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Italian Hidden Gems: Tours

Unhurried Umbria Private Tours & Regional Itineraries

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Embark On A 7-Day Tour with Optional 3-Day or 6-Day Tour Extensions to Make Your Visit Up To 13 Days In Umbria.

Exploration: What Travel In Umbria Feels Like

Traveling in Umbria means stepping away from the rush of crowded tour buses and rigid schedules. It feels like waking up to soft morning mist over rolling olive groves, followed by an effortless espresso in a cobblestone piazza where the barista quickly learns your name.

 

Here, luxury is defined by time, space, and authenticity. You won't spend your days standing in endless lines or watching the landscape blur past a bus window. Instead, you'll feel the warm stone of medieval alleyways underfoot in Spello – a 2,000-year-old Roman town. You will savor handmade strangozzi pasta drizzled with fresh local olive oil, and linger over wine tastings with family winemakers who welcome you like old friends.

 

It is immersive, serene, and deeply restorative—a journey where every sensory detail invites you to slow down, breathe deeply, and truly belong.

The Spello Advantage: Unpack Just Once! 

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Uncover Italy’s "Green Heart" on an unhurried small group tour designed specifically for active travelers aged 50+. Enjoy medieval hill towns, hands-on culinary experiences, world-class wines, and historic treasures—all from a single, boutique base in picture-perfect Spello. You will stay in Spello for your entire tour. 


Key Tour Highlights 

  • Unpack Once In Spello: Spend 7, 10, or 13 days in the same charming boutique hotel without ever packing your bags or changing bases. 

  • Hands-On Cooking Class: Master authentic regional recipes with a local Italian chef using fresh, seasonal ingredients. 

  • Gentle Countryside Biking: Enjoy an easy, flat e-bike ride along scenic valley paths and olive groves during your extended stay. 

  • Medieval Heritage: Explore Giotto’s masterpieces, ancient Etruscan or Roman streets, and dramatic cliffside towns at an unhurried pace in Assisi, Perugia and Gubbio.

  • Food & Wine: Enjoy private tastings in Sagrantino wine cellars, taste local olive oils, and hunt for fresh truffles in pristine oak forests. 

  • Special EveningsCelebrate with a private dinner and cocktail party in a storybook 17th-century palazzo.

Choosing Your Tour Length: 7, 10, or 13 Days

Customize the depth of your Central Italy escape. Whether you choose 7, 10, or 13 days, your comfortable room in Spello remains your home throughout.

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Typical Itinerary Snapshot

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Below is a sample of the signature itinerary for our tours. We can also customize it around your particular interests.

 

Days 1–7: The 7-Day Core Tour

  • Day 1: Welcome to Spello & Reception Pick up at the Rome airport and drive to Spello. Check into your boutique accommodations in Spello—your home base for the entire stay. Enjoy a light get-together with local wine and heavy appetizers in a private 17th-century palazzo.

  • Day 2: Bevagna & Montefalco Wine Country Visit walled Bevagna and head to Montefalco for lunch at a Condé Nast-rated restaurant, followed by private vineyard tours and wine tastings.

  • Day 3: Perugia & Olive Oil Tasting Discover the ancient Etruscan town of Perugia. Enjoy a traditional Umbrian lunch and a tasting of award-winning local extra virgin olive oils.

  • Day 4: Hands-On Cooking Class & Assisi Roll up your sleeves for a fun, hands-on Italian cooking class with an Italian nonna. Afterward, take a gentle guided walk through sacred Assisi and the Basilica of Saint Francis.

  • Day 5: Roman Aqueduct Walk & Spello Sommelier TastingTake a quiet, scenic walk along a 2,000-year-old Roman aqueduct. Return to Spello for free time by the pool, followed by an evening wine tasting led by an expert sommelier.

  • Day 6: Medieval Gubbio & Palazzo Gala Dinner Journey to the cliffside town of Gubbio to explore its ancient lanes. Cap off the evening with an unforgettable private dinner prepared by an Italian chef in a storybook palazzo.

