Relaxed 14-Day Italy Self-Drive Road Trip With Itinerary from Venice to Arezzo, Rome, and Florence

On day 2 of your leisurely self-drive tour across Italy, you’ll go deep into Venice, where you'll stay for 2 nights, and see some of the city’s unforgettable attractions. To learn more of the city's culture, you'll also dine at the most popular restaurants in Venice, and meet locals along the way!

Your adventure in Venice is only getting started when you visit Piazza San Marco, a globally renowned local hot spot. Another notable attraction to explore is St Mark's Campanile. This increasingly popular monument is known for its enchanting appeal.

After soaking in the highlights of these sights, take some time to wander Venice's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to St Mark's Basilica. This symbolic church offers a fascinating experience that many visitors find memorable. Doge's Palace is also worth visiting, along with Bridge Of Sighs. These standout landmarks offer unique experiences that add to the day’s enjoyment.

Another way to make your easygoing and relaxed road trip in Italy more special is by joining unique tours and activities. Venice offers a wide selection of experiences for every traveler.

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

Start your culinary exploration in Venice by securing a reservation at Local. This renowned restaurant holds 1 Michelin star and offers an exceptional menu of contemporary cuisine. For another dining delight, visit Wistèria, celebrated for its delectable contemporary and venetian menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Quadri, a top local spot known for its tantalizing modern menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

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

Keep the excitement of the evening going by visiting a bar or two. Il Mercante is an excellent place to start. You could also check out The Irish Pub Venezia, offering a different kind of charm. A last recommendation for the day is Ai Stagneri. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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

Day 3 of your relaxed road trip through Italy means 24 hours of making the best memories in Venice. You’ll go sightseeing at famous attractions in Venice. In the evening, you will experience one of the most popular dining spots in the city. So buckle up and prepare to be blown away by Venice!

Whether you decide to explore Venice on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss.

Enjoy all that Santa Maria Della Salute has to offer. This is an increasingly popular church you should not miss. Another must-see is Peggy Guggenheim Collection, an interesting art gallery in Venice.

When you’re ready for the next sight, head to Gallerie Dell'accademia.

Gain a one-of-a-kind experience on your unhurried and relaxed road trip across Italy by joining a traveler-approved tour in Venice. There are so many fun and eye-opening activities to try out in Venice that will make your slow-paced self-drive tour in Italy more memorable. Check out all the most recommended and top-rated tour options in the city of Venice to find the best options for you!

Exploring the food culture in Venice 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.

Make sure to reserve a table at Osteria Alla Staffa, an iconic dining spot in Venice. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Bistrot de Venise, a popular restaurant in Venice. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Corte Sconta, a hidden gem nestled in Venice. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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 Venice. The bars in Venice make the perfect setting for a laid-back drink and chilled hangout with your travel companions.

Let the evening flow smoothly from dinner to drinks at Dolce Vita Venezia, a top-rated bar in the area. For other recommendations, Tarnowska's American Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Bar All'angolo offers a memorable night with diverse drink options and excellent service.

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

On day 4 of your laid-back road trip adventure in Italy, you can visit several remarkable places. With the freedom and flexibility of a self-drive tour, you decide how much time to spend in each, making the most of these memorable destinations.

Your adventure in Venice is only getting started when you visit Palazzo Contarini Del Bovolo, a captivating local hot spot. Another notable attraction to explore is Campo Sant'angelo. This underrated public square is known for its majestic appeal.

After soaking in the highlights of these sights, take some time to wander Venice's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Teatro La Fenice. This respected opera house offers a fascinating experience that many visitors find memorable.

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

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.

Have a memorable dining experience in Arezzo by booking a table at Octavin, a 1-star Michelin restaurant presenting an exceptional creative menu. Immerse yourself in the culinary delights of La Clandestina, a popular restaurant in Arezzo. With a menu designed to delight, it ensures a dining experience that transcends the ordinary.

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 Arezzo. The bars in Arezzo make the perfect setting for a laid-back drink and chilled hangout with your travel companions.

To truly maximize your evening out, consider visiting Liquid Bar after dinner. This bar is known for offering some of the best drinks and vibes in the city.

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.

Day 5 of your relaxed road trip in Italy will take you on a self-paced journey to more than one incredible place in one day. See some of the best attractions in Italy, taste the most delectable foods and exquisite drinks, and make incredible memories as you go!

After soaking in Arezzo’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Vatican City, Vatican City. Expect your car journey to take a minimum of 2 hours 32 min. When you arrive in Vatican City, it's time to take a break from the road.

Vatican Museums is a timeless art museum we recommend visiting today.

When you’re not exploring beautiful places, you can relax in Rome. Here, you can choose from the best hotels and other accommodations as you get to know more about the culture in the city.

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.

Start your culinary exploration in Rome by securing a reservation at La Pergola. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of mediterranean and contemporary cuisine. For another dining delight, visit Il Pagliaccio, celebrated for its delectable creative and innovative 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 Enoteca La Torre, a top local spot known for its tantalizing mediterranean and creative menu. With a 2-star Michelin recognition, it guarantees an exceptional dining adventure.

