Civitella in Val di Chiana

Day Trips

Make the most of your day with our curated plans, packed with Civitella in Val di Chiana's hidden gems and unique experiences!

day 1
Arrival in Civitella
morning
:

Arrive in Civitella in Val di Chiana and settle into your charming accommodation, allowing you to soak in the picturesque views of the Tuscan countryside. Take a leisurely stroll through the quaint streets to familiarize yourself with the local culture. Visit a nearby café for an authentic Italian espresso to kickstart your adventure.

afternoon
:

Explore the historic town center, visiting the ancient fortress that offers panoramic views of the surrounding hills. Spend time wandering through local shops that showcase artisan crafts and products unique to the region. Enjoy a leisurely lunch at a traditional trattoria, tasting local delicacies such as handmade pasta and Tuscan wines.

evening
:

As the sun sets, find a cozy restaurant with a terrace that overlooks the valley for dinner. Indulge in a delightful meal featuring local ingredients while enjoying the serenity of the evening atmosphere. Conclude your first day with a relaxing stroll under the stars, taking in the beauty of the tranquil Tuscan night.

day 2
Explore Arezzo
morning
:

After breakfast, take a short drive to the nearby city of Arezzo, known for its rich history and beautiful art. Start your day by visiting the Basilica di San Francesco to admire the stunning frescoes by Piero della Francesca. Enjoy wandering through the local market, where you can interact with vendors and sample regional foods.

afternoon
:

Continue your exploration by visiting the famous Piazza Grande, where you can see architectural highlights and enjoy a leisurely lunch at an outdoor café. After lunch, delve into Arezzo's rich history by visiting the Medici Fortress, which offers engaging insights into the city’s past. Spend some time browsing through antique shops and boutiques to find unique souvenirs.

evening
:

Return to Civitella for a relaxing evening, perhaps joining a local cooking class to learn how to prepare traditional Tuscan dishes. Once you've created a delicious meal, enjoy the fruits of your labor with fellow participants, sharing stories and laughter. If time allows, take a moonlit walk through the charming streets of Civitella to end the day.

day 3
Wine Tasting in Chianti
morning
:

Set out early for a day of wine tasting in the heart of Chianti, a region renowned for its vineyards and beautiful landscapes. Begin your journey at a local vineyard, where a knowledgeable guide will introduce you to the winemaking process. Participants will have the opportunity to walk through the vineyards, learning about the different grape varieties and terroir.

afternoon
:

After the vineyard tour, enjoy a sumptuous wine tasting session paired with local cheeses and cured meats. Visit another winery for a hands-on tasting experience, perhaps participating in a blending workshop that allows you to create your own unique wine. Pack a picnic with local products to enjoy amidst the stunning scenery.

evening
:

Return to Civitella for dinner, opting for a restaurant that specializes in traditional Tuscan cuisine. Reflect on your day while savoring local dishes paired with the wines you’ve tasted. End the day with a nightcap of vin santo, a sweet dessert wine, while savoring the peaceful ambiance of the surrounding countryside.

day 4
Visit to Cortona
morning
:

Travel to the enchanting hilltop town of Cortona, known for its spectacular views and rich cultural heritage. Begin with a visit to the Museo Diocesano, which houses beautiful religious art and artifacts. Explore the winding streets, taking in the charming architecture and local shops that adorn this historical town.

afternoon
:

Enjoy lunch at a quaint café with scenic views, perhaps trying local specialties like pici pasta. Spend your afternoon visiting the Etruscan Academy Museum, where you can learn about the ancient history of the region. Take some time to wander the beautiful gardens and enjoy the stunning vistas offered by this hillside location.

evening
:

As the day winds down, find a cozy trattoria for dinner, enjoying dishes rich with Tuscan flavors. Reflect on the day’s adventures with a glass of local wine as you watch the sunset over the Chiana Valley. Consider taking a ghost walk or historical tour of Cortona to immerse yourself in its storied past as night falls.

day 5
Cooking Class and Local Markets
morning
:

Engage in a hands-on cooking class where you will learn to prepare traditional Tuscan dishes using fresh, seasonal ingredients. Start with a visit to the local market to select the best produce, experiencing the vibrant atmosphere of local vendors. The local chef will guide you through the techniques and recipes, sharing tips on authentic Italian cooking.

afternoon
:

After the class, savor the meal you've prepared, enjoying it in a delightful setting that overlooks the countryside. Spend the afternoon at leisure, perhaps exploring more of Civitella's trails or relaxing by a pool. Alternatively, visit a local olive oil mill to learn about olive oil production and sample different varieties.

evening
:

Dinner can be spent back at your lodging or venturing out to a nearby village for a change of scenery. Enjoy the evening with a glass of Chianti as you unwind after a day of culinary delights. It’s a perfect time to socialize with locals and other travelers, sharing experiences and recommendations.

day 6
Art and History at Sansepolcro
morning
:

Venture to the town of Sansepolcro, celebrated for its artistic heritage, particularly the works of Piero della Francesca. Start your day at the Museo Civico to admire some of his masterpieces and learn about the town's history and significance. Stroll through the historic streets and admire the Renaissance architecture that lines the pathways.

afternoon
:

Stop for lunch at a local trattoria before visiting the Church of San Giovanni, known for its stunning frescos. Engage with artisans at local workshops where you can see traditional crafts being made. Explore the lush surrounding countryside, perhaps taking a short hike to appreciate the rolling hills.

evening
:

Wrap up your day with dinner in Sansepolcro before returning to Civitella. Enjoy local specialties and perhaps sample a dessert like crostata di marmellata, a fruit tart that’s a local favorite. As night falls, relish the tranquility of the countryside before returning to your accommodation.

day 7
Relaxation and Sunset Views
morning
:

Take a leisurely morning to relax at your accommodation or explore the nearby nature trails. Enjoy a cup of coffee while overlooking the stunning countryside vistas that surround you. This quiet time is perfect for reading or journaling your experiences thus far.

afternoon
:

After lunch, consider visiting local spas for a pampering session, indulging in traditional Tuscan wellness treatments or massage therapies. Alternatively, ride your bike through the scenic countryside, stopping at viewpoints to capture breathtaking photographs. Take your time returning to relish the peaceful atmosphere.

evening
:

Plan a special dinner at a local vineyard known for its ambiance and high-quality wines. As the sun sets, enjoy your meal outdoors, soaking in the serene countryside views. Reflect on your experiences and toast to your last evening in Civitella, cherishing the memories made.

day 8
Farewell Civitella
morning
:

On your final morning, take a last stroll through Civitella to soak in the charm of the town one last time. Visit any shops you might have missed or pick up some local products as souvenirs. Enjoy a quiet breakfast while taking in the beautiful scenery around you.

afternoon
:

Prepare for departure, but not before savoring a final lunch of your favorite local dish. Take time to relax and reflect on the beauty of Civitella in Val di Chiana and the experiences you’ve had over the past days. If time allows, make a stop at a scenic viewpoint for a farewell photo.

evening
:

As you leave Civitella, take with you not just memories but the essence of Tuscany’s warmth and culture. Reflect on the journey and the experiences you’ve enjoyed while traveling through one of Italy’s most beautiful regions. Promise to return, as the enchanting landscapes and rich traditions are sure to pull you back in the future.

Discover Civitella in Val di Chiana

Read more in our Civitella in Val di Chiana 2025 Travel Guide.

Civitella in Val di Chiana Travel Guide