompeii Archaeological Park. Keep things going the next day: take in the exciting artwork at Sol’Art Ceramiche, learn about winemaking at Le Vigne di Raito, then contemplate the long history of Villa Romana e Antiquarium, then take in the exciting artwork at Ceramiche d'Arte Carmela, and finally contemplate in the serene atmosphere at Duomo di Ravello.

For more things to do, other places to visit, ratings, and more tourist information, use the Vietri sul Mare trip itinerary builder tool .

You can ride a ferry from Positano to Vietri sul Mare in 1.5 hours. Alternatively, you can drive; or take a bus. In July, plan for daily highs up to 84°F, and evening lows to 77°F. Wrap up your sightseeing on the 10th (Wed) to allow time to travel to Bari.

Things to do in Vietri sul Mare

Historic Sites Museums Shopping

Side Trips

Ravello, Pompeii Archaeological Park, Villa Romana e Antiquarium, Parco Acheologico di Ercolano
Find places to stay Jul 8 — 10:
Highlights from your plan
Pompeii Archaeological Park ©
Pompeii Archaeological Park
Duomo di Ravello ©
Duomo di Ravello
Sol’Art Ceramiche ©
Sol’Art Ceramiche

2
nights
Bari

Bari ©
Puglia's capital city, Bari, is a growing metropolis of industry and one of the country's most important commercial ports.
Kick off your visit on the 10th (Wed): explore the galleries of Masseria Brancati and then steep yourself in history at Basilica San Nicola. Here are some ideas for day two: appreciate the extensive heritage of Confetti Andria, then step into the grandiose world of Castel del Monte, and then don't miss a visit to Sassi di Matera.

To find maps, ratings, and tourist information, go to the Bari day trip app .

You can drive from Vietri sul Mare to Bari in 3 hours. Traveling from Vietri sul Mare in July, plan for little chillier nights in Bari, with lows around 69°F. Wrap up your sightseeing by early afternoon on the 12th (Fri) to allow enough time to travel to Palermo.

Things to do in Bari

Historic Sites Museums Shopping

Side Trips

Andria, Sassi di Matera, Masseria Brancati, Cattedrale di Trani
Find places to stay Jul 10 — 12:
Highlights from your plan
Confetti Andria ©
Confetti Andria
Sassi di Matera ©
Sassi di Matera
Cattedrale di Trani ©
Cattedrale di Trani

3
nights
Palermo, Sicily

Palermo ©
The capital of Sicily, Palermo was founded by the Phoenicians under the name of Ziz.
On the 12th (Fri), hunt for treasures at Mercati di Palermo: Capo, Vucciria e Ballaro. On the next day, see the interesting displays at Museo dell'Acciuga, view the masterpieces at Regional Gallery (Galleria Regionale della Sicilia), then admire the striking features of Norman Palace and Palatine Chapel, and finally don't miss a visit to Cattedrale di Palermo.

To find reviews, ratings, and more tourist information, use the Palermo day trip planning website .

You can fly from Bari to Palermo in 4 hours. Other options are to do a combination of flight and bus; or do a combination of car and ferry. On the 15th (Mon), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Palermo

Wildlife Parks Museums

Side Trips

Via delle Absidi, Museo dell'Acciuga, Riserva Naturale Dello Zingaro
Find places to stay Jul 12 — 15:
Highlights from your plan
Riserva Naturale Dello Zingaro ©
Riserva Naturale Dello Zingaro
Cattedrale di Palermo ©
Cattedrale di Palermo
Museo dell'Acciuga ©
Museo dell'Acciuga

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