Two-Week Relaxed Italy Self-Drive Road Trip With Itinerary from Rome to Siena, Bologna, and Florence

Another way to make your easygoing and relaxed road trip in Italy more special is by joining unique tours and activities.

When it’s time to eat, the city has a variety of restaurants and cuisines to suit your palate and complement your relaxed road trip experience. Take a leisurely walk around Rome, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

As the day is coming to an end, stop at some of Rome’s best bars to celebrate this day of your slow-paced adventure in Italy.

Look back at an amazing day filled with adventure in Italy. And don’t forget to get some rest so you can continue your relaxed holiday in Italy tomorrow with new energy.

Make the most of your time in the country by joining activities that let you discover more about Italy. Check out all of the tours you can join this day of your leisurely self-drive holiday in Italy and ensure the experience of a lifetime.

For an unforgettable shopping experience, visit Galleria San Pietro, the top shopping destination in Rome. Browse local shops and stores, each offering delightful surprises. Find unique souvenirs or items to take home. After shopping, explore what Galleria San Pietro has to offer, including attractions, essential services, and vibrant community activities.

Exploring new places makes you hungry. Luckily, Rome has multiple restaurants that offer fantastic dining experiences to continue your laid-back and stress-free discovery of the city.

After dinner, it’s time to fall in love with the amazing nightlife in Rome and unwind at some of the best bars in the city.

Soak in the unique atmosphere of Rome as you commemorate this day of your relaxed road trip with a toast. Cheers to a memorable, leisurely self-drive holiday in Italy!

Day 5 of your easy, relaxed road trip through Italy lets you travel at your own pace and visit multiple places in a single day. By evening, drive toward the Bologna, where you’ll stay at a top-rated hotel of your choice for 6 nights.

After a day of exploration, relax at one of the top hotels or accommodations in Bologna. Staying in the city gives you a comfortable, welcoming place to recharge during your laid-back road trip in Italy.

When it’s time to eat, the city has a variety of restaurants and cuisines to suit your palate and complement your relaxed road trip experience. Take a leisurely walk around Bologna, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

Before calling it a day, visit one of the best bars in Bologna. There, you can look back on the highlights of today’s pleasant and invigorating travel experiences, have friendly conversations with locals, and unwind.

Toast to another amazing day in Italy!

Gain a one-of-a-kind experience on your unhurried and relaxed road trip across Italy by joining a traveler-approved tour in Rome. There are so many fun and eye-opening activities to try out in Rome that will make your slow-paced self-drive tour in Italy more memorable.

After a laid-back day of exploring top attractions in the area, it’s an excellent idea to sit down for a lovely and peaceful dinner. We’ve collected the most recommended restaurants in the city for you, so you can check out the menus and make your reservation in advance.

After dinner, you can choose between heading back to your hotel to recharge, taking a leisurely stroll, or going out to a bar for a relaxed drink in great company.

Free your mind of worries as you enjoy the taste of freedom on your laid-back road trip adventure across Italy.

Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Bologna.

Italy makes the perfect setting for a calming but fun road trip experience. Aside from amazing sights, Italy also offers plenty of tours to enhance your relaxed road trip experience.

Exploring the food culture in Bologna offers you an exciting chance to connect with locals and experience diversity along your relaxed road trip. When you’re ready to eat, we recommend you visit one of the best dining spots in the city.

A visit to a top-rated local bar is one of the most refreshing ways to cap off a beautiful night in Bologna.

Raise your glass and toast to another unforgettable, laid-back road trip adventure in Italy!

Another way to make your easygoing and relaxed road trip in Italy more special is by joining unique tours and activities.

When you’re not driving and exploring some of the best places in Italy, it’s time to make your relaxed road trip even more comforting. Sit down for a lovely meal at one of the best restaurants in Bologna.

As the day is coming to an end, retreat to your hotel for some rest, or head out to a bar to celebrate your time in Bologna. The bars in Bologna make the perfect setting for a laid-back drink and chilled hangout with your travel companions.

Raise your glass in celebration of your freedom and relaxed road trip adventure in Italy!

Make the most of your time in the country by joining activities that let you discover more about Italy. Check out all of the tours you can join this day of your leisurely self-drive holiday in Italy and ensure the experience of a lifetime.

Mealtimes are the perfect opportunities to immerse yourself in the local culture of Italy. When you're not appreciating the best places to visit in Bologna, explore the city like a local by trying out the best restaurants in the area.

Take a stroll around the area, head back to your accommodation for the night, or continue your evening at one of the best-rated bars in the city.

Raise your glass and relax after another big day of your leisurely paced road trip in Italy!

Gain a one-of-a-kind experience on your unhurried and relaxed road trip across Italy by joining a traveler-approved tour in Rome. There are so many fun and eye-opening activities to try out in Rome that will make your slow-paced self-drive tour in Italy more memorable.

When it’s time to eat, the city has a variety of restaurants and cuisines to suit your palate and complement your relaxed road trip experience. Take a leisurely walk around Bologna, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

If you feel like it, head out to a bar to celebrate another fantastic day in Bologna and take the pulse of the city’s nightlife. Enjoy the night without rushing to fully appreciate it.

Cherish every minute of your relaxed road trip vacation across Italy.

Day 11 of your leisurely self-drive tour in Italy offers another chance for an in-depth travel experience. You’ll stay in Florence for 3 nights.

Throughout the day, make sure to take breaks to appreciate the surroundings.

Continue your laid-back road trip in Italy as you make your way to Florence. Here, you’ll find top hotels and accommodations in the city, perfect for relaxing and recharging.

After a laid-back day of exploring top attractions in the area, it’s an excellent idea to sit down for a lovely and peaceful dinner. We’ve collected the most recommended restaurants in the city for you, so you can check out the menus and make your reservation in advance.

Hang out and unwind at some of the top bars in Florence.

Raise your glass in celebration of your freedom and relaxed road trip adventure in Italy!

Italy makes the perfect setting for a calming but fun road trip experience. Aside from amazing sights, Italy also offers plenty of tours to enhance your relaxed road trip experience.

Exploring new places makes you hungry. Luckily, Florence has multiple restaurants that offer fantastic dining experiences to continue your laid-back and stress-free discovery of the city.

Before calling it a day, visit one of the best bars in Florence. There, you can look back on the highlights of today’s pleasant and invigorating travel experiences, have friendly conversations with locals, and unwind.

Grab yourself a drink and savor every moment of your relaxed road trip experience in Italy!

Another way to make your easygoing and relaxed road trip in Italy more special is by joining unique tours and activities.

After a laid-back day of exploring top attractions in the area, it’s an excellent idea to sit down for a lovely and peaceful dinner. We’ve collected the most recommended restaurants in the city for you, so you can check out the menus and make your reservation in advance.

Experience the amazing nightlife in Florence and unwind at the coolest bars in the city.

Savor the rest of the night and celebrate another incredible, relaxed road trip adventure in the magical Florence!

Day 14 of your self-drive tour in Italy offers a chance to experience the country’s diversity. You’ll stay in Rome for 1 night. Along the way, you’ll glimpse local life and explore some of the most remarkable places in Italy.

You'll be staying in Rome on this laid-back road trip through Italy. You'll stay here for 1 night.

Exploring new places makes you hungry. Luckily, Rome has multiple restaurants that offer fantastic dining experiences to continue your laid-back and stress-free discovery of the city.

Experience the amazing nightlife in Rome and unwind at the coolest bars in the city.

Raise your glass and toast to another unforgettable, laid-back road trip adventure in Italy!