Italy Beyond the Obvious

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Looking for a ski safari across the Dolomites? This might just entice you.
10/15/2026

Looking for a ski safari across the Dolomites? This might just entice you.

This is what it’s like to do a six-day, on-piste ski tour in the Dolomites, exploring eight regions, staying in historic rifugi.

It is definitely quieter but visiting October through April is a totally different vibe and one that we highly recommend...
10/15/2026

It is definitely quieter but visiting October through April is a totally different vibe and one that we highly recommend. The locals aren’t frazzled. You get that coveted reservation. The sun isn’t burning through your skin. Summer survival mode is decidedly off and Italy has taken a deep breath and settled into the autumn rhythm.
Here, we break down what each period could look like and what you might expect below 👉🏼

Italy’s countryside turns milk chocolate, crimson, burnt orange, and gold. The weather, a welcome respite after a long summer, is delightful and easily managed. The crowds begin to thin, and the country’s agricultural soul comes into play, giving you its very best. Grape harvest begins, porcini and other mushrooms sprout, truffles are ready for the taking, the aroma of roasted chestnuts permeate town squares, and freshly pressed olive oil in an electric green hue makes its way onto tables across the country. It’s a season when Italy feels especially connected to the land – and when you too can experience that connection.

A festive spirit takes over the entire country, starting December 1st. Cities across the boot sparkle with decorations and markets with homemade ornaments and more. Bakeries fill their shelves with seasonal treats, such as Panettone or Pan D’Oro, and snow-covered mountains draw skiers looking for alternatives to Aspen or Chamonix or a place to experience Italy’s New Year traditions – the south for loud parties and late nights or the north for mulled w**e and hot cocoa by a crackling fire.

We get it. You fly across the ocean and you want to make sure you don’t miss out on each and every Roman ruin, 2,000-year-old relic, Renaissance masterpiece, and picturesque hilltop art town that ever existed. Well, late January through March is the absolute sweet spot, when you may very well get a (fleeting) moment alone with Botticelli’s The Birth of Venus or Michelangelo’s Pietà. We may not recommend you visit the deep countryside of Tuscany (when the local shopkeepers and restauranteurs may close for vacation!) or the Amalfi Coast (No windy boat rides for us!) at this time, but the big cities – and many smaller – are truly fantastic,

Italy, but make it romantic.Forget Venice. Try Orta San Giulio 🇮🇹Orta San Giulio is a tiny lakeside village in Piedmont,...
10/12/2026

Italy, but make it romantic.
Forget Venice. Try Orta San Giulio 🇮🇹

Orta San Giulio is a tiny lakeside village in Piedmont, with cobbled streets, elegant old buildings, mountain views and the little island of San Giulio sitting just across the water. Who would you love to take here?

10/12/2026

Sunset evenings on the Ponte Vecchio 🌞

New builds are simply not possible in a floating city, but what already exists can be reimagined, and the results do not...
10/08/2026

New builds are simply not possible in a floating city, but what already exists can be reimagined, and the results do not disappoint.

At three ambitious new hotels in reimagined buildings in Venice, marble tables come through windows, furnishings are wheeled in from docks, and centuries-old frescoes are painstakingly brought back to life.

Italy but make it romantic 🇮🇹 Could be a hard sell to tell you to forget Venice BUT here us out. Orta San Giulio is a ti...
10/05/2026

Italy but make it romantic 🇮🇹
Could be a hard sell to tell you to forget Venice BUT here us out. Orta San Giulio is a tiny lakeside village in Piedmont, with cobbled streets, elegant old buildings, mountain views and the little island of San Giulio sitting just across the water.
Tag someone you love to take here đź©·

The Italian food debate: what belongs on pizza?
10/04/2026

The Italian food debate: what belongs on pizza?

Shoulder season is still a thing and it makes for a wonderful time to visit!
10/01/2026

Shoulder season is still a thing and it makes for a wonderful time to visit!

It was once thought that you’d get Italy all to yourself if you traveled October to April and while that is no longer the case, we still think it is hands It was once thought that you’d get Italy all to yourself if you traveled October to April and while that is no longer the case, we offer that...

From Italian holiday essentials to food dos and don’ts, here are 100 insider tips from our experts to help you experienc...
09/28/2026

From Italian holiday essentials to food dos and don’ts, here are 100 insider tips from our experts to help you experience Italy like a local.

An Italy expert who has been planning bucket list vacations for travelers for over a decade shares her top 100 Italy travel tips.

Monopoli, Puglia. A walled old town with whitewashed stone buildings and charming historic piazzas Orvieto, Umbria. A dr...
09/27/2026

Monopoli, Puglia. A walled old town with whitewashed stone buildings and charming historic piazzas

Orvieto, Umbria. A dramatic cliffside medieval city built high atop a massive volcanic tuff stone.

Ravello, Campania. A peaceful, upscale hilltop village on Italy’s Amalfi Coast.

Castelmezzano, Basilicata. Located in the Lucanian Dolomites of Basilicata, this town remains one of the region’s treasures.

Cefalu, Sicily. A stunning medieval coastal town on the northern coast of Sicily, its picturesque landscape makes it one of the prettiest spots on the island.

Pienza, Tuscany. Famed as the “ideal city” of the Renaissance, and a UNESCO World Heritage Site, Pienza offers tranquility and heritage.

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