Get ready to rev your engines and discover Italy's breathtaking scenic roads. Why settle for highways when you can cruise through stunning landscapes, charming villages, and jaw-dropping coastlines? Buckle up and let’s explore Italy’s top self-drive routes!
A calm, harmonious route through Tuscany’s classic wine hills and stone hamlets.
If you imagine Tuscany as rolling hills and vineyards stitched together with stone hamlets, this is the road that turns that picture into reality. The Chiantigiana is not dramatic; it is harmonious. Every curve feels measured, every village purposeful.
The pleasure of this drive lies in its balance: gentle gradients, well-spaced stops and a sense that you are moving through a working landscape rather than a stage set.
Why this drive works:
Best for:
Travellers who appreciate balance, calmness and an agricultural elegance that never tries too hard.
Local tip:
If you can travel in early October, time your Chiantigiana drive with L’Eroica in Gaiole in Chianti — the world-famous vintage cycling festival where thousands of riders take to the “strade bianche” on classic steel bikes.
The village becomes a lively open-air fair of music, markets, and riders in retro wool jerseys.
Even if you don’t cycle, it’s one of the most atmospheric weekends to experience the Chianti hills.

A hand-drawn map of the Chiantigiana — a charming reminder that SR 222 is best explored slowly.

L’Eroica transforms Gaiole in Chianti into a living celebration of vintage cycling — a uniquely atmospheric moment along the Chiantigiana.
Wide horizons, quiet roads and Renaissance towns set within Tuscany’s most cinematic landscape.
Perhaps Italy’s most composed landscape. Long straight roads cut through wheat and clay hills, cypress-lined drives rise like punctuation marks and Renaissance towns sit with deliberate poise on distant ridges.
This is a place where you rarely rush. The pleasure is in the spacing of views, the way towns like Pienza and San Quirico appear slowly, and how the road itself feels designed for contemplation.
Why this drive works:
Best for:
Travellers seeking a drive that feels cinematic yet serene — Italy in its most classical form.
Local tip:
Visit in late June to experience the Orcia Music Festival, when Renaissance churches, rural courtyards and small village squares across the Val d’Orcia host intimate classical concerts.
The landscape feels different during these evenings — quieter, cultural, and deeply atmospheric.

San Quirico d’Orcia at first light — a quiet, timeless viewpoint at the heart of the valley.
Whitewashed towns, rolling olive groves and the distinctive architecture of southern Puglia.
A bright, generous landscape dotted with trulli, whitewashed towns and olive groves.
The driving here is easy and gently rolling, inviting you to stop often rather than push on.
It’s a route where the architecture, countryside and pace of life all harmonise naturally.
Alberobello, Locorotondo and Martina Franca each offer a different expression of the valley — from iconic conical-roofed houses to elegant palazzi and relaxed piazzas filled with local life.
Why this drive works:
Best for:
Travellers who value authenticity wrapped in simplicity — a day out rich in texture, flavour and character.
Local tip:
From late November through December, plan at least one evening in Locorotondo, when the historic centre transforms into a series of living nativity scenes and open-air Christmas tableaux.
The alleyways fill with local performers, handmade decorations and soft lighting — a wonderfully atmospheric way to experience the Itria Valley in winter.

Locorotondo’s lanes take on a quiet festive charm in winter — an atmospheric glimpse of the Itria Valley at Christmas.
Golden-stone cities, short scenic drives and some of Sicily’s most atmospheric townscapes.
Between Noto, Modica, Scicli and Ragusa Ibla lies one of Europe’s most coherent architectural landscapes.
Golden stone, soft hills, chocolate traditions and dramatic town silhouettes give this area a distinctive, deeply Sicilian character.
Distances are short, and each stop reveals a different expression of Baroque culture — theatrical piazzas in Noto, intricate alleys in Modica, sunlit staircases in Scicli and the tiered elegance of Ragusa Ibla. It’s a drive rich in contrast, craftsmanship and atmosphere.
Why this drive works:
Best for:
Travellers who appreciate beauty shaped by history — elegant, atmospheric and unmistakably Sicilian.
Local tip:
Include a stop in Marzamemi, one of Sicily’s most picturesque fishing villages, and book ahead for lunch or dinner at La Cialoma. Set directly on the old stone piazza overlooking the sea, it combines exceptional seafood with a slow, cinematic atmosphere — a setting that captures the southern soul of the Val di Noto.

