10-Day Italy Self-Drive Road Trip With Itinerary from Florence to Siena, Perugia, and Rome

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Explore the best of Italy on a 10-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through Florence, Pisa, Lucca, Siena, San Gimignano, Castellina in Chianti, San Donato in Poggio, Santa Maria degli Angeli, Perugia, Orvieto, Rome, and Tivoli. This road trip itinerary in Italy seamlessly combines exploration with relaxation.

This perfectly planned road trip itinerary in Italy takes you through some of the best places to see in the country. You will spend 4 nights in Florence, 2 nights in Siena, 1 night in Perugia, and 2 nights in Rome. Anticipate well-spent days sightseeing, eating delicious food, and experiencing the highlights of each destination!

With this travel package, you can choose from an extensive selection of accommodations along your road trip route in Italy. We have handpicked the best hotels and places to stay across the country, including options for each budget. Whether you are in the mood for luxurious 5-star hotels or budget-friendly bed and breakfasts, we have got you covered.

Upon arriving in Florence, the rental vehicle of your choice will be ready for collection. From there, the road trip can begin! Experience the ultimate freedom and uncover Italy on your own terms.

An expertly curated travel plan makes sure you don’t miss out on any of the best things to see and do on your road trip in Italy. Trevi Fountain and Colosseum are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Pantheon, learn more about the unique Piazza Navona, and immerse yourself in the vibrant atmosphere of Ponte Vecchio.

As you hit the open road and drive through Florence, Pisa, Lucca, Siena, San Gimignano, Castellina in Chianti, San Donato in Poggio, Santa Maria degli Angeli, Perugia, Orvieto, Rome, and Tivoli, you will also enjoy plenty of opportunities to uncover hidden gems and experience the authentic charm of Italy. Whether you are exploring enchanting towns and villages, discovering scenic routes, or indulging in local cuisine, there is always something new and exciting to experience in Italy.

Throughout your road trip in Italy, take breaks from sightseeing to explore your favorite destinations' top shopping streets and markets. Discover unique souvenirs that will forever remind you of your self-drive adventure in Italy.

This package offers an all-in-one solution for your trip planning - choose flights, a rental car, accommodation, attractions, and tours that suit your needs and desires. You can customize each day of your road trip itinerary with flexible trip planning before and after booking.

The best services in Italy fill up quickly, so book your spot early. Select a date and start planning your road trip in Italy today!

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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Cathedral of Santa Maria del Fiore
Galleria dell'Accademiapiazza della SignoriaPonte VecchioUffizi GalleryBasilica of Santa Croce in Florencepiazzale Michelangelo
Leaning Tower of PisaPisa CathedralPiazza del Duomo, PisaCampo santoPorta San PietroWalls of Lucca
Siena Cathedralpiazza del CampoTower of MangiaPorta San GiovanniSanGimignano1300Piazza del Duomo, San Gimignano
Parco Sculture del ChiantiCastello di BrolioTumulo di MontecalvarioRocca di Castellina in ChiantiOsservatorio Polifunzionale del Chianti
Basilica of San Francesco d'AssisiPiazza del ComuneRocca MaggioreEtruscan ArchPerugia CathedralPiazza IV Novembre

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Day 1

Day 1

  • Florence - Arrival day
  • More
  • Cathedral of Santa Maria del Fiore
  • More

Your road trip adventure in Italy begins as soon as you reach Florence and pick up your car. You’ll stay in Florence for 3 nights and explore the best things to see and do, sample the local cuisine, and choose from a curated selection of the best hotels and places to stay in the city.

Florence is a beautiful city with plenty to discover. If you arrive before check-in time or prefer to get started on your sightseeing right away, we recommend checking out Cathedral Of Santa Maria Del Fiore, or just taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

Find your way to your hotel in Florence. We recommend choosing a hotel in a central location for easy exploring. Check-in typically starts between 2 and 4 PM at hotels in Italy. Settle in and make plans for the evening.

