23 Day Nonna's Ultimate Roadtrip

Welcome to Rome, the starting point of Nonna's Northern Italian Road Trip, a tour inspired by Nonna's tales and travels. Upon arrival, make your own way to your hotel to get settled in.Depending on your arrival time, the remainder of the day is yours to settle in and start soaking up the atmosphere of the Eternal City. Perhaps take a gentle stroll through the surrounding neighbourhood, pause for your first espresso at a local café, or simply unwind after your journey.As evening falls, meet your Tour Leader and fellow travellers for your welcome meeting before enjoying an evening at leisure exploring the streets of Rome. Special Information Airport transfers are not included. Our transfer portal may offer the option to book your airport transfers for an easier arrival experience (additional charges apply). Access to this portal will be available through your Traveller Hub once your booking is confirmed.If Inspiring Vacations has not provided your international airfares, please ensure you provide your flight details via your Traveller Hub portal no later than 90 days prior to travel so that your transfers can be confirmed.If you are arriving early and have made your own arrangements prior to your tour commencing, or booked pre-accomodation through Inspiring Vacations, airport transfers will not be included.

After breakfast the road trip begins. Journey into the heart of the Tuscan countryside, where rolling hills, vineyards, and timeless hilltop towns define one of Italy's most iconic landscapes. Departing Rome, travel north through picturesque scenery, watching as the urban energy gives way to cypress-lined roads and golden fields. Your first stop is the enchanting town of Montepulciano, perched high above the Val d'Orcia. Here, you'll have time to wander its narrow cobblestone streets, admire Renaissance architecture, and soak in sweeping views across the surrounding countryside. Continuing deeper into the Tuscan region, an area celebrated for its world-class wines and rustic charm. Settle in at a local winery, where a relaxed and authentic lunch awaits. Begin with a traditional aperitivo before enjoying a selection of regional specialities, thoughtfully paired with local wines. An immersive introduction to Tuscany's rich culinary heritage. After lunch, take time to savour the tranquil vineyard setting before continuing your journey through this captivating region before arriving at your Tuscan estate for the evening. Inspiring Highlights Winery Visit and Lunch Special Information Your travel time today will be approximately 3 hours.

After breakfast and a relaxed morning soaking up the beautiful Tuscan countryside, continue your journey through more captivating landscapes, where each hilltop town reveals its own distinct character and culinary tradition. First stop is the beautifully preserved village of Pienza, a UNESCO-listed gem renowned for its harmonious Renaissance design and sweeping views over the Val d'Orcia. As you explore its charming streets and artisan boutiques, enjoy a tasting of the region's celebrated pecorino cheese, an essential expression of Pienza's rich gastronomic heritage. From here, continue to the historic city of Siena, a place steeped in medieval tradition and timeless elegance. Wander through its atmospheric streets and discover the magnificent Piazza del Campo, one of Italy's most iconic squares, famed for its unique shell shape and the centuries-old Palio horse race. The city's Gothic architecture and enduring sense of history create an unforgettable sense of place. Later in the day, depart Siena and travel onward to Florence, the cradle of the Renaissance. Upon arrival, settle into your hotel and enjoy the evening at leisure, perhaps taking your first stroll through Florence's storied streets or indulging in a relaxed dinner in this cultural capital. Inspiring Highlights UNESCO Village Pienza Pecorino Cheese Tasting Special Information Your travel time today will be approximately 3 hours.

After breakfast, meet your Local Guide for a two-hour walking tour through the heart of the city. As you explore on foot, uncover Florence's most iconic landmarks and hidden corners, gaining insight into the stories, artistry, and vision that shaped this extraordinary cultural capital. From grand piazzas to elegant streets, each step reveals layers of history, an immersive introduction that brings the city vividly to life. Following your guided experience, the remainder of the day is yours to enjoy at leisure. You may wish to continue exploring Florence's world-class museums and galleries, browse artisan boutiques, or simply relax at a café and take in the rhythm of local life. Alternatively, consider joining one of the many optional experiences available, offering deeper insight into the region's rich culture and traditions.

