DA Florence: 2 days in Assisi and Gubbio

Traveling from Florence into Umbria for a quick but immersive two-day experience is a fantastic way to see a different side of Italy—less crowded, more pastoral, and deeply rooted in tradition. This tour, offered by Bologna Tour & Best Italy Tour, promises an intimate look at two of Umbria’s jewels: Assisi and Gubbio. Whether you’re a history buff, a foodie, or simply a traveler eager to explore Italy beyond the big cities, this journey has plenty to offer.

What I particularly like about this tour is how it combines guided visits to iconic landmarks with local tasting experiences—a blend that helps you feel the heartbeat of the region. Plus, the planned visits to museums and the inclusion of free time in the afternoons give you space to soak in the atmosphere. On the flip side, it’s a packed schedule—so if you prefer slow, unstructured wandering, this might feel a bit brisk. Nevertheless, for those seeking value and depth in a short trip, this tour hits the mark, especially suited for travelers who appreciate expert guides and scenic, authentic settings.

Key Points

• Authentic Experiences: Combines sightseeing, tasting, and culture in Assisi and Gubbio.
• Expert Guidance: Knowledgeable guides lead you through historic sites and museums.
• Beautiful Scenery: Enjoy views of the Umbrian countryside and charming villages.
• Convenient Logistics: All transportation arranged, with hotel pickup and drop-off.
• Value for Money: Includes several guided activities and tastings at a competitive price.
• Flexible Participation: Private tour format ensures a personalized experience without crowds.

A Walkthrough of the Tour Experience

Starting from Florence to the Heart of Umbria

The adventure begins bright and early with a private van pickup in Florence, setting you off on a scenic drive that takes just over an hour. This smooth start means you arrive energized and ready to explore. The private transportation is a plus—it keeps the group intimate and comfortable, avoiding the often chaotic feeling of larger bus tours.

Assisi: A Sacred Town with a Lasting Impression

Once in Assisi, you’ll spend about two hours exploring this spiritual hub. The highlight is undoubtedly the Basilica of San Francesco, a UNESCO World Heritage Site. Your guide will walk you through its stunning frescoes and historical significance. The guided tour ensures you don’t miss out on details that breathe life into the stone walls and artwork—something you might not catch on your own.

Many reviews praise how knowledgeable guides enhance the experience, making it more than just a walk around. One traveler noted, “We loved the way the guide brought Assisi’s stories to life,” emphasizing how storytelling adds depth to the visit. After the basilica, a stroll through the town’s winding streets reveals charming shops and quiet piazzas, perfect for soaking in the tranquil ambiance.

Transition to Gubbio: Scenic and Tasty

In the afternoon, the tour moves to Gubbio. This medieval town offers a different vibe—less pilgrimage, more old-world charm. Here, you’ll enjoy a guided tour of the historic center, including access to local museums. The experience is tailored, providing insights into Gubbio’s history, architecture, and traditions.

The highlight for many is the truffle tasting and sampling of typical products in the town center. Surrounded by greenery, this tasting is more than just a snack; it’s an immersion into Umbrian culinary craftsmanship. One reviewer mentions, “The farm welcomed us with fantastic tastings of local products,” which underlines the authenticity and quality of this experience.

Evening and Return to Tuscany

After some free time to explore on your own or perhaps enjoy a coffee, the journey concludes with a one-hour drive back to Tuscany, arriving in the late afternoon or early evening. It’s a well-paced day, balancing guided activities with moments of personal exploration.

Deep Dive into the Itinerary

The Assisi Experience

Assisi’s fame isn’t just about its religious significance—it’s about its visual harmony of stone buildings, frescoed churches, and peaceful piazzas. The Basilica of San Francesco is a masterpiece of medieval architecture, with frescoes by Giotto that still draw admiration today. Guided tours here are especially valuable because they highlight the symbolism and stories behind the art, enriching your understanding.

The two hours allocated are enough to enjoy the highlights without feeling rushed. You’ll get a solid overview, with the guide often sharing lesser-known stories—something visitors love. Since the tour includes admission-free sites, the focus is on the guided experience rather than ticket lines.

