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

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Photo of Florence Aerial View of Ponte Vecchio Bridge during Beautiful Sunny Day, Italy.
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Experience Italy like never before on this 14-day relaxed road trip, traversing through Florence, Bologna, Venice, Lido, and Milan. This self-drive vacation offers a tranquil journey through the heart-stopping beauty found in Italy.

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!

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Driver’s age is 30 - 65
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Itinerary summary

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Days
Destination
Attractions
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Day
City & Overnight
Attractions
Central Market
piazza della SignoriaUffizi GalleryPonte VecchioPalazzo PittiThe Boboli Gardens
Basilica of Santa Croce in FlorenceGalleria dell'AccademiaCathedral of Santa Maria del FioreBasilica of Santa Maria Novella
Palazzo Re EnzoFountain of Neptune, BolognaPiazza MaggioreBologna CathedralChurch of the Holy Savior
Two TowersPiazza Santo StefanoPorta Castiglionearco del MeloncelloDucati Museum
Basilica di San MartinoLa Piccola VeneziaPorta GallieraFaizan-e-Madina Bologna

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Day 1

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.

Enjoy a lovely dining experience at Ristorante Oliviero 1962, 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 Di Poneta Novoli, 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 Caffe San Firenze. It’s yet another ideal choice to enhance your time in Florence tonight.

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 enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Manifattura, a well-loved spot among locals and tourists. Or, head to Se·sto On Arno Rooftop Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Il Vinile, another top-rated place in the area.

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.

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Day 2

Day 2

  • Florence
  • More

Drive 4 km, 59 min

  • piazza della Signoria
  • Uffizi Gallery
  • Ponte Vecchio
  • Palazzo Pitti
  • The Boboli Gardens
  • More

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!

Prepare for a day full of family-friendly attractions, romantic experiences, and breathtaking views. When you’re ready, kick off your sightseeing adventure at Piazza Della Signoria. This impressive public square is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Uffizi Gallery, one of the city’s best highlights.

Next, check out Ponte Vecchio, one of the most iconic places to see in Florence. This historical landmark is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Pitti Palace. Wander around and soak in the visually striking atmosphere this palace offers. Then, head to The Boboli Gardens, a top-rated botanical garden that adds another dimension to your day.

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.

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

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.

Dive into a culinary adventure like no other in Florence by booking a table at Enoteca Pinchiorri. This popular restaurant holds 3 Michelin star and offers an exceptional menu of italian contemporary cuisine. For another culinary dining option, venture to Santa Elisabetta, celebrated for its delectable creative and mediterranean menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Gucci Osteria da Massimo Bottura, a top local restaurant known for its tantalizing italian contemporary and international menu. With a 1-star Michelin recognition, it promises an exceptional dining experience not to be missed.

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

Keep the excitement of the evening going by visiting a bar or two. Bar 50 Rosso is an excellent place to start. You could also check out Bitter Bar, offering a different kind of charm. A last recommendation for the day is Archea Brewery. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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

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Day 3

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
  • More

Day 3 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 Florence. By the end of the day, you’ll drive in the direction of the city of Bologna, where you’ll stay at a top-rated hotel of your choice for 3 nights.

Brace yourself for today’s incredible lineup of attractions in Florence, featuring family-friendly attractions, picturesque spots, and history-rich sites. Start at Basilica Of Santa Croce In Florence, a locally renowned church 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 Cathedral Of Santa Maria Del Fiore. This is one of the city’s most top-rated UNESCO world heritage-listed spots of interest. After exploring the church, visit the notable Basilica Di Santa Maria Novella, Firenze (fi).

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

Experience a harmony of flavors at Ahimè in Bologna by securing a reservation in advance. Known for its Bib Gourmand status, Ahimè offers a delightful variety of dishes highlighting its delicious country cooking menu. If you're seeking an alternative culinary experience, be sure to explore I Portici, a highly recommended restaurant known for its enticing creative and contemporary cuisine. This popular 1-star Michelin-awarded venue consistently exceeds expectations, ensuring a memorable holiday experience. Ready for another culinary adventure? Indulge your senses at Trattoria di Via Serra, a highly acclaimed restaurant celebrated for its exceptional emilian menu.

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

Continue the enjoyment post-dinner at Bar Al Bricco D'oro, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Bar Freud E Squisito offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Osteria Del Sole. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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

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Day 4

Day 4

  • Bologna
  • More

Drive 1 km, 16 min

  • Palazzo Re Enzo
  • Fountain of Neptune, Bologna
  • Piazza Maggiore
  • Bologna Cathedral
  • Church of the Holy Savior
  • More

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

Get ready for an exciting day in Bologna. Today’s sightseeing agenda includes a palace, a monument, a public square, a church and much more! Begin your adventure at Palazzo Re Enzo. This is an often recommended palace you should not miss. Another must-see is Fountain Of Neptune, Bologna, a beloved monument in Bologna.

When you’re ready for the next sight, head to Piazza Maggiore. From there, take a leisurely stroll to Bologna Cathedral, another of the city’s frequently visited attractions. We recommend continuing your self-guided tour at Chiesa Del Santissimo Salvatore, a culturally significant place of interest in the city.

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 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 meal at Bononia Cafè, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Via Con Me is another top choice with a popular menu. You could also check for a table at Trattoria Pizzeria La Mela. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Bologna 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.

Extend your evening after a delightful meal by visiting Lime Bar, which offers the perfect atmosphere for a night out. Moreover, Macondo - Cocktail Bar is another popular option for a drink or two. Likewise, Bar Onda Marina By Night also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

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Day 5

Day 5

  • Bologna
  • More

Drive 17 km, 58 min

  • Two Towers
  • Piazza Santo Stefano
  • Porta Castiglione
  • arco del Meloncello
  • Ducati Museum
  • More

Day 5 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!