  • Day 7: Farewell or Continue Your Journey Enjoy a leisurely breakfast. (7-Day guests depart today; 10 & 13-day guests continue their stay)

Days 8–10: The 10-Day Expanded Tour (Spoleto, Countryside Cycling & Leisure)

  • Days 8–9: Aqueducts, Scenic Biking & Culinary Heritage. Explore Spoleto and its ancient fortress, enjoy a gentle, flat bike ride along the tranquil Assisi-Spoleto valley cycling path surrounded by vineyards, or go truffle hunting high in the mountains.

  • Day 10: Your Personal Leisure Day.  Enjoy an open day to relax at your boutique hotel, take in a spa treatment, or catch a gentle stroll through Spello. (10-Day guests depart after breakfast; 13-day guests continue their stay)

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Days 11–13: The 13-Day Grand Umbria Expansion

  • Days 11: Lakeside Biking, Serenity & Country Estates Discover the serene waters of Lake Trasimeno and surrounding northern villages, with optional lakeside cycling paths available. Enjoy a second flexible leisure day to shop, read, relax at the pool, or explore at your own pace.

  • Day 12: Tour & Farewell Feast Tour other towns in Northern Umbria, including Citta’ di Castello or take a trip to the Marmore Falls to see the waterfalls and the park. Tonight, you will enjoy a private, multi-course farewell feast prepared by an Italian chef and hosted at a private palazzo before heading home.

  • Day 13: Depart After breakfast, we will take you back to the Rome airport so you can return home.

What’s Included in Your Experience

  • Single Hotel Base: Entire stay spent at one boutique hotel in Spello—no repacking required!

  • Hands-On Cooking & Active Leisure: Learn regional culinary secrets from local chefs and enjoy optional, easy bike rides with a tour guide through scenic valleys.

  • Small Private Group Size: Curated for travelers over 50 seeking quiet luxury and deep connections.

  • Private Italian Driver & Tour Guides: Personal, comfortable transport for all excursions and expert local tour guides.

  • An All-Inclusive Trip To Italy: Once you arrive in Italy, everything is included in the fixed price for your tour: all meals, water, coffee, tea, local wine, boutique wine tastings, accommodations, tips, tour guides, entrance fees, and a final dinner with an Italian chef in a historic palazzo.

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How Umbria Fits Into Your Journey To Italy

Situated in the geographic heart of Italy, Umbria offers the ideal balance for travelers seeking both depth and convenience. Whether this tour is your entire vacation or the highlight of a broader Italian journey, our single-base strategy in Spello makes travel seamless.

  • No Constant Repacking: Unpack your suitcase once in our hand-picked Spello hotel and settle in. You enjoy all the variety of central Italy without the daily hassle of moving hotel rooms.

  • Effortless Connectivity: Umbria rests peacefully between Rome and Florence. It pairs beautifully with pre- or post-tour stays in Italy’s major cultural capitals, offering a relaxing, authentic interlude away from city crowds. If you wish, you can also pair Umbria with one of our 3-day Tour Extensions. (Link to: Tour Extensions).

  • Central Access with Local Intimacy: From our quiet base in Spello, world-class hill towns, vineyards, and cultural treasures are all within short, scenic drives. You get maximum exploration with zero travel fatigue.

Regional Directory: Featured Destinations & Custom Additions

The destinations below highlight the rich tapestry of Italy's "Green Heart." Many of these extraordinary places are already built into our standard 7-Day Core Itinerary, 10-day, or 13-day tours. Others represent custom options that can be seamlessly added to a tailored extension or explored at your leisure.

Sacred Heritage & Hilltop Icons

  • Assisi [Featured Stop: 7, 10 & 13-Day Tours]: The spiritual heart of Umbria, renowned for the magnificent Basilica of Saint Francis, sweeping valley views, and centuries of serene medieval charm.

  • Gubbio [Featured Stop: 7, 10 & 13-Day Tours]: One of Umbria’s oldest and most dramatically situated towns, famous for its grand Gothic palaces, Roman theater, and ancient stone streets clinging to Mount Ingino.

  • Perugia [Featured Stop: 7, 10 & 13-Day Tours]: Umbria’s vibrant capital, famous for its dramatic hilltop setting, sweeping views, medieval aqueducts, world-renowned artisan chocolates, and rich Etruscan history.

  • Todi: A magnificent hilltop town perched high above the Tiber River, famous for its elegant Renaissance square (Piazza del Popolo) and dramatic views.

