Sips, Snaps, and Strolls: An Unforgettable Italian Adventure with Kelly

-Welcome to Italy! Touch down at Leonardo da Vinci–Fiumicino Airport (FCO) and step into a country where history, art, and culture collide. After meeting the group, we’ll transfer together to our accommodation and get settled into our digs.

-As the sun just begins to dip down into the horizon, we’ll take a golden hour stroll through Corso Vannucci, the heartbeat of Perugia. This lively, pedestrian-friendly street is lined with centuries-old buildings, boutiques, and hidden gems waiting to be captured through your lens. The journey continues up to Porta Sole, the highest point in the city, where we’ll take in sweeping views of rolling Umbrian hills bathed in golden light.

-We’ll wrap up the evening with a welcome dinner at Ristorante La Rosetta, a spot known for its refined take on Umbrian cuisine. Over a three-course meal with wine pairings, we’ll toast to new adventures, new friends, and the unforgettable week ahead. Salute!

-It’s time to explore! We’ll step into the quiet charm of the morning with a photo walk through Perugia’s arches and piazzas. The city’s medieval streets, lined with ancient stone and hidden alleyways, come alive in the soft morning light. This is the perfect time to capture Perugia before the crowds, with every archway and piazza telling a story of the past.

-Next, we’re off to Assisi, a town that feels like stepping into a Renaissance painting. Known as the birthplace of St. Francis, this town is a spiritual and architectural wonder. Are you here for the history, the art, or the breathtaking views? Assisi’s got it all.

-Gather for dinner at Ristorante Il Frantoio, where we’ll indulge in a three-course meal with wine in the heart of Assisi. Think rustic flavors, local ingredients, and a toast to another incredible day.

-After returning to the hotel, the evening is yours, whether you tuck in for some rest or connect with your travel crew over a nightcap.

-After breakfast, we say so long to Perugia and hit the road toward Tuscany, where rolling hills, golden fields, and historic villages await. Pienza welcomes us, its history and harmony welcoming us as Pope Pius II intended when he designed it as the ideal city.

-We’ll check into our charming accommodation and take some time to refresh from our travels.

-The afternoon takes us to Lignanello Cellar, where the art of winemaking meets the art of photography. This intimate wine tasting and guided photography session will immerse us in the vineyard’s beauty, with endless rows of vines, golden Tuscan light, and the rich aroma of aged wines.

-For dinner, we’ll indulge in the offerings at Osteria La Porta, a beloved spot known for its cozy atmosphere and incredible regional flavors.

-Back at the hotel, the evening is yours. Whether it’s a quiet night under the stars or a late-night gelato stroll, Pienza is here to be savored.

-Known for its well-preserved medieval architecture and the famous Palio horse race, Siena is a photographer’s paradise. Our day here is all about self-guided exploration, so take it at your pace!

-Tonight, we come back together at Ristorante Tar-Tufo, a hidden gem known for its rich, truffle-infused dishes and cozy atmosphere. Over a three-course meal with wine, we’ll swap stories, share our favorite Siena moments, and toast to another incredible day.

-Spend the rest of the evening soaking in the beauty of our surroundings however you please.

-Today, we will either dive deeper into Pienza or explore new horizons in Montepulciano. Check back to see where we are headed!

-The afternoon is yours to explore at your own pace. Wander into a local cheese shop for pecorino tastings, sip espresso in a sun-drenched piazza, or get lost in the beauty of these timeless streets.

-A four-course dinner at La Bandita Townhouse welcomes us to celebrate our time spent here in Italy. Fresh, seasonal ingredients, bold flavors, and perfectly paired wines define the experience, with each dish showcasing another dimension of the cuisine here.

-Take a moonlit walk through town, share another toast with new friends, or soak in the tranquil beauty of Tuscany before we head home in the morning.

-After one last leisurely Tuscan breakfast, it’s time to pack up and say farewell to the landscapes, stories, and friendships that have made this journey unforgettable. We’ll board our group transfer back to Leonardo da Vinci–Fiumicino Airport (FCO), taking in the final glimpses of rolling hills and historic villages along the way.

-Though the trip may be ending, the memories, connections, and moments captured will last far beyond our time here. Italy has certainly left its mark! Safe travels and see you on the next journey.