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!

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Venice allows for both. Start by heading to Piazza San Marco. This globally renowned public square provides an insightful glimpse into the city's identity. Next, discover St Mark's Campanile, a symbolic monument, promising a delightful encounter.

Continue your sightseeing with a visit to St Mark's Basilica, a captivating church. When you’re done, don’t forget to make a stop at the notable Doge's Palace. Round off your day at Bridge Of Sighs, another gem in Venice with history-steeped features to discover.

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

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.

Set out on a gastronomic journey in Venice by reserving a table at Local. Renowned for its 1-star Michelin recognition, this restaurant presents an outstanding menu of contemporary cuisine. For a different taste, head over to Wistèria, renowned for its delectable contemporary and venetian dishes. This distinguished 1-star Michelin-recipient is a favorite among guests, making it a worthy addition to your holiday plans. Craving more culinary excitement? Explore Quadri, a highly rated local gem known for its exquisite modern menu. With a 1-star Michelin acclaim, it promises a dining experience you won't want to miss. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Venice.

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

After enjoying a fulfilling meal, continue your evening at Il Mercante, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, The Irish Pub Venezia offers a welcoming atmosphere for easing into the nightlife. Similarly, Ai Stagneri provides an excellent environment for a relaxed and enjoyable evening.

Free your mind of worries as you enjoy the taste of freedom on your laid-back, relaxed road trip adventure across 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!

Today’s agenda in Venice includes a church and an art gallery. Santa Maria Della Salute is must-visit church and a great starting point for the day. Next, continue your journey to Peggy Guggenheim Collection, a captivating art gallery, located just a leisurely stroll away. Next, head to Gallerie Dell'accademia, a masterful art gallery, also available for your discovery today.

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.

Bring home unique finds from Venice's bustling shopping hub, Mercerie. Enjoy a leisurely exploration of unique boutiques and high-end stores where locals shop. Don’t forget to browse souvenirs and local specialties that make perfect gifts for your loved ones. Beyond shopping, Mercerie offers plenty of options, including primary services, unique landmarks, and community events.

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

Dine in style at Osteria Alla Staffa, a top recommendation for dinner tonight. Or, for a change of pace, Bistrot de Venise boasts a menu that's sure to impress. Also, be sure to check out Corte Sconta. Known as a local hotspot, it’s a great choice for tonight in Venice.

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.

Keep the evening going at Dolce Vita Venezia, a great choice for enjoying the after-dinner hours with a drink. You could also go to Tarnowska's American Bar, which offers a similarly pleasant setting and great drinks. Another option is Bar All'angolo, which provides an inviting environment for unwinding after a busy day out.

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

Day 4 of your self-drive tour in Italy is your opportunity to see and experience the diversity of the country. You’ll stay in Arezzo for 1 night. Along the route of your relaxed road trip, you can get a glimpse of the locals’ way of life and visit some of the most amazing locations in Italy.

Today, you'll explore some of the most beautiful places in Venice, including a palace, a public square, and an opera house. Start your day with a visit to Palazzo Contarini Del Bovolo. This captivating palace is a must-visit in the city. When you’re ready for your next discovery, continue to Campo Sant'angelo, which may be one of the most history-steeped places you will experience today.

One of the best things about exploring Venice on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Teatro La Fenice, a captivating opera house in the city.

When you’re not exploring beautiful places, you’ll have a relaxed time at Arezzo. Here, you can choose from the best selection of hotels and places to stay as you get to know more about this spectacular city.

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, renowned as 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.

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.

Explore the vibrant nightlife at Liquid Bar after your meal, a hub for lively evenings and memorable moments.

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

Day 5 of your relaxed road trip across the beautiful country of 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!

Enjoy the perfect balance of relaxation and exploration in Arezzo today. One of the most world-famous attractions included on the itinerary is Vatican Museums.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the notable Saint Peter's Square. After exploring the square, head to St. Peter's Basilica. This world-famous major basilica is a highlight in Arezzo.

Continue your laid-back road trip exploration of the best attractions in Italy at Rome. Select from top hotels and accommodations in the city to recharge and rejuvenate.

Exploring the food culture in Rome 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.

Prepare for an extraordinary culinary adventure in Rome by booking a table at La Pergola, a 3-star Michelin restaurant that boasts an exceptional mediterranean and contemporary menu. For a different flavor experience, head to Il Pagliaccio, renowned for its delectable creative and innovative dishes. This 2-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Enoteca La Torre, a local gem known for its delightful mediterranean and creative cuisine in Rome. Nestled in the city's heart, this 2-star Michelin restaurant is a perfect choice for discerning restaurant-goers seeking a new experience.