  • Bettona: A quiet, ancient hilltop village encircled by Etruscan walls, offering panoramic vistas of the Umbrian valley and Assisi.

  • Foligno: Set on the valley floor, this vibrant commercial and cultural hub boasts rich Renaissance history, bustling pedestrian piazzas, and a lively local food scene. Insert Photo 8 - Umbria Deruta

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Wine, Culinary & Artisan Traditions

  • Montefalco [Featured Stop: 7, 10 & 13-Day Tours]: Known as the "Balcony of Umbria," this hilltop hamlet is famed for its sweeping panoramic views and world-renowned Sagrantino red wines.

  • Bevagna [Featured Stop: 7, 10 & 13-Day Tours]: A captivating village set in the valley floor, celebrated for its preserved Roman ruins, charming riverfront, and medieval artisan workshops.

  • Trevi: Known as the "Capital of Olive Oil," this circular hilltop village is draped by thousands of olive trees which produce some of the most celebrated extra virgin olive oils in the Mediterranean.

  • Deruta: Italy’s undisputed ceramics capital, where master artisans have hand-painted famous Renaissance-style pottery (maiolica) since the 13th century.

Dramatic Cliffside Marvels & Ancient Wonders

  • Orvieto [Featured Stop: 7, 10 & 13-Day Tours]: Perched atop a soaring volcanic tufa cliff, home to one of Italy’s most breathtaking Gothic cathedrals and a fascinating underground labyrinth.

  • Spoleto [Featured Stop: 10 & 13-Day Tours]: A majestic southern Umbrian town dominated by a massive papal fortress, ancient Roman aqueduct bridge, and rich artistic heritage.

  • Civita di Bagnoregio: [Featured Stop: 7, 10 & 13-Day Tours] The dramatic "Dying City," perched precariously on an eroding canyon pinnacle just over the border in neighboring Lazio, accessible only by a footbridge. There are no cars in this town.

  • Carsulae: The fascinating archaeological remains of an ancient Roman city along the Via Flaminia, featuring a preserved forum, amphitheater, and majestic stone archways.

  • Narni: An ancient town built over a steep ravine, rich with Roman ruins and the mysterious Narni Sotterranea (an underground network of medieval inquisitional chambers and Roman aqueducts).

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Lake Trasimeno & Lakeside Escapes

Castiglione del Lago [Featured Stop: 13-Day Tour]: A captivating medieval fortress town situated on a limestone promontory over Lake Trasimeno, home to the imposing Rocca del Leone castle.

Passignano sul Trasimeno: A picturesque fishing village on the northern shore of Lake Trasimeno, featuring a charming medieval castle, waterfront promenades, and ferry access to Isola Maggiore.

Panicale: A tiny, perfectly preserved medieval village laid out in concentric circles, offering sweeping views of Lake Trasimeno and exquisite Renaissance frescoes.

Mountains, Valleys & Nature

  • Norcia & Valnerina [Featured Stop: 10 & 13-Day Tours]: Nestled near the Sibillini Mountains, this area is world-renowned for black truffles, artisan cheese-making, cured meats (norcineria), rafting, and pristine natural scenery.

  • Cascia: A deeply spiritual pilgrimage destination tucked into the Valnerina mountains, famous for the Basilica of Saint Rita and its dramatic mountain scenery.

  • Cascata delle Marmore (Marmore Falls): One of Europe's tallest man-made waterfalls, originally created by the ancient Romans in 271 BC and framed by lush nature trails.

Northern Umbria & Tiber Valley

  • Città di Castello: A sophisticated northern town renowned for its impressive Renaissance architecture, grand palaces, and the stunning contemporary art of Alberto Burri.

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Let’s Design Your Custom Tour Together 

Whether you enjoy a focused 7-day to 13-day retreat in Umbria or build a multi-region tour by adding 3-day extensions in Northern Lazio/Tuscia, Marche, or Tuscany, every itinerary is built entirely around you.


How We Plan Your Trip 

  1.  Share Your Vision: Send us a quick message with your ideal travel dates, group size, and what interests you most.

  2. Explore the Options: We’ll respond with some ideas and answers to any questions you have. 

  3. Schedule a Private Call: Once we have a flexible framework, we’ll set up a personal phone or video call at a time that works for your time zone to fine-tune every detail together.

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