Today's journey blends Tuscany's timeless charm with the coastal beauty of the Italian Riviera, as you travel from Florence toward the Ligurian coast. After breakfast say farewell to Florence. Your first stop is the delightful town of Lucca, renowned for its well-preserved Renaissance walls and relaxed, authentic atmosphere. Within its historic centre, discover quiet piazzas, elegant churches, and tree-lined streets that invite unhurried exploration. Continue onward to Pisa, home to one of Italy's most recognisable landmarks. Here, you'll have time to visit the famed Piazza dei Miracoli and admire the iconic Leaning Tower, alongside the cathedral and baptistery, an extraordinary ensemble of Romanesque architecture. In the afternoon, leave Tuscany behind as your journey continues toward the Riviera del Levante. As the landscape shifts, rolling hills give way to dramatic coastal scenery, with glimpses of the Ligurian Sea accompanying your arrival. Upon reaching the Riviera, settle into your hotel before rejoining the group. This evening, your guide will provide a briefing for tomorrow's visit to the Cinque Terre, outlining the day's logistics, transport arrangements, and what to expect while exploring these iconic coastal villages. It's a valuable opportunity to prepare for the experience ahead and ensure you make the most of your time in this remarkable region. Following the briefing, enjoy a group dinner at a local seaside restaurant. The rest of the evening is at leisure. Inspiring Highlights Leaning Tower of Pisa Special Information Your travel time today will be approximately 3.5 hours.

Today is dedicated to discovering the breathtaking beauty of the Cinque Terre, a collection of colourful villages perched dramatically along the Ligurian coastline. You are free to shape the day as you wish, whether independently discovering each village at leisure, pausing for seaside lunches and scenic walks, or choosing to join your Tour Leader for a more structured exploration. The Tour Leader will provide all the necessary information to help you navigate between the villages, highlight key points of interest, and suggest routes and timings for a smooth and enjoyable experience. After a hearty breakfast, meet in the hotel lobby before walking to the station with your Tour Leader, who will explain the local train system, tickets, and validation procedures. From here, you'll travel by regional train from Sestri Levante to Monterosso, enjoying a scenic journey that traces the edge of the sea, with glimpses of cliffs, terraced vineyards, and pastel-hued towns clinging to the rugged shoreline. On arrival in Monterosso, enjoy an orientation walk to Piazza Garibaldi before free time to soak up the relaxed coastal atmosphere. From here, the day unfolds at your own rhythm. You may choose to independently discover each village at leisure, pausing for scenic walks, seaside lunches, and hidden corners along the coast, or join your Tour Leader for a more structured exploration. For those joining the Tour Leader, you will continue to Vernazza by boat (weather permitting). On arrival, enjoy free time to explore and have lunch at leisure. For those who wish, there may also be the opportunity to join the Tour Leader on an optional hike to a panoramic viewpoint (subject to weather and trail conditions). After lunch, travel by train to Riomaggiore, where more free time invites you to wander at leisure and take in the distinctive charm of this much-loved village. Late afternoon, return by train to Sestri Levante, either at your own pace or with the Tour Leader. The evening is then at leisure. Inspiring Highlights Cinque Terre Special Information Boat travel between villages is weather permitting. If sea conditions do not allow, travel will be by train instead. Train timing to Monterosso will be reconfirmed locally by your Tour Leader. Suggested Optional Extension (No Tour Leader) You may wish to continue independently with a self guided walk along the Via dell'Amore, a scenic, easy cliffside path linking Riomaggiore and Manarola, offering some of the most iconic coastal views in Cinque Terre. Recently reopened after restoration, access is ticketed (own cost) and controlled via timed reservations and operates one-way from Riomaggiore to Manarola. You may also wish to remain for sunset and dinner before making your own way back to Sestri Levente.

