FAQs

What’s the best time of year to visit Italy ?

Italy offers incredible experiences year-round, but spring (April–June) and fall (September–October) are ideal for pleasant weather, fewer crowds, and seasonal food and wine events.

How far in advance should I start planning my trip?

We recommend starting the planning process 6–12 months in advance to ensure access to the most exclusive accommodations, guides, and experiences—especially during peak travel seasons.

Do you handle everything—flights, accommodations, tours, and transportation?

Yes. We take care of all the logistics: accommodations, private transfers, curated experiences, expert guides, and more. While we can advise on flights, clients typically book airfare separately.

What’s the difference between a custom itinerary and a small group tour?

Custom itineraries are private and designed around your preferences, dates, and pace. Small group tours follow a set itinerary with 6-20 like-minded travelers and include exclusive experiences.

What makes Viaggi di Gusto trips different from other Italy tour operators?

Founder and owner Cathy Fleming lived in Italy as a young adult. She has a great understanding and appreciation of the culture and the people of Italy.

With over 20 years of experience designing custom travel to Italy, Cathy brings unmatched expertise, deep local knowledge, and long-standing relationships across the country. Unlike generic travel agencies, we focus exclusively on Italy and curate every trip with insider access to the most authentic experiences, hidden gems, and trusted local partners. Our clients benefit from a level of personalization, attention to detail, and cultural immersion that only comes from decades of firsthand exploration and professional connection. When you work with us, you're not just booking a trip—you’re gaining a dedicated expert who knows Italy intimately and will craft a seamless, unforgettable journey tailored entirely to you.

Four people smiling and posing together in a kitchen. They are wearing red aprons, and there is a bottle on the table in front of them. The background shows pots on the wall, a brick wall, and kitchen utensils.

How much does a custom trip to Italy typically cost?

Prices vary based on length, season, and level of customization, but most of our clients spend between $5,000-$7,500 per person for a fully curated experience.

Do I need to speak Italian or will English be enough?

English is widely spoken in the hospitality industry. We also provide bilingual guides and local hosts to ensure a smooth, enjoyable experience throughout your trip.

What regions in Italy do you recommend for first-time vs. seasoned travelers?

First-time travelers often love the classics: Rome, Florence, Venice, and Tuscany. For returning visitors, we suggest off-the-beaten-path gems like Puglia, Umbria, or Sardinia.

Is travel insurance required or recommended for your trips?

We strongly recommend travel insurance to protect your investment against unexpected cancellations, medical issues, or travel delays. We’re happy to suggest trusted providers.

How physically demanding are your trips? Are they suitable for older travelers?

Our trips are thoughtfully designed and can be adapted to your comfort level. We offer moderate-paced itineraries and private transportation to accommodate all ages and abilities.