Wine is Food: A Journey Through Italy
This month, I’d love to share more about the group trip to Italy that I recently organized and hosted. It was my first hosted group trip — 17 travelers in all — and for most of us (myself included), it was our very first time in Italy. We covered a lot of ground in 11 days, traveling from Naples to Florence, and every moment was incredible.
Day 1 – Arriving in Naples
Our adventure began in Naples, a city buzzing with energy and history. We spent one night here to get our bearings before heading toward the Amalfi Coast.
Hot Tip: Driving in Naples is unlike anywhere else — stoplights and signs seem to be suggestions rather than rules! Be cautious crossing the street. We enjoyed a wonderful lunch at Ostaria Pignatelli, a great local spot to kick off our Italian journey.
Pompeii
Day 2 – Pompeii and Sorrento
After breakfast, we departed Naples and made our way to Sorrento, stopping for a fascinating guided tour of Pompeii along the way. Walking through the ruins felt like stepping back in time — eerie, impressive, and humbling all at once. It’s a must-see.
That evening, we checked into the Grand Hotel Royal Sorrento, a five-star property perched above the sea. The views were spectacular — dramatic cliffs, deep blue water, and the sound of waves below our balconies. The elegant lobby, spacious rooms, and exceptional service made this hotel a group favorite. Its central location also made it easy to walk to the main square and nearby restaurants.
Amalfi Coast
Day 3 – The Amalfi Coast
Three vans arrived to take us along the Amalfi Coast, one of the world’s most scenic drives. We visited Ravello, high above the sea, where the views were absolutely breathtaking. Ravello was quieter than Amalfi or Positano, and its charm was undeniable.
We skipped the crowded town of Amalfi and instead enjoyed lunch at a restaurant tucked between Amalfi and Positano. The terrace overlooked the sea, shaded by lemon trees, and we lingered over fresh pasta and limoncello — proof that the best meals are often found off the beaten path.
Hot Tip: Start this tour early! Traffic builds quickly, and the towns get busier as the day goes on. If I could do it again, I’d spend extra time in Ravello — it’s peaceful and stunning.
Colosseum
Days 4–6 – Rome
Rome was everything we hoped for — grand, ancient, and endlessly fascinating.
On our first day, we toured the Colosseum and Roman Forum with our fantastic guide, Francesco. Standing among those ruins, surrounded by history, was awe-inspiring.
The next day, we explored the Vatican Museums, Sistine Chapel, and St. Peter’s Basilica. Having a knowledgeable guide made all the difference — the way they wove together history, art, and faith brought everything to life. Being there during the Jubilee Year made it even more meaningful.
Our final day in Rome was free for everyone to explore at their own pace. It was nice to slow down and discover hidden corners of the city.
Hot Tips:
Rome is busy! Pre-booking guided tours saved us hours in line.
If you’d like to visit the Borghese Gallery, buy tickets well in advance — they often sell out.
Rome’s food scene is unbeatable. For a quick lunch, grab a sandwich from one of the many local panini shops.
Our favorite dinners were at Ristorante Abruzzi and Colline Emiliane — both are highly recommended.
Days 7–8 – Tuscany (with a Stop in Siena)
Leaving Rome behind, we made our way north to Tuscany, stopping in Siena for lunch. Its shell-shaped square was charming and full of life — it’s hard to believe it hosts horse races twice a year!
Our guide told us that “wine is considered food in Italy,” and our group fully embraced that philosophy.
Our home for the next two nights was in Barberino Tavarnelle, surrounded by rolling hills, olive groves, and vineyards. The views were cinematic — cypress-lined roads, golden fields, and sunsets that looked straight out of a movie.
We spent a delightful afternoon at Tenuta Torciano Winery, learning to make pasta before enjoying an extensive wine tasting and lunch. The hospitality was exceptional, and the wines — bold Chiantis, silky Super Tuscans, and crisp Vernaccia — were unforgettable. Fun fact: our host regularly visits Pittsburgh for wine events, so we’re hoping to taste his wines again soon!
On our way back, we stopped in San Gimignano, known for its medieval towers and artisan shops. We climbed one of the towers for sweeping countryside views and rewarded ourselves with gelato. It was one of my favorite stops of the entire trip.
Tenuta Torciano Winery
Cooking Class
Days 9–10 – From Tuscany to Florence
We said goodbye to Tuscany, but not before lunch at Fattoria San Donato, a family-run winery near San Gimignano. The rustic setting, homemade food, and generous wine pairings made it one of our most memorable meals. Their Vernaccia di San Gimignano became a group favorite.
Our driver surprised us with a quick stop at Piazzale Michelangelo, offering the perfect panoramic view of Florence before we descended into the city.
Florence felt like walking through an open-air museum — every street filled with art, architecture, and style. We visited the Duomo, strolled the Ponte Vecchio, and shopped for leather goods before heading to the Accademia Gallery to see Michelangelo’s David — absolutely breathtaking.
Hot Tips:
Stay at a hotel along the Arno River — it’s quieter than the area near the train station.
Florence gets busy, so pre-book “skip-the-line” tickets for major attractions.
Save time for shopping — Florence’s craftsmanship is world-class.
Don’t miss the Florentine steak — it’s a must-try!
Florence
Day 11 – Homeward Bound
Our group headed home, while Sean and I extended our stay with a quick trip to Cinque Terre. The colorful villages perched above the sea were simply magical — a perfect ending to an unforgettable journey.
Final Thoughts
This was a truly special group — full of laughter, curiosity, and a shared love for travel (and wine!). Our journey was filled with breathtaking scenery, warm hospitality, unforgettable meals, and lasting friendships.
I’d love the chance to host another trip like this in the future. If you have a group interested in exploring Italy, I’d be thrilled to help plan your own “Wine is Food” adventure!
