14 days in Italy Itinerary

14 days in Italy Itinerary

Created using Inspirock Italy trip itinerary planner

Make it your trip
Fly
1
Venice
— 2 nights
Drive
2
Florence
— 3 nights
Train to Rome, Fly to Positano
3
Positano
— 2 nights
Drive
4
Rome
— 3 nights
Fly
5
San Vito lo Capo, Sicily
— 2 nights
Fly

S M T W T F S
28
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30
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Venice

— 2 nights

City of Romance

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, and museums. Your trip includes some of its best attractions: contemplate the waterfront views at Canal Grande, enjoy breathtaking views from St Mark's Campanile, admire the striking features of Basilica di San Marco, and take a stroll through Campo del Ghetto.

To see reviews, maps, where to stay, and tourist information, read Venice trip itinerary planner.

Frankfurt, Germany to Venice is an approximately 4.5-hour flight. You can also drive; or do a combination of train and car. Traveling from Frankfurt in May, plan for a bit warmer nights in Venice, with lows around 15°C. Finish your sightseeing early on the 6th (Mon) so you can drive to Florence.

Things to do in Venice

Historic Sites · Museums · Tours · Nature
Find places to stay May 4 — 6:

Florence

— 3 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Florence is known for museums, historic sites, and shopping. Your trip includes some of its best attractions: explore the world behind art at Gallerie Degli Uffizi, appreciate the extensive heritage of Piazza del Duomo, don't miss a visit to Piazzale Michelangelo, and contemplate in the serene atmosphere at The Baptistery of St. John.

To see more things to do, maps, reviews, and other tourist information, read our Florence day trip planner.

Getting from Venice to Florence by car takes about 3 hours. Other options: take a train; or take a bus. Expect a daytime high around 25°C in May, and nighttime lows around 13°C. Finish your sightseeing early on the 9th (Thu) so you can travel to Positano.

Things to do in Florence

Historic Sites · Museums · Tours · Parks
Find places to stay May 6 — 9:

Positano

— 2 nights
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.
You'll get in some beach time at Fornillo and Spiaggia di castiglione. Visiting Lido di Ravello and Grotte di Suppraiano will get you outdoors. Step out of Positano with an excursion to Spiaggia Lannio in Cetara--about 1h 20 min away. There's more to do: take some stellar pictures from Il Sentiero Degli Dei and kick back and relax at Bagni d'Arienzo Beach Club, Positano.

For where to stay, more things to do, maps, and tourist information, use the Positano trip itinerary builder app.

Do a combination of train and flight from Florence to Positano in 5 hours. Alternatively, you can drive; or do a combination of train and bus. Expect somewhat warmer evenings in Positano when traveling from Florence in May, with lows around 18°C. Wrap up your sightseeing on the 12th (Sun) to allow time to drive to Rome.

Things to do in Positano

Parks · Outdoors · Beaches · Nature

Side Trips

Find places to stay May 9 — 12:

Rome

— 3 nights

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Rome is known for historic sites, nightlife, and museums. Your trip includes some of its best attractions: explore the ancient world of Colosseum, take in the architecture and atmosphere at Pantheon, steep yourself in history at Palatine Hill, and don't miss a visit to Roman Forum.

To see traveler tips, photos, other places to visit, and tourist information, read Rome trip itinerary planner.

Traveling by car from Positano to Rome takes 3.5 hours. Alternatively, you can do a combination of bus and train; or take a bus. In May, plan for daily highs up to 28°C, and evening lows to 17°C. Wrap up your sightseeing on the 15th (Wed) to allow time to fly to San Vito lo Capo.

Things to do in Rome

Historic Sites · Museums · Outdoors · Wildlife

Side Trip

Find places to stay May 12 — 15:

San Vito lo Capo, Sicily

— 2 nights
A vacation in San Vito lo Capo offers a chance to enjoy a sheltered bay and a town with distinctive Arab-Norman architecture.
Start off your visit on the 16th (Thu): enjoy the sand and surf at Spiaggia di San Vito lo Capo. Get ready for a full day of sightseeing on the next day: stroll through Riserva Naturale Dello Zingaro.

For other places to visit, photos, where to stay, and more tourist information, use the San Vito lo Capo trip itinerary maker website.

Fly from Rome to San Vito lo Capo in 3 hours. Alternatively, you can do a combination of train and taxi; or take a bus. May in San Vito lo Capo sees daily highs of 25°C and lows of 18°C at night. Finish up your sightseeing early on the 17th (Fri) so you can catch the flight back home.

Things to do in San Vito lo Capo

Parks · Wildlife · Outdoors · Beaches

Side Trip

Find places to stay May 15 — 17:

Italy travel guide

4.6
Landmarks · Ruins · Sacred & Religious Sites
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.