As dinnertime approaches, it's time to head out for a bite to eat. If you are looking to dine at a popular restaurant in Florence, it's often a good idea to reserve a table in advance.

Make sure to reserve a table at Ristorante Oliviero 1962, an iconic dining spot in Florence. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Di Poneta Novoli, a popular restaurant in Florence. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Caffe San Firenze, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

To truly maximize your evening out, consider visiting Manifattura after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Se·sto On Arno Rooftop Bar, another bar with an inviting ambiance. Similarly, Il Vinile also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Raise a toast to the start of your 10-day road trip in Italy!

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Day 2

Day 2

  • Florence
  • More

Drive 9 km, 1 hour 16 min

  • Galleria dell'Accademia
  • piazza della Signoria
  • Ponte Vecchio
  • Uffizi Gallery
  • Basilica of Santa Croce in Florence
  • piazzale Michelangelo
  • More

Day 2 of your road trip will take you to the best attractions Florence has to offer. Cherish the 2 nights you have left in Florence by discovering the best things there are to see and do in the city.

Today’s route brings family-friendly attractions, picturesque spots, and history-rich sites. The first attraction of today is Galleria Dell'accademia. This well-known art gallery is a photogenic place to see in Florence. Continue your discovery at Piazza Della Signoria, a history-steeped public square with stories to tell.

As you stroll around Florence, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Ponte Vecchio. This timeless historical landmark offers a visually striking encounter with Florence. Next, make your way to Uffizi Gallery to add another highlight to your day. After that, visit Basilica Of Santa Croce In Florence, a locally renowned church that’s sure to impress. If you’re up for more, end your self-guided sightseeing tour at Piazzale Michelangelo, an extraordinary observation deck in the city. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Florence.

Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.

Indulge in a memorable dining experience at one of Florence's most popular restaurants, and connect with friendly locals for an authentic adventure.

Make sure to reserve a table at Ditta Artigianale, an iconic dining spot in Florence. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Trattoria Da Burde, a popular restaurant in Florence. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Casa Toscana, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Keep the excitement of the evening going by visiting a bar or two. Bar 50 Rosso is an excellent place to start. You could also check out Bitter Bar, offering a different kind of charm. A last recommendation for the day is Archea Brewery. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Get a good night's sleep and look forward to another great day on the road in Italy!

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Day 3

Day 3

  • Florence
  • More

Drive 195 km, 3 hours 3 min

  • Leaning Tower of Pisa
  • Pisa Cathedral
  • Piazza del Duomo, Pisa
  • Campo santo
  • Porta San Pietro
  • Walls of Lucca
  • More

On day 3 of your road trip, you’ll start and end your day in Florence, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Pisa and Lucca. You still have 1 night left in Florence.

Discover a day packed with fun adventures, scenic views, and picturesque spots in Florence. Begin your sightseeing with Leaning Tower Of Pisa. This wondrous monument is one of the top attractions in the city. Proceed to Pisa Cathedral, another must-visit attraction that enhances the city’s allure.

As you wander through the inviting streets of Florence, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Piazza Del Duomo, Pisa. This timeless public square is a traveler-favorite. Not far away, you’ll find Campo Santo, another key site on your sightseeing itinerary. Conclude your day at Porta San Pietro and uncover why it's recognized as one of the city's most frequently visited attractions.

When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Florence.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Florence. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Dine in style at Ristorante Buca Mario, a top recommendation for dinner tonight. Or, for a change of pace, Agricola Toscana boasts a menu that's sure to impress. Also, be sure to check out Eataly Firenze. Known as a local hotspot, it’s a great choice for tonight in Florence.

After savoring a delicious meal, step into the vibrant nightlife at Gosh*, where the evening is just getting started. In the same way, Antico Caffè Del Moro - Art Bar Firenze offers a unique charm perfect for experiencing the local bar scene in Florence. Quelo Bar is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

Say good night to Florence and look forward to another great day of your road trip in Italy!

