Luxury 5-Day Italy Road Trip from Bologna traveling south to Florence

Wake up to day 2 of your luxury road trip holiday in Italy! Today, you will get the opportunity to visit multiple fantastic bucket-list destinations in the country as you head towards the city of Florence, where you'll be staying for 2 nights. The day's itinerary unfolds with a diverse array of experiences in Bologna.

Begin your sightseeing with a visit to Bologna Cathedral. This catholic cathedral is rated an average of 4.6 out of 5 stars in 3,852 reviews.

Next up, make your way to Fountain Of Neptune, Bologna. This fountain has an average rating of 4.7 out of 5 stars from 3,952 reviews.

When you’re ready for your next sight of the day, continue to Piazza Maggiore. This square has an average rating of 4.7 out of 5 stars from 64,523 visitors.

Beyond the above-mentioned attractions, you also have the opportunity to visit Two Towers. This tower is rated an average of 4.7 out of 5 stars by 25,975 visitors.

If you’re keen to explore even more, then consider a visit to Piazza Santo Stefano. This square is a much-appreciated attraction with an average rating of 4.8 out of 5 stars from 7,617 visitors.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Florence. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

Discover a world of culinary delights in Florence, where top-notch dining experiences await at every corner. Consider whether you need to make a reservation in advance to secure a table at your preferred restaurant.

Begin your culinary exploration in Florence by securing a reservation at Enoteca Pinchiorri. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of italian contemporary cuisine. For another dining delight, visit Santa Elisabetta, celebrated for its delectable creative, and mediterranean menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Gucci Osteria da Massimo Bottura, a top local spot known for its tantalizing italian contemporary, and international menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

Let the evening flow smoothly from dinner to drinks at Manifattura, a top-rated bar in the area. For other recommendations, Se·sto On Arno Rooftop 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.

Reminisce about your day, look through photos, and prepare for another great day to come! Your luxury holiday in Italy has plenty more in store for you.

On day 3 of your luxurious vacation in Italy, you’ll start and end your day in Florence, but spend most of the day exploring attractions outside of the city. After a long day of sightseeing, you'll drive back to Florence, where you'll stay for 1 night more.

Be one of the day’s first visitors at Piazzale Michelangelo. This square is rated an average of 4.8 out of 5 stars by 77,744 visitors.

When you’re finished at Piazzale Michelangelo, head to Uffizi Gallery. This one-of-a-kind national museum is rated an average of 4.7 out of 5 stars in 61,794 reviews. Every year, approximately 2,011,219 travelers come here to experience the national museum for themselves.

Beyond the above-mentioned attractions, you also have the opportunity to visit Ponte Vecchio. This deck arch bridge is rated an average of 4.7 out of 5 stars by 118,099 visitors.

If you’re keen to explore more, then consider a visit to Piazza Della Signoria. This square is a much-appreciated attraction with an average rating of 4.8 out of 5 stars from 66,956 visitors.

Embrace the thrill of the open road as you wave goodbye to Florence and set your GPS to Siena. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 1 hour 16 min. Upon reaching Siena, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Start your sightseeing with a visit to Piazza Del Campo. This square is rated an average of 4.8 out of 5 stars from 64,175 visitors.

When you’ve completed everything you want to see and do, you will drive back to your luxury accommodation in Florence.

After a long day of exploring, it’s a great idea to relax with a lovely dinner or a refreshing drink. We’ve gathered the most recommended dining and drinking spots in Florence for you, so you can check out the menus and make your reservation in advance.

Dine in style at Trattoria Da Burde, a top recommendation for dinner tonight. Or, for a change of pace, Ristorante Buca Mario 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.

Celebrate another great day of your luxury holiday in Italy with a toast! Enjoy a great night’s sleep at your lovely hotel and get ready for another fun day to come.

On day 4 of your luxury holiday in Italy, your road trip route will take you exploring the best of Florence, and Pisa. The day's journey will conclude in Bologna, a city that offers you comfort and relaxation for 1 night. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Drop by the renowned Cathedral Of Santa Maria Del Fiore. This popular church has been rated an average of 4.8 out of 5 stars by 76,359 visitors.

Another unforgettable place to experience is Central Market. Rated 4.4 out of 5 stars by 43,100 visitors, this point of interest deserves a spot on today's sightseeing itinerary.

Fasten your seatbelt and make your way to your next stop. Pisa, 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 Pisa may take around 1 hour 18 min without traffic disruptions. Upon arrival in Pisa, we highly recommend checking out some of the top attractions.

Start your sightseeing with a visit to Leaning Tower Of Pisa. This bell tower is rated an average of 4.7 out of 5 stars from 116,882 visitors. Leaning Tower Of Pisa welcomes around 3,200,000 visitors every year.

Piazza Del Duomo, Pisa is another popular attraction you could visit today. This square has a rating of 4.7 out of 5 stars from 104,550 visitors.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Bologna. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

After exploring the unique sights of Italy, savor a delicious meal or get refreshed with a drink. We’ve gathered the most recommended restaurants and bars in the city of Bologna for you so you can browse their menus in advance and make a reservation.

Start your culinary exploration in Bologna by securing a reservation at I Portici. This renowned restaurant holds 1 Michelin star and offers an exceptional menu of creative, and contemporary cuisine. For another dining delight, visit Ahimè, celebrated for its delectable country cooking menu. This acclaimed Bib Gourmand-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Trattoria di Via Serra, a top local spot known for its tantalizing emilian menu. With a Bib Gourmand recognition, it guarantees an exceptional dining adventure.

To truly maximize your evening out, consider visiting Bar Senza Nome after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Bar Maurizio, another bar with an inviting ambiance. Similarly, Brewdog Bar Bologna also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Celebrate another great day of your luxury holiday in Italy with a toast! Enjoy a great night’s sleep at your lovely hotel and get ready for another fun day to come.