17 days in Italy Itinerary
17 days in Italy Itinerary
Created using Inspirock Italy travel route maker
Start: George Town, Grand Cayman
Fly to Naples International Airport, Drive to Positano
1
Positano
— 3 nights
Ferry
2
Capri
— 3 nights
Ferry to Naples, Fly to Genoa
3
Portofino
— 3 nights
Drive
4
Bellagio
— 3 nights
Drive to Malpensa International Airport, Fly to Owen Roberts International Airport
End: George Town, Grand Cayman
Sat, May 16 - Mon, Jun 1
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See full calendar
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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.Explore the numerous day-trip ideas around Positano: Ravello (Villa Rufolo, Villa Cimbrone Gardens, &more) and Amalfi (Cloister del Paradiso, Duomo di Sant'Andrea, &more). Next up on the itinerary: get great views at Il Sentiero Degli Dei, head outdoors with Walk of the Gods, enjoy the sand and surf at Fornillo, and go for a walk through Positano.
To see photos, where to stay, more things to do, and other tourist information, read our Positano travel planner.
George Town, Cayman Islands to Positano is an approximately 19.5-hour combination of flight and car. The time zone changes from Eastern Standard Time to Central European Standard Time, which is usually a 6 hour difference. Expect slightly colder temperatures when traveling from George Town in May; daily highs in Positano reach 27°C and lows reach 18°C. Wrap up your sightseeing on the 20th (Wed) early enough to ride a ferry to Capri.
Things to do in Positano
Side Trips
Find places to stay May 17 — 20:
Highlights from your trip
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The island of Capri encompasses all the magical allure of the Mediterranean--dramatic blue waters, lush mountainous landscape, and picturesque island villages.Capri is known for nature, parks, and historic sites. Your plan includes some of its best attractions: take in the dramatic natural features at I Faraglioni, cruise along Via Krupp, do sightseeing your way with Private Tours, and make a trip to Piazza Umberto I.
For other places to visit, photos, reviews, and more tourist information, use the Capri trip builder site.
Traveling by ferry from Positano to Capri takes 1.5 hours. Alternatively, you can do a combination of taxi and ferry; or do a combination of bus and ferry. In May, plan for daily highs up to 27°C, and evening lows to 18°C. Finish your sightseeing early on the 23rd (Sat) so you can travel to Portofino.
Things to do in Capri
Side Trip
Find places to stay May 20 — 23:
Highlights from your trip
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Portofino is an Italian fishing village and holiday resort famous for its picturesque harbour and historical association with celebrity and artistic visitors. Get out of town with these interesting Portofino side-trips: Baia del Silenzio (in Sestri Levante), Serravalle Designer Outlet (in Serravalle Scrivia) and Santuario di Nostra Signora di Montallegro (in Rapallo). There's still lots to do: stop by Santa Margherita Ligure, pause for some serene contemplation at Parrocchia Di San Martino, explore the historical opulence of Castello Brown, and steep yourself in history at Abbazia di San Fruttuoso.
Ask Inspirock to suggest an itinerary and make planning a trip to Portofino fast, fun, and easy.
You can do a combination of ferry and flight from Capri to Portofino in 6.5 hours. Other options are to do a combination of ferry and car; or do a combination of ferry and train. Traveling from Capri in May, expect nights in Portofino to be about the same, around 17°C, while days are little chillier, around 24°C. Wrap up your sightseeing on the 27th (Wed) to allow time to drive to Bellagio.
Ask Inspirock to suggest an itinerary and make planning a trip to Portofino fast, fun, and easy.
You can do a combination of ferry and flight from Capri to Portofino in 6.5 hours. Other options are to do a combination of ferry and car; or do a combination of ferry and train. Traveling from Capri in May, expect nights in Portofino to be about the same, around 17°C, while days are little chillier, around 24°C. Wrap up your sightseeing on the 27th (Wed) to allow time to drive to Bellagio.
Things to do in Portofino
Side Trips
Santa Margherita Ligure, Baia del Silenzio, Abbazia di San Fruttuoso, Serravalle Designer Outlet, Santuario di Nostra Signora di Montallegro
Find places to stay May 24 — 27:
Highlights from your trip
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Pearl of Lake Como
Known as the pearl of Lake Como for its luxury accommodations, high-end shops, and fine dining options, Bellagio serves as the lake's premiere resort town.Explore the numerous day-trip ideas around Bellagio: Varenna (Villa Monastero & Chiesa di San Giorgio), Cathedral of Como (Duomo) (in Como) and Tremezzina (Villa del Balbianello & Villa Carlotta). The adventure continues: contemplate the waterfront views at Lago di Como, make a trip to Borgo di Pescallo, step into the grandiose world of Castello di Vezio, and pause for some serene contemplation at Basilica di San Giacomo.
For where to stay, more things to do, reviews, and more tourist information, refer to the Bellagio trip itinerary maker app.
Traveling by car from Portofino to Bellagio takes 3.5 hours. Alternatively, you can take a train; or do a combination of train and bus. Traveling from Portofino in May, plan for slightly colder nights in Bellagio, with lows around 13°C. You will have some time to spend on the 31st (Sun) before leaving for home.
Things to do in Bellagio
Side Trips
Find places to stay May 27 — 31:
Highlights from your trip
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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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Capri, just 5 km (3 mi) from the mainland of Italy, has been a celebrated vacation spot and a coastal resort since the Roman Republic. Known in Greek mythology as an island favored by the sirens, Capri was a popular leisure destination for numerous Roman emperors. One of the more notorious emperors, Tiberius, built an extravagant villa on the island and allegedly flung visitors who displeased him from the high cliffs of his estate. Escape the swarms of visitors by sightseeing inland. The coastal areas may be known for attractions like beaches and caves carved out of cliffs, but deeper inland are other places to visit, including secluded natural trails and several abandoned forts.
