One-Week Italy Self-Drive Road Trip With Itinerary from Rimini traveling west to Bologna, Florence, and Siena
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Description
Escape the ordinary with this exciting 8-day road trip through Italy. Explore the diverse landscapes, lively cities, and beyond. Pack your bags, hit the road, and prepare for an unforgettable journey!
This perfectly planned road trip itinerary in Italy takes you through some of the best places to see in the country. You will spend 2 nights in Rimini, 1 night in Bologna, 2 nights in Florence, and 2 nights in Siena. 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 Rimini, 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. Ponte Vecchio and Leaning Tower Of Pisa are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Piazza Del Duomo, Pisa, learn more about the unique Piazzale Michelangelo, and immerse yourself in the vibrant atmosphere of Cathedral Of Santa Maria Del Fiore.
As you hit the open road and drive through Rimini, Bologna, Florence, Siena, San Gimignano, and Pisa, 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!
Itinerary summary
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Day 1
- Rimini - Arrival day
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- Cavour Square
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Welcome to Rimini, the perfect starting point for your road trip in Italy! Pick up your rental car and let the adventure begin. You will spend 1 night immersing yourself in Rimini's charm before embarking on the next leg of your journey.
Rimini 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 Piazza Cavour, 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 Rimini. 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 Rimini, it's often a good idea to reserve a table in advance.
Dine in style at Giusti, a top recommendation for dinner tonight. Or, for a change of pace, Bar Lento boasts a menu that's sure to impress. Also, be sure to check out Amorimini. Known as a local hotspot, it’s a great choice for tonight in Rimini.
After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Sunflower Beach Backpacker Hostels & Bar, a well-loved spot among locals and tourists. Or, head to Caffè Il Borgo. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Primo Bacio Città Lounge Bar, another top-rated place in the area.
Raise a toast to the start of your 8-day road trip in Italy!
Day 2
- Rimini
- Bologna
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Drive 123 km, 2 hours 4 min
- Arco di Augusto
- Parco Federico Fellini
- Pinacoteca Nazionale di Bologna
- Two Towers
- International Museum and Library of Music
- Piazza Santo Stefano
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Experience an unparalleled adventure on day 2 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Rimini and Bologna. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Bologna. You will spend 1 night here for some well-deserved relaxation.
Prepare for a day full of fun adventures, photo-friendly spots, and history-rich sites. When you’re ready, kick off your sightseeing adventure at Arch Of Augustus. This locally renowned monument is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Parco Federico Fellini, one of the city’s best highlights.
Next, check out Pinacoteca Nazionale Di Bologna, one of the most up-and-coming places to see in Rimini. This art gallery is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Two Towers. Wander around and soak in the historic atmosphere this monument offers. Then, head to International Museum And Library Of Music, a top-rated museum that adds another dimension to your day. Finally, visit the increasingly popular Piazza Santo Stefano, the last of our attraction recommendations for today.
After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Bologna. Bologna offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.
As you explore more of Bologna, 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 dining experience at Ristorante Ciacco, a popular restaurant in Bologna. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Bologna at Ristorante Ballarini, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated Sfoglia Rina. It’s yet another ideal choice to enhance your time in Bologna tonight.
Following your dinner, dive into the local bar culture at Bar Al Bricco D'oro. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Bar Freud E Squisito, the perfect place for those looking to experience the best of the nightlife. Similarly, Osteria Del Sole provides excellent drinks and a great atmosphere, ensuring a memorable night out.
Relax and recharge in preparation for another adventurous day in Italy!
Day 3
- Bologna
- Florence
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Drive 120 km, 1 hour 45 min
- Palazzo d'Accursio
- Piazza Maggiore
- Biblioteca Salaborsa
- Bologna Cathedral
- Fountain of Neptune, Bologna
- Palazzo Re Enzo
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On day 3 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 Bologna. In the evening, you’ll end up in Florence, where you will stay for 2 nights.
