57 days in Italy Itinerary

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

Step off the beaten path and head to Centro Storico di Siena and Piazza della Cisterna. You'll find plenty of places to visit near Florence: Lucca (San Michele in Foro & Torre Guinigi), Cantina Antinori (in San Casciano in Val di Pesa) and Historic Centre of San Gimignano (in San Gimignano). Dedicate the 19th (Wed) to wine at some of the top wineries in the area. The adventure continues: explore the world behind art at Florence Academy of Fine Arts, take in the spiritual surroundings of Duomo di Pisa, enjoy breathtaking views from Leaning Tower of Pisa, and don't miss a visit to Piazzale Michelangelo.

To see maps, reviews, more things to do, and other tourist information, you can read our Florence road trip planner.

Vienna, Austria to Florence is an approximately 4.5-hour flight. You can also drive; or take a train. Traveling from Vienna in October, expect Florence to be somewhat warmer, temps between 25°C and 14°C. Finish your sightseeing early on the 20th (Thu) to allow enough time to drive to Cinque Terre.

Made up of five picturesque towns on the Ligurian coast, Cinque Terre is Italy's answer to the French Riviera.

Discover out-of-the-way places like Footpath Monterosso - Vernazza and Parco Nazionale Cinque Terre. Step out of the city life by going to Baia del Silenzio and 5 Terre Pelagos Boat Tours. Get out of town with these interesting Cinque Terre side-trips: Hike the Punta Manara (in Sestri Levante), Genoa (Via Giuseppe Garibaldi, Boccadasse, &more) and Parco Naturale Regionale di Porto Venere (in La Spezia). And it doesn't end there: pause for some serene contemplation at San Pietro Church, stroll through Trail 531 Riomaggiore to Manarola, get into the urban bustle at Vernazza, and visit Portovenere.

To see traveler tips, maps, ratings, and more tourist information, use the Cinque Terre journey planner.

You can drive from Florence to Cinque Terre in 2.5 hours. Alternatively, you can take a train. In October, plan for daily highs up to 25°C, and evening lows to 14°C. Finish your sightseeing early on the 25th (Tue) so you can travel to La Maddalena.

On the 26th (Wed), explore the striking landscape of Parco Nazionale dell'Arcipelago di La Maddalena. On the 27th (Thu), you'll have a packed day of sightseeing: enjoy the sand and surf at Spiaggia di Talmone and then take a tour by water with Boat Tours & Water Sports.

To see reviews, where to stay, more things to do, and more tourist information, refer to the La Maddalena route builder app.

Getting from Cinque Terre to La Maddalena by combination of flight, bus, and ferry takes about 5 hours. Other options: do a combination of train, bus, ferry, and taxi; or do a combination of train, ferry, and bus. Cap off your sightseeing on the 27th (Thu) early enough to travel 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.

You'll discover tucked-away gems like Cala Goloritzè and Lu Impostu Beach. We've included these beaches for you: Spiaggia La Cinta and Oasi Biderosa. Get out of town with these interesting San Teodoro side-trips: Cala Gonone (Grotta del Bue Marino & Cala Fuili Beach), Baunei (Spiaggia di Cala Luna & Cala dei Gabbiani) and Siniscola (Spiaggia di Capo Comino & Spiaggia Berchida). There's still lots to do: see majestic marine mammals with a dolphin and whale watching tour, explore the fascinating underground world of Grotta di Ispinigoli, stroll through Spiaggia Pittulongu - La Playa, and kick back and relax at Spiaggia Bianca.

You can plan San Teodoro trip in no time by asking Klarna Trips to help create your itinerary.

You can do a combination of ferry and bus from La Maddalena to San Teodoro in 2.5 hours. In October, daily temperatures in San Teodoro can reach 28°C, while at night they dip to 15°C. Cap off your sightseeing on the 3rd (Thu) early enough to go by car to Alghero.

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 Scuba & Snorkeling and Spiaggia di Maria Pia. Visit Spiaggia di Is Arutas and La Pelosa Beach for some beach relaxation. Change things up with these side-trips from Alghero: Barbarighinu (in Scano di Montiferro), Centro Storico (in Bosa) and Area archeologica di Tharros (in Cabras). Next up on the itinerary: take in the dramatic natural features at Capo Caccia, tour the pleasant surroundings at Spiaggia Mugoni, ride a horse along Asd Centro Ippico New Farm, and do a tasting at Azienda Agricola Leda' d'Ittiri.

For reviews, more things to do, where to stay, and tourist information, read our Alghero online trip itinerary planner.

Getting from San Teodoro to Alghero by car takes about 2.5 hours. Other options: do a combination of bus and train; or take a bus. In November, daily temperatures in Alghero can reach 22°C, while at night they dip to 10°C. Finish up your sightseeing early on the 8th (Tue) so you can go by car to Villasimius.

Take a break from the city and head to Porto Giunco and Spiaggia di Mari Pintau. Eschew the tourist crowds and head to Spiaggia di Punta Molentis and Spiaggia di Solanas. Get out of town with these interesting Villasimius side-trips: Centro Immersioni Sardegna (in Muravera) and Matteo Casula Guida Ambientale Escursionistica (in Maracalagonis).

To see photos, more things to do, other places to visit, and more tourist information, use the Villasimius trip itinerary tool.

