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Group trips to Italy

Italy packs ancient ruins, Renaissance art, and unmissable food into a country that never repeats itself. Rome's Colosseum, the jagged Dolomites, Sicily's sun-baked coast: pick a direction and the scenery flips completely. Ready to choose yours? Browse all of WeRoad's Italy itineraries and find your route.

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A coastal town with colorful buildings built into a steep cliffside, featuring a stone arched bridge over the blue sea.
From$ 718
$ 752
-4%

A wooden boathouse on stilts and rowboats on a calm lake, with snow-capped mountains reflected in the water.
From$ 1,263
$ 1,332
-5%

A gondolier in a straw hat steers a gondola down a narrow canal between brick buildings, with a stone bridge in the background.
From$ 810

A snow-covered mountain peak is illuminated by the orange light of sunrise under a clear sky, with dark forested slopes below.
From$ 1,147
$ 1,216
-5%

A wave splashes against the rocks of a sandy cove with turquoise water under a bright blue sky.
From$ 1,506

A large, ancient stone amphitheater stands under a teal sky filled with wispy clouds, with a crowd of people gathered in front.
From$ 428
$ 462
-7%

An ornate white marble fountain in a city square on a sunny day, with a souvenir stall on the cobblestone foreground.
From$ 1,484
$ 1,599
-7%

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Central Italy is where many travelers look for hill towns, vineyards, and slower days, especially in Tuscany and Umbria.
Shorter trips usually focus on one area, while longer journeys combine big cities with regional stops, including rail routes linking Florence, Cinque Terre, Rome, and Naples.

 

Italy has excellent rail connections, but older city centers also mean cobblestones and a lot of walking, so comfortable shoes matter.
Italian cuisine is deeply local: pizza in Naples, risotto in the north, and pasta styles that shift by region.
Spring and early fall are often the most balanced times to visit, with April to May and September to October especially popular, while July and August bring higher temperatures and heavier crowds on a group tour.

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