Relaxed 14-Day Italy Self-Drive Road Trip With Itinerary from Florence to Bologna, Venice, and Milan
Description
Included
Description
Explore Italy and discover its unique charm on this 14-day relaxed road trip through Florence, Bologna, Venice, Lido, and Milan. 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 Florence, Bologna, Venice, Lido, and Milan. Make yourself at home at top-rated hotels and stay 3 nights in Florence, 3 nights in Bologna, 4 nights in Venice, and 3 nights in Milan. 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 Florence, you’ll collect your rental car of choice. From there, you’ll begin your 14-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 Duomo Di Milano Museum. With this travel plan, you could also soak in the atmosphere of the memorable Ponte Vecchio. Get close to the spectacular Galleria Vittorio Emanuele Ii and the wonderful Piazzale Michelangelo. 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 13 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 14 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 14-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!
Itinerary summary
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Day 1
- Florence - Arrival day
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- Central Market
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Your relaxed road trip through Italy starts when you reach the incredible city of Florence, where you'll stay for 2 nights. You'll pick up your rental car in Florence and begin your adventure in Italy.
Florence 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 Central Market, or just taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.
As afternoon approaches, head to your chosen hotel in Florence. Check-in typically starts around 2 to 4 PM at hotels in Italy. We recommend staying at a hotel in a central location for easy access to the best attractions, restaurants, and bars in the city.
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 Florence, it's often a good idea to reserve a table in advance.
Don’t miss out on dining at Ristorante Oliviero 1962, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Di Poneta Novoli, another top spot with a mouthwatering menu. You might also want to secure a reservation at Caffe San Firenze. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.
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.
Continue the enjoyment post-dinner at Manifattura, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Se·sto On Arno Rooftop Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Il Vinile. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.
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 Florence as you soak in the city’s unique vibe.
Day 2
- Florence
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Drive 4 km, 59 min
- piazza della Signoria
- Uffizi Gallery
- Ponte Vecchio
- Palazzo Pitti
- The Boboli Gardens
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On day 2 of your leisurely self-drive tour across Italy, you’ll go deep into Florence, 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 Florence, and meet locals along the way!
Today, you'll explore some of the most beautiful places in Florence, including a public square, an art gallery, a historical landmark, a palace, a botanical garden and much more! Start your day with a visit to Piazza Della Signoria. This impressive public square is a must-visit in the city. When you’re ready for your next discovery, continue to Uffizi Gallery, which may be one of the most romantic places you will experience today.
One of the best things about exploring Florence 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 Ponte Vecchio, a globally renowned historical landmark in the city. If you’re up for more discoveries, don’t forget to reserve some time for Pitti Palace and The Boboli Gardens.
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.
Experience shopping bliss at Florence as you explore Via de' Tornabuoni. Take a leisurely stroll through unique boutiques and high-end shops, where local treasures are waiting to be found. Beyond shopping, Via de' Tornabuoni offers more options, including unique attractions, key services, and vibrant events.
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.
Begin your culinary exploration in Florence by securing a reservation at Enoteca Pinchiorri. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of italian contemporary cuisine. For another dining delight, visit Santa Elisabetta, celebrated for its delectable creative and mediterranean menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Gucci Osteria da Massimo Bottura, a top local spot known for its tantalizing italian contemporary and international menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.
Hang out and unwind at some of the top bars in Florence.
Cap off your dinner by heading to Bar 50 Rosso, ideal for a leisurely evening with a drink in hand. Bitter Bar is another bar that offers an enjoyable setting. Similarly, Archea Brewery is also a popular place to go on a night out, perfect for relaxing and socializing.
Raise your glass in celebration of your freedom and relaxed road trip adventure in Italy!
