7-Day Italy Self-Drive Road Trip With Itinerary from Bologna to Florence and San Gimignano

Day 2 of your road trip will take you to the best attractions Bologna has to offer. Cherish the 1 night you have left in the city and use the provided itinerary to discover what to see in Bologna.

Make time for Pinacoteca Nazionale Di Bologna, a curiosity-inducing art gallery that is worthwhile a visit in the city. Nearby, you’ll find Two Towers, enchanting visitors with its picture-perfect appeal. Continue your exploration at Piazza Santo Stefano. This public square is one of the city’s most worthwhile spots.

Enjoy the freedom of exploring Bologna at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Piazza Maggiore. After exploring the public square, head to the intriguing Bologna Cathedral. Lastly, wrap up today’s self-guided sightseeing tour with a visit to Fountain Of Neptune, Bologna, a place of photogenic interest in Bologna.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

Bologna is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in Bologna.

Enjoy a lovely dining experience at Bononia Cafè, 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 Via Con Me, 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 Trattoria Pizzeria La Mela. It’s yet another ideal choice to enhance your time in Bologna tonight.

After savoring a delicious meal, step into the vibrant nightlife at Lime Bar, where the evening is just getting started. In the same way, Macondo - Cocktail Bar offers a unique charm perfect for experiencing the local bar scene in Bologna. Bar Onda Marina By Night is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

On day 3 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, including Florence. When you’re not sightseeing, take time to relax at your chosen hotel in Florence, where you’ll be staying for 1 night.

Continue your road trip and head to your next destination, Florence. This car ride takes around 1 hour 30 min.

One of our top recommendations for your sightseeing is Piazzale Michelangelo. Spend some time admiring the visually striking features of the observation deck before you continue to your next stop. Then, head to Basilica Of Santa Croce In Florence. This well-known church is a traveler-favorite in the city.

If you're keen to see more, continue to Uffizi Gallery. Feed your curiosity by learning something new about the art gallery. Next, take your journey to Ponte Vecchio, a timeless historical landmark. Conclude your sightseeing at Palazzo Vecchio, known for its romantic features.

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

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.

Enjoy a lovely dining experience at Ristorante Oliviero 1962, a popular restaurant in Florence. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Florence at Di Poneta Novoli, 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 Caffe San Firenze. It’s yet another ideal choice to enhance your time in Florence tonight.

If you’re not ready to end the night just yet, Manifattura offers a perfect venue to relax and savor a drink. Similarly, Se·sto On Arno Rooftop Bar is well-suited for those looking to unwind in a social setting. Il Vinile is another excellent spot to enjoy a nightcap after a delightful meal.

As the sun sets, rest up and recharge for the next leg of your road trip in Italy.

Your itinerary for day 4 of your road trip in Italy includes 2 stops and features some of the highlights of Siena and San Gimignano. At the end of the day, enjoy the comforts of a top-rated hotel in San Gimignano, where you'll spend 1 night.

When you’ve had your share of Florence, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Siena. Your travel time is around 1 hour 10 min.

Fortezza Medicea (siena) is an up-and-coming monument we recommend visiting today. Discover its historic features before continuing your self-guided tour to Basilica Of San Domenico, a grand church that’s well-regarded in the area.

Next, stop by Tower Of Mangia, a breathtaking monument. While you’re nearby, don’t forget to visit Piazza Del Campo, a visually striking and truly unique public square. End your sightseeing at Siena Cathedral, a notable church that’s highly recommended by travelers passing through the city.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in San Gimignano. This drive usually takes around 46 min, without any stops or traffic disruptions.

Set out on a self-guided sightseeing tour at Piazza Del Duomo and explore the inviting features.

When you’re done exploring for the day, you’ll drive to your hotel in San Gimignano. Check in and relax before you head out to tour the village.

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 San Gimignano, it's often a good idea to reserve a table in advance.

Head back to your accommodation in San Gimignano and get some rest to prepare for another magical day of your road trip in Italy.

On day 5 of your road trip in Italy, your travel plans include 2 stops at the most scenic, wondrous, and interesting places in the region. Pisa and Lucca are on today's agenda. In the evening, you’ll end up in Florence, where you will stay for 1 night.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Pisa. This drive usually takes around 1 hour 18 min, without any stops or traffic disruptions.

Spend your afternoon discovering Pisa Cathedral, a frequently visited church known for its picture-perfect features. Next, continue your sightseeing at Piazza Del Duomo, Pisa, a globally renowned public square.

If you're starting to feel hungry, this is a great time for a break at a nearby restaurant or cafe. When you're ready for more, stop by Leaning Tower Of Pisa and uncover the details of this historic monument.

Set your GPS to Lucca and hit the road. Expect a journey of approximately 31 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Lucca beckons with new experiences!

Savor the day by heading to Mura Di Lucca, an often recommended historical landmark that draws visitors from near and far. When you're done, continue to Piazza Dell'anfiteatro, where you can soak in the visually striking surroundings.

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.

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

Treat yourself to a delightful dinner at Ditta Artigianale, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Trattoria Da Burde? It's another excellent option with a diverse menu. Consider reserving a table at Casa Toscana as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Florence.

Extend your evening after a delightful meal by visiting Bar 50 Rosso, which offers the perfect atmosphere for a night out. Moreover, Bitter Bar is another popular option for a drink or two. Likewise, Archea Brewery 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!