14 days in Italy Itinerary

14 days in Italy Itinerary

Created using Inspirock Italy tour builder
Make it your trip
Fly
1
Venice
— 3 nights
Drive
2
San Gimignano
— 2 nights
Fly
3
Lampedusa
— 2 nights
Fly
4
Taormina, Sicily
— 2 nights
Drive
5
Cefalu, Sicily
— 2 nights
Fly to Naples, Ferry to Anacapri
6
Anacapri, Island of Capri
— 2 nights
+2
Ferry to Naples, Train to Rome, Fly to New Delhi

S M T W T F S
30
31
1
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3
4
5
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10
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14
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18
19

Venice — 3 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.
Your cultural itinerary includes sights like Campo del Ghetto and Dorsoduro. Get out of town with these interesting Venice side-trips: Padua (Basilica of St. Anthony & Scrovegni Chapel). There's lots more to do: take in the spiritual surroundings of Santa Maria dei Miracoli, admire the striking features of Ca' Rezzonico, take in the architecture and atmosphere at San Giorgio Maggiore, and take a stroll through Cannaregio.

To see where to stay, ratings, and tourist information, read our Venice trip planner.

New Delhi, India to Venice is an approximately 14-hour flight. The time zone changes from India Standard Time to Central European Standard Time, which is usually a -4.5 hour difference. Traveling from New Delhi in November, you will find days in Venice are much colder (15°C), and nights are a bit cooler (7°C). Wrap up your sightseeing on the 4th (Fri) early enough to drive to San Gimignano.
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Historic Sites · Tours · Neighborhoods · Museums
Side Trip
Find places to stay Nov 1 — 4:

San Gimignano — 2 nights

Town of Fine Towers

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.
On the 5th (Sat), don't miss a visit to Piazza della Cisterna, don't miss a visit to San Gimignano Bell Tower, then steep yourself in history at Historic Centre of San Gimignano, and finally don't miss a visit to Duomo di San Gimignano. Here are some ideas for day two: step into the grandiose world of Castello di Monteriggioni, steep yourself in history at Centro Storico di Siena, then take in panoramic vistas at Torre del Mangia, and finally contemplate in the serene atmosphere at Battistero di San Giovanni.

Make your San Gimignano itinerary with Inspirock to find out what to see and where to go.

Drive from Venice to San Gimignano in 3.5 hours. Alternatively, you can take a train; or do a combination of train and bus. In November, daytime highs in San Gimignano are 19°C, while nighttime lows are 9°C. Cap off your sightseeing on the 6th (Sun) early enough to catch the flight to Lampedusa.
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Historic Sites
Side Trips
Find places to stay Nov 4 — 6:

Lampedusa — 2 nights

Italy's southernmost territory, Lampedusa, is known for its turquoise waters, white-sand beaches, and island charm.
Kick off your visit on the 7th (Mon): tour the pleasant surroundings at Spiaggia di Portu Ntoni, kick back and relax at Cala Pulcino, and then stroll through Spiaggia dei Conigli. Get ready for a full day of sightseeing on the next day: kick back and relax at Cala Croce Beach, stop by La tortuga loca, and then kick back and relax at Sponges Cala.

For ratings, traveler tips, photos, and tourist information, refer to the Lampedusa holiday builder site.

Fly from San Gimignano to Lampedusa in 4 hours. Alternatively, you can do a combination of train, ferry, and bus; or do a combination of bus and ferry. In November, Lampedusa is a bit warmer than San Gimignano - with highs of 24°C and lows of 20°C. Wrap up your sightseeing on the 8th (Tue) early enough to fly to Taormina.
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Beaches · Parks · Outdoors · Shopping
Find places to stay Nov 6 — 8:

Taormina, Sicily — 2 nights

With its warm island weather and cliffside location overlooking the Ionion Sea, Taormina has been one of Sicily's most popular getaway destinations since the early 19th century.
On the 9th (Wed), contemplate in the serene atmosphere at Chiesa Anglicana di San Giorgio, then head off the coast to Isola Bella, and then learn about winemaking at Gambino Vini. Keep things going the next day: go for a walk through Piazza IX Aprile, don't miss a visit to Corso Umberto, savor the flavors at Sicily Experience by Viaggiordomo, stroll around Villa Comunale, then pause for some serene contemplation at Santa Caterina Church, and finally take in the architecture and atmosphere at Duomo di Taormina.

For photos, traveler tips, ratings, and other tourist information, you can read our Taormina vacation builder tool.

You can fly from Lampedusa to Taormina in 3 hours. Alternatively, you can do a combination of ferry and car; or do a combination of ferry and bus. Plan for slightly colder nights when traveling from Lampedusa in November since evenings lows in Taormina dip to 16°C. Wrap up your sightseeing on the 10th (Thu) early enough to drive to Cefalu.
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Parks · Wineries · Beaches · Outdoors
Side Trip
Find places to stay Nov 8 — 10:

Cefalu, Sicily — 2 nights

Cefalù is a city and comune in the Province of Palermo, located on the northern coast of Sicily, Italy on the Tyrrhenian Sea about 70km east of the provincial capital and 185km west of Messina. Kick off your visit on the 11th (Fri): take in the architecture and atmosphere at Chiesa del Purgatorio, then take a stroll through Cefalu Coast, then take your sightseeing to a higher altitude at Rocca di Cefalu, and finally make a trip to Lavatoio Medievale. On the next day, don't miss a visit to Duomo di Cefalu, explore the ancient world of La Postierla, then contemplate the long history of Acquedotto Romano “Cornelio”, and finally explore the historical opulence of Castello di Caccamo.

To find maps, other places to visit, where to stay, and more tourist information, read our Cefalu trip itinerary builder app.

You can drive from Taormina to Cefalu in 2.5 hours. Alternatively, you can take a train; or take a bus. Finish up your sightseeing early on the 12th (Sat) so you can travel to Anacapri.
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Historic Sites · Parks · Nature · Neighborhoods
Side Trips
Find places to stay Nov 10 — 12:

Anacapri, Island of Capri — 2 nights

Anacapri is a comune on the island of Capri, in the Metropolitan City of Naples, Italy. Kick off your visit on the 13th (Sun): explore the fascinating underground world of Blue Grotto, take an in-depth tour of Villa San Michele, take in the awesome beauty at Monte Solaro, then make a trip to Piazza Umberto I, then take in the dramatic natural features at I Faraglioni, and finally take in nature's colorful creations at Giardini di Augusto.

Plan trip to Anacapri with our itinerary maker to find out where to go and what to do.

Traveling by combination of flight and ferry from Cefalu to Anacapri takes 4 hours. Alternatively, you can do a combination of train and ferry; or do a combination of train and ferry. In November, daytime highs in Anacapri are 20°C, while nighttime lows are 15°C. Cap off your sightseeing on the 14th (Mon) early enough to travel back home.
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Parks · Nature · Shopping · Historic Sites
Side Trip
Find places to stay Nov 12 — 14:

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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