Marzamemi at dusk — stone walls, warm light and slow, coastal elegance at the edge of the Val di Noto.
Cliff-edge views, luminous water and a route that blends Alpine drama with lakeside calm.
Carved between dramatic cliffs and the deep blue of Lake Garda, the Western Gardesana Road is one of Italy’s most cinematic lakeside drives. Tunnels open suddenly onto wide, luminous views, and the rock walls rise almost vertically above the road, giving the route a strikingly Alpine character.
Small bays, citrus-scented villages and cliff-top terraces appear throughout the journey, inviting frequent stops.
Limone, Tremosine and Riva del Garda each add their own atmosphere — from waterfront promenades to mountain-edge viewpoints.
Why this drive works:
Best for:
Travellers who enjoy a blend of drama and tranquillity — a route where every few kilometres bring a new, surprising view.
Local tip:
Time your drive to finish in Limone sul Garda and walk a stretch of the Ciclabile sospesa — the panoramic, cliff-side path suspended directly above the lake.
In the hour before sunset, the mountains turn gold and the water becomes mirror-still.
It’s one of the most memorable ways to end a day on the Gardesana.

The suspended walkway at Limone — a peaceful, panoramic pause along the Western Gardesana Road.
Steep cliffs, pastel villages and one of the Mediterranean’s most iconic coastal drives.
The Amalfi Coast’s SS163 is one of the world’s most recognisable coastal roads, yet it still surprises when you see it in person.
Cliffs plunge straight into the sea, pastel villages cling improbably to the rock and every bend reveals a new angle on the coastline.
It’s intense, spectacular and best enjoyed with a clear plan for where to pause.
Positano, Praiano, Amalfi, Ravello (via the hill road) and Minori/Maiori each add a different mood to the journey — from beach clubs and steep lanes to quieter promenades and lofty garden terraces.
With thought about timing and parking, the drive becomes a curated sequence of viewpoints rather than a stress test.
Why this drive works:
Best for:
Travellers who want beauty with intensity — a drive that becomes unforgettable when paired with the right pauses and a calm base.
Local tip:
If you enjoy open-road driving, consider hiring a convertible for the Amalfi Coast.
The cliffside stretches feel completely different with the roof down, and the airflow makes summer driving far more comfortable.
Whatever you drive, plan parking ahead — each village has designated car parks, and reserving your spot can turn a busy day into a calm, well-paced journey.

