27 days in Italy Itinerary

Created using Klarna Trips Italy travel route planner
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+2
Fly to Rome, Train to Campiglia Stazione, Ferry to Portoferraio
1
Portoferraio, Elba Island
— 1 night
Ferry to Porto Biglietterie Sud, Fly to Alghero
2
Alghero, Sardinia
— 4 nights
Drive
3
Baunei, Sardinia
— 3 nights
Drive
4
San Teodoro, Sardinia
— 3 nights
Fly to Naples, Ferry to Forio
5
Forio, Isola d'Ischia
— 2 nights
Ferry to Naples, Fly to Cefalu
6
Cefalu, Sicily
— 2 nights
Drive
7
Taormina, Sicily
— 3 nights
Fly
8
Lampedusa
— 2 nights
Fly
9
Venice
— 5 nights
Fly

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Portoferraio, Elba Island — 1 night

Portoferraio is a town and comune in the province of Livorno, on the edge of the eponymous harbour of the island of Elba. Start off your visit on the 30th (Sat): kick back and relax at Spiaggia delle Ghiaie, then kick back and relax at Spiaggia di Capo Bianco, and then kick back and relax at Spiaggia Di Sansone. Get ready for a full day of sightseeing on the next day: see majestic marine mammals with a dolphin and whale watching tour, enjoy the sand and surf at Spiaggia di Cavoli, and then take your sightseeing to a higher altitude at Monte Capanne.

For ratings, reviews, more things to do, and more tourist information, go to the Portoferraio trip planner.

Ottawa, Canada to Portoferraio is an approximately 18-hour combination of flight, train, and ferry. Due to the time zone difference, you'll lose 6 hours traveling from Ottawa to Portoferraio. Expect a bit warmer evenings in Portoferraio when traveling from Ottawa in September, with lows around 19°C. Cap off your sightseeing on the 1st (Sun) early enough to travel to Alghero.
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Find places to stay Sep 29 — Oct 1:

Alghero, Sardinia — 4 nights

Little Barcelona

Built surrounding a 16th-century fortified port, Alghero remains one of Sardinia's most visited sites, rich in cultural and historical heritage.
You'll explore the less-touristy side of things at Capo Caccia and Spiaggia di Is Arutas. Step out of the city life by going to Spiaggia di Maria Pia and Spiaggia Mugoni. Get out of town with these interesting Alghero side-trips: Stintino (Punta Negra & Off-Road Tours), Area archeologica di Tharros (in Cabras) and Spiaggia Putzu Idu (in San Vero Milis). And it doesn't end there: identify plant and animal life at Wildlife Areas, explore the fascinating underground world of Frecce delle Grotte di Antonio Piccinnu, and enjoy the sand and surf at Spiaggia Di Tramariglio.

To see other places to visit, ratings, where to stay, and more tourist information, use the Alghero trip itinerary site.

You can do a combination of ferry and flight from Portoferraio to Alghero in 4.5 hours. Other options are to do a combination of ferry and bus; or do a combination of ferry, train, and bus. Traveling from Portoferraio in October, you will find days in Alghero are somewhat warmer (28°C), and nights are about the same (15°C). Wrap up your sightseeing on the 5th (Thu) to allow time to drive to Baunei.
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Find places to stay Oct 1 — 5:

Baunei, Sardinia — 3 nights

Baunei is a comune (municipality) in the Province of Nuoro in the Italian island of Sardinia.GeographyThe municipality of Baunei is located about 100km northeast of Cagliari and about 11km north of Tortolì. Escape the urban bustle at Cala Goloritzè and Cala Mariolu. Satisfy your inner culture vulture at Nuraghe Coe e Serra and Domus De Janas. Get out of town with these interesting Baunei side-trips: Cala Gonone (Cala Fuili Beach & Grotta del Bue Marino) and Tortoli (Lido di Orri & Spiaggia di Cea). The adventure continues: enjoy the sand and surf at Spiaggia di Cala Luna, don't miss a visit to Rocce rosse, and take in the dramatic natural features at Su Sterru.

To see more things to do, traveler tips, ratings, and more tourist information, read Baunei road trip website.

You can drive from Alghero to Baunei in 3.5 hours. Other options are to do a combination of train and taxi; or take a bus. Traveling from Alghero in October, Baunei is a bit warmer at night with lows of 19°C. Cap off your sightseeing on the 8th (Sun) early enough to go by car to San Teodoro.
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Find places to stay Oct 5 — 8:

San Teodoro, Sardinia — 3 nights

A chance to sip cocktails at swanky beach bars by day and experience the vibrant club scene by night makes San Tedoro vacations extremely popular.
Get in touch with nature at Cala Brandinchi and Lu Impostu Beach. Step off the beaten path and head to Oasi Biderosa and Porto Istana Beach. Explore the numerous day-trip ideas around San Teodoro: Grotta di Ispinigoli (in Dorgali) and Golfo Aranci (Dolphin & Whale Watching & Spiaggia Bianca). Next up on the itinerary: kick back and relax at Porto Taverna Beach and stroll through Spiaggia La Cinta.

Quickly create a custom-made itinerary for San Teodoro using our trip planner.

