43 days in Italy Itinerary

Italy's southernmost territory, Lampedusa, is known for its turquoise waters, white-sand beaches, and island charm.

Start off your visit on the 21st (Thu): tour the pleasant surroundings at La Tabaccara. On the 22nd (Fri), you'll have a packed day of sightseeing: look for all kinds of wild species at Capo Ponente, kick back and relax at Cala Pulcino, then enjoy the sand and surf at Spiaggia dei Conigli, and finally tour the pleasant surroundings at Cala Croce Beach.

Start your trip to Lampedusa by creating a personalized itinerary on Inspirock.

Toronto, Canada to Lampedusa is an approximately 14.5-hour flight. The time zone changes from Eastern Standard Time to Central European Standard Time, which is usually a 6 hour difference. In September, Lampedusa is somewhat warmer than Toronto - with highs of 32°C and lows of 28°C. Cap off your sightseeing on the 22nd (Fri) early enough to catch the flight to Taormina.

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 23rd (Sat), step off the mainland to explore Isola Bella, go for a walk through Piazza IX Aprile, don't miss a visit to Corso Umberto, then take in the spiritual surroundings of Chiesa del Varo, then stroll around Villa Comunale, and finally take in the architecture and atmosphere at Duomo di Taormina. On the next day, explore the ancient world of Ancient Theatre of Taormina, then do a tasting at Gambino Vini, and then see some colorful creatures with a scuba or snorkeling tour.

For traveler tips, photos, reviews, and more tourist information, refer to the Taormina trip planner.

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. Traveling from Lampedusa in September, plan for slightly colder nights in Taormina, with lows around 24°C. Finish your sightseeing early on the 24th (Sun) so you can fly to Villasimius.

Start off your visit on the 25th (Mon): kick back and relax at Cala Pira, tour the pleasant surroundings at Spiaggia di Mari Pintau, and then enjoy the sand and surf at Timi Ama Beach. Get ready for a full day of sightseeing on the 26th (Tue): do a tasting at Colline del Vento, then enjoy the sand and surf at Spiaggia di Punta Molentis, then tour the pleasant surroundings at Simius Beach, and finally tour the pleasant surroundings at Porto Giunco.

To see ratings, reviews, where to stay, and more tourist information, read Villasimius travel route builder site.

Getting from Taormina to Villasimius by flight takes about 3 hours. Other options: do a combination of bus and ferry; or do a combination of train, ferry, and bus. Expect a bit cooler evenings in Villasimius when traveling from Taormina in September, with lows around 20°C. Finish up your sightseeing early on the 26th (Tue) so you can go by car to Baunei.

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. Start off your visit on the 27th (Wed): enjoy the sand and surf at Cala Goloritzè, then kick back and relax at Cala dei Gabbiani, then see some colorful creatures with Diving Cala Mariolu, and finally tour the pleasant surroundings at Cala Mariolu. On the 28th (Thu), you'll have a packed day of sightseeing: Head underground at Grotta del Bue Marino, then enjoy the sand and surf at Spiaggia di Cala Luna, and then enjoy the sand and surf at Lido di Orri.

For maps, reviews, other places to visit, and tourist information, read our Baunei trip maker tool.

Traveling by car from Villasimius to Baunei takes 2 hours. Alternatively, you can take a bus. In September, plan for daily highs up to 32°C, and evening lows to 22°C. Finish your sightseeing early on the 28th (Thu) to allow enough time to drive to San Teodoro.

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.

Visit Spiaggia La Cinta and Oasi Biderosa for some beach relaxation. Explore hidden gems such as Cala Brandinchi and Spiaggia Capo Coda Cavallo. Explore San Teodoro's surroundings by going to Golfo Aranci (Dolphin & Whale Watching & Spiaggia Bianca) and Spiaggia di Capo Comino (in Siniscola). There's still lots to do: enjoy the sand and surf at Porto Taverna Beach and stroll through Lu Impostu Beach.

To find other places to visit, reviews, where to stay, and more tourist information, you can read our San Teodoro trip planner.