Day 3
- Florence
- Bologna
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Drive 106 km, 2 hours 7 min
- Basilica of Santa Croce in Florence
- Galleria dell'Accademia
- Cathedral of Santa Maria del Fiore
- Basilica of Santa Maria Novella
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Day 3 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. Basilica Of Santa Croce In Florence is the perfect place to start. This church is one of the most locally renowned places to visit in Florence. Next, head to Galleria Dell'accademia, a captivating art gallery, known for its standout 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 Cathedral Of Santa Maria Del Fiore. This inviting church offers a unique experience that is highly recommended. Meanwhile, Basilica Di Santa Maria Novella, Firenze (fi) adds its own distinct charm 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.
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.
Prepare for an extraordinary culinary adventure in Bologna by booking a table at Ahimè, a Bib Gourmand restaurant that boasts an exceptional country cooking menu. For a different flavor experience, head to I Portici, renowned for its delectable creative and contemporary dishes. This 1-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Trattoria di Via Serra, a local gem known for its delightful emilian cuisine in Bologna. Nestled in the city's heart, this Bib Gourmand-awardee is a perfect choice for discerning restaurant-goers seeking a new experience.
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.
Round off your dining experience by visiting Bar Al Bricco D'oro, a prime location for a drink. Alternatively, explore the distinctive characteristics of Bar Freud E Squisito, a bar catering to every mood and preference. Osteria Del Sole likewise offers a unique atmosphere, perfect for a memorable night out.
Raise your glass in celebration of your freedom and relaxed road trip adventure in Italy!
Day 4
- Bologna
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Drive 1 km, 16 min
- Palazzo Re Enzo
- Fountain of Neptune, Bologna
- Piazza Maggiore
- Bologna Cathedral
- Church of the Holy Savior
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Day 4 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!
Set out on a day brimming with fun adventures, breathtaking views, and picturesque spots. Start at the intriguing Palazzo Re Enzo, a breathtaking palace in Bologna. Next, go to Fountain Of Neptune, Bologna.
After visiting Palazzo Re Enzo and Fountain Of Neptune, Bologna, take time to explore Bologna's streets and absorb its charm. Continue your sightseeing by heading to Piazza Maggiore. This romantic public square offers a unique experience. Bologna Cathedral is another noteworthy stop. End your self-guided sightseeing tour on top with a visit to Chiesa Del Santissimo Salvatore, one of the most instagrammable 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!
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.
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.
After dinner, it’s time to fall in love with the amazing nightlife in Bologna and unwind at some of the best bars in the city.
Continue the enjoyment post-dinner at Lime Bar, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Macondo - Cocktail Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Bar Onda Marina By Night. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.
Look back at an amazing day filled with adventure in Italy. And don’t forget to get some rest so you can continue your relaxed holiday in Italy tomorrow with new energy.
Day 5
- Bologna
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Drive 17 km, 58 min
- Two Towers
- Piazza Santo Stefano
- Porta Castiglione
- arco del Meloncello
- Ducati Museum
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Day 5 introduces you to many popular attractions and activities in Bologna, further proving that leisurely self-drive tours in Italy are extraordinary.
Today’s route brings fun adventures, breathtaking views, and photo-friendly spots. The first attraction of today is Two Towers. This popular monument is a picture-perfect place to see in Bologna. Continue your discovery at Piazza Santo Stefano, an inviting public square 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 Porta Castiglione. This often recommended monument offers a symbolic encounter with Bologna. Next, make your way to Arco Del Meloncello to add another highlight to your day. After that, visit Ducati Museum, an intriguing museum that’s sure to impress. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Bologna.
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 lovely dining experience at Va Mo Là, a popular restaurant in Bologna. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Bologna at Trattoria dal Biassanot, 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 Ristorante Enoteca da Lucia. It’s yet another ideal choice to enhance your time in Bologna tonight.
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 enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Aurum, a well-loved spot among locals and tourists. Or, head to Bar Senza Nome. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Caffè Ristretto, another top-rated place in the area.
Grab yourself a drink and savor every moment of your relaxed road trip experience in Italy!
