8-Day Assisi Umbria Villa Retreat
October 10-17, 2026
Whether you’re drawn to the spiritual atmosphere of Assisi, the unspoiled landscapes, or the warm hospitality of the locals, this promises to be an unforgettable journey into the soul of Italy.
Assisi, the birthplace of St. Francis, is a medieval hill town rich in history, art, and breathtaking vistas. Marvel at the Basilica of St. Francis, a UNESCO World Heritage site adorned with magnificent frescoes by Giotto.
Experience the hidden gems in the surrounding picturesque villages of Spello, Bevagna and Perugia, the capital of Umbria and where the famous Perugina chocolate was born. Your villa is a luxurious relais with buildings dating back to 1100, elegant suites and a restaurant on-site exclusively for the villa’s guests.
You will be picked up from the Assisi train station at a designated time and driven to the villa. You will meet the others in your group and enjoy the region’s wine and cheese during a welcome reception at the villa, followed by a tour of the villa and dinner in the villa restaurant.
Tour Assisi with a local tour guide, a charming town renowned for its patron saints, Francis and Clare. Discover the rich history and artistic treasures that this enchanting destination has to offer, as well as its profound spiritual legacy that attracts visitors from all over the world. As you stroll through the picturesque streets, you will learn about the town's fascinating stories and traditions, making this an unforgettable experience steeped in culture and spirituality.
Tour the charming medieval town of Spello, a hidden gem in Italy, renowned for its stunning churches, impressive Roman gate, and vibrant flower festivals that transform the streets into a colorful tapestry. As you wander through the cobblestone streets, you'll be captivated by the rich history and beautiful architecture that adorns this picturesque town. Take in the breathtaking views of the surrounding countryside, and immerse yourself in the local culture as you explore quaint shops and enjoy delightful Italian cuisine.
The wine tasting experience at Enoteca Properzio offers a gastronomic journey filled with intense, fruity aromas and some of the finest sparkling Italian and foreign wines. It promises to be a memorable feast for the senses.
Our wine tasting includes a special Italian lunch prepared by their amazing chefs. The wine is paired with each lunch course as an expert describes the qualities of each glass.
For seven generations the fascinating and characteristic village of Spello has been the home of the Angelini family, creators and founders of Enoteca Properzio. Over the years, the Angelini family has never lost sight of the priceless value of its land or the concept of Made in Italy, successfully exporting these ideals all over the world with honesty and integrity. Roberto, Daniela, Irene and Luca are the members of this visionary Italian family who, with their passion and respect for tradition, are spreading the name, quality and unique nature of Enoteca Properzio around the world.
Embark on a walking food tour of Perugia, where you will indulge in the exquisite flavors of the region while discovering the rich culinary heritage.
Participate in a hands-on chocolate making class, where you will learn not only about crafting delicious treats but also delve into the fascinating history of chocolate in Perugia, the capital of Umbria.
Known for its prestigious university, delightful chocolates, and the iconic griffin symbol, Perugia offers a unique blend of culture and gastronomy that will surely leave you with unforgettable memories.
Visit Deruta, a charming town renowned for its vibrant and classic Italian ceramics that have captivated art lovers for centuries. Here, you will have the unique opportunity to immerse yourself in the world of pottery making. Enjoy a hands-on class where knowledgeable artisans will guide you through the intricate process of creating your very own ceramic souvenir. Whether you are a novice or have some experience, this engaging experience allows you to unleash your creativity and take home a piece of Italy’s rich artistic heritage.
Embark on a delightful culinary adventure as you learn to make classic Italian dishes in a hands-on cooking class, right alongside a skilled Italian chef in her charming home. This intimate experience allows you to immerse yourself in the art of Italian cooking, where you will prepare a delicious and traditional 4-course meal in the chef's lovely villa. Enjoy the warm atmosphere and personal attention as you master techniques and recipes that will impress your friends and family back home. This is not just a cooking class; it’s a journey into the heart of Italian cuisine!
Visit a charming, family-owned olive grove nestled in the picturesque hills of Bevagna. Here, you will have the unique opportunity to learn about the traditional methods used to create high-quality olive oil, from the careful harvesting of olives to the pressing process. After gaining insight into this age-old craft, indulge your senses by tasting their delicious olive oil, perfectly paired with a variety of local foods that enhance its rich flavors. This experience not only delights the palate but also connects you to the heart of Italian culture and culinary traditions.
We say goodbye for now, cherishing the moments we've shared, and look forward to the day we can meet again. Until next time, take care and keep the memories close to your heart.
Use the Book Now button to secure your booking with a $500 deposit. The balance payment is due 120 days prior to your trip departure.
Accommodations
Meals and Activities as outlined in the itinerary
Airport Transfers
Local Transfers
Flights
Gratuities
Meals or Alcohol not mentioned in the itinerary
Travel Insurance
Personal expenses
We're here to help you plan the perfect journey! For any inquiries or assistance, feel free to reach out:
Phone or WhatsApp: +1 703 473 5624
Email: info@together-in-tuscany.com
Travel Tips
Pack light, preferably with carry-on luggage.
Plan to use an ATM when you arrive so you can have Euros on hand for personal purchases where credit cards may not be accepted.
Learn a few basic phrases in Italian to enhance your experience - locals appreciate the effort!
Here are some basic phrases that can be helpful when traveling to Italy:
Ciao (chow) - Hi / Bye (informal).
Grazie (GRAHT-see-eh) - Thank you.
Per favore (pehr fah-VOH-reh) - Please.
Prego (PREH-goh) - You're welcome / Please (when offering something).
Mi scusi (mee SKOO-zee) - Excuse me / Pardon me (formal/general).
Buongiorno (bwon-JOR-no) - Good morning/day.
Buonasera (bwoh-nah-SEH-rah) - Good evening.
Dov'è il bagno? (doh-VEH eel BAH-nyoh?) - Where is the bathroom?.
Quanto costa? (KWAN-toh KOS-tah?) - How much does it cost?.
Non parlo italiano (non PAR-loh ee-tal-YAH-noh) - I don't speak Italian.
Ciao, I’m Janine, certified professional coach for mid-life women and founder of Together in Tuscany. I create intimate, villa-based journeys designed to help women reconnect with themselves through transformational travel. Our small groups (8–14 guests) allow for genuine connection with each other and the immersive experiences that we thoughtfully curate. We seek out ancient traditions and local artisans so we can learn more deeply about the places we visit. This isn’t just another trip. It’s a beautiful pause made just for you.