The main tourist cities in Italy are fairly crowded all year (especially Venice), but the peak tourist season is from the beginning of June through early August. Almost every town organizes parades and processions, often in historical costume. Will check out your site for hotel recommendations. It’s both a great trip and doesn’t allow for much time for anything else. Sicily should be a trip on its own. Three tips: 1. Spring, summer, and autumn are heralded as the best times to visit Italy. As a first time traveler to Italy, should we book a tour or try and book everything on our own? It's also quite warm during those months, so really the best weather for sightseeing is in April, May, September, and October. If you want to see snowy mountains in the Dolomites or go skiing, obviously you’ll want to go in the winter. Christmas markets brighten the cities and towns in December, while February erupts with Carnival. The best time to visit Italy is during spring (March-May) and autumn (September-November), when the temperatures are comfortable and there are fewer crowds. The best times to go to Sicily are late spring and early fall. Additional Carnival celebrations take place throughout the country, with famous festivities in the Sicilian town of Arcireale, Viareggio on the Tuscany coast and Ivrea in Piedmont, where the annual Battle of the Oranges marks the beginning of Lent. Rome, Florence, Venice. Unpredictable weather makes March the ideal time for city breaks, with indoor museums a popular choice on rainy days. At this time, the temperatures are mild and pleasant, while the sea waters are warm and calm, providing clear visibility. Be sure to check the dates before planning your trip if you hope to attend, or want to avoid a spike in visitors. Rooftops of Palermo, Sicily. Summer weather brings the best of Italy to life while the biggest tourist crowds will come later in the summer: in July or August. It takes a bit more effort but worth it for the trip you get. Good luck, sounds like a lot of fun. You won’t have to battle tons of crowds and high prices when visiting Italy during this time. If rolling fields the colour of crimson, lime and yellow, full of wild flowers make you smile, then the best time to visit Italy is in the spring. Planning a trip for 30th wedding anniversary to Italy early to mid-May, have 10 – 14 days flexible. Classical music fans should travel to Verona, which hosts its Opera Festival in the spectacular ancient arena. Florence holds its annual Scoppio del Carro, where a cart filled with fireworks explodes in front of the Duomo and a spectacular parade marches through the city. In the focal point of Rome, the Pope undertakes the Stations of the Cross at the Colosseum on Good Friday, as well as his traditional Mass on Easter Sunday. Late spring and early fall are the best times of the year to go to Sicily. As the coldest month of the year in Italy, January is the perfect time to look for bargains on flights and accommodations. Naples does not have direct flights with the USA so you will need to do Rome-Naples in both direction. August 20th to November 4th. The Giro d’Italia (Italy’s annual bike race) travels across the country for a three-week period. Tuscany in summer | © pixabay https://pixabay.com/it/tuscany-paesaggio-cipresso-1707192/, © pixabay https://pixabay.com/it/marmolada-dolomiti-veneto-belluno-1815406/, © pixabay https://pixabay.com/it/venezia-italia-carnevale-maschera-1251378/, © pixabay https://pixabay.com/it/campidoglio-piazza-roma-classico-1156731/, © pixabay https://pixabay.com/it/pasqua-firenze-toscana-692667/, © David.78/wikicommons https://commons.wikimedia.org/wiki/File:16_may_2012_giro_d_italia_Peloton.jpg, © Lorenzo Noccioli/wikicommons https://it.wikipedia.org/wiki/File:Calcio_Storico_partita_1.JPG, © pixabay https://pixabay.com/it/gare-cavallo-terra-di-siena-palio-1606175/, © pixabay https://pixabay.com/it/san-nicola-arcella-mare-calabria-1979120/, © wikicommons https://commons.wikimedia.org/wiki/File:Venezia_-_Regata_Storica_-_Corteo_05.jpg, © Kent Wang/Wikicommons https://commons.wikimedia.org/wiki/File:White_truffles_from_Alba.jpg, © pixabay https://pixabay.com/it/ulivo-olio-toscana-marche-campagna-2092564/, © angelocesare/Flickr https://www.flickr.com/photos/angelocesare/2133002142/in/photolist-4fuce1-edKXia-7uWxF7-edS3m3-edLApk-pX8cfq-edSBGu-7o13YL-7pn9NZ-4fjA6B-tPPxL-edSvmA-4bPtm1-edKy8R-edRHzS-7nW8MF-edKZnt-edKnsB-edRSEb-4cfGqu-edLmBH-edRM8f-7oDaQr-edM5Gg-edM76M-7o14u7-uj1VN-qiGBN7-edRDod-7wuT2-4jofYp-5M8Zj8-ibERaV-edLsPt-7o12Y9-edRmvA-4fcCUA-7ozdj9-5LFe2H-edLfMr-943LHb-edKAWP-7q3Btz-edS7fj-edSng5-7pVFPf-edM4u6-5QWV2D-7zeX6-edLaJg. The streets, beaches, and attractions won’t be as jam-packed as they will in the summer and temperatures are typically pleasant, in the low to mid-20s °C. Sicily would be great too if possible. The age-old Italian saying — “Marzo pazzerello guarda il sole e prendi l’ombrello” (“Crazy March, look at the sun and take an umbrella”) — gives an idea of the variable weather throughout the boot during the winter-to-spring transition. Best Time to Travel to Italy’s Popular Cities. Getyourguide.com is a good place to find quality tours. Hello, planning a trip to Italy in late March. You’ll get the cheapest rates on Trenitalia.com. From the 7th December. The best time for a trip to Italy is spring (April-May) and fall (September-October). This is the time that temperatures are comfortable and you are likely to experience fewer crowds. Crowds aside, these months combine the convenience of peak season with pleasant weather. 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