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

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Explore Italy and discover its unique charm on this 15-day relaxed road trip through Trieste, Miramare / Miramar, Venice, Lido, Florence, Bologna, and Padua. Delight in a stress-free journey that focuses on exploration through the country's most captivating landscapes.

This self-drive package allows you to travel through picture-perfect landscapes in Italy at a relaxed pace. Get a dose of comfort, fun, and recreation in Trieste, Miramare / Miramar, Venice, Lido, Florence, Bologna, and Padua. Make yourself at home at top-rated hotels and stay 2 nights in Trieste, 4 nights in Venice, 5 nights in Florence, and 3 nights in Bologna. Finally, taste the local food and enjoy a refreshing drink at the most popular restaurants and bars along your road trip route in Italy.

Freedom of choice is key to a relaxing road trip in Italy. For your self-drive vacation, we’ll offer you a selection of the best rental vehicles with CDW insurance. Upon arrival in Trieste, you’ll collect your rental car of choice. From there, you’ll begin your 15-day journey across Italy and discover its unique culture, history, and diverse scenery.

Experience the essence of leisurely self-drive exploration across Italy with our handpicked selection of accommodations. From relaxed stays at renowned 5-star hotels offering magnificent views to comfortable 3-star options that cater to budget-conscious travelers, we ensure your journey is optimized for relaxation and comfort. Discover the perfect place to stay and unwind as you embark on a laid-back adventure in Italy.

We’ll introduce you to some of the best travel destinations in Italy. This relaxed road trip features the stunning Piazza San Marco. Another highlight of this self-drive tour is the captivating Rialto Bridge.

Traveling leisurely through Italy means you could spend as much time as you want at the magnificent Ponte Vecchio. With this travel plan, you could also soak in the atmosphere of the memorable Piazzale Michelangelo. Get close to the spectacular Cathedral Of Santa Maria Del Fiore and the wonderful Piazza Della Signoria. You’ll have plenty of time to take in each attraction's unique features, learn its unique history, and appreciate it to the fullest.

Enjoy strolling through Italy's shopping hotspots near your accommodation. Visit shops, discover the locals’ way of life, or try various specialties. Don't forget to bring home a piece of the country that will remind you of your relaxing vacation in Italy.

Between sightseeing, you can make the most of your downtime and join a popular tour in Italy. This relaxed road trip also gives you plenty of time to stroll through Italy's shopping hotspots. Through these experiences, you'll have plenty of opportunities to discover the locals’ way of life and soak in the rich cultural heritage of the Italy.

This self-drive vacation package includes everything you need for a stress-free, easy road trip through Italy. You’ll have a cozy place to stay for 14 nights, with a selection of top-rated breakfast and restaurant options nearby. We'll also provide you with the best rental car you can use throughout the 15 days of your self-drive road trip in Italy. On top of all that, you also have the option to add flights to your travel plan and personalize each day of your itinerary by adding tours and tickets.

This self-drive package includes 24/7 travel support and a step-by-step guide. You can access the guide at any point of your journey through our mobile app, where you can also keep and organize your travel documents.

Spend an amazing 15-day vacation in Italy and get to know more about this fantastic destination. Choose your travel dates and plan a laid-back and relaxed road trip in Italy today!

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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Giants' Stairway
Piazza della BorsaUnity of Italy SquareMiramare Castle
Bridge of SighsDoge's PalaceSt Mark's BasilicaSt Mark's CampanilePiazza San Marco
Giardini della BiennaleVenetian ArsenalRialto BridgePalazzo Contarini del BovoloTeatro La Fenice
Punta della Dogana - Pinault CollectionSanta Maria della SalutePeggy Guggenheim CollectionGallerie dell'Accademia
Galleria Giorgio Franchetti alla Ca' d'OroBasilica S.Maria Gloriosa dei Frari

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Day 1

Day 1

  • Triest - Arrival day
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  • Giants' Stairway
  • More

Your relaxed road trip through Italy starts when you reach the incredible city of Trieste, where you'll stay for 1 night. You'll pick up your rental car in Trieste and begin your adventure in Italy.

Trieste is a beautiful city with plenty to discover. If you arrive before check-in time or prefer to get started on your sightseeing right away, we recommend checking out Giants' Stairway, or just taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

Find your way to your hotel in Trieste. We recommend choosing a hotel in a central location for easy exploring. Check-in typically starts between 2 and 4 PM at hotels in Italy. Settle in and make plans for the evening.

As dinnertime approaches, it's time to head out for a bite to eat. If you are looking to dine at a popular restaurant in Trieste, it's often a good idea to reserve a table in advance.