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Day 4

Day 4

  • Florence
  • Siena
  • More

Drive 158 km, 2 hours 58 min

  • Siena Cathedral
  • piazza del Campo
  • Tower of Mangia
  • Porta San Giovanni
  • SanGimignano1300
  • Piazza del Duomo, San Gimignano
  • More

On day 4 of your road trip in Italy, you will get a true taste of the freedom a self-drive vacation in Europe entails. Today’s travel plans include stops at the most scenic, wondrous, and interesting places in Siena and San Gimignano. In the evening, you’ll end up in Siena, where you will stay for 2 nights.

Today, you'll explore some of the most beautiful places in Florence, including a church, a public square, a monument, a museum and much more! Start your day with a visit to Siena Cathedral. This popular church is a must-visit in the city. When you’re ready for your next discovery, continue to Piazza Del Campo, which may be one of the most UNESCO world heritage-listed places you will experience today.

One of the best things about exploring Florence on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Tower Of Mangia, an up-and-coming monument in the city. If you’re up for more discoveries, don’t forget to reserve some time for Porta San Giovanni and Sangimignano1300. End your day with a visit to Piazza Del Duomo, an intriguing public square that’s sure to leave a lasting impression.

When you’re done exploring for the day, you’ll drive to your hotel in Siena. Check in and spend some time relaxing before you head out to tour the city.

As dinnertime approaches, it's time to head out for a bite to eat in Siena. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.

Enjoy a delicious meal at Enoteca I Terzi, a highly-rated dining destination in Siena. If you're eager to try something different, consider Ristorante Tar-Tufo, another top spot with a tantalizing menu. You might also want to secure a reservation at Antica Trattoria Papei. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Siena this evening.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Meet Life Cafè stands out as an excellent choice for a post-dinner cocktail. Alternatively, Maudit Pub offers an ideal atmosphere to enjoy the pleasures of the night. Bar Impero Siena is also a great option that provides a perfect setting for a relaxing evening.

Get a good night's sleep and look forward to another great day on the road in Italy!

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Day 5

Day 5

  • Siena
  • More

Drive 110 km, 2 hours 34 min

  • Parco Sculture del Chianti
  • Castello di Brolio
  • Tumulo di Montecalvario
  • Rocca di Castellina in Chianti
  • Osservatorio Polifunzionale del Chianti
  • More

On day 5 of your road trip, you’ll start and end your day in Siena, where you'll stay for 1 night more.

Today’s agenda in Siena includes a sculpture garden, a castle, an archeological site, an astronomical observatory and much more! Parco Sculture Del Chianti is must-visit sculpture garden and a great starting point for the day. Next, continue your journey to Castello Di Brolio, an underrated castle, located just a leisurely stroll away. Next, head to Tumulo Di Montecalvario, a respected archeological site, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Siena. If you’re looking for more, Rocca Di Castellina In Chianti is also a frequently visited attraction that is worthwhile a visit. Lastly, don’t miss Osservatorio Polifunzionale Del Chianti, an often recommended gem to see in the hamlet.

When you’re done exploring for the day, you’ll return to Siena and your accommodation.

As you explore more of Siena, you'll discover that its culinary landscape is as diverse as its attractions. Whether you're craving traditional dishes bursting with local flavors or innovative creations that push the boundaries of taste, you're sure to find a dining experience that satisfies your cravings.

Treat yourself to a delightful dinner at Osteria Quattro Venti, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Fischi per Fiaschi? It's another excellent option with a diverse menu. Consider reserving a table at Osteria da Divo as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Siena.

Extend your evening after a delightful meal by visiting Charlie Mixology Bar Di Aldinucci Riccardo, which offers the perfect atmosphere for a night out. Moreover, Bar Pinacoteca is another popular option for a drink or two. Likewise, San Paolo Pub also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Raise your glass to another unforgettable day in Italy!