A convertible above Positano — an unforgettable way to experience the curves and views of the Amalfi Coast.
Every drive tells a different story — what matters is choosing the one that matches how you like to travel.
Whether you prefer dramatic coastlines, quiet country roads or a mix of landscapes, we can help you shape a route that fits your timing, your pace and the kind of holiday you want.
Tell us your dates and interests, and we’ll build a journey that feels effortless and thoughtfully designed.
Clients often mention what matters most — care, precision, and the sense of travelling with someone who knows the way.
EXCELLENT Based on 77 reviews Posted on Google Catherine Day16 July 2026Trustindex verifies that the original source of the review is Google. We’re recently home after a wonderful holiday in Puglia arranged with Antonio. Great pace, a range of always excellent accommodation and an interesting suggested itinerary. We would highly recommend Expert to Italy and look forward to planning our next getaway with Antonio.Posted on Google Mike Girling (No nickname)16 June 2026Trustindex verifies that the original source of the review is Google. Just back from another delightful holiday organised from start to finish by the Italian "Expert" Antonio. After several discussions with him we decided to have an eleven day trip to the Amalfi coast and Ischia and thanks to his intimate knowledge of the area we had a most enjoyable and memorable time. Ischia in particular was absolutely wonderful. Antonios advice on the boutique hotels, guided tours, and places to visit were exemplary as were the drivers he booked to ferry us around. In addition to all the knowledge and advice he provides, this time, we encountered a couple of problems of our own making, but a quick WhatsApp to Antonio and within 24 hours both problems were solved. So if you are looking for an independent holiday in Italy along with great support we have no hesitation in recommending Antonio Mike & DianePosted on Google Daniel Hockman9 June 2026Trustindex verifies that the original source of the review is Google. ExpertoItaly is a brilliant company, and Antonio organised a wonderful holiday for us in Puglia a region we did not know. His suggestions were all fantastic. He listens to what you want to do and works your holiday around that. I wouldn’t hesitate to recommend him to anyone contemplating a holiday in Italy. Thank you so much, Antonio!Posted on Google Elaine Yeoh6 June 2026Trustindex verifies that the original source of the review is Google. We engaged Antonio Cresce to plan and manage our 3 week holiday in Italy - covering towns in the regions of Puglia, Basilicata ,Calabria and Campania. Our holiday was seamless and exceeded all our expectations, and I would highly recommend Antonio / Expert to Italy for all your holiday planning and needs. From the point of choosing destinations, Antonio was collaborative and listened to everything on our wishlist . The towns he chose for us were exactly the places that we loved .. off the beaten track, charming and authentic Italy ! He picked our accomodation and again there was a lot of collaboration over our needs and we loved the choices . The tours he organised were exceptional. I wanted to see wildflowers and orchids and he engaged experts to take me around the national parks . I would never have been able to source the contacts and organise the excursions as perfectly as it was done . Some of the best moments of our travels , ever! Transfers were professional and seamless. Antonio remained fully contactable throughout our trip for questions , help and any details we needed. We felt fully secure and confident that we had an agent travelling along with us at every step! It was a huge benefit as well having him in the rough time zones as Italy where he is based in the UK, so that any questions were promptly answered and sorted . This could have been more problematic if we had engaged someone from home in Australia with the big difference in time zones . We appreciated his travel advice and recommendations, his work ethics , his professionalism and how he went over and beyond to make our holiday truly exceptional!Posted on Google Judith Warren29 April 2026Trustindex verifies that the original source of the review is Google. Antonio is super helpful and efficient and he knows Italy. He arranged our three centre Italian holiday, booked all train tickets, taxis and hotels and suggested places we wouldn't have thought of. You can have an independent holiday without problems, even in a less touristy area, because he's organised everyone for you and he's a back up if anything goes wrong. Thanks Antonio, be in touch next time!Posted on Google Anne Fenton22 September 2025Trustindex verifies that the original source of the review is Google. Antonio was a delight to deal with. He was knowledgable, friendly and very patient when we changed our plans several times! His choices of hotels were exceptionally good and he was very responsive when we had a little hiccup with the car rental. Highly recommend his services.Posted on Google Teresa Oliveira25 August 2025Trustindex verifies that the original source of the review is Google. We used ExpertoItaly to help us with our two-week holiday in Sicily. We had a couple of interactions with Antonio, and were very fast to close on our itinerary and hotels. Everyting was very well organized and suitable to our requirements. Antonio chose very good accommodations: small beautiful, full of character and well located. He also booked our bus trips as we did not want to rent a car. That worked really well. It was a great help and gave us great confidence for our trip. We strongly recommend ExpertoItaly if you want customised holidays in Italy. We will use it again for future traveling in Italy!Posted on Google IzzieD21 August 2025Trustindex verifies that the original source of the review is Google. Antonio is an expert on Italy so if you are planning a trip then you should definitely use ExpertoItaly. He helped us plan the perfect family trip and we cannot fault any of his recommendations. From car hire, to the perfect hotels and apartments, he is highly knowledgeable and it doesn't stop with planning. He was on hand to be available if we needed his help while on the trip. His customer service is first class. Thank you so so much and we look forward to planning our next trip with you.Posted on Google David Wise12 August 2025Trustindex verifies that the original source of the review is Google. Antonio was really helpful in planning our trip to Italy. We wanted to visit 3 locations, he provided recommendations on accomodations which were great - really good locations for each booking. He also coordinated taxis and trains and provided a load of suggestions for each location for places to eat and sites to visit. He was readily available to answer any questions we had by email or WhatsApp. His assistance really helped us in planning this trip and saved us a lot of stress in trying to coordinate this ourselves. All in all we had a great holidayPosted on Google Simon Tanner8 July 2025Trustindex verifies that the original source of the review is Google. Antonio organised a wonderful two-centre trip for us. He listened to our requirements and designed an itinerary that fulfilled our needs perfectly. All the arrangements (hotels, transfers, bike hire, train tickets etc.) went smoothly and Antonio was available before and during the holiday to answer any queries. He is helpful and charming. The pricing was very competitive and the holiday good value for money. I would recommend ExpertoItaly to anyone looking for knowledgeable, excellent customer service and look forward to using Antonio’s services again in the future.
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