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

Continue your evening by exploring the vibrant nightlife scene at La Botticella Of Poggi Giovanni, a prime destination for a thrilling night out. Also, don’t forget to check out Almalu Trastevere, a bar that offers unique local touches. Likewise, Bar Viminale Di Pepi Maurilio provides an excellent alternative for a fun evening.

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

Day 6 introduces you to many popular attractions and activities in Rome, further proving that leisurely self-drive tours in Italy are extraordinary.

Start your day at Castel Sant'angelo. This culturally significant castle is a spectacular place to see in Rome. Then, wander over to Campo De' Fiori. If respected sites excite you, this public square will be right up your alley. Nearby, you’ll also find Piazza Navona. This visually striking public square is a favorite among visitors.

Rome offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Pantheon is a globally renowned spot in the city that will captivate you with its unique charm. When you’re done at the monument, don’t forget to check out the history-steeped Trevi Fountain. Take a moment to appreciate the fascinating details of this wondrous monument.

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.

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 Rome.

Treat yourself to a wonderful meal at RomAntica, a top-rated dining spot in Rome. If you're in the mood for something new, try Coso Ristorante, another premier location with a delectable menu. You might also want to book a table at DEROMA - Farine Romane. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Rome.

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.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Sant' Eustachio Caffè stands out as an excellent choice for a post-dinner cocktail. Alternatively, Yellowsquare Rome offers an ideal atmosphere to enjoy the pleasures of the night. Caffè Portofino is also a great option that provides a perfect setting for a relaxing evening.

Raise your glass to celebrate another day of your laid-back and relaxed road trip experience in Italy!

On day 7 of your leisurely self-drive tour across Italy, you’ll go deep into Rome, where you'll stay for 2 nights, and see some of the city’s unforgettable attractions. To learn more of the city's culture, you'll also dine at the most popular restaurants in Rome, and meet locals along the way!

Rome is brimming with adventures.

Look forward to a unique sightseeing adventure at the interesting Largo Di Torre Argentina and allow yourself time to explore. Just a short distance away you'll find your next stop, Altare Della Patria, a picture-perfect monument that draws visitors from far and near.

Continue your journey to Roman Forum, one of the city’s most wondrous spots that you shouldn’t miss. Another great site to visit is the iconic Colosseum. When you're finished at the archeological site, Circus Maximus awaits your visit. This archeological site is a culturally significant highlight on today's itinerary.

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.

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.

Savor the flavors at Hotel de Russie, a top pick for dinner tonight. Alternatively, La Taverna Italiana beckons with its unique menu offerings. Also, consider The Parrot Bar. With its consistent customer satisfaction, it’s an excellent option for dining in Rome tonight.

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

Continue the enjoyment post-dinner at The Apartment Bar Roma, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Hotel Hassler Roma offers a vibrant space for indulging in well-crafted drinks and engaging conversation.

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

Day 8 of your relaxed road trip through Italy means 24 hours of making the best memories in Rome. You’ll go sightseeing at famous attractions in Rome. In the evening, you will experience one of the most popular dining spots in the city. So buckle up and prepare to be blown away by Rome!

Catch Villa Borghese before the crowds roll in. This mesmerizing park is sure to ignite your curiosity. Next, dive into the romantic features of Piazza Del Popolo, a must-visit public square in the city.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Spanish Steps, a top-rated public square. For a change of scene, check out Piazza Di Spagna, known for its enchanting features. We also recommend visiting Basilica Di Santa Maria Maggiore. This church is a must for anyone looking to experience the city to the fullest.

Another way to make your easygoing and relaxed road trip in Italy more special is by joining unique tours and activities. Rome offers a wide selection of experiences for every traveler.

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 Rome, explore the city like a local by trying out the best restaurants in the area.

Treat yourself to a delicious dinner at Sofitel Roma Villa Borghese, an excellent option for tonight's dining. Looking for something different? Centro offers a tantalizing alternative with its diverse menu. And don’t miss Ristorante Tema. Known for great service, it’s a fantastic choice for tonight in Rome.

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

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

Day 9 of your leisurely self-drive tour in Italy offers another chance for an in-depth travel experience. You’ll stay in Florence for 4 nights.

Embrace the thrill of the open road as you wave goodbye to Rome and set your GPS to Arezzo. 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 2 hours 32 min. Upon reaching Arezzo, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

When you're ready for some sights, head to Arezzo Cathedral, an underrated church in Arezzo. Explore its symbolic features at your own pace before you continue your journey to your next attraction, Piazza Grande. This locally renowned public square is a top recommendation in the area.

When you’re ready to explore more, Santa Maria Della Pieve is an excellent choice. Spend some time discovering what some claim to be the most history-steeped church in the region.

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.

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 Florence, explore the city like a local by trying out the best restaurants in the area.

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.

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.

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.

Raise your glass to celebrate another day of your laid-back and relaxed road trip experience in Italy!

Day 10 introduces you to many popular attractions and activities in Florence, further proving that leisurely self-drive tours in Italy are extraordinary.

