At Italy Beyond the Obvious, we’ve been creating custom itineraries for independent travelers for over a decade. In order to give the best advice to our travelers, we start by asking a few questions. But during our five-step trip planning process, we also answer many Italy trip questions that clients have for us about their trip specifically and Italy travel in general.
Below are the top 10 most common Italy trip questions we receive in each of six categories, listed in no particular order. Please note that these are only the questions, not the answers. The answers to these questions vary based on the traveler: their interests, priorities, travel companions, budget, time of year, energy levels, specific Italy destination, and more. There are a couple of exceptions; for those, I’ve included the answers below.
Italy trip questions: overall itinerary
Where should I go and what should I do?
How long should I stay in each place?
Would I enjoy X more or Y more? (Amalfi Coast vs Cinque Terre; Lake Como vs. Lake Garda; Sicily vs. anywhere; etc.)
I’ve heard that X is a great off-the-beaten-path destination, is that true?
How much can I realistically do in X number of days?
Is my budget okay given what I want to see and do?
What itinerary would work best for the ages and interests of our specific group?
What’s are some great off-the-beaten-path destinations in high season?
When is the best time of year to go to Italy, given X? (weather, crowds, specific activity I want to do, etc)
Here’s the list of things I want to see and do – can I do all of this in the amount of time I have?
Italy trip questions: accommodations
What should I budget for a hotel in Rome / Florence / Venice?
Would a villa in the countryside work for my trip?
What do I need to know about staying in an apartment in Italy?
What’s the best type of accommodation for families?
Can you book me an Airbnb?
Can you book me a room with a sitting area / a view / a balcony?
Do the rates include breakfast and taxes?
How good is the Wi-Fi at my hotel / B&B / etc and is it free?
Can we book a family room / interconnecting rooms?
Can we book a room for X number of people but have additional people crash on the floor [answer: no]
Italy trip questions: guides, tours, and activities
Do I need skip the line tickets, and if so, can you buy them for us?
Is it worth it to have a private guide?
Can we do a hike with the following criteria? [location, distance, difficulty, amount of shade, views]
Can we do a bike ride with the following criteria? [see above]
How much does X activity cost?
Which activities can we do on our own and which are best with a tour or guide?
Should I bring power adapters to plug things in? [answer: yes]
Is travel insurance necessary?
Do people speak English, or will I need a phrasebook?
Do you have questions about your trip to Italy that aren’t covered here? Learn more about our trip planning services, where we aim to answer all our clients’ queries about how to make their trip to Italy unforgettable!