Drive from Alghero to Villasimius in 4 hours. Alternatively, you can do a combination of train and bus; or take a bus. Expect a daytime high around 22°C in November, and nighttime lows around 11°C. Wrap up your sightseeing on the 11th (Fri) to allow time to fly to Catania.

The landscape surrounding Catania, a medieval city on Sicily's eastern coast, is dominated by Mount Etna, the tallest active volcano in Europe.

You'll discover tucked-away gems like Etna Donkey Trekking and Villa Comunale. Take a break from the city and head to Scuba & Snorkeling and Ear of Dionysius (Orecchio di Dionisio). Venture out of the city with trips to Syracuse (Ortigia, Duomo di Siracusa, &more), Villa Romana del Casale (in Piazza Armerina) and Taormina (Isola Bella, Piazza IX Aprile, &more). There's lots more to do: see Off-Road Tours, appreciate the extensive heritage of Centro Storico, take your sightseeing to a higher altitude at Monti Sartorius, and don't miss a visit to Piazza del Duomo.

To find reviews, more things to do, and tourist information, refer to the Catania trip itinerary maker tool.

Getting from Villasimius to Catania by flight takes about 3 hours. Other options: do a combination of bus and ferry; or do a combination of bus, ferry, and train. Wrap up your sightseeing on the 17th (Thu) to allow time to fly to Rome.

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

Explore hidden gems such as Catacombs of Saint Callixtus and Basilica Papale San Paolo fuori le Mura. Next up on the itinerary: explore the ancient world of Pantheon, admire the local landmark of Trevi Fountain, contemplate the long history of Colosseum, and make a trip to St. Peter's Basilica.

Discover how to plan a Rome trip in just a few steps with Klarna Trips's itinerary builder.

Getting from Catania to Rome by flight takes about 3 hours. Other options: do a combination of train and ferry; or do a combination of car and ferry. Expect a daytime high around 20°C in November, and nighttime lows around 9°C. Finish up your sightseeing early on the 24th (Thu) so you can travel to Anacapri.

Anacapri is a comune on the island of Capri, in the Metropolitan City of Naples, Italy. Start off your visit on the 25th (Fri): Head underground at Blue Grotto, stroll through Fortini Coastal Walk, take an in-depth tour of Villa San Michele, then don't miss a visit to Giardini di Augusto, then explore the striking landscape at I Faraglioni, and finally take a memorable drive along Via Krupp. On the 26th (Sat), you'll have a packed day of sightseeing: take your sightseeing to a higher altitude at Monte Solaro, explore the activities along Marina Piccola, take in the spiritual surroundings of Santa Maria a Cetrella, then Head underground at White Grotta, and finally enjoy the sand and surf at Marina Grande Public Beach.

For where to stay, other places to visit, reviews, and other tourist information, read Anacapri planner.

Traveling by combination of train and ferry from Rome to Anacapri takes 4 hours. Alternatively, you can do a combination of car and ferry; or do a combination of bus and ferry. Traveling from Rome in November, you can expect nighttime temperatures to be a bit warmer in Anacapri, with lows of 15°C. Finish your sightseeing early on the 26th (Sat) so you can ride a ferry to Positano.

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.

Visiting Walk of the Gods and Valle delle Ferriere will get you outdoors. You'll enjoy a bit of beach vacationing at Fornillo and Spiaggia Grande. Explore the numerous day-trip ideas around Positano: Massa Lubrense (La Masseria Farm Experience, Baia di Ieranto, &more), Sorrento (Cattedrale di Sorrento, La Solara, &more) and Ravello (Villa Cimbrone Gardens, Ravello-Minori Walk, &more). On the 1st (Thu), spend a thrilling day on the water with a speed boat tour. There's lots more to do: get great views at Il Sentiero Degli Dei, look for gifts at Ceramica Assunta, get a dose of the wild on Le Ali nel Vento - Birds of Prey Experience, and ponder the design of Fontana sant'Andrea.

For traveler tips, more things to do, ratings, and tourist information, read our Positano trip maker.

Getting from Anacapri to Positano by ferry takes about 1.5 hours. Other options: do a combination of ferry and taxi; or do a combination of ferry and bus. November in Positano sees daily highs of 20°C and lows of 15°C at night. Cap off your sightseeing on the 3rd (Sat) early enough to catch the flight 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.

Eschew the tourist crowds and head to Dorsoduro and Laguna Veneta. Step out of the city life by going to Canal Grande and Diga Sottomarina. You'll find plenty of places to visit near Venice: Vajont Dam (in Erto e Casso), I Buranelli (in Treviso) and Grotte del Caglieron (in Fregona). There's lots more to do: admire the landmark architecture of Basilica di San Marco, make a trip to Prato della Valle, appreciate the extensive heritage of Piazza San Marco, and snap pictures at Ponte dell'Accademia.

For maps, photos, traveler tips, and tourist information, read Venice trip planner.

Traveling by flight from Positano to Venice takes 3 hours. Alternatively, you can drive; or do a combination of bus and train. Expect a bit cooler temperatures when traveling from Positano in December; daily highs in Venice reach 11°C and lows reach 1°C. Finish your sightseeing early on the 9th (Fri) so you can fly back home.