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

A large terracotta-tiled dome and an ornate bell tower stand against a blue sky with white clouds, viewed over a stone ledge.
From$ 3,014

A high-angle, panoramic view of a coastal town and causeway surrounded by turquoise sea, seen from a stone fortification.
From$ 2,318

A gondolier in a straw hat steers a gondola down a narrow canal between brick buildings, with a stone bridge in the background.
From$ 845

A wave splashes against the rocks of a sandy cove with turquoise water under a bright blue sky.
From$ 1,912

A sunlit canal with moored boats runs alongside a walkway with people and brightly colored buildings.
From$ 2,666

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Discover our travel guides to Italy

The best beaches in Italy

Ligurian coves, Sardinian granite and black sand under Etna: we've lined up the Italian beaches worth the detour, so all you do is pick one.

Things to do in Sardinia

From turquoise coves to bronze-age nuraghi to roads with nobody on them: here's how to fill a week in Sardinia that isn't only beach days.

Sicilian food: what to eat

Arancini eaten standing up, cannoli filled to order, markets that shout: we'll take you through the Sicilian dishes worth planning around.

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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