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Day 6

Day 6

  • Siena
  • Perugia
  • More

Drive 160 km, 2 hours 48 min

  • Basilica of San Francesco d'Assisi
  • Piazza del Comune
  • Rocca Maggiore
  • Etruscan Arch
  • Perugia Cathedral
  • Piazza IV Novembre
  • More

Experience an unparalleled adventure on day 6 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Santa Maria degli Angeli and Perugia. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Perugia. You will spend 1 night here for some well-deserved relaxation.

Savor the day by visiting some of the best places to see in Siena, including a church, a public square, a castle, a historical landmark and much more! Start your adventure at Basilica Of San Francesco D'assisi. This notable church is a must-visit for travelers looking for a unique holiday experience. Make your way to Piazza Del Comune located in Siena for an enchanting atmosphere.

Next, immerse yourself in the setting of Rocca Maggiore. Its culturally significant features will captivate you. After the castle, continue your tour of the town with a visit to Etruscan Arch. This historical landmark has a culturally significant appeal. For a change of pace, head to Perugia Cathedral. As one of the most up-and-coming attractions in Siena, this church is an excellent place to end your self-guided tour.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Perugia. Perugia offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

After a day of adventure, treat yourself to an exquisite dinner at one of Perugia's best restaurants.

Treat yourself to a delightful dinner at Ristorante Settimo Sigillo, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Caffè Baglioni? It's another excellent option with a diverse menu. Consider reserving a table at Bar Pellas as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Perugia.

Round off your dining experience by visiting Tommi Bar, a prime location for a drink. Alternatively, explore the distinctive characteristics of Valentina, a bar catering to every mood and preference. Caffe Dal Perugino likewise offers a unique atmosphere, perfect for a memorable night out.

Celebrate another amazing day of your road trip adventure in Italy!

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Day 7

Day 7

  • Perugia
  • Rome
  • More

Drive 205 km, 3 hours 34 min

  • Well of St Patrick
  • Orvieto Cathedral
  • Museo dell'Opera del Duomo
  • Orvieto subterranea
  • Torre del Moro Orvieto
  • Pozzo della Cava
  • More

On day 7 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Orvieto. When you’re not sightseeing, take time to relax at your selected hotel in Rome, where you’ll be staying for 2 nights.

Brace yourself for today’s incredible lineup of attractions in Perugia, featuring fun adventures, breathtaking views, and picturesque spots. Start at Well Of St. Patrick, a notable monument in the village. Then, head to Orvieto Cathedral and soak in the ambiance of this history-steeped church.

There are many interesting places to see in Perugia and when you are ready for more, go to Museo Dell'opera Del Duomo. This is one of the village’s most increasingly popular spots. After exploring the museum, visit the frequently visited Orvieto Underground. Before wrapping up your self-guided sightseeing tour, head to the locally appreciated Torre Del Moro Orvieto, a locally appreciated monument in the village.

At the end of the day, you will drive to Rome, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

As you explore more of Rome, you'll discover that its culinary landscape is as diverse as its attractions. Whether you're craving traditional dishes bursting with local flavors or innovative creations that push the boundaries of taste, you're sure to find a dining experience that satisfies your cravings.

Enjoy a lovely meal at La Bottega Roma, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Pasta In Corso is another top choice with a popular menu. You could also check for a table at Trattoria Vecchia Roma. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Rome tonight.

Let the evening flow smoothly from dinner to drinks at La Botticella Of Poggi Giovanni, a top-rated bar in the area. For other recommendations, Almalu Trastevere provides a perfect setting for rounding out your night with style and great drinks. Likewise, Bar Viminale Di Pepi Maurilio offers a memorable night with diverse drink options and excellent service.

Say good night to Rome and look forward to another great day of your road trip in Italy!

