Italy 2025

Whether you’re a seasoned traveler or it will be your first time in Europe, this trip has something for everyone. Maybe you’ve been to Italy before but want to dive even deeper into the local culture and varied regional specialties. Maybe it’s Sicily that’s calling your name. Maybe you just want to EAT ITALIAN FOOD ALL THE TIME. Perfect for foodies and historians alike, we will explore Sicily and mainland Italy in this 10-day mouthwatering adventure.

September 19 - 28, 2025

  • Days 1 - 2 : Rome

    Rome awaits us as we land in a city of ancient wonders, vibrant culture and robust flavors. Our two days here will serve as the foundation of our Italian adventure as we get a feel for the story, culture and culinary delights of this historic city. We will embrace the phrase "When in Rome, do as the Romans do” as we are guided, dining, and experiencing life with locals. We will take our time to eat slowly, observe thoughtfully, and cherish the moments we have in the Eternity City.

  • Days 3 - 5 : Eastern Sicily

    Our next stop is the island of Sicily–the largest island in the Mediterranean Sea. With a strong identity and epic landscapes, Sicily could almost be considered its own country–so consider this trip a two-for-one! We will embark on an epic day trip to Mt. Etna, Europe's most active volcano–followed by a plunge into serene Mediterranean waters. Each meal will be an exploration of Sicily’s culinary specialties, from restaurants and street food to Catania’s Fera O'Luni market and a visit to a local farm. With hiking, swimming and sailing on the itinerary, our days here will be diverse in experience with incredible meals to match.

  • Days 6 - 8 : Florence, Tuscany

    We will take an early flight from Catania to Florence, embracing this fairytale city as our own. In three days we will balance visiting the famous Duomo and stunning galleries with walks through small streets and a visit to the local market. We will savor local specialties like pappa al Pomodoro and pappardelle al cinghiale in local trattorias and experience the ambiance of Firenze’s lively squares. We will also experience the Tuscan countryside, getting out of the city to taste locally-grown wine and olive oil as we learn how to make homemade pasta in this piece of paradise.

  • Days 9 - 10: Orvieto & Departures

    With one more stop on our Italian journey, Orvieto will serve as the perfect bookend to our travel story. This hilltop city in the region of Umbria is often overlooked by tourists despite its rich history, delicious cuisine and stunning backdrop. We will have one final day to relish in local food, drinks and culture (by foot and bike!) before our departures from Rome on Day 10.

Pricing

From $4,200* USD

Inclusions:

  • 9 nights of accommodation in either guesthouse, AirBnB, or hotel style accommodation

  • All meals: we will support local restaurants & markets and eat family-style when possible to try as many different culinary delights as we can — if you have dietary needs or restrictions, we will cater to them!

  • Transport to/from the airport in Rome

  • All local transportation (trains, planes, busses, etc)

  • All activities, entrance fees, and excursions

  • All local guides

  • Tourist and sales taxes

  • Carbon offsets (to try to minimize our impact)

  • Your Tour Guide (Taylor) to take care all of the details, planning and execution before and during the trip

*Price excludes: flight to/from Rome, desired drinks and/or snacks, personal expenses
*Price also excludes mandatory personal travel insurance (estimated $25-$60, age dependent)