Gubbio: Medieval Charm and Food Tasting

Gubbio’s winding streets and ancient walls create a picture-perfect setting. The guided tour takes you through its historic landmarks and museums, which you gain access to as part of the tour. These museums showcase Gubbio’s history, craftsmanship, and cultural heritage.

The truffle tasting adds a delightful culinary dimension—something many travelers appreciate because it’s authentic and hands-on. Surrounded by greenery, you’ll savor local products that highlight Gubbio’s agricultural traditions. One reviewer appreciated the experience, noting the “fantastic tasting of typical products surrounded by greenery,” which adds a relaxing contrast to the morning’s historical focus.

Logistics and Comfort

The tour’s pickup and private transportation mean you avoid the hassle of self-driving or navigating public transport. It also keeps the group small, making for a more intimate experience. The timing, with departure from Florence in the morning and return in the late afternoon, is ideal for maximizing your day without feeling overly rushed.

The tour is designed to be accessible for most travelers, with confirmation received at booking and a cancellation policy that allows full refunds if canceled three days in advance. This flexibility is reassuring when planning a short trip.

What’s the True Value?

For the price of around $1,150 per person, this tour offers a thoughtfully curated experience that combines cultural sightseeing, local flavors, and scenic drives. It’s especially appealing for travelers who value guided insight and want to experience Assisi and Gubbio without the stress of planning logistics themselves.

While the itinerary is busy, it’s well-paced, and the inclusion of tastings and museum access makes it feel more like an immersive experience than a hurried sightseeing run. The private format means you won’t be part of a large bus crowd, and you’ll appreciate the personalized interaction and attention from your guides.

Who Is This Tour Best Suited For?

This experience is ideal for history lovers and foodies who want a comprehensive taste of Umbria’s most charming towns in a short time. It’s perfect if you prefer guided tours with expert commentary and enjoy scenic drives with moments of free exploration. The small-group or private format helps travelers who dislike large, impersonal tours.

It’s also a good choice for those with limited time in Tuscany but eager to explore Italy’s lesser-known treasures. If you’re traveling with friends or a family, the private aspect adds a sense of exclusivity and comfort.

Final Thoughts

This 2-day trip from Florence to Assisi and Gubbio offers a well-rounded experience that balances historic exploration, local food, and scenic beauty. The knowledgeable guides elevate the experience, making history and culture come alive, while tastings provide tangible connections to Umbrian traditions.

While the schedule is busy, it’s perfect for travelers who want to maximize a short trip and come away with a genuine sense of the region’s character. The inclusion of museum visits, scenic drives, and authentic food makes this a value-driven choice for those looking to see a different side of Italy—less touristy and more real.

If you’re seeking a personalized, insightful, and delicious taste of Umbria that fits into a busy itinerary, this tour delivers. It’s especially suited for curious travelers who love storytelling, scenic views, and local flavors—ready to step into Italy’s lesser-known but equally enchanting corners.

FAQs

Is transportation included in this tour?
Yes, the tour is conducted by private van, which picks you up in Florence and takes you directly to Assisi and Gubbio, returning to Tuscany at the end.

Do I need to book in advance?
Yes, since this is a private tour offering scheduled departures, booking ahead is recommended. Confirmations are received immediately upon booking.

Can I cancel if my plans change?
You can cancel up to three days before the tour for a full refund, providing flexibility in planning.

Is the tour suitable for all ages?
Most travelers can participate, but it’s best for those able to walk and handle some sightseeing. The tour involves guided walking in historic centers.

Are there any additional costs?
All visits, museum entries, and tastings are included, so there are no surprise expenses during the tour.

What should I wear?
Comfortable shoes are a must, as you’ll be exploring towns with cobblestone streets. Dress appropriately for the weather, which can be variable.

Is food included in the tour?
Yes, you’ll enjoy a tasting of typical products and local specialties in Gubbio, adding a flavorful touch to your experience.

This tour offers a balanced glimpse into Italy’s spiritual, historic, and culinary treasures in Umbria, making it a smart choice for travelers eager to see beyond the usual. With expert guides, scenic views, and authentic tastings, it’s a memorable way to enrich any Italian adventure.