Day 6
- Bologna
- Venice
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Drive 156 km, 2 hours 13 min
- Basilica di San Martino
- La Piccola Venezia
- Porta Galliera
- Faizan-e-Madina Bologna
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Day 6 of your relaxed road trip across Italy promises an exciting agenda full of discovery. You’ll start your day in the city of Bologna and drive in the direction of the city of Venice for some laid-back sightseeing. You’ll end your day in the city of Venice, where you’ll stay for 4 nights.
Enjoy the perfect balance of relaxation and exploration in Bologna today. One of the most intriguing attractions included on the itinerary is San Martino. This photogenic church will help you start your sightseeing on top. Then, take a leisurely stroll to La Piccola Venezia and learn what makes this stunning street unique.
Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the worthwhile Porta Galliera. After exploring the monument, head to Faizan-e-madina Bologna. This up-and-coming mosque is a highlight in Bologna.
You’ll be staying at the incredible city of Venice in this laid-back road trip in Italy. You'll stay here for 4 nights.
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.
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.
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.
Continue your lively evening at Al Parlamento, a perfect place for winding down or revving up the night, depending on which mood you’re in. The Caffe Rosso is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Adagio ensures a night out tailored to your taste.
A leisurely self-drive holiday in Bologna can’t get any better than this! Toast to another amazing day in Italy!
Day 7
- Venice
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Drive 2 km, 32 min
- Piazza San Marco
- St Mark's Campanile
- St Mark's Basilica
- Doge's Palace
- Bridge of Sighs
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On day 7 of your leisurely self-drive tour across Italy, you’ll go deep into Venice, where you'll stay for 3 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!
A blend of fun adventures, romantic experiences, and scenic views await you in Venice on today’s itinerary. First up is the timeless public square, Piazza San Marco. Afterward, continue to St Mark's Campanile, a monument every traveler should visit.
As you explore Venice’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to St Mark's Basilica. This popular church is an essential stop. Following that, head to Doge's Palace, another must-visit site that will enhance your experience. Don’t forget to stop by Bridge Of Sighs, a locally renowned monument in the city.
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.
Savor the flavors at Generator Venice, a top pick for dinner tonight. Alternatively, Nevodi beckons with its unique menu offerings. Also, consider Ristorante La Piazza. With its consistent customer satisfaction, it’s an excellent option for dining in Venice tonight.
A visit to a top-rated local bar is one of the most refreshing ways to cap off a beautiful night in Venice.
After savoring a delicious meal, step into the vibrant nightlife at Il Mercante, where the evening is just getting started. In the same way, The Irish Pub Venezia offers a unique charm perfect for experiencing the local bar scene in Venice. Ai Stagneri is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.
Free your mind of worries as you enjoy the taste of freedom on your laid-back, relaxed road trip adventure across Italy.
Day 8
- Venice
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Drive 7 km, 1 hour 39 min
- Giardini della Biennale
- Venetian Arsenal
- Teatro La Fenice
- Palazzo Contarini del Bovolo
- Grand Canal
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Day 8 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, an opera house, a palace, a street 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, an underrated historical landmark, located just a leisurely stroll away. Next, head to Teatro La Fenice, a respected opera house, 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. If you’re looking for more, Palazzo Contarini Del Bovolo is also a captivating attraction that is worthwhile a visit. Lastly, don’t miss Grand Canal, a locally appreciated gem to see in the town.
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 Venice, explore the city like a local by trying out the best restaurants in the area.
Treat yourself to a wonderful meal at Osteria Alla Staffa, a top-rated dining spot in Venice. If you're in the mood for something new, try Bistrot de Venise, another premier location with a delectable menu. You might also want to book a table at Corte Sconta. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Venice.
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.
Round off your dining experience by visiting Dolce Vita Venezia, a prime location for a drink. Alternatively, explore the distinctive characteristics of Tarnowska's American Bar, a bar catering to every mood and preference. Bar All'angolo likewise offers a unique atmosphere, perfect for a memorable night out.
Toast to another unforgettable and relaxing road trip adventure in Italy!