Make sure to reserve a table at Murphy's Meeting Point, an iconic dining spot in Trieste. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Caffè Tommaseo, a popular restaurant in Trieste. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Al Barattolo, a hidden gem nestled in Trieste. 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 Trieste. The bars in Trieste make the perfect setting for a laid-back drink and chilled hangout with your travel companions.

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

Raise a toast as you look back into the highlights of today’s laid-back and relaxed road trip adventure in Italy. Enjoy your first taste of Trieste as you soak in the city’s unique vibe.

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Day 2

Day 2

  • Triest
  • Venice
  • More

Drive 168 km, 2 hours 23 min

  • Piazza della Borsa
  • Unity of Italy Square
  • Miramare Castle
  • More

Day 2 of your self-drive tour in Italy is your opportunity to see and experience the diversity of the country. You’ll stay in Venice for 4 nights. 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's adventure in Trieste promises more breathtaking discoveries and enriching experiences! Begin at Piazza Della Borsa. This romantic public square is a highlight of any visit in the city. Then, enjoy Piazza Unità D'italia, another visually striking attraction that never fails to captivate visitors. Next, head over to Miramare Castle, one of the city’s most locally renowned attractions, known for its visually striking features.

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

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.

Dive into a culinary adventure like no other in Venice by booking a table at Local. This popular restaurant holds 1 Michelin star and offers an exceptional menu of contemporary cuisine. For another culinary dining option, venture to Wistèria, celebrated for its delectable contemporary and venetian menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Quadri, a top local restaurant known for its tantalizing modern menu. With a 1-star Michelin recognition, it promises an exceptional dining experience not to be missed.

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.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Al Parlamento, a well-loved spot among locals and tourists. Or, head to The Caffe Rosso. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Adagio, another top-rated place in the area.

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

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Day 3

Day 3

  • Venice
  • More

Drive 2 km, 31 min

  • Bridge of Sighs
  • Doge's Palace
  • St Mark's Basilica
  • St Mark's Campanile
  • Piazza San Marco
  • More

Day 3 introduces you to many popular attractions and activities in Venice, further proving that leisurely self-drive tours in Italy are extraordinary.

Immerse yourself in Venice’s rich culture with today's sightseeing itinerary. Start your journey at Bridge Of Sighs. This romantic monument is sure to ignite your curiosity. Next, dive into the enchanting features of Doge's Palace, a must-visit palace 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 St Mark's Basilica, a locally renowned church. For a change of scene, check out St Mark's Campanile, known for its UNESCO world heritage-listed features. We also recommend visiting Piazza San Marco. This public square is a must for anyone looking to experience the city to the fullest.

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

Make sure to reserve a table at Generator Venice, 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 Nevodi, 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 Ristorante La Piazza, a hidden gem nestled in Venice. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Il Mercante, known for its inviting atmosphere. The Irish Pub Venezia is another great option if you’re looking for a place to get the night started. Similarly, Ai Stagneri provides a great setting to enjoy the night away.

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.

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Day 4

Day 4

  • Venice
  • More

Drive 7 km, 1 hour 48 min

  • Giardini della Biennale
  • Venetian Arsenal
  • Rialto Bridge
  • Palazzo Contarini del Bovolo
  • Teatro La Fenice
  • More

Day 4 of your relaxed road trip through Italy means 24 hours of making the best memories in Lido. You’ll go sightseeing at famous attractions in Lido. In the evening, you will experience one of the most popular dining spots in the town. So buckle up and prepare to be blown away by Lido!

Today’s agenda in Venice includes a park, a historical landmark, a palace, an opera house and much more! Giardini Della Biennale is must-visit park and a great starting point for the day. Next, continue your journey to Venetian Arsenal, a curiosity-inducing historical landmark, located just a leisurely stroll away. Next, head to Rialto Bridge, a visually striking historical landmark, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Venice. When you're ready, let your sightseeing route take you to the captivating Palazzo Contarini Del Bovolo. If you’re looking for more, Teatro La Fenice is also a notable attraction that is worthwhile a visit.

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.

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.

Treat yourself to a delicious dinner at Osteria Alla Staffa, an excellent option for tonight's dining. Looking for something different? Bistrot de Venise offers a tantalizing alternative with its diverse menu. And don’t miss Corte Sconta. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Venice.

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.

