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

On day 2 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 fun adventures, romantic experiences, and picturesque spots await you in Trieste on today’s itinerary. First up is the frequently visited public square, Piazza Della Borsa. Afterward, continue to Piazza Unità D'italia, a public square every traveler should visit.

As you explore Trieste’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Miramare Castle. This notable castle is an essential 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.

Have a memorable dining experience in Venice by booking a table at Local, renowned as a 1-star Michelin restaurant presenting an exceptional contemporary menu. For a different culinary experience in Venice, Wistèria shines as one of the top destinations, known for its delicious contemporary and venetian cuisine. This 1-star Michelin-awardee earns consistently high praises from previous guests, making it a must-visit addition to your holiday experience. If you're looking for an alternative, Quadri is known as a top local spot for its delicious modern cuisine in Venice. This 1-star Michelin awardee is a highly recommended choice for an unforgettable meal.

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.

Round off your dining experience by visiting Al Parlamento, a prime location for a drink. Alternatively, explore the distinctive characteristics of The Caffe Rosso, a bar catering to every mood and preference. Adagio likewise offers a unique atmosphere, perfect for a memorable night out.

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

Venice is home to plenty of attractions that offer family-friendly attractions, romantic experiences, and scenic views! Start at Bridge Of Sighs, a popular monument that is worthwhile a visit in the city. Nearby, you’ll find Doge's Palace, enchanting visitors with its enchanting appeal. Continue your exploration at St Mark's Basilica. This church is one of the city’s most well-known spots.

Enjoy the freedom of exploring Venice at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit St Mark's Campanile. After exploring the monument, head to the globally renowned Piazza San Marco.

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 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.

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

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

Cap off your dinner by heading to Il Mercante, ideal for a leisurely evening with a drink in hand. The Irish Pub Venezia is another bar that offers an enjoyable setting. Similarly, Ai Stagneri is also a popular place to go on a night out, perfect for relaxing and socializing.

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

Day 4 introduces you to many popular attractions and activities in Lido, further proving that leisurely self-drive tours in Italy are extraordinary.

Savor the day by visiting some of the best places to see in Venice, including a park, a historical landmark, a palace, an opera house and much more! Start your adventure at Giardini Della Biennale. This well-known park is a must-visit for travelers looking for a unique holiday experience. Make your way to Venetian Arsenal located in Venice for another exciting encounter.

Next, immerse yourself in the setting of Rialto Bridge. Its history-steeped features will captivate you. After the historical landmark, continue your tour of the town with a visit to Palazzo Contarini Del Bovolo. Visitors usually appreciate the symbolic features of this palace. Next up is Teatro La Fenice, a highly recommended opera house.

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

Enjoy a lovely meal at Osteria Alla Staffa, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Bistrot de Venise is another top choice with a popular menu. You could also check for a table at Corte Sconta. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Venice tonight.

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

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Dolce Vita Venezia, a well-loved spot among locals and tourists. Or, head to Tarnowska's American Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Bar All'angolo, another top-rated place in the area.

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

On day 5 of your leisurely self-drive tour across Italy, you’ll go deep into Venice, where you'll stay for 1 night, 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!

Today’s route brings fun adventures, romantic experiences, and breathtaking views. The first attraction of today is Punta Della Dogana - Pinault Collection. Continue your discovery at Santa Maria Della Salute, a culturally significant church with stories to tell.

As you stroll around Venice, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Peggy Guggenheim Collection. This well-known art gallery offers a romantic encounter with Venice. Next, make your way to Gallerie Dell'accademia to add another highlight to your day. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Venice.

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.

Treat yourself to a delightful dinner at Cantina Do Spade, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Trattoria Al Gazzettino? It's another excellent option with a diverse menu. Consider reserving a table at Local as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Venice.

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.

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 through Italy with a toast. Cheers to a memorable leisurely self-drive holiday in Italy!

Day 6 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!

Today, you'll explore some of the most beautiful places in Venice, including an art gallery and a church. Start your day with a visit to Ca' D'oro. This frequently visited art gallery is a must-visit in the city. When you’re ready for your next discovery, continue to Santa Maria Gloriosa Dei Frari, which may be one of the most historic places you will experience today.