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.

Keep the excitement of the evening going by visiting a bar or two. La Botticella Of Poggi Giovanni is an excellent place to start. You could also check out Almalu Trastevere, offering a different kind of charm. A last recommendation for the day is Bar Viminale Di Pepi Maurilio. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Raise your glass and toast to another unforgettable, laid-back road trip adventure 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.

Get ready to discover some of the most iconic wonders in Rome, including a castle, a public square, and a monument. Start your day at Castel Sant'angelo. This awe-inspiring castle is an impressive place to see in Rome. Then, wander over to Campo De' Fiori. If eye-catching sites excite you, this public square will be right up your alley. Nearby, you’ll also find Piazza Navona. This enchanting 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 an iconic 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 enchanting Trevi Fountain. Take a moment to appreciate the fascinating details of this globally renowned monument in Rome.

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. Check out all the most recommended and top-rated tour options in the city of Rome to find the best options for you!

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.

Don’t miss out on dining at RomAntica, a top-rated dining destination in Rome. If you're in the mood to try something new, consider Coso Ristorante, another top spot with a mouthwatering menu. You might also want to secure a reservation at DEROMA - Farine Romane. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rome this evening.

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.

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.

A leisurely self-drive holiday in Rome can’t get any better than this! Toast to another amazing day 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!

Set out on a day brimming with family-friendly attractions, photo-friendly spots, and historic treasures. Start at the well-known Largo Di Torre Argentina, a photogenic archeological site in Rome. Next, go to Altare Della Patria.

After visiting Largo Di Torre Argentina and Altare Della Patria, take time to explore Rome's streets and absorb its charm. Continue your sightseeing by heading to Roman Forum. This breathtaking archeological site offers a unique experience. Colosseum is another noteworthy stop. End your self-guided sightseeing tour on top with a visit to Circus Maximus, one of the most culturally significant places to visit in Rome.

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.

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.

Enjoy a lovely meal at Hotel de Russie, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, La Taverna Italiana is another top choice with a popular menu. You could also check for a table at The Parrot Bar. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Rome tonight.

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

Let the evening flow smoothly from dinner to drinks at The Apartment Bar Roma, a top-rated bar in the area. For other recommendations, Hotel Hassler Roma provides a perfect setting for rounding out your night with style and great drinks.

Toast to another unforgettable and relaxing road trip adventure 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!

Today’s itinerary in Rome covers several incredible sights, including a park, a public square, and a church. Start your adventure at Villa Borghese. This extraordinary park is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the visually striking wonders of Piazza Del Popolo, a must-see public square in the city.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Spanish Steps. This top-rated public square offers an enriching experience. For a change of pace, head to Piazza Di Spagna, where you can take in grand features. Conclude your self-guided sightseeing tour with a visit to Basilica Di Santa Maria Maggiore and Basilica Di Santa Maria Maggiore. These sights offer a fulfilling end to a perfect day.

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

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.

Enjoy a delicious meal at Sofitel Roma Villa Borghese, a highly-rated dining destination in Rome. If you're eager to try something different, consider Centro, another top spot with a tantalizing menu. You might also want to secure a reservation at Ristorante Tema. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Rome this evening.

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

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

On day 9 of your laid-back and relaxed road trip adventure, you’ll have the chance to visit more than one remarkable area in Italy. Since this self-drive tour offers freedom and flexibility, you can decide how much time you want to spend in each place to enjoy the memorable travel destinations in Italy.

A blend of family-friendly attractions, romantic experiences, and scenic views await you in Rome on today’s itinerary. First up is the worthwhile church, Arezzo Cathedral. Afterward, continue to Piazza Grande, a public square every traveler should visit.

As you explore Rome’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Santa Maria Della Pieve. This locally appreciated church is an essential stop.

You’ll be staying at the incredible city of Florence in this laid-back road trip in Italy. You'll stay here for 4 nights.

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 Florence.

Experience a taste of local culinary excellence while in Florence by securing a table at Enoteca Pinchiorri. An esteemed 3-star Michelin restaurant, it features an exceptional italian contemporary menu. For an alternative taste experience, visit Santa Elisabetta, famous for its scrumptious creative and mediterranean dishes. This 2-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Gucci Osteria da Massimo Bottura, a local favorite celebrated for its exquisite italian contemporary and international cuisine in Florence. Located in the heart of the city, this 1-star Michelin restaurant is an ideal pick for italian contemporary and international cuisine lovers seeking top-notch culinary experiences.

