September to Remember
You wander from elegant lakeshores to medieval hill towns, pausing for wine tastings in working vineyards, slow lunches in family kitchens, and visits to cheesemakers and olive oil producers I have known for years. In Florence or Siena, I balance art and history with simple pleasures: an espresso at the counter where locals chat, a gelato eaten on a quiet side street.
Because I personally guide every departure, no two Septembers are identical. I start with a proven route, then adjust activities, timing, and even spa days to match the group's energy and interests, keeping the whole experience relaxed, authentic, and deeply memorable.
Your Trip, Your Way
Every trip is personally curated and highly customizable. The itineraries, accommodations, activities, dates, destinations, and pricing shown here are examples only and serve as a starting point.
Experiences may be adjusted to fit the group's interests, needs, availability, and travel goals.
Pricing and inclusions are subject to change from year to year.
Master Itinerary
• 09/05: arrive Malpensa airport AM, lunch, to Cerro villa, pizzeria dinner
• 09/06: breakfast, gourmet lunch at Osteria in hills, visit Switzerland chocolate factory
• 09/07: breakfast, boat ride and visit of Borromean islands (lunch) & Stresa, villa dinner
• 09/08: breakfast, free day on lake
• 09/09: guided tour Milan, lunch Milan, drive to Levanto overnight
• 09/10: breakfast, Cinque Terre train trip or hike, dinner while out, overnight B&B Levanto
• 09/11: breakfast, Cinque Terre train trip or hike, Ligurian dinner in Levanto, overnight
• 09/12: breakfast, drive to Tuscany with Pisa stop, to farmhouse, craft brewery dinner
• 09/13: breakfast, Florence for guided tour of Florence with museum
• 09/14: breakfast, private grain mill tour, farmhouse relax, culinary experience, meal together
• 09/15: breakfast, visit San Gimignano, vineyard tour and 5 course wine pairing lunch
• 09/16: breakfast, Siena visit with Duomo and museum complex, Chianti wine tasting
• 09/17: breakfast, “Cheese, Music and Wine” day + hosted farm-to-table dinner at farmhouse
• 09/18: breakfast, olive oil farm visit and tasting, thermal pool/picnic lunch, dinner together
• 09/19: breakfast, Volterra tour and market, educational wine tasting, back to farmhouse to pack
• 09/20: breakfast, drive to Florence train station or airport for departures
Ready To Experience The Real Italy?
Whether you're curious about Viaggio di Maggio or September to Remember, I'd love to help you find the Italy experience that's right for you.