Day 9
- Venice
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Drive 4 km, 58 min
- Punta della Dogana - Pinault Collection
- Santa Maria della Salute
- Peggy Guggenheim Collection
- Gallerie dell'Accademia
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Day 9 introduces you to many popular attractions and activities in Venice, further proving that leisurely self-drive tours in Italy are extraordinary.
Just a short distance away is Santa Maria Della Salute, a romantic church that draws visitors from far and near.
Continue your journey to Peggy Guggenheim Collection, one of the city’s most locally renowned spots that you shouldn’t miss. Another great site to visit is the increasingly popular Gallerie Dell'accademia.
Gain a one-of-a-kind experience on your unhurried and relaxed road trip across Italy by joining a traveler-approved tour in Venice. There are so many fun and eye-opening activities to try out in Venice that will make your slow-paced self-drive tour in Italy more memorable. Check out all the most recommended and top-rated tour options in the city of Venice to find the best options for you!
Exploring 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.
Make sure to reserve a table at Cantina Do Spade, 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 Trattoria Al Gazzettino, 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 Local, 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, 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.
Unwind after your meal by stepping into Devils Forest Pub. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Bar Venetico offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook L'archivio, another top-rated bar in the area.
Raise your glass and toast to another unforgettable, laid-back road trip adventure in Italy!
Day 10
- Venice
- Milan
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Drive 271 km, 3 hours 43 min
- Rialto Bridge
- Ca' Pesaro International Gallery of Modern Art
- Grassi Palace
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On day 10 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.
Today’s agenda in Venice includes a historical landmark, an art gallery, and a palace. Rialto Bridge is must-visit historical landmark and a great starting point for the day. Next, continue your journey to Ca' Pesaro International Gallery Of Modern Art, a worthwhile art gallery, located just a leisurely stroll away. Next, head to Grassi Palace, an instagrammable palace, also available for your discovery today.
After a day of exploration, relax at one of the top hotels or accommodations in Milan. 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, Milan has multiple restaurants that offer fantastic dining experiences to continue your laid-back and stress-free discovery of the city.
Treat yourself to an extraordinary dining experience at Enrico Bartolini al Mudec, a 3-star Michelin restaurant offering an incredible creative menu. Alternatively, if your taste buds call for something different, Seta by Antonio Guida is one of the best restaurants for international and contemporary cuisine in Milan. This 2-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Il Luogo Aimo e Nadia. As a top-rated establishment with 1 Michelin star, it is an ideal choice for italian contemporary and modern cuisine in the city.
Hang out and unwind at some of the top bars in Milan.
After your meal, keep the night alive at a bar like Nottingham Forest, known for its lively atmosphere. Armani/bamboo Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Mag Cafe offers an excellent atmosphere for those looking to amp up the evening.
Grab a drink and enjoy every passing minute of this night of your relaxed road trip experience in Italy!
Day 11
- Milan
- More
Drive 1 km, 21 min
- La Scala
- Galleria Vittorio Emanuele II
- Duomo di Milano
- Cathedral Square
- Royal Palace of Milan
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On day 11 of your leisurely self-drive tour across Italy, you’ll go deep into Milan, 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 Milan, and meet locals along the way!
Brace yourself for today’s incredible lineup of attractions in Milan, featuring family-friendly attractions, romantic experiences, and photo-friendly spots. Start at La Scala, a popular opera house in the city. Then, head to Galleria Vittorio Emanuele Ii and soak in the ambiance of this detailed shopping mall.
There are many interesting places to see in Milan and when you are ready for more, go to Duomo Di Milano Museum. This is one of the city’s most world-famous spots. After exploring the church, visit the underrated Cathedral Square. Before wrapping up your self-guided sightseeing tour, head to the notable Royal Palace Of Milan, a notable palace in the city.
Another way to make your easygoing and relaxed road trip in Italy more special is by joining unique tours and activities. Milan offers a wide selection of experiences for every traveler.
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 Milan, 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 Dessert Bar Milano, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Radisson Blu Hotel Milan is another top choice with a popular menu. You could also check for a table at Ristorante Qui Si Mangia. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Milan tonight.