Ponte Vecchio is must-visit historical landmark and a great option for a daytime tour of the area. Continue your journey to Uffizi Gallery, an impressive art gallery, located just a leisurely stroll away. Next, head to Piazza Della Signoria, a romantic public square, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Florence. When you're ready, let your sightseeing route take you to the popular Piazza Della Repubblica. If you’re looking for more, Cathedral Of Santa Maria Del Fiore is also an impressive attraction that is worthwhile a visit.

Gain a one-of-a-kind experience on your unhurried and relaxed road trip across Italy by joining a traveler-approved tour in Venice. There are so many fun and eye-opening activities to try out in Venice that will make your slow-paced self-drive tour in Italy more memorable. Check out all the most recommended and top-rated tour options in the city of Florence to find the best options for you!

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 Florence, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

Have a fantastic dining experience at Ditta Artigianale, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Trattoria Da Burde offers an enticing alternative with its varied menu. Additionally, Casa Toscana is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.

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.

After enjoying a fulfilling meal, continue your evening at Bar 50 Rosso, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Bitter Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Archea Brewery provides an excellent environment for a relaxed and enjoyable evening.

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

On day 11 of your leisurely self-drive tour across Italy, you’ll go deep into Florence, where you'll stay for 2 nights, and see some of the city’s unforgettable attractions. To learn more of the city's culture, you'll also dine at the most popular restaurants in Florence, and meet locals along the way!

Parco Delle Cascine makes a great addition to your morning plans. This locally renowned park is a mesmerizing place to see in Florence. Continue your discovery at Galleria Dell'accademia, a heritage-rich art gallery with stories to tell.

As you stroll around Florence, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to David. Next, make your way to Basilica Of Santa Croce In Florence to add another highlight to your day. After that, visit Piazzale Michelangelo, an astonishing observation deck that’s sure to impress. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Florence.

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.

Enjoy a lovely meal at Ristorante Buca Mario, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Agricola Toscana is another top choice with a popular menu. You could also check for a table at Eataly Firenze. As an establishment that consistently gains high praises from customers, it’s an ideal choice in Florence tonight.

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

Cap off your dinner by heading to Gosh*, ideal for a leisurely evening with a drink in hand. Antico Caffè Del Moro - Art Bar Firenze is another bar that offers an enjoyable setting. Similarly, Quelo Bar is also a popular place to go on a night out, perfect for relaxing and socializing.

Grab a drink and enjoy every passing minute of this night of your relaxed road trip experience in Italy!

Day 12 of your relaxed road trip through Italy means 24 hours of making the best memories in Florence. You’ll go sightseeing at famous attractions in Florence. In the evening, you will experience one of the most popular dining spots in the city. So buckle up and prepare to be blown away by Florence!

Central Market is perfect for a self-paced visit during the day. This eye-catching food market is sure to impress. Next on your list is Basilica Di Santa Maria Novella, Firenze (fi), another must-visit landmark and notable church renowned for its history-steeped features.

While exploring and sightseeing, take time to savor the culture of Florence by sampling some local delicacies. When you’re ready for more sightseeing, head to Pitti Palace. This history-steeped palace is an essential place to visit for anyone looking for the full Florence experience. We also recommend visiting The Boboli Gardens, a notable botanical garden.

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.

Exploring the food culture in Florence 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.

Enjoy a delicious meal at Tijuana, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Djària - American Bar, another top spot with a mouthwatering menu. You might also want to secure a reservation at The Florence Irish Pub. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

If you’re not yet ready to call it a night, head back out to celebrate your vacation with a drink. This is a great time to slow down, look back at your day, and raise a toast to your wonderful holiday in Italy.

Grab a drink and enjoy every passing minute of this night of your relaxed road trip experience in Italy!

Day 13 of your easy, relaxed road trip through Italy lets you travel at your own pace and visit multiple places in a single day. Begin by exploring the best sights in Bologna. By evening, drive toward the Venice, where you’ll stay at a top-rated hotel of your choice for 1 night.

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.

When you’re ready to jump back into the car and say goodbye to Florence, you’ll hit the road in the direction of Bologna. This drive usually takes around 1 hour 30 min.

Set out on a self-guided sightseeing tour at Two Towers and explore the picture-perfect features. Next, make your way to Piazza Maggiore, another highlight in Bologna.

Padua’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Bologna behind. This drive usually takes around 1 hour 30 min. Padua welcomes you with a multitude of unique vacation experiences.

Our first attraction recommendation in Padua is Prato Della Valle, a captivating public square that draws attention for its detailed features. Spend some time soaking in the atmosphere before continuing to The Basilica Of St. Anthony, a culturally significant church that stands out in the city.

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

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 Venice, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

Enjoy a delicious meal at Cantina Do Spade, a highly-rated dining destination in Venice. If you're eager to try something different, consider Trattoria Al Gazzettino, another top spot with a tantalizing menu. You might also want to secure a reservation at Local. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Venice this evening.

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

Let the evening flow smoothly from dinner to drinks at Devils Forest Pub, a top-rated bar in the area. For other recommendations, Bar Venetico provides a perfect setting for rounding out your night with style and great drinks. Likewise, L'archivio offers a memorable night with diverse drink options and excellent service.

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