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

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.

Discover the culinary delights of Florence by securing a reservation at Enoteca Pinchiorri. Esteemed for its 3-star Guide Michelin recognition, this restaurant offers a remarkable selection of italian contemporary cuisine. For an alternative dining experience, try Santa Elisabetta, renowned for its delicious creative and mediterranean dishes. This esteemed 2-star Michelin-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to Gucci Osteria da Massimo Bottura, a highly recommended local eatery celebrated for its mouthwatering italian contemporary and international menu. With its 1-star Michelin recognition, it offers an unforgettable dining adventure.

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

After savoring a delicious meal, step into the vibrant nightlife at Manifattura, where the evening is just getting started. In the same way, Se·sto On Arno Rooftop Bar offers a unique charm perfect for experiencing the local bar scene in Florence. Il Vinile is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

Day 7 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!

Brace yourself for today’s incredible lineup of attractions in Florence, featuring family-friendly attractions, picturesque spots, and historic treasures. Start at David, a notable statue in the city. Then, head to Galleria Dell'accademia and soak in the ambiance of this photogenic art gallery.

There are many interesting places to see in Florence, and when you are ready for more, go to Basilica Of Santa Croce In Florence. This is one of the city’s most popular heritage-rich spots of interest. After exploring the church, visit the astonishing Piazzale Michelangelo.

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!

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.

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.

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.

Extend your evening after a delightful meal by visiting Bar 50 Rosso, which offers the perfect atmosphere for a night out. Moreover, Bitter Bar is another popular option for a drink or two. Likewise, Archea Brewery also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

Day 8 introduces you to many popular attractions and activities in Florence, further proving that leisurely self-drive tours in Italy are extraordinary.

A blend of family-friendly attractions, picturesque spots, and historic treasures await you in Florence on today’s itinerary. First up is the locally appreciated museum, Museo Dell'opera Del Duomo. Afterward, continue to Brunelleschi's Dome, a monument 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 Cathedral Of Santa Maria Del Fiore. This spectacular church is an essential stop. Following that, head to Giotto's Bell Tower, another must-visit site that will enhance your experience.

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 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 Ristorante Buca Mario, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Agricola Toscana, another top spot with a mouthwatering menu. You might also want to secure a reservation at Eataly Firenze. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

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.

Following your dinner, dive into the local bar culture at Gosh*. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Antico Caffè Del Moro - Art Bar Firenze, the perfect place for those looking to experience the best of the nightlife. Similarly, Quelo Bar provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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

On day 9 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!

Today’s agenda in Florence includes a public square, a monument, a palace, an art gallery, a historical landmark and much more! Piazza Della Signoria is must-visit public square and a great starting point for the day. Next, continue your journey to Fountain Of Neptune, an intriguing monument, located just a leisurely stroll away. Next, head to Palazzo Vecchio, an enchanting palace, 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 top-rated Uffizi Gallery. If you’re looking for more, Ponte Vecchio is also a world-famous attraction that is worthwhile a visit.

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.

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.

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

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

Day 10 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!

Start by visiting Central Market, a prime spot to begin your journey. This visually striking food market is sure to impress. Next on your list is Basilica Of San Lorenzo, another must-visit landmark and worthwhile church renowned for its instagrammable 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 Medici Chapels. This noteworthy museum is an essential place to visit for anyone looking for the full Florence experience. We also recommend visiting Basilica Di Santa Maria Novella, Firenze (fi), a locally renowned church.

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 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.

Savor the flavors at Ristorante Buca Niccolini, a top pick for dinner tonight. Alternatively, Essenziale beckons with its unique menu offerings. Also, consider Ristorante La Grotta Toscana. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.

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!

Day 11 of your leisurely self-drive tour in Italy is another opportunity for an in-depth travel experience in the country. You’ll stay in Bologna for 3 nights.

Bring your curiosity for today’s adventure around Florence. Some of the city’s most loved attractions await! Strozzi Palace Mantua is the perfect place to start. This palace is one of the most beloved places to visit in Florence. Next, head to Pitti Palace, a locally renowned palace, known for its visually striking features.