Before calling it a day, visit one of the best bars in Milan. There, you can look back on the highlights of today’s pleasant and invigorating travel experiences, have friendly conversations with locals, and unwind.
To truly maximize your evening out, consider visiting Kilburn Cocktail Bar Milano after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Bar Frida, another bar with an inviting ambiance. Similarly, The Friends Pub Milano also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.
Raise your glass and relax after another big day of your leisurely paced road trip in Italy!
Day 12
- Milan
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Drive 9 km, 1 hour
- Leonardo da Vinci Museum of Science and Technology
- Santa Maria delle Grazie Church
- Castello Sforzesco
- Sempione Park
- Arch of Peace
- More
Day 12 of your relaxed road trip through Italy means 24 hours of making the best memories in Milan. You’ll go sightseeing at famous attractions in Milan. 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 Milan!
Bring your curiosity for today’s adventure around Milan. Some of the city’s most loved attractions await. Museo Della Scienza E Della Tecnologia "leonardo Da Vinci" is the perfect place to start. This museum is one of the most locally renowned places to visit in Milan. Next, head to Santa Maria Delle Grazie Church, a captivating church, known for its standout 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 Sforzesco Castle Art Library. This culturally significant castle offers a unique experience that is highly recommended. Meanwhile, Parco Sempione adds its own distinct charm to your journey. Finish your day with a visit to Arch Of Peace, a respected monument in Milan.
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 Milan 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 Bice Restaurant, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Alto Ristorante offers an enticing alternative with its varied menu. Additionally, Nero 9 is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Milan.
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 Milan. The bars in Milan make the perfect setting for a laid-back drink and chilled hangout with your travel companions.
After enjoying a fulfilling meal, continue your evening at Bhangrabar, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Rufus Cocktail Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Ostello Bello Grande 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!
Day 13
- Milan
- Florence
- More
Drive 320 km, 4 hours 30 min
- Pinacoteca di Brera
- Garibaldi Gate
- Piazza Gae Aulenti
- Basilica di Sant'Ambrogio
- More
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 Milan. 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 1 night.
A blend of family-friendly attractions, picturesque spots, and history-rich sites await you in Milan on today’s itinerary. First up is the interesting art gallery, Pinacoteca Di Brera. Afterward, continue to Porta Garibaldi, a monument every traveler should visit.
As you explore Milan’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Piazza Gae Aulenti. This captivating public square is an essential stop. Following that, head to Basilica Di Sant'ambrogio, another must-visit site that will enhance your experience.
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 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 Mario, a top recommendation for dinner tonight. Or, for a change of pace, Agricola Toscana boasts a menu that's sure to impress. Also, be sure to check out Eataly Firenze. Known as a local hotspot, it’s a great choice for tonight in Florence.
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.
After enjoying a fulfilling meal, continue your evening at Gosh*, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Antico Caffè Del Moro - Art Bar Firenze offers a welcoming atmosphere for easing into the nightlife. Similarly, Quelo Bar provides an excellent environment for a relaxed and enjoyable evening.
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!
Day 14
- Florence - Departure day
- More
- piazzale Michelangelo
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Day 14 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 Florence.
Make the most of your final day in Italy by visiting Florence’s iconic markets and shopping establishments in the buzzing San Lorenzo Market. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing experience in Italy.
If you're up for some more sightseeing, begin at Piazzale Michelangelo. This impressive observation deck is a popular place to see in the city.
Unwind and look back at the past 14 days of your relaxed road trip over a bite to eat. This is your chance to enjoy one last traditional meal in Florence or just grab something light to keep you going.
Dine in style at Tijuana, a top recommendation for dinner tonight. Or, for a change of pace, Djària - American Bar boasts a menu that's sure to impress.
Give yourself enough time to wave goodbye to Florence and begin your journey home. The unforgettable experiences you’ve collected along your 14-day relaxed road trip in Italy is a story you will tell for the rest of your life.
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