Enjoy breakfast before you depart the Ligurian coast this morning and journey inland, travelling through the evolving landscapes of northern Italy toward the elegant city of Verona. En route, stop in Parma, a region synonymous with Italy's finest culinary traditions. Here, you'll visit a local ham producer to gain insight into the time-honoured techniques behind the creation of Parma's world-famous prosciutto. Learn about the meticulous curing process before enjoying a tasting of this celebrated delicacy, rich in flavour and deeply rooted in regional heritage. Your experience continues with admission to the Prosciutto Museum, where the story of Parma's iconic product is brought to life through engaging exhibits that trace its history, craftsmanship, and cultural significance. After your visit, continue onward to the Verona area. Upon arrival, check into your hotel and enjoy the evening at leisure. Perhaps with a relaxed dinner or a first glimpse of this romantic and historic city. Inspiring Highlights Prosciutto Tasting Prosciutto Museum Special Information Your travel time today will be approximately 4 hours.

Today offers a perfect balance of lakeside serenity and timeless romance, as you explore the beauty of Lake Garda before returning to Verona. After breakfast, depart by coach for the southern shores of Lake Garda, Italy's largest and most enchanting lake. Framed by gentle hills, vineyards, and charming villages, this region is known for its relaxed atmosphere and stunning natural scenery. Arrive in Bardolino, a charming lakeside town framed by vineyards and colourful facades. From here, embark on a scenic boat ride across the lake to Sirmione, gliding over crystal-clear waters with views of picturesque villages and the surrounding hills—a serene and memorable way to experience Italy's largest lake. After returning to Bardolino by boat, meet the coach to return to Verona, where the evening unveils the city's romantic charm. Meet your Local Guide for a two-hour walking tour through the historic centre. As you stroll through atmospheric streets and lively piazzas, discover the stories and landmarks that define this elegant city, long associated with art, history, and timeless love. After the tour, enjoy the remainder of the evening at leisure. Inspiring Highlights Lake Garda Boat Ride Special Information Your travel time today will be approximately 1.5 hours.

After breakfast, depart by coach for Venice. Arriving at Tronchetto, where you'll board a private taxi boat for a memorable approach into the city. Glide across the lagoon toward St Mark's Square, taking in the unique perspective of Venice's waterways, where palaces and churches rise directly from the water's edge. On arrival, meet your local licensed guide for a private walking tour through the historic centre. As you wander through narrow calli and across elegant bridges, uncover the stories behind Venice's most celebrated landmarks and hidden corners. From the grandeur of St Mark's Square to the intricate network of canals, the city reveals itself as a masterpiece of art, history, and maritime power. The afternoon is yours to enjoy at leisure. You may wish to explore further at your own pace, relax over a leisurely lunch, or perhaps join an optional experience to discover another facet of this extraordinary city. Later in the afternoon, return by taxi boat to Tronchetto to continue your journey south to Ravenna. Upon arrival, check into your hotel and enjoy the evening at leisure. Inspiring Highlights St Mark's Square Special Information Your travel time today will be approximately 4.5 hours.

After breakfast, explore the artistic and historical treasures of Ravenna, a city renowned for its extraordinary mosaics and rich Byzantine heritage. Accompanied by your Local Guide, embark on a walking tour through the city's historic centre. Discover the intricate beauty and cultural significance of Ravenna's most celebrated landmarks, including the Basilica of San Vitale and the Mausoleum of Galla Placidia. With included admission, step inside these remarkable monuments and admire their luminous mosaics, masterpieces that have endured for centuries and offer a glimpse into the city's imperial past. Following your visit, continue your journey toward Assisi, set against the gentle slopes of Umbria. On arrival, meet your Local Guide for a walking tour of this deeply spiritual town. Wander through its peaceful streets and discover the legacy of Saint Francis, whose presence continues to shape the atmosphere of Assisi. Your visit includes admission to the Basilica of Saint Francis of Assisi, a site of profound religious and artistic importance, where frescoes and sacred spaces tell the story of the saint's life and enduring influence. After the tour, take a moment to absorb the tranquil surroundings before settling into your accommodation. Inspiring Highlights Basilica of San Vitale Mausoleum of Galla Placidia Basilica of Saint Francis of Assisi Special Information Your travel time today will be approximately 3.5 hours.