After savoring a delicious meal, step into the vibrant nightlife at Dolce Vita Venezia, where the evening is just getting started. In the same way, Tarnowska's American Bar offers a unique charm perfect for experiencing the local bar scene in Venice. Bar All'angolo is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

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Day 5

Day 5

  • Venice
  • More

Drive 4 km, 58 min

  • Punta della Dogana - Pinault Collection
  • Santa Maria della Salute
  • Peggy Guggenheim Collection
  • Gallerie dell'Accademia
  • More

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!

Start your adventure at Punta Della Dogana - Pinault Collection. This locally appreciated museum is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the culturally significant wonders of Santa Maria Della Salute, a must-see church 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 Peggy Guggenheim Collection. This well-known art gallery offers an enriching experience. For a change of pace, head to Gallerie Dell'accademia, where you can take in instagrammable features. These sights offer a fulfilling end to a perfect day.

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 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 fantastic dining experience at Cantina Do Spade, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Trattoria Al Gazzettino offers an enticing alternative with its varied menu. Additionally, Local is worth considering. Renowned for satisfying diners, it’s an ideal option 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 Devils Forest Pub, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Bar Venetico offers a welcoming atmosphere for easing into the nightlife. Similarly, L'archivio provides an excellent environment for a relaxed and enjoyable evening.

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

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Day 6

Day 6

  • Venice
  • Florence
  • More

Drive 269 km, 3 hours 9 min

  • Galleria Giorgio Franchetti alla Ca' d'Oro
  • Basilica S.Maria Gloriosa dei Frari
  • More

Day 6 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 Venice. By the end of the day, you’ll drive in the direction of the city of Florence, where you’ll stay at a top-rated hotel of your choice for 5 nights.

Prepare for a day full of fun adventures, romantic experiences, and breathtaking views. When you’re ready, kick off your sightseeing adventure at Ca' D'oro. This frequently visited art gallery is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Santa Maria Gloriosa Dei Frari, one of the city’s best highlights.

In the city of Florence, 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.

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.

Prepare for an extraordinary culinary adventure in Florence by booking a table at Enoteca Pinchiorri, a 3-star Michelin restaurant that boasts an exceptional italian contemporary menu. For a different flavor experience, head to Santa Elisabetta, renowned for its delectable creative and mediterranean dishes. This 2-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Gucci Osteria da Massimo Bottura, a local gem known for its delightful italian contemporary and international cuisine in Florence. Nestled in the city's heart, this 1-star Michelin restaurant is a perfect choice for discerning restaurant-goers seeking a new experience.

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

After your meal, keep the night alive at a bar like Manifattura, known for its lively atmosphere. Se·sto On Arno Rooftop Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Il Vinile offers an excellent atmosphere for those looking to amp up the evening.

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

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Day 7

Day 7

  • Florence
  • More

Drive 8 km, 1 hour 7 min

  • David
  • Galleria dell'Accademia
  • Basilica of Santa Croce in Florence
  • piazzale Michelangelo
  • More

Day 7 introduces you to many popular attractions and activities in Florence, further proving that leisurely self-drive tours in Italy are extraordinary.

Today’s route brings family-friendly attractions, picturesque spots, and history-rich sites. The first attraction of today is David. 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 Basilica Of Santa Croce In Florence. This well-known church offers a photogenic encounter with Florence. Next, make your way to Piazzale Michelangelo 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 Florence.

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.

Enjoy a lovely dining experience at Ditta Artigianale, a popular restaurant in Florence. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Florence at Trattoria Da Burde, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated Casa Toscana. It’s yet another ideal choice to enhance your time in Florence tonight.

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.

Continue the enjoyment post-dinner at Bar 50 Rosso, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Bitter Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Archea Brewery. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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!

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Day 8

Day 8

  • Florence
  • More

Drive 1 km, 14 min

  • Opera del Duomo Museum
  • Brunelleschi's dome
  • Cathedral of Santa Maria del Fiore
  • Giotto's Bell Tower
  • More

Day 8 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!

Set out on a day brimming with fun adventures, photo-friendly spots, and historic treasures. Start at the up-and-coming Museo Dell'opera Del Duomo, a monumental museum in Florence. Next, go to Brunelleschi's Dome.

After visiting Museo Dell'opera Del Duomo and Brunelleschi's Dome, have a stroll along Florence's streets and take in the local charm. Continue your sightseeing by heading to Cathedral Of Santa Maria Del Fiore. This UNESCO world heritage-listed church offers a unique experience. Giotto's Bell Tower is another noteworthy attraction worthwhile a visit.

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 wonderful meal at Ristorante Buca Mario, a top-rated dining spot in Florence. If you're in the mood for something new, try Agricola Toscana, another premier location with a delectable menu. You might also want to book a table at Eataly Firenze. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

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.

