14 days in Italy Itinerary
Created using Inspirock Italy trip itinerary planner
Start: Frankfurt
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
End: Frankfurt
Sat, May 4 - Fri, May 17
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View full calendar
Venice — 2 nights
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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 sightseeing, historic sites, 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.
Find places to stay May 4 — 6:
Highlights from your trip
Florence — 3 nights
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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 sightseeing, museums, and historic sites. Your trip includes some of its best attractions: explore the world behind art at Gallerie Degli Uffizi, see the interesting displays at Pitti Palace, 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.
Find places to stay May 6 — 9:
Positano — 2 nights
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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 Lido di Ravello. Visiting Spiaggia di castiglione 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 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.
Side Trips
Find places to stay May 9 — 12:
Highlights from your trip
Rome — 3 nights
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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, sightseeing, and nightlife. Your trip includes some of its best attractions: delve into the distant past at Pantheon, contemplate the long history of Colosseum, make a trip to Roman Forum, and explore the world behind art at Vatican Museums.
To find photos, other places to visit, traveler tips, and tourist information, go to the Rome road trip planning app.
You can drive from Positano to Rome in 3.5 hours. Other options are to do a combination of bus and train; or take a bus. Expect a daytime high around 28°C in May, and nighttime lows around 17°C. Finish your sightseeing early on the 15th (Wed) to allow enough time to fly to San Vito lo Capo.
Side Trip
Find places to stay May 12 — 15:
Highlights from your trip
San Vito lo Capo, Sicily — 2 nights
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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: look for all kinds of wild species at 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.
Side Trip
Find places to stay May 15 — 17:
Highlights from your trip
Italy travel guide
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.
