• Climbing Italy's Volcanoes
  • A gorgeous hike!
  • Welcome
  • A true home cooked meal: Home Food
  • View from Fontanafredda winery trail
  • Roof detail of Milan's Duomo
  • Agrigento
  • How to drive like an Italian
  • Val D'Orcia
  • View from Sirmione, Lake Garda

Welcome! If you’re looking for an Italy trip planner, Italy tour guide, or travel consulting, start with our Travel Philosophy, see details about our three types of Italy planning services, read a sample itinerary, and don’t forget about testimonials from deliriously happy clients. Or, use the information in the blog section to plan your own trip. We’d love to be your Italy trip planner and set you up with fantastic Italy tour guides and create your unique and fantastic trip! If you have questions please contact madeline@italybeyondtheobvious.com.

Let me plan your trip to Italy or coach you to do it.

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Recent Posts

Milan fashion: Alta Moda tour with Context Travel

Milan fashion: Alta Moda tour with Context Travel

We met our guide Sarah of Context Travel for the 3 hour private look at Milan Fashion, the Alta Moda walk. Our meeting point was – logically – in front of the Armani Cafe, in Milan’s fashion district, the Quadrilatero D’Oro. Milan fashion history: Palazzo Morando Our tour started with a visit to nearby Palazzo Morando, a fashion museum…

Tipping in Italy

Tipping in Italy

Virtually every Italy Beyond the Obvious client has at one point asked for advice about tipping in Italy.  They want to know: Whom do I tip, and how much? This is usually how the conversation starts. The short answer is that tips are not necessary, but if you are happy with a service, you can tip…


“Madeline was a joy to work with as she helped us plan an outstanding 10-year anniversary trip to Italy.” > Read more testimonials

“We loved, loved, loved our trip and I never could have come up with our itinerary based on internet searches and guidebooks” > Read more testimonials

“I highly recommend hiring Beyond the Obvious for your next trip to Italy. Madeline is not only a delight to work with, but she is detail oriented, thorough and prepares you for a one of a kind Italian adventure.”  > Read more testimonials

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