Explore the vibrant nightlife at Gosh* after your meal, a hub for lively evenings and memorable moments. Or, head to Antico Caffè Del Moro - Art Bar Firenze for a great selection of flavorful drinks and a charming setting. Furthermore, Quelo Bar is perfect for those looking to extend their night with a touch of local flavor.

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

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Day 9

Day 9

  • Florence
  • More

Drive 1.0 km, 13 min

  • piazza della Signoria
  • Fountain of Neptune
  • Palazzo Vecchio
  • Uffizi Gallery
  • Ponte Vecchio
  • More

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!

Florence is home to plenty of attractions that offer family-friendly attractions, romantic experiences, and breathtaking views! Start at Piazza Della Signoria, a widely recognized public square that is worthwhile a visit in the city. Nearby, you’ll find Fountain Of Neptune, enchanting visitors with its visually striking appeal. Continue your exploration at Palazzo Vecchio. This palace is one of the city’s most interesting spots.

Enjoy the freedom of exploring Florence at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Uffizi Gallery. After exploring the art gallery, head to the wondrous Ponte Vecchio.

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 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.

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!

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Day 10

Day 10

  • Florence
  • More

Drive 2 km, 35 min

  • Central Market
  • Basilica of San Lorenzo
  • Medici Chapels
  • Basilica of Santa Maria Novella
  • More

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 a day filled with fun adventures, photo-friendly spots, and wallet-friendly activities in the charming city of Florence. Your adventure starts at Central Market, an interesting local hot spot. Another notable attraction to explore is Basilica Of San Lorenzo. This underrated church is known for its eye-catching appeal.

After soaking in the highlights of these sights, take some time to wander Florence's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Medici Chapels. This symbolic museum offers a fascinating experience that many visitors find memorable. Basilica Di Santa Maria Novella, Firenze (fi) is also worth visiting.

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 Ristorante Buca Niccolini, a top recommendation for dinner tonight. Or, for a change of pace, Essenziale boasts a menu that's sure to impress. Also, be sure to check out Ristorante La Grotta Toscana. Known as a local hotspot, it’s a great choice for tonight in Florence.

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

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

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Day 11

Day 11

  • Florence
  • Bologna
  • More

Drive 107 km, 2 hours 10 min

  • Strozzi Palace
  • Palazzo Pitti
  • The Boboli Gardens
  • Parco delle Cascine
  • More

Day 11 of your relaxed road trip across Italy promises an exciting agenda full of discovery. You’ll start your day in the city of Florence and drive in the direction of the city of Bologna for some laid-back sightseeing. You’ll end your day in the city of Bologna, where you’ll stay for 3 nights.

Today’s itinerary in Florence covers several incredible sights, including a palace, a botanical garden, and a park. Start your adventure at Strozzi Palace Mantua. This locally appreciated palace is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the enchanting wonders of Pitti Palace, a must-see palace 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 The Boboli Gardens. This captivating botanical garden offers an enriching experience. For a change of pace, head to Parco Delle Cascine, where you can take in mesmerizing features. These sights offer a fulfilling end to a perfect day.

You’ll be staying at the incredible city of Bologna in this laid-back road trip in Italy. You'll stay here for 3 nights.

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

Enjoy an outstanding dining experience at Ahimè, a Bib Gourmand restaurant offering an exceptional country cooking menu. Alternatively, if you're in the mood for something different, consider the nearby 1-star Michelin-awardee, I Portici, known for its delicious creative and contemporary cuisine. Another highly-recommended place to eat in Bologna is Trattoria di Via Serra, a renowned Bib Gourmand restaurant and a delicious emilian menu.

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.

Following your dinner, dive into the local bar culture at Bar Al Bricco D'oro. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Bar Freud E Squisito, the perfect place for those looking to experience the best of the nightlife. Similarly, Osteria Del Sole provides excellent drinks and a great atmosphere, ensuring a memorable night out.

Soak in the unique atmosphere of Bologna 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!

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Day 12

Day 12

  • Bologna
  • More

Drive 0.6 km, 8 min

  • Palazzo d'Accursio
  • Piazza Maggiore
  • Bologna Cathedral
  • Fountain of Neptune, Bologna
  • Palazzo Re Enzo
  • More

Day 12 of your relaxed road trip through Italy means 24 hours of making the best memories in Bologna. You’ll go sightseeing at famous attractions in Bologna. 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 Bologna!