After breakfast, depart Assisi and journey through the verdant landscapes of Umbria toward one of Italy's most spectacular natural wonders. Arrive at the Marmore Waterfalls, a breathtaking cascade created by the ancient Romans and still considered one of the tallest man-made waterfalls in the world. With included admission to the park, take time to explore the walking paths and viewpoints, where the powerful rush of water and surrounding greenery create a striking and immersive experience. After your visit, continue onward to Rome, where your journey comes full circle. Upon arrival, check into your hotel and enjoy some time to refresh before the evening's farewell celebration. Tonight, gather with your fellow travellers for a farewell dinner at a traditional restaurant (beverages at own cost). Reflect on the experiences shared, the landscapes discovered, and the memories created over the course of your journey, as you enjoy a final evening immersed in Italian cuisine and atmosphere. Inspiring Highlights Marmore Waterfalls Special Information Your travel time today will be approximately 3.5 hours.

Today is yours to enjoy at leisure in Rome. After breakfast, take the opportunity to explore this iconic city at your own pace. You might visit the Colosseum and Roman Forum, wander through the charming streets of Trastevere, toss a coin into the Trevi Fountain, or take a leisurely stroll through the Villa Borghese gardens. Rome is a city that rewards those who take their time, and there is no shortage of piazzas, trattorias, and historic corners to discover. As evening falls, meet your Tour Leader and fellow travellers for a welcome meeting and briefing ahead of the Southern Italian portion of your tour, which begins tomorrow morning.

After breakfast, leave the bustle of the city behind as you journey into the lesser-explored landscapes of Italy's Abruzzo region. En route, stop in the charming town of Sulmona, renowned for its centuries-old tradition of confectionery. Here, visit the Pelino Confetti Museum, where you'll gain insight into the artistry behind Italy's famous sugared almonds, delicately crafted and deeply woven into local culture. Your visit to the museum is self-guided, allowing you to explore at your own pace. Continuing onward, arrive at the Costa dei Trabocchi, a striking stretch of Adriatic coastline dotted with traditional wooden fishing structures known as trabocchi, perched dramatically over the sea. This evening, enjoy a memorable aperitif and dinner set within one of these historic trabocchi (additional beverages at own cost). Suspended above the water, this unique setting offers an authentic and atmospheric dining experience, where local flavours are complemented by sweeping coastal views. Inspiring Highlights Pelino Confetti Museum Trabocco Dinner Special Information Your travel time today will be approximately 4 hours

After breakfast, continue your journey south, travelling deeper into the sun-drenched landscapes of Puglia, where coastal elegance meets distinctive architectural charm. En route, stop in the seaside town of Trani, a hidden gem along the Adriatic coast. Known for its refined atmosphere and historic harbour, Trani invites a gentle exploration of its waterfront, where fishing boats and cafés line the promenade. The town's pale stone cathedral, set dramatically by the sea, offers a striking backdrop and a sense of timeless tranquillity. After time to explore, continue onward to Alberobello, a UNESCO World Heritage-listed town famed for its unique trulli, whitewashed stone houses topped with conical roofs. As you arrive, the landscape transforms into a storybook setting, where these distinctive dwellings cluster along winding streets, creating one of Italy's most memorable scenes. Settle into your accommodation and enjoy the evening at leisure, soaking up the charm of this truly unique destination. Inspiring Highlights Trani Harbour Trulli Houses Alberobello Special Information Your travel time today will be approximately 4 hours.

Today continues your exploration of Puglia's distinctive landscapes, where whitewashed towns, ancient traditions, and rich flavours define the region's enduring appeal. After breakfast, depart for a deeper discovery of Alberobello, where the fairytale-like trulli create a truly unique architectural landscape. Take time to wander through its winding lanes, where these iconic stone dwellings reveal the history and craftsmanship of the region. From here, continue to the elegant hilltop town of Ostuni, often referred to as the “White City.” Perched above the Adriatic, its labyrinth of narrow streets and gleaming white buildings offers sweeping views and a distinctly Mediterranean atmosphere. As you explore, the town's charm unfolds through hidden corners, lively piazzas, and sunlit alleyways. During the day, enjoy a visit to a local oil mill, where you'll experience an olive oil tasting, an essential introduction to one of Puglia's most celebrated products. Discover the traditions behind its production and savour the rich, authentic flavours that define the region's cuisine. In the afternoon, continue your journey to Lecce, a city renowned for its ornate Baroque architecture and vibrant southern Italian spirit. Upon arrival, settle into your hotel and enjoy the evening at leisure. Inspiring Highlights Ostuni Visit Olive Oil Tasting Special Information Your travel time today will be approximately 2 hours.