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Day 8

Day 8

  • Rome
  • More

Drive 5 km, 1 hour 8 min

  • Colosseum
  • Roman Forum
  • Trevi Fountain
  • Pantheon
  • Piazza Navona
  • Trastevere
  • More

Day 8 of your road trip across Italy promises a magnificent time exploring Rome. You have 1 night left in Rome. Take the opportunity to experience more of the best attractions and activities in the city.

Set aside time today to explore Trastevere, a standout neighborhood that reflects the essence of the city. While you're there, you'll also be within reach of some of the city's top landmarks, making it easy to maximize your day.

Bring your curiosity for today’s adventure around Rome. Some of the city’s most loved attractions await. Colosseum is the perfect place to start. This archeological site is one of the most wondrous places to visit in Rome. Next, head to Roman Forum, a world-famous archeological site, known for its breathtaking features.

In between the sights, don’t hesitate to take small detours to explore local stores and eateries. When you’re ready to continue your adventure, head to Trevi Fountain. This symbolic monument offers a unique experience that is highly recommended. Meanwhile, Pantheon adds its own distinct charm to your journey. Finish your day with a visit to Piazza Navona, a history-steeped public square in Rome.

Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.

After a day of adventure, treat yourself to an exquisite dinner at one of Rome's best restaurants.

Treat yourself to a wonderful meal at RomAntica, a top-rated dining spot in Rome. If you're in the mood for something new, try Coso Ristorante, another premier location with a delectable menu. You might also want to book a table at DEROMA - Farine Romane. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Rome.

If you’re not ready to end the night just yet, Sant' Eustachio Caffè offers a perfect venue to relax and savor a drink. Similarly, Yellowsquare Rome is well-suited for those looking to unwind in a social setting. Caffè Portofino is another excellent spot to enjoy a nightcap after a delightful meal.

Raise your glass and celebrate another amazing day of your road trip in Italy!

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Day 9

Day 9

  • Rome
  • Florence
  • More

Drive 327 km, 4 hours 15 min

  • Tivoli Cathedral
  • Villa d'Este
  • Fontana dell'Organo
  • Fontana dell'Ovato (o di Tivoli)
  • Hadrian's Villa
  • More

Dive into day 9 of your remarkable road trip in Italy. Today you will explore Tivoli, where you will have the opportunity to experience all the top things to see and do. At the end of the day, you’ll unwind at one of the finest accommodations in Florence. You’ll stay here for 1 night.

Bring your curiosity for today’s adventure around Rome. Some of the town’s most loved attractions await. Tivoli Cathedral is the perfect place to start. This church is one of the most up-and-coming places to visit in Rome. Next, head to Villa D'este, a notable palace, known for its history-steeped features.

In between the sights, don’t hesitate to take small detours to explore local stores and eateries. When you’re ready to continue your adventure, head to Fontana Dell'organo. This romantic monument offers a unique experience that is highly recommended. Meanwhile, Fontana Dell'ovato (o Di Tivoli) adds its own distinct charm to your journey. Finish your day with a visit to Hadrian's Villa, a breathtaking archeological site in Rome.

When you’re done exploring for the day, you’ll drive to your hotel in Florence. Check in and spend some time relaxing before you head out to tour the city.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Florence. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Enjoy a delicious meal at Tijuana, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Djària - American Bar, another top spot with a mouthwatering menu. You might also want to secure a reservation at The Florence Irish Pub. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in in Italy.

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Day 10

Day 10

  • Florence - Departure day
  • More
  • Oltrarno
  • More

Day 10 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Florence before saying goodbye to this wonderful destination. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.

One of the best things to do on your last day is to explore Oltrarno, a neighborhood that captures the true essence of Florence. Take your time to uncover its best sides and enjoy its proximity to many of the area’s best attractions.

Explore local shops for souvenirs to remember your trip or find unique gifts for loved ones.

Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Florence.

You’ll then say farewell to Florence. Drive to the airport, return your car, and take the opportunity to get some last-minute souvenirs before you board your flight home. We wish you a pleasant journey and hope you leave with many wonderful memories of your road trip in Italy!

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