Bologna is brimming with adventures. Today’s wonderful stops include a palace, a public square, a library, a church, a monument and much more! Begin your sightseeing adventure at the worthwhile Palazzo D'accursio and allow yourself time to explore. Just a short distance away you'll find your next stop, Piazza Maggiore, a symbolic public square that draws visitors from far and near.
Continue your journey to Biblioteca Salaborsa, one of the city’s most curiosity-inducing spots that you shouldn’t miss. Another great site to visit is the beloved Bologna Cathedral. When you're finished at the church, Fountain Of Neptune, Bologna awaits your visit. This monument is a noteworthy highlight on today's itinerary. Last up is a palace - the intriguing Palazzo Re Enzo.
At the end of the day, you will drive to Florence, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.
As dinnertime approaches, it's time to head out for a bite to eat in Florence. 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.
Savor the flavors at Ristorante Oliviero 1962, a top pick for dinner tonight. Alternatively, Di Poneta Novoli beckons with its unique menu offerings. Also, consider Caffe San Firenze. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.
Keep the excitement of the evening going by visiting a bar or two. Manifattura is an excellent place to start. You could also check out Se·sto On Arno Rooftop Bar, offering a different kind of charm. A last recommendation for the day is Il Vinile. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.
As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.
Day 4
- Florence
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Drive 4 km, 1 hour 5 min
- piazzale Michelangelo
- Ponte Vecchio
- Uffizi Gallery
- Palazzo Vecchio
- piazza della Signoria
- Cathedral of Santa Maria del Fiore
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On day 4 of your road trip, you will have an entire day to explore Florence. You’ll stay in Florence for 1 night and discover all the best things to see and do in the area.
Savor the day by visiting some of the best places to see in Florence, including an observation deck, a historical landmark, an art gallery, a palace, a public square, a church and much more! Start your adventure at Piazzale Michelangelo. This top-rated observation deck is a must-visit for travelers looking for a unique holiday experience. Make your way to Ponte Vecchio located in Florence for another exciting encounter.
Next, immerse yourself in the setting of Uffizi Gallery. Its instagrammable features will captivate you. After the art gallery, continue your tour of the city with a visit to Palazzo Vecchio. Visitors usually appreciate the symbolic features of this palace. Next up is Piazza Della Signoria, a highly recommended public square. For a change of pace, head to Cathedral Of Santa Maria Del Fiore. As one of the most impressive attractions in Florence, this church is the perfect place to end your self-guided sightseeing tour.
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 long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Florence. Enjoy a satisfying meal that will recharge you for tonight's adventures.
Treat yourself to a delicious dinner at Ditta Artigianale, an excellent option for tonight's dining. Looking for something different? Trattoria Da Burde offers a tantalizing alternative with its diverse menu. And don’t miss Casa Toscana. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.
Let the evening flow smoothly from dinner to drinks at Bar 50 Rosso, a top-rated bar in the area. For other recommendations, Bitter Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Archea Brewery offers a memorable night with diverse drink options and excellent service.
Relax and recharge in preparation for another adventurous day in Italy!
Day 5
- Florence
- Siena
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Drive 77 km, 1 hour 44 min
- Fortezza Medicea
- Basilica of San Domenico
- Fontebranda
- Siena Cathedral
- Pubblico Palace
- piazza del Campo
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Dive into day 5 of your remarkable road trip in Italy. Today you will explore Siena, 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 Siena. You’ll stay here for 2 nights.
Today, you'll explore some of the most beautiful places in Florence, including a monument, a church, a historical landmark, a palace, a public square and much more! Start your day with a visit to Fortezza Medicea (siena). This worthwhile monument is a must-visit in the city. When you’re ready for your next discovery, continue to Basilica Of San Domenico, which may be one of the most grand 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 Fontebranda, a beloved historical landmark in the city. If you’re up for more discoveries, don’t forget to reserve some time for Siena Cathedral and Pubblico Palace. End your day with a visit to Piazza Del Campo, a top-rated 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.