Drive from Baunei to San Teodoro in 2 hours. Alternatively, you can take a bus. Traveling from Baunei in September, San Teodoro is little chillier at night with lows of 19°C. Wrap up your sightseeing on the 1st (Sun) early enough to fly to Ravello.

Best known for its celebrated terraced gardens, Ravello is a hidden gem of Italy's Amalfi Coast.

Start off your visit on the 2nd (Mon): head outdoors with Outdoor Activities, tour the pleasant surroundings at Fornillo, then contemplate in the serene atmosphere at Cloister del Paradiso, then contemplate in the serene atmosphere at Duomo di Sant'Andrea, and finally take in the exciting artwork at Ceramiche Cosmolena di Margherita di Palma. Keep things going the next day: take in the spiritual surroundings of Duomo di Ravello, admire the landmark architecture of Villa Rufolo, tour the pleasant surroundings at Villa Cimbrone Gardens, then pause for some serene contemplation at Convento Frati Minori Conventuali S.Francesco, then see the interesting displays at Museo della Carta, and finally head outdoors with Amalfi Coast.

To find maps, ratings, more things to do, and other tourist information, read Ravello road trip site.

Traveling by flight from San Teodoro to Ravello takes 3 hours. Alternatively, you can do a combination of bus, ferry, train, and taxi; or do a combination of bus, ferry, and train. Traveling from San Teodoro in October, Ravello is somewhat warmer at night with lows of 20°C. Cap off your sightseeing on the 3rd (Tue) early enough to go by car to Rome.

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.

You'll discover tucked-away gems like Villa d'Este and Church of St. Louis of the French. Visit Colosseum and Piazza Navona for their historical value. Change things up with a short trip to Villa Adriana in Tivoli (about 36 minutes away). Next up on the itinerary: pause for some serene contemplation at Arcibasilica di San Giovanni in Laterano, admire the masterpieces at Vatican Museums, steep yourself in history at Roman Forum, and make a trip to St. Peter's Basilica.

To find more things to do, photos, and more tourist information, read our Rome tour builder website.

Getting from Ravello to Rome by car takes about 3.5 hours. Other options: do a combination of taxi and train; or take a bus. Traveling from Ravello in October, expect slightly colder with lows of 15°C in Rome. Finish your sightseeing early on the 8th (Sun) so you can drive to Assisi.

Rich in culture and religious tradition, Assisi is known as the birthplace of St.

Satisfy your inner culture vulture at Duomo di Orvieto and Cattedrale di Santa Maria Assunta Spoleto. Get some historical perspective at Civita di Bagnoregio and Pozzo di San Patrizio. There's still lots to do: pause for some serene contemplation at Basilica di Santa Maria degli Angeli - Porziuncola, take in the spiritual surroundings of Cripta di San Francesco, steep yourself in history at Basilica di Santa Chiara, and learn about winemaking at Azienda Agraria Saio.

For traveler tips, more things to do, maps, and more tourist information, you can read our Assisi trip builder site.

Drive from Rome to Assisi in 2.5 hours. Alternatively, you can take a train; or take a bus. In October, plan for daily highs up to 24°C, and evening lows to 12°C. Finish your sightseeing early on the 12th (Thu) to allow enough time to drive to Siena.

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.

Get a sense of the local culture at Historic Centre of San Gimignano and Walls of Monteriggioni. Get some historical perspective at Abbazia di San Galgano and Castello di Monteriggioni. Venture out of the city with trips to San Gimignano (Duomo di San Gimignano, Piazza della Cisterna, &more) and Fattoria Casa Sola (in Barberino Val d'Elsa). There's lots more to do: enjoy breathtaking views from Torre del Mangia, don't miss a visit to Centro Storico di Siena, gain insight at Scuola di Cucina di Lella, and pause for some serene contemplation at Duomo di Siena.

To find traveler tips, reviews, ratings, and other tourist information, refer to the Siena trip planning website.