You can drive from Baunei to San Teodoro in 2 hours. Alternatively, you can take a bus. Traveling from Baunei in October, San Teodoro is slightly colder at night with lows of 15°C. Finish your sightseeing early on the 11th (Wed) so you can travel to Forio.
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Find places to stay Oct 8 — 11:

Forio, Isola d'Ischia — 2 nights

On the 12th (Thu), take in the natural beauty of Baia di Sorgeto and then step into the grandiose world of Castello Aragonese d'Ischia. Get ready for a full day of sightseeing on the next day: enjoy the sand and surf at Spiaggia di Cava dell'Isola, test the waters at Giardini Poseidon Terme, then kick back and relax at Spiaggia di Citara, and finally pause for some serene contemplation at Chiesa del Soccorso.

For where to stay, reviews, traveler tips, and other tourist information, read our Forio day trip planner.

Getting from San Teodoro to Forio by combination of flight and ferry takes about 5 hours. Other options: do a combination of bus, ferry, and train; or do a combination of bus and ferry. Expect somewhat warmer evenings in Forio when traveling from San Teodoro in October, with lows around 20°C. Wrap up your sightseeing on the 13th (Fri) to allow time to travel to Cefalu.
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Find places to stay Oct 11 — 13:

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. Start off your visit on the 14th (Sat): explore the historical opulence of Castello di Caccamo, then take in breathtaking views at Gole di Tiberio, and then tour the pleasant surroundings at Spiaggia Caldura. Here are some ideas for day two: don't miss a visit to Lavatoio Medievale, take in the awesome beauty at Rocca di Cefalu, wander the streets of Cefalu Coast, then don't miss a visit to Duomo di Cefalu, and finally take in the spiritual surroundings of Chiostro della Cattedrale di Cefalu.

Planning Cefalu trip won't be overwhelming when you use Klarna Trips's itinerary maker.

You can do a combination of ferry and flight from Forio to Cefalu in 4.5 hours. Alternatively, you can do a combination of car and ferry; or do a combination of ferry and train. Cap off your sightseeing on the 15th (Sun) early enough to go by car to Taormina.
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Find places to stay Oct 13 — 15:

Taormina, Sicily — 3 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.
Get in touch with nature at Scuba & Snorkeling and Isola Bella. Sanctuary of the Madonna di Tindari and Duomo di Messina are good opportunities to explore the local culture. Change things up with these side-trips from Taormina: Bell Tower and Astronomical Clock (Orologio Astronomico) (in Messina) and Gambino Vini (in Linguaglossa). There's much more to do: stroll around Villa Comunale, take in the pleasant sights at Piazza IX Aprile, contemplate in the serene atmosphere at Chiesa Anglicana di San Giorgio, and make a trip to Corso Umberto.

To find photos, traveler tips, and tourist information, go to the Taormina visit planner.

Getting from Cefalu to Taormina by car takes about 2.5 hours. Other options: take a train; or take a bus. Expect a daytime high around 28°C in October, and nighttime lows around 20°C. Cap off your sightseeing on the 18th (Wed) early enough to catch the flight to Lampedusa.
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Find places to stay Oct 15 — 18:

Lampedusa — 2 nights

Italy's southernmost territory, Lampedusa, is known for its turquoise waters, white-sand beaches, and island charm.
On the 19th (Thu), visit a coastal fixture at Faro di Capo Grecale, stroll through Cala Greca, then enjoy the sand and surf at Cala Pulcino, then kick back and relax at Spiaggia dei Conigli, and finally make a trip to Santuario di Nostra Signora di Lampedusa, Lampedusa. Keep things going the next day: stroll through Spiaggia di Portu Ntoni, then tour the pleasant surroundings at Cala Croce Beach, then make a trip to Cala Guitgia, and finally kick back and relax at Cala Maluk.

To see traveler tips, other places to visit, where to stay, and more tourist information, refer to the Lampedusa trip itinerary planning tool.

Getting from Taormina to Lampedusa by flight takes about 3 hours. Other options: do a combination of car and ferry; or do a combination of bus and ferry. Expect somewhat warmer evenings in Lampedusa when traveling from Taormina in October, with lows around 25°C. Cap off your sightseeing on the 20th (Fri) early enough to catch the flight to Venice.
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Find places to stay Oct 18 — 20:

Venice — 5 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.
Do some cultural sightseeing at San Giorgio Maggiore and Basilica di Santa Maria Gloriosa dei Frari. Discover out-of-the-way places like Cannaregio and Food Tours. Explore Venice's surroundings by going to Basilica Palladiana (in Vicenza), Verona (Torre dei Lamberti, Basilica di San Zeno Maggiore, &more) and Trieste (Trieste Gulf, Miramare Castle-Historical Museum, &more). And it doesn't end there: contemplate the long history of Scuola Grande di San Rocco, wander the streets of Campo del Ghetto, admire the striking features of Scala Contarini del Bovolo, and pause for some serene contemplation at Basilica of St. Anthony.

To see ratings, photos, reviews, and tourist information, you can read our Venice route planner.

Getting from Lampedusa to Venice by flight takes about 3.5 hours. Other options: do a combination of ferry, bus, and train; or do a combination of ferry and bus. Expect a bit cooler weather when traveling from Lampedusa in October: highs in Venice hover around 22°C, while lows dip to 12°C. Finish up your sightseeing early on the 25th (Wed) so you can catch the flight back home.
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Find places to stay Oct 20 — 25:

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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