Today invites a deeper exploration of Puglia's cultural richness, where Baroque artistry meets the coastal beauty of the Adriatic. Following breakfast, begin in Lecce, often referred to as the “Florence of the South,” where ornate façades and honey-coloured stone define the city's unmistakable character. Accompanied by your Local Guide, enjoy a walking tour through its historic centre. As you wander through elegant piazzas and intricate streets, discover the craftsmanship and stories behind Lecce's remarkable Baroque architecture.Next, visit a traditional ceramics and pottery workshop, offering insight into one of the region's most cherished artisanal traditions. Observe the techniques passed down through generations and gain a deeper appreciation for the creativity that shapes local culture. This afternoon, continue to the coastal town of Otranto, where history and sea views combine in a setting of understated beauty. Stroll through its charming old town, where narrow lanes open onto glimpses of the Adriatic, and a relaxed pace invites you to linger. Return to Lecce, with the remainder of the day at leisure. Inspiring Highlights Ceramics and Pottery Workshop Otranto Visit Special Information Your travel time today will be approximately 1.5 hours.

After breakfast, depart Lecce, travelling inland toward one of Italy's most extraordinary and atmospheric destinations. Matera, a UNESCO World Heritage-listed city famed for its ancient cave dwellings, known as the Sassi, which are carved directly into the limestone cliffs. With your Local Guide, embark on a walking tour through this remarkable landscape. As you navigate its winding pathways, staircases, and rock-hewn spaces, uncover the history of a city that has evolved over thousands of years, where past and present exist in striking harmony. Following your guided exploration, take time to absorb the unique atmosphere of Matera at your own pace, as the soft light of the afternoon enhances the textures and tones of this unforgettable setting. This evening, enjoy a three-course dinner at a local restaurant (beverages at own cost), offering a taste of regional cuisine in an equally evocative environment. Inspiring Highlights UNESCO World Heritage Site - Matera Special Information Your travel time today will be approximately 2.5 hours.

Today's journey reveals one of southern Italy's most distinctive cultural landscapes, where dramatic mountain scenery meets deep-rooted traditions. After breakfast, depart Matera and travel toward Calabria, stopping in the remarkable hilltop village of Civita. Perched above the Raganello Gorge, this unique settlement is part of the Arbëreshë community, descendants of Albanian settlers who have preserved their language, customs, and identity for centuries. Accompanied by your Local Guide, enjoy a walking tour through Civita and the surrounding area, including the striking Ponte del Diavolo (Devil's Bridge), allowing you to fully appreciate the dramatic natural setting.During your time here, immerse yourself in local traditions with a three-course Arbëreshë lunch at a local restaurant. The experience is enriched by a demonstration of dromesat arbëresh, a traditional handmade pasta that reflects the region's unique cultural heritage. Continue with a visit to a local farm, where you'll enjoy a tasting of regional wines alongside a selection of local products, an authentic expression of Calabria's rich agricultural traditions. After lunch, continue to the Riviera dei Cedri, where the coastline unfolds in a series of scenic views along the Tyrrhenian Sea. Upon arrival, settle into your accommodation and enjoy the evening at leisure. Inspiring Highlights Arbëreshë Lunch Devils Bridge Wine Tasting Special Information Your travel time today will be approximately 4 hours.

Wake to the relaxed rhythm of the Tyrrhenian coast, where the Riviera dei Cedri offers a blend of coastal beauty, fragrant landscapes, and understated charm. After breakfast, enjoy a half day excursion along this picturesque stretch of coastline. As you travel, take in sweeping sea views, rugged cliffs, and small seaside towns that reflect the authentic character of Calabria. Known for its citrus groves—particularly the prized cedro—this region is rich in both natural beauty and local tradition. Following your exploration, the afternoon is yours to enjoy at leisure. You may choose to unwind by the sea, stroll through a coastal village, or simply relax and take in the tranquil surroundings. Alternatively, consider joining an optional experience to further discover the region's hidden gems and local culture. Inspiring Highlights Riviera dei Cedri Special Information Your travel time today will be approximately 2 hours.