Getting from Assisi to Siena by car takes about 2 hours. Other options: take a bus; or take a train. In October in Siena, expect temperatures between 26°C during the day and 15°C at night. Wrap up your sightseeing on the 16th (Mon) to allow time to travel to Portoferraio.

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 17th (Tue): enjoy the sand and surf at La Crocetta, tour the pleasant surroundings at Spiaggia di Cavoli, then kick back and relax at Spiaggia Di Sansone, and finally tour the pleasant surroundings at Spiaggia di Capo Bianco.

To find photos, traveler tips, more things to do, and tourist information, use the Portoferraio trip tool.

Getting from Siena to Portoferraio by combination of taxi and ferry takes about 3.5 hours. Other options: do a combination of train and ferry; or do a combination of bus, train, and ferry. Traveling from Siena in October, you will find days in Portoferraio are little chillier (22°C), and nights are about the same (17°C). Wrap up your sightseeing on the 17th (Tue) early enough to travel to Florence.

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.

Visit Cathedral of Santa Maria del Fiore and Basilica San Miniato al Monte for their historical value. Your cultural itinerary includes sights like Piazzale Michelangelo and Portovenere. Change things up with these side-trips from Florence: Montecatini Alto (in Montecatini Alto), Pisa (Knights’ Square, Duomo di Pisa, &more) and St Martin Cathedral (in Lucca). There's still lots to do: admire the masterpieces at Florence Academy of Fine Arts, contemplate in the serene atmosphere at The Baptistery of St. John, see the interesting displays at Pitti Palace, and get to know the fascinating history of Piazza del Duomo.

To see reviews, more things to do, maps, and other tourist information, use the Florence route builder website.

Traveling by combination of ferry and car from Portoferraio to Florence takes 4 hours. Alternatively, you can do a combination of ferry and train. In October, daily temperatures in Florence can reach 25°C, while at night they dip to 14°C. Cap off your sightseeing on the 22nd (Sun) early enough to catch the train to Verona.

The famous setting for Shakespeare's star-crossed lovers, Romeo and Juliet, Verona is one of northern Italy's main tourist destinations, largely owing to its incredibly rich artistic heritage.

Get some cultural insight at Castello Scaligero and Basilica di San Zeno Maggiore. Deepen your sense of the past at sights like Borghetto sul Mincio and Grotte di Catullo. Explore the numerous day-trip ideas around Verona: Spa Termale Aquaria (in Sirmione), Malcesine (Mountbaldo & Scaliger Castle in Malcesine) and Santuario Basilica Madonna della Corona (in Ferrara di Monte Baldo). And it doesn't end there: explore the world behind art at Palazzo Te, make a trip to Torre dei Lamberti, explore the historical opulence of Museo di Castelvecchio, and take in the architecture and atmosphere at Basilica di Santa Anastasia.

To find ratings, traveler tips, other places to visit, and other tourist information, refer to the Verona trip planner.

Take a train from Florence to Verona in 2.5 hours. Alternatively, you can drive. Traveling from Florence in October, you will find days in Verona are little chillier (22°C), and nights are about the same (11°C). Wrap up your sightseeing on the 27th (Fri) to allow time to drive to Venice.

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.

Get some cultural insight at Piazza San Marco and Doge's Palace. Discover out-of-the-way places like Scrovegni Chapel and Food Tours. Get out of town with these interesting Venice side-trips: Padua (Chiesa degli Eremitani - World Heritage Site & Padua Botanical Garden - World Heritage Site) and PDC Cartizze (in Valdobbiadene). There's still lots to do: visit Cannaregio, admire the landmark architecture of Basilica di San Marco, get to know the fascinating history of Campo del Ghetto, and contemplate in the serene atmosphere at Scuola Grande di San Rocco.

To find traveler tips, other places to visit, ratings, and tourist information, read Venice online trip maker.

Traveling by car from Verona to Venice takes 1.5 hours. Alternatively, you can take a shuttle; or take a train. In October in Venice, expect temperatures between 22°C during the day and 12°C at night. Wrap up your sightseeing on the 1st (Wed) early enough to fly back home.