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

After enjoying a fulfilling meal, continue your evening at Manifattura, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Se·sto On Arno Rooftop Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Il Vinile provides an excellent environment for a relaxed and enjoyable evening.

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.

Get ready for an exciting day in Florence. Today’s sightseeing agenda includes a historical landmark, an art gallery, a public square, a church and much more! Begin your adventure at Ponte Vecchio. This is an iconic historical landmark you should not miss. Another must-see is Uffizi Gallery, an astonishing art gallery in Florence.

When you’re ready for the next sight, head to Piazza Della Signoria. From there, take a leisurely stroll to Piazza Della Repubblica, another of the city’s captivating attractions. We recommend continuing your self-guided tour at Cathedral Of Santa Maria Del Fiore, a visually striking place of interest in the city.

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

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 Florence.

Treat yourself to a wonderful meal at Ditta Artigianale, a top-rated dining spot in Florence. If you're in the mood for something new, try Trattoria Da Burde, another premier location with a delectable menu. You might also want to book a table at Casa Toscana. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

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

Round off your dining experience by visiting Bar 50 Rosso, a prime location for a drink. Alternatively, explore the distinctive characteristics of Bitter Bar, a bar catering to every mood and preference. Archea Brewery likewise offers a unique atmosphere, perfect for a memorable night out.

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

Immerse yourself in Florence’s rich culture with today's sightseeing itinerary. Start your journey at Parco Delle Cascine. This romantic park is sure to ignite your curiosity. Next, dive into the noteworthy features of Galleria Dell'accademia, a must-visit art gallery 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 David, a popular statue. For a change of scene, check out Basilica Of Santa Croce In Florence, known for its photogenic features.

Gain a one-of-a-kind experience on your unhurried and relaxed road trip across Italy by joining a traveler-approved tour in Florence. There are so many fun and eye-opening activities to try out in Florence 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!

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.

Have a fantastic dining experience at Ristorante Buca Mario, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Agricola Toscana offers an enticing alternative with its varied menu. Additionally, Eataly Firenze is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.

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.

Keep the excitement of the evening going by visiting a bar or two. Gosh* is an excellent place to start. You could also check out Antico Caffè Del Moro - Art Bar Firenze, offering a different kind of charm. A last recommendation for the day is Quelo Bar. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Cherish every minute of your relaxed road trip vacation across 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!

A blend of fun adventures, photo-friendly spots, and wallet-friendly activities await you in Florence on today’s itinerary. First up is the interesting food market, Central Market. Afterward, continue to Basilica Di Santa Maria Novella, Firenze (fi), a church every traveler should visit.

As you explore Florence’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Pitti Palace. This interesting palace is an essential stop. Following that, head to The Boboli Gardens, another must-visit site that will enhance your experience.

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

Make sure to reserve a table at Tijuana, an iconic dining spot in Florence. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Djària - American Bar, a popular restaurant in Florence. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of The Florence Irish Pub, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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

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

Day 13 of your easy and relaxed road trip through Italy gives you the opportunity to travel leisurely and experience more than one place in one day. You will start your day by exploring some of the best sights in the city of Bologna. By the end of the day, you’ll drive in the direction of the city of Venice, where you’ll stay at a top-rated hotel of your choice for 1 night.

Set out on a day brimming with family-friendly attractions, scenic views, and photo-friendly spots. Start at the well-known Two Towers, a breathtaking monument in Florence. Next, go to Piazza Maggiore.

After visiting Two Towers and Piazza Maggiore, take time to explore Florence's streets and absorb its charm. Continue your sightseeing by heading to Prato Della Valle. This history-steeped public square offers a unique experience. The Basilica Of St. Anthony is another noteworthy stop.

After a day of exploration, relax at one of the top hotels or accommodations in Venice. Staying in the city enhances your laid-back road trip experience in Italy by offering a comfortable and welcoming environment to recharge in this charming destination.

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.

Treat yourself to a delicious dinner at Cantina Do Spade, an excellent option for tonight's dining. Looking for something different? Trattoria Al Gazzettino offers a tantalizing alternative with its diverse menu. And don’t miss Local. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Venice.

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

Continue the enjoyment post-dinner at Devils Forest Pub, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Bar Venetico offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out L'archivio. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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