Today's journey blends rich culinary tradition with ancient history, as you travel along the Campania coastline toward Salerno. After breakfast, depart the Riviera dei Cedri with your first stop at a local buffalo farm. Here, enjoy an immersive experience centred around one of the region's most celebrated products—buffalo mozzarella. Learn about the production process before indulging in a tasting that highlights the freshness and distinctive flavour of this iconic delicacy. Continue to the charming coastal town of Agropoli, where you'll have time to pause for lunch and soak in the relaxed seaside atmosphere, framed by views of the Tyrrhenian Sea. In the afternoon, arrive at the archaeological site of Paestum, one of Italy's most impressive ancient Greek settlements. Accompanied by your Local Guide, enjoy a walking tour through this remarkable site. With included entrance to the excavation area, explore the exceptionally well-preserved temples and ruins, gaining insight into a civilisation that dates back over two millennia. Following your visit, continue to Salerno. Upon arrival, check into your hotel and enjoy the evening at leisure. Inspiring Highlights Buffalo Mozzarella Farm Paestum Archaeological Site Special Information Your travel time today will be approximately 4 hours.

Today is dedicated to the breathtaking beauty of the Amalfi Coast, where dramatic cliffs, pastel-hued villages, and the shimmering Mediterranean create one of Italy's most iconic landscapes. After breakfast, begin your journey along the coast, combining land and sea for a truly immersive experience. Travelling by ferry, take in the spectacular scenery from the water—an ever-changing panorama of rugged coastline, hidden coves, and cascading terraces. From Amalfi, embark on a coastal boat tour, offering a closer perspective of this extraordinary region. Cruise along the shoreline as you make your way to Positano and back, passing colourful villages that cling to the cliffs and capturing unforgettable views along the way. After lunch, your exploration continues with a boat ride from Amalfi to Maiori, revealing another side of the coastline, where wide beaches and a more relaxed atmosphere contrast beautifully with the dramatic vertical landscapes of Positano. Return to Salerno in the afternoon, with the evening at leisure to unwind or enjoy the coastal ambiance. Inspiring Highlights Amalfi Coast Special Information Your travel time today will be approximately 3 hours.

Today's journey brings together ancient history and medieval heritage, as you make your way back to Rome. After breakfast, depart Salerno, travelling first to the extraordinary archaeological site of Pompeii. Accompanied by your Local Guide, enjoy a walking tour through this remarkably preserved ancient city. With included admission to the Pompeii archaeological park, step back in time as you explore streets, homes, and public spaces frozen in the moment of Mount Vesuvius' eruption, offering a powerful glimpse into daily life in the Roman world. Following your visit, continue north toward the historic town of Anagni, often referred to as the “City of Popes.” Here, enjoy admission to the Villa Papale, an important site reflecting the town's significant religious and political past. Later, arrive in Rome and check into your hotel, with time to refresh before your final evening.Tonight, gather for a farewell dinner at a traditional restaurant (beverages at own cost), celebrating the journey and the shared experiences along the way. Inspiring Highlights Pompeii Villa Papale Special Information Your travel time today will be approximately 3.5 hours.

Your Nonna's Italian Road Trip draws to a close. Like the stories passed down around Nonna's table, filled with laughter, flavour, and moments that linger after the journey ends, we hope this experience has become part of your own story. May you carry with you more than just memories of Italy's landscapes and history, but the feeling of slow afternoons, shared meals, and the simple joy of discovering something real. After breakfast, make your own way to the airport or to your onward journey. Thank you for travelling with Inspiring Vacations. We hope you had a memorable experience. Special Information Airport transfers are not included. Our transfer portal offers the option to book your airport transfers for an easier arrival experience (additional charges apply). Access to this portal will be available through your Traveller Hub once your booking is confirmed.