Enjoy the perfect balance of relaxation and exploration in Bologna today. One of the most often recommended attractions included on the itinerary is Palazzo D'accursio. This historic palace will help you start your sightseeing on top. Then, take a leisurely stroll to Piazza Maggiore and learn what makes this romantic public square unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the beloved Bologna Cathedral. After exploring the church, head to Fountain Of Neptune, Bologna. This beloved monument is a highlight in Bologna. As your day continues, stop by Palazzo Re Enzo, known for its historic features.

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

Enjoy a delicious meal at Bononia Cafè, a highly-rated dining destination in Bologna. If you're eager to try something different, consider Via Con Me, another top spot with a tantalizing menu. You might also want to secure a reservation at Trattoria Pizzeria La Mela. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Bologna this evening.

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.

After your meal, keep the night alive at a bar like Lime Bar, known for its lively atmosphere. Macondo - Cocktail Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Bar Onda Marina By Night offers an excellent atmosphere for those looking to amp up the evening.

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

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Day 13

Day 13

  • Bologna
  • More

Drive 1 km, 20 min

  • Two Towers
  • International Museum and Library of Music
  • Piazza Santo Stefano
  • More

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!

Start by visiting Two Towers, a prime spot to begin your journey. This awe-inspiring monument is sure to impress. Next on your list is International Museum And Library Of Music, another must-visit landmark and intriguing museum renowned for its standout features.

While exploring and sightseeing, take time to savor the culture of Bologna by sampling some local delicacies. When you’re ready for more sightseeing, head to Piazza Santo Stefano. This culturally significant public square is an essential place to visit for anyone looking for the full Bologna 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.

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

Make sure to reserve a table at Va Mo Là, an iconic dining spot in Bologna. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Trattoria dal Biassanot, a popular restaurant in Bologna. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Ristorante Enoteca da Lucia, a hidden gem nestled in Bologna. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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

Keep the evening going at Aurum, a great choice for enjoying the after-dinner hours with a drink. You could also go to Bar Senza Nome, which offers a similarly pleasant setting and great drinks. Another option is Caffè Ristretto, which provides an inviting environment for unwinding after a busy day out.

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

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Day 14

Day 14

  • Bologna
  • Triest
  • More

Drive 321 km, 4 hours 10 min

  • Prato della Valle
  • The Basilica of St Anthony
  • Piazza della Frutta
  • Piazza dei Signori, Padua
  • More

Day 14 of your leisurely self-drive tour in Italy is another opportunity for an in-depth travel experience in the country. You’ll stay in Trieste for 1 night.

Today’s route brings family-friendly attractions, romantic experiences, and scenic views. The first attraction of today is Prato Della Valle. This well-known public square is a romantic place to see in Bologna. Continue your discovery at The Basilica Of St. Anthony, a culturally significant church with stories to tell.

As you stroll around Bologna, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Piazza Della Frutta. This beloved public square offers a stunning encounter with Bologna. Next, make your way to Piazza Dei Signori, Padua 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 Bologna.

After a day of exploration, relax at one of the top hotels or accommodations in Trieste. 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 the food culture in Trieste 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.

Discover the culinary delights of Trieste by securing a reservation at Harry's Piccolo. Esteemed for its 2-star Guide Michelin recognition, this restaurant offers a remarkable selection of creative cuisine. Alternatively, Caffè San Marco beckons with its unique menu offerings.

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 fulfilling meal, continue your evening at Mast, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Urbanis offers a welcoming atmosphere for easing into the nightlife. Similarly, Coktail Bar Trieste | La Preferita provides an excellent environment for a relaxed and enjoyable evening.

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

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Day 15

Day 15

  • Triest - Departure day
  • More
  • Umberto Saba Statue
  • More

Day 15 of your relaxed road trip in Italy is your departure day. If you have a flight to catch, you’ll drop off your rental car well in advance before your departure. Choose a late flight to enjoy a stress-free last day in Trieste.

Maximize your last day in Italy and go on a shopping spree in Trieste’s shopping center, the lively Il Giulia Shopping Center. Browse for souvenirs to remind you of your wonderful journey in Italy.

Unwind and look back at the past 15 days of your relaxed road trip over a bite to eat. This is your chance to enjoy one last traditional meal in Trieste or just grab something light to keep you going.

If you're in the mood to try something new, consider Osteria Istriano Of Giobi And Oxa, another top spot with a mouthwatering menu.

Give yourself enough time to wave goodbye to Trieste and begin your journey home. The unforgettable experiences you’ve collected along your 15-day relaxed road trip in Italy is a story you will tell for the rest of your life.

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