14 days in Italy Itinerary

Created using Inspirock Italy route maker
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Make it your trip
Fly
1
Matera
— 3 nights
Drive
2
Locorotondo
— 2 nights
Drive
3
Gallipoli
— 1 night
Drive
4
Otranto
— 1 night
Drive
5
Lecce
— 1 night
Drive
6
Monopoli
— 1 night
Drive
7
Bari
— 3 nights
Fly

S M T W T F S
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
2
3
4
5

Matera — 3 nights

Subterranean City

Famous for its resemblance to the ancient settlements of Jerusalem and Cappadocia, Matera remains one of the oldest inhabited cities in the world.
Change things up with a short trip to Castel del Monte in Andria (about 1h 20 min away). Next up on the itinerary: get to know the fascinating history of Sassi di Matera, steep yourself in history at Antica Matera Casa Grotta, take in the architecture and atmosphere at Cattedrale di Matera, and hit the best photo ops around with an inspiring photography tour.

To find traveler tips, where to stay, maps, and other tourist information, use the Matera travel route planner.

Christchurch, New Zealand to Matera is an approximately 32-hour flight. Traveling from Christchurch to Matera, you'll gain 11 hours due to the time zone difference. Expect a bit warmer evenings in Matera when traveling from Christchurch in October, with lows around 13°C. Wrap up your sightseeing on the 20th (Thu) to allow time to drive to Locorotondo.
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Historic Sites · Museums · Tours · Nature
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Locorotondo — 2 nights

Locorotondo is a town and comune of the Metropolitan City of Bari, Apulia, southern Italy, with a population of about 14,000. Kick off your visit on the 21st (Fri): admire the striking features of I Trulli di Alberobello - World Heritage Site, don't miss a visit to Porta di Santo Stefano, then explore the historical opulence of Castello Aragonese, and finally snap pictures at Ponte Girevole. Get ready for a full day of sightseeing on the next day: learn about winemaking at L'Acropoli di Puglia, learn about winemaking at I Pastini, then get to know the resident critters at Zoosafari, then examine the collection at Trullo Sovrano, and finally visit Centro Storico Locorotondo.

To find where to stay, more things to do, maps, and tourist information, go to the Locorotondo tour itinerary tool.

Traveling by car from Matera to Locorotondo takes 1.5 hours. Expect somewhat warmer evenings in Locorotondo when traveling from Matera in October, with lows around 17°C. Wrap up your sightseeing on the 22nd (Sat) early enough to drive to Gallipoli.
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Historic Sites · Wineries · Tours · Zoos & Aquariums
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Gallipoli — 1 night

Ionian Pearl

Deriving its name from the Greek for "beautiful city," Gallipoli retains the charm of an old fishing port.
Start off your visit on the 23rd (Sun): see what you can catch with a fishing tour, contemplate the long history of Centro Storico di Gallipoli, then tour the pleasant surroundings at Lido Punta della Suina, and finally make a trip to Antichi Frantoi Ipogei.

To see ratings, where to stay, reviews, and other tourist information, go to the Gallipoli day trip planner.

You can drive from Locorotondo to Gallipoli in 2 hours. In October in Gallipoli, expect temperatures between 26°C during the day and 15°C at night. Wrap up your sightseeing on the 23rd (Sun) early enough to drive to Otranto.
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Outdoors · Tours · Parks · Beaches
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Otranto — 1 night

Otranto is a town and comune in the province of Lecce (Apulia, Italy), in a fertile region once famous for its breed of horses.It is located on the east coast of the Salento peninsula. Kick off your visit on the 24th (Mon): explore the fascinating underground world of Grotta della Poesia, stop by Roberta Risolo Art Jewels, then contemplate the waterfront views at Cava di Bauxite, then take in the spiritual surroundings of Cattedrale Di Otranto, and finally appreciate the extensive heritage of Centro Storico Otranto.

To find reviews, other places to visit, traveler tips, and more tourist information, use the Otranto online trip itinerary maker.

You can drive from Gallipoli to Otranto in an hour. Other options are to take a bus; or do a combination of bus and train. In October, plan for daily highs up to 26°C, and evening lows to 15°C. Wrap up your sightseeing on the 24th (Mon) to allow time to drive to Lecce.
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Nature · Parks · Historic Sites · Shopping
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Lecce — 1 night

Florence of the South

Known as the Florence of the South, Lecce is distinguished for its elaborate Baroque monuments.
On the 25th (Tue), make a trip to Centro Storico, Lecce, take in the architecture and atmosphere at Duomo di Lecce, then appreciate the extensive heritage of Piazza del Duomo, and finally take in the architecture and atmosphere at Basilica di Santa Croce.

Take the guesswork out of planning a Lecce vacation by using our trip itinerary maker.

Drive from Otranto to Lecce in an hour. Alternatively, you can take a bus; or take a train. October in Lecce sees daily highs of 26°C and lows of 15°C at night. Cap off your sightseeing on the 25th (Tue) early enough to go by car to Monopoli.
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Monopoli — 1 night

Monopoli is a town and municipality in Italy, in the province of Bari and region of Apulia. On the 26th (Wed), contemplate the long history of Centro Storico di Monopoli, Head underground at Grotte di Castellana, and then make a trip to Centro Storico di Polignano a Mare.

To find ratings, photos, maps, and more tourist information, read our Monopoli travel route builder site.

Traveling by car from Lecce to Monopoli takes 1.5 hours. Alternatively, you can take a train; or take a bus. While traveling from Lecce, expect slightly colder days and about the same nights in Monopoli, ranging from highs of 23°C to lows of 13°C. Finish your sightseeing early on the 26th (Wed) so you can drive to Bari.
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Nature · Parks · Historic Sites
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Bari — 3 nights

Gateway to Apulia

Puglia's capital city, Bari, is a growing metropolis of industry and one of the country's most important commercial ports.
On the 27th (Thu), don't miss a visit to Citta Vecchia - Bari, then pause for some serene contemplation at Basilica San Nicola, and then appreciate the extensive heritage of Lungomare e Murat. Get ready for a full day of sightseeing on the 28th (Fri): pause for some serene contemplation at Cattedrale di Trani, contemplate in the serene atmosphere at Cattedrale di Bari, and then test your team's savvy at popular escape rooms.

To find traveler tips, ratings, more things to do, and tourist information, read Bari tour itinerary website.

Getting from Monopoli to Bari by car takes about an hour. Other options: take a train; or take a bus. Expect a daytime high around 26°C in October, and nighttime lows around 15°C. Finish up your sightseeing early on the 29th (Sat) so you can catch the flight back home.
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Italy travel guide

4.6
Landmarks · Ruins · Beaches
Italy is a land of high fashion, fine art, exquisite architecture, luxury sports cars, outstanding cuisine--and an insatiable taste for "la dolce vita." It's also home to the greatest number of World Heritage Sites in the world, making it an ideal place for your next holiday. The country boasts a varied landscape of mountain ranges, alpine lakes, and coastal towns, so it's no wonder travelers often refer to it as the bel paese (beautiful country). With so many places to visit, visitors often have a difficult time planning their itinerary. The smaller villages each feature a distinct character and a blend of architecture, art, and cuisine. In the country, you'll find countless archeological sites dating back to Roman times and beyond. The country's cities and seaside resorts are cosmopolitan powerhouses with museums, galleries, restaurants, shops, open-air markets, and pedestrian-friendly historic areas.
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