Italy

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Country overview

Italy is the trip we plan most — and the one travelers come back from changed. Vince has been visiting family there since the 1970s, which is why an Italy trip designed by our team feels like one a friend planned, not a tour operator pulled from a catalog. Custom routes through Rome, the Tuscan countryside, Umbria, the Lakes, Sicily, and the Amalfi Coast — every region, every season.

We book hand-picked hotels and agriturismi, private drivers between cities, and small-group tastings led by people we've worked with for years. The kind of access you don't find on Booking.com — Vatican tours before public hours, vineyard dinners at properties closed to walk-ins, cooking classes in family kitchens.

  • Private Vatican tour before public hours
  • Tuscan farmhouse stay with hands-on cooking class
  • Boat day along the Amalfi Coast — Capri, Positano, Ravello
  • Wine tastings in Montepulciano, Chianti, or Brunello
  • Local guide in every city, never a bus tour

Italy is built from scratch every time. Tell us the food, the art, the slow afternoons you're hoping for — we'll design around it. Most clients who book Italy with us book a second trip within three years.

10 Days – 12 Meals
Italy
Europe
$ 4,599.00 USD
$ 3,299.00 USD
Offer price per person

You can make a booking online through our website, by calling our customer service number.

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