5-Day Italy Self-Drive Road Trip With Itinerary from Bologna to Florence

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 1 vibrant destinations - Florence. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Florence. You will spend 2 nights here for some well-deserved relaxation.

When you’ve had your share of Bologna, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Florence. Your travel time is 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 Uffizi Gallery. This extraordinary art gallery is a traveler-favorite in the city. Not far away, you’ll also find Ponte Vecchio. Feed your curiosity by learning something new about the historical landmark. Next, continue your journey to Cathedral Of Santa Maria Del Fiore, an impressive church. End your day at Piazza Della Signoria, known for its noteworthy features.

After soaking up all the sights of today's itinerary, you'll be ready to hit the road in the direction of your accommodation in Florence. Florence offers plenty of top-rated hotels and other places to stay on any travel budget. Take some time to relax before you head out to explore.

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

Dine in style at Ristorante Oliviero 1962, a top recommendation for dinner tonight. Or, for a change of pace, Di Poneta Novoli boasts a menu that's sure to impress. Also, be sure to check out Caffe San Firenze. Known as a local hotspot, it’s a great choice for tonight in Florence.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Manifattura stands out as an excellent choice for a post-dinner cocktail. Alternatively, Se·sto On Arno Rooftop Bar offers an ideal atmosphere to enjoy the pleasures of the night. Il Vinile is also a great option that provides a perfect setting for a relaxing evening.

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

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.

Set your GPS to Pisa and hit the road. Expect a journey of approximately 1 hour 16 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Pisa beckons with new experiences!

Your self-guided tour starts at Piazza Del Duomo, Pisa, a globally renowned public square that is sure to impress. Take in the surroundings and enjoy the freedom of exploring before you continue your journey. Next, head to Pisa Cathedral and admire its UNESCO world heritage-designated features. When you’re ready, continue to Leaning Tower Of Pisa, a globally renowned monument beloved by locals and tourists alike.

Fasten your seatbelt and make your way to your next stop. Lucca, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Keep in mind that your travel time from Pisa to Lucca may take around 32 min without traffic disruptions. Upon arrival in Lucca, we highly recommend checking out some of the top attractions.

Take your self-guided tour to Guinigi Tower, an underrated monument that everyone visiting Lucca should see. Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Next, head to Piazza Dell'anfiteatro. This romantic public square is one of the most interesting attractions in the region.

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

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.

Dine in style at Ditta Artigianale, a top recommendation for dinner tonight. Or, for a change of pace, Trattoria Da Burde boasts a menu that's sure to impress. Also, be sure to check out Casa Toscana. 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 Bar 50 Rosso, where the evening is just getting started. In the same way, Bitter Bar offers a unique charm perfect for experiencing the local bar scene in Florence. Archea Brewery is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

Head back to your accommodation in Florence and get some rest in preparation for another magical day of your road trip in Italy!

On day 4 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Siena and San Gimignano. When you’re not sightseeing, take time to relax at your selected hotel in Bologna, where you’ll be staying for 1 night.

Fasten your seatbelt and make your way to your next stop. Siena, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Keep in mind that your travel time from Florence to Siena may take around 1 hour 10 min without traffic disruptions. Upon arrival in Siena, we highly recommend checking out some of the top attractions.

Spend your afternoon discovering Fortezza Medicea (siena), a frequently visited monument known for its picture-perfect features. After taking in the atmosphere, continue to Piazza Del Campo, a spectacular public square that is a must-see for anyone visiting the region. Next, stop by Siena Cathedral and uncover the details of this inviting church.

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.

Your self-guided tour starts at Piazza Del Duomo, an underrated public square that is sure to impress. Take in the surroundings and enjoy the freedom of exploring before you continue your journey.

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

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

Treat yourself to a wonderful meal at Bononia Cafè, a top-rated dining spot in Bologna. If you're in the mood for something new, try Via Con Me, another premier location with a delectable menu. You might also want to book a table at Trattoria Pizzeria La Mela. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Bologna.

Explore the vibrant nightlife at Lime Bar after your meal, a hub for lively evenings and memorable moments. Or, head to Macondo - Cocktail Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Bar Onda Marina By Night is perfect for those looking to extend their night with a touch of local flavor.

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