16 days in Italy Itinerary

16 days in Italy Itinerary

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Route & dates

16 days in Italy Itinerary

Start: Newark
Fly + Drive:  5​h
1
Malgrate
— 3 nights
Drive:  5​h 15​min
2
San Gimignano
— 3 nights
Drive + Ferry:  5​h 45​min
3
Anacapri
— 3 nights
Drive:  3​h 15​min
4
Maiori
— 3 nights
Drive:  3​h 30​min
5
Rome
— 2 nights
Fly:  12​h 45​min
End: Newark

3
nights
Malgrate

Malgrate ©
Malgrate is a comune (municipality) in the Province of Lecco, in the Italian region Lombardy. Change things up with these side-trips from Malgrate: Bellagio (Kayaking & Canoeing, i Giardini di Villa Melzi, & more), Tremezzina (Villa Carlotta & Villa del Balbianello) and Casa dei Presepi (in Mezzegra). Next up on the itinerary: kick back and relax at Spiaggia Tranquilla, step into the grandiose world of Castello di Vezio, admire the striking features of Villa Monastero, and explore the activities along Lago di Como.

For where to stay and other tourist information, read our Malgrate trip planner .

Newark, USA to Malgrate is an approximately 17-hour combination of flight and car. The time zone difference moving from Eastern Standard Time (EST) to Central European Time (CET) is 6 hours. Traveling from Newark in July, expect a bit cooler with lows of 65°F in Malgrate. Cap off your sightseeing on the 27th (Mon) early enough to travel to San Gimignano.

Things to do in Malgrate

Parks Outdoors Nature

Side Trips

Bellagio, Varenna, Tremezzina, Spiaggia Tranquilla, Castello di Vezio
Find places to stay Jul 24 — 27:
Highlights from your plan
Villa Carlotta ©
Villa Carlotta
Villa del Balbianello ©
Villa del Balbianello
Kayaking & Canoeing

3
nights
San Gimignano

San Gimignano ©
A historical gem in the heart of Tuscany, San Gimignano is known as the Town of Fine Towers for its jutting skyline of high city walls.
Kick off your visit on the 28th (Tue): contemplate the long history of Historic Centre of San Gimignano, then pause for some serene contemplation at Duomo di San Gimignano, and then do a tasting at Guardastelle Vineyard. On the 29th (Wed), you'll have a packed day of sightseeing: don't miss a visit to Piazza del Campo, then pause for some serene contemplation at Duomo di Siena, then learn about winemaking at Podere La Marronaia- Sosta Alle Colonne, and finally contemplate the long history of Torre Grossa.

To find more things to do, ratings, photos, and tourist information, go to the San Gimignano trip itinerary planning app .

Drive from Malgrate to San Gimignano in 4.5 hours. In July, plan for daily highs up to 86°F, and evening lows to 65°F. Wrap up your sightseeing by early afternoon on the 30th (Thu) to allow time for travel to Anacapri.

Things to do in San Gimignano

Historic Sites Wineries Museums

Side Trip

Siena
Find places to stay Jul 27 — 30:
Highlights from your plan
Guardastelle Vineyard ©
Guardastelle Vineyard
Piazza del Campo ©
Piazza del Campo
Duomo di Siena ©
Duomo di Siena

3
nights
Anacapri

Anacapri ©
Anacapri is a comune on the island of Capri, in the Metropolitan City of Naples, Italy. Anacapri is known for nature, museums, historic sites, trails, and shopping. Your plan includes some of its best attractions: get great views at Belvedere Cannone, contemplate the waterfront views at Marina Piccola, take in the dramatic natural features at I Faraglioni, and appreciate the history behind Natural Arch.

For maps, other places to visit, and more tourist information, read our Anacapri day trip planning website .

Drive from Positano to Anacapri in 3.5 hours. In July, plan for daily highs up to 87°F, and evening lows to 72°F. Finish your sightseeing early on the 2nd (Sun) so you can drive to Maiori.

Things to do in Anacapri

Historic Sites Parks Outdoors

Side Trip

Capri
Find places to stay Jul 30 — Aug 2:
Highlights from your plan
Villa San Michele ©
Villa San Michele
Belvedere Cannone ©
Belvedere Cannone
I Faraglioni
I Faraglioni

3
nights
Maiori

Maiori ©
Maiori is a town and comune on the Amalfi coast in the province of Salerno . Step out of Maiori to go to Ravello and see Villa Cimbrone Gardens, which is approximately 32 minutes away. And it doesn't end there: race across the water with a speed boat tour, step into the grandiose world of Castello di San Nicola de Thoro-Plano, make a trip to Fontana sant'Andrea, and admire the striking features of Villa Rufolo.

For more things to do, photos, maps, and other tourist information, read our Maiori trip builder site .

You can drive from Anacapri to Maiori in 3.5 hours. In August, daytime highs in Maiori are 85°F, while nighttime lows are 76°F. Finish your sightseeing early on the 5th (Wed) so you can travel to Rome.

Things to do in Maiori

Outdoors Historic Sites Parks

Side Trips

Ravello, Amalfi
Find places to stay Aug 2 — 5:
Highlights from your plan
Speed Boats Tours
Villa Cimbrone Gardens ©
Villa Cimbrone Gardens

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.
For maps, reviews, and tourist information, go to the Rome trip itinerary maker tool .

Drive from Maiori to Rome in 3.5 hours. Traveling from Maiori in August, you can expect nighttime temperatures to be a bit cooler in Rome, with lows of 69°F. You'll have a few hours on the 7th (Fri) to wrap things up before traveling home.

Things to do in Rome

Historic Sites

Side Trip

St. Peter's Basilica
Find places to stay Aug 5 — 7:
Highlights from your plan
Colosseum ©
Colosseum
Pantheon ©
Pantheon
Trevi Fountain ©
Trevi Fountain

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