After a day of adventure, treat yourself to an exquisite dinner at one of Siena's best restaurants.
Enjoy a delicious meal at Enoteca I Terzi, a top-rated dining destination in Siena. If you're in the mood to try something new, consider Ristorante Tar-Tufo, another top spot with a mouthwatering menu. You might also want to secure a reservation at Antica Trattoria Papei. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Siena this evening.
After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Meet Life Cafè, a well-loved spot among locals and tourists. Or, head to Maudit Pub. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Bar Impero Siena, another top-rated place in the area.
Savor another day of unforgettable experiences in Italy!
Day 6
- Siena
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Drive 82 km, 1 hour 40 min
- SanGimignano1300
- Town Hall, Picture Gallery and Great Tower
- Piazza del Duomo, San Gimignano
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At the end of the day, you'll drive back to Siena, where you'll stay for 1 night more.
Savor the day by visiting some of the best places to see in Siena, including a museum and a public square. Start your adventure at Sangimignano1300. This curiosity-inducing museum is a must-visit for travelers looking for a unique holiday experience. Make your way to Palazzo Comunale, Pinacoteca, Torre Grossa located in Siena for another exciting encounter.
Next, immerse yourself in the setting of Piazza Del Duomo. Its history-steeped features will captivate you.
When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Siena.
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.
Treat yourself to a wonderful meal at Osteria Quattro Venti, a top-rated dining spot in Siena. If you're in the mood for something new, try Fischi per Fiaschi, another premier location with a delectable menu. You might also want to book a table at Osteria da Divo. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Siena.
Unwind after your meal by stepping into Charlie Mixology Bar Di Aldinucci Riccardo. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Bar Pinacoteca offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook San Paolo Pub, another top-rated bar in the area.
Savor another day of unforgettable experiences in Italy!
Day 7
- Siena
- Rimini
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Drive 420 km, 5 hours 8 min
- Knights' Square
- Leaning Tower of Pisa
- Piazza del Duomo, Pisa
- Pisa Cathedral
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Embark on another extraordinary experience on day 7 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Pisa. At the end of the day, you will enjoy the comforts of a top-rated hotel in Rimini, which will be your home away from home for 1 night.
Today’s agenda in Siena includes a public square, a monument, and a church. Knights' Square is must-visit public square and a great starting point for the day. Next, continue your journey to Leaning Tower Of Pisa, a timeless monument, located just a leisurely stroll away. Next, head to Piazza Del Duomo, Pisa, a picture-perfect public square, also available for your discovery today.
After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Rimini. Rimini offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.
Indulge in a memorable dining experience at one of Rimini's most popular restaurants, and connect with friendly locals for an authentic adventure.
Enjoy a lovely meal at Osteria Brodo di Giuggiole, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Hotel Touring is another top choice with a popular menu. You could also check for a table at Ristorante Lo Zodiaco Rimini. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Rimini tonight.
Let the evening flow smoothly from dinner to drinks at Hobo's, a top-rated bar in the area. For other recommendations, Sunflower City Backpacker provides a perfect setting for rounding out your night with style and great drinks. Likewise, Bar Capogiro offers a memorable night with diverse drink options and excellent service.
Say good night to Rimini and look forward to another great day of your road trip in Italy!
Day 8
- Rimini - Departure day
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- Malatestiano Temple
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Day 8 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Rimini before saying goodbye to this wonderful destination. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.
If you're up for some more sightseeing, begin at Malatestiano Temple. This beloved church is a popular place to see in the city.
Maximize your last day in Italy and go on a shopping spree in Rimini’s shopping center, the lively Rimini Centro. Browse for souvenirs to remind you of your wonderful journey in Italy. Discover boutiques with stylish fashion choices to upgrade your wardrobe.
Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Rimini.
You’ll then say farewell to Rimini. 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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