In between the sights, don’t hesitate to take small detours to explore local stores and eateries. When you’re ready to continue your adventure, head to The Boboli Gardens. This detailed botanical garden is a highly recommended experience. Nearby, you'll also find Parco Delle Cascine. Visit these for an interesting touch to your journey.

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

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.

Treat yourself to an extraordinary dining experience at Ahimè, a Bib Gourmand restaurant offering an incredible country cooking menu. Alternatively, if your taste buds call for something different, I Portici is one of the best restaurants for creative and contemporary cuisine in Bologna. This 1-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Trattoria di Via Serra. As a top-rated establishment with a Bib Gourmand status, it is an ideal choice for emilian cuisine 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.

After enjoying a fulfilling meal, continue your evening at Bar Al Bricco D'oro, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Bar Freud E Squisito offers a welcoming atmosphere for easing into the nightlife. Similarly, Osteria Del Sole provides an excellent environment for a relaxed and enjoyable evening.

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

Day 12 introduces you to many popular attractions and activities in Bologna, further proving that leisurely self-drive tours in Italy are extraordinary.

Set out on a day brimming with fun adventures, breathtaking views, and photo-friendly spots. Start at the frequently visited Palazzo D'accursio, a picture-perfect palace in Bologna. Next, go to Piazza Maggiore.

After visiting Palazzo D'accursio and Piazza Maggiore, have a stroll along Bologna's streets and take in the local charm. Continue your sightseeing by heading to Bologna Cathedral. This historic church offers a unique experience. Fountain Of Neptune, Bologna is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Palazzo Re Enzo, one of the most standout places to visit in Bologna.

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

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.

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.

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

If you’re not ready to end the night just yet, Lime Bar offers a perfect venue to relax and savor a drink. Similarly, Macondo - Cocktail Bar is well-suited for those looking to unwind in a social setting. Bar Onda Marina By Night is another excellent spot to enjoy a nightcap after a delightful meal.

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.

On day 13 of your leisurely self-drive tour across Italy, you’ll go deep into Bologna, where you'll stay for 1 night, 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 Bologna, and meet locals along the way!

Get ready for an exciting day in Bologna. Today’s sightseeing agenda includes a monument, a museum, and a public square. Begin your adventure at Two Towers. This is a captivating monument you should not miss. Another must-see is International Museum And Library Of Music, an increasingly popular museum in Bologna.

When you’re ready for the next sight, head to Piazza Santo Stefano.

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.

Treat yourself to a delicious dinner at Va Mo Là, an excellent option for tonight's dining. Looking for something different? Trattoria dal Biassanot offers a tantalizing alternative with its diverse menu. And don’t miss Ristorante Enoteca da Lucia. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Bologna.

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.

Continue your lively evening at Aurum, a perfect place for winding down or revving up the night, depending on which mood you’re in. Bar Senza Nome is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Caffè Ristretto ensures a night out tailored to your taste.

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

Day 14 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 Padua. By the end of the day, you’ll drive in the direction of the city of Trieste, where you’ll stay at a top-rated hotel of your choice for 1 night.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Bologna allows for both. Start by heading to Prato Della Valle. This popular public square provides an insightful glimpse into the city's identity. Next, discover The Basilica Of St. Anthony, a culturally significant church, promising a delightful encounter.

Continue your sightseeing with a visit to Piazza Della Frutta, an up-and-coming public square. When you’re done, don’t forget to make a stop at the well-known Piazza Dei Signori, Padua.

In the city of Trieste, you’ll find plenty of stay options that will accommodate your need for rest and relaxation after spending your day on the road. Our top recommendations perfectly complement your relaxed road trip vacation 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.

Prepare for an extraordinary culinary adventure in Trieste by booking a table at Harry's Piccolo, a 2-star Michelin restaurant that boasts an exceptional creative menu. If you're eager to try something different, consider Caffè San Marco, another top spot with a tantalizing menu.

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

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Mast, a well-loved spot among locals and tourists. Or, head to Urbanis. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Coktail Bar Trieste | La Preferita, another top-rated place in the area.

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