Immerse yourself in Bologna’s rich culture with today's sightseeing itinerary. Start your journey at Two Towers. This culturally significant monument is sure to ignite your curiosity. Next, dive into the history-steeped features of Piazza Santo Stefano, a must-visit public square in the city.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Porta Castiglione, a curiosity-inducing monument. For a change of scene, check out Arco Del Meloncello, known for its picture-perfect features. We also recommend visiting Ducati Museum. This museum is a must for anyone looking to experience the city to the fullest.

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!

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

Enjoy a delicious meal at Va Mo Là, a highly-rated dining destination in Bologna. If you're eager to try something different, consider Trattoria dal Biassanot, another top spot with a tantalizing menu. You might also want to secure a reservation at Ristorante Enoteca da Lucia. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Bologna this evening.

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

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

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

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Day 6

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
  • More

Day 6 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.

Enjoy the perfect balance of relaxation and exploration in Bologna today. One of the most worthwhile attractions included on the itinerary is San Martino. This inviting church will help you start your sightseeing on top. Then, take a leisurely stroll to La Piccola Venezia and learn what makes this romantic street unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the curiosity-inducing Porta Galliera. After exploring the monument, head to Faizan-e-madina Bologna. This curiosity-inducing mosque is a highlight in Bologna.

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

After a laid-back day of exploring top attractions in the area, it’s an excellent idea to sit down for a lovely and peaceful dinner. We’ve collected the most recommended restaurants in the city for you, so you can check out the menus and make your reservation in advance.

Have a memorable dining experience in 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 feel like it, head out to a bar to celebrate another fantastic day in Venice and take the pulse of the city’s nightlife. Enjoy the night without rushing to fully appreciate it.

Following your dinner, dive into the local bar culture at Al Parlamento. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to The Caffe Rosso, the perfect place for those looking to experience the best of the nightlife. Similarly, Adagio provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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!

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Day 7

Day 7

  • Venice
  • More

Drive 2 km, 32 min

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

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!

Today's adventure in Venice promises more breathtaking discoveries and enriching experiences! Begin at Piazza San Marco. This history-steeped public square is a highlight of any visit in the city. Then, enjoy St Mark's Campanile, another romantic attraction that never fails to captivate visitors. Next, head over to St Mark's Basilica, one of the city’s most captivating attractions, known for its inviting features.

If you’re looking for more, spend time soaking in the atmosphere of Doge's Palace. This UNESCO world heritage-designated palace is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Bridge Of Sighs, an interesting monument, and take a stroll around the area.

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.

Dine in style at Generator Venice, a top recommendation for dinner tonight. Or, for a change of pace, Nevodi boasts a menu that's sure to impress. Also, be sure to check out Ristorante La Piazza. Known as a local hotspot, it’s a great choice for tonight in Venice.

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

Continue your evening by exploring the vibrant nightlife scene at Il Mercante, a prime destination for a thrilling night out. Also, don’t forget to check out The Irish Pub Venezia, a bar that offers unique local touches. Likewise, Ai Stagneri provides an excellent alternative for a fun evening.

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

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Day 8

Day 8

  • Venice
  • More

Drive 7 km, 1 hour 39 min

  • Giardini della Biennale
  • Venetian Arsenal
  • Teatro La Fenice
  • Palazzo Contarini del Bovolo
  • Grand Canal
  • More

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

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, a worthwhile historical landmark, located just a leisurely stroll away. Next, head to Teatro La Fenice, a romantic 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. When you're ready, let your sightseeing route take you to the captivating Palazzo Contarini Del Bovolo. If you’re looking for more, Grand Canal is also an underrated 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. Lido offers a wide selection of experiences for every traveler.

After a laid-back day of exploring top attractions in the area, it’s an excellent idea to sit down for a lovely and peaceful dinner. We’ve collected the most recommended restaurants in the city for you, so you can check out the menus and make your reservation in advance.

Enjoy a lovely dining experience at Osteria Alla Staffa, a popular restaurant in Venice. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Venice at Bistrot de Venise, 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 Corte Sconta. It’s yet another ideal choice to enhance your time in Venice tonight.

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

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

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 9

Day 9

  • Venice
  • More

Drive 4 km, 58 min

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

Day 9 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!

Start your day with a visit to Punta Della Dogana - Pinault Collection. This often recommended museum is a must-visit in the city. When you’re ready for your next discovery, continue to Santa Maria Della Salute, which may be one of the most history-steeped places you will experience today.

One of the best things about exploring Venice on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Peggy Guggenheim Collection, a well-known art gallery in the city. If you’re up for more discoveries, don’t forget to reserve some time for Gallerie Dell'accademia.

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.

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.

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 Devils Forest Pub, a well-loved spot among locals and tourists. Or, head to Bar Venetico. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at L'archivio, 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!

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Day 10

Day 10

  • Venice
  • Milan
  • More

Drive 271 km, 3 hours 43 min

  • Rialto Bridge
  • Ca' Pesaro International Gallery of Modern Art
  • Grassi Palace
  • More

Day 10 of your leisurely self-drive tour in Italy is another opportunity for an in-depth travel experience in the country. You’ll stay in Milan for 3 nights.

Start by visiting Rialto Bridge, a prime spot to begin your journey. This romantic historical landmark is sure to impress. Next on your list is Ca' Pesaro International Gallery Of Modern Art, another must-visit landmark and frequently visited art gallery renowned for its heritage-rich features.

While exploring and sightseeing, take time to savor the culture of Venice by sampling some local delicacies. When you’re ready for more sightseeing, head to Grassi Palace. This visually striking palace is an essential place to visit for anyone looking for the full Venice experience.

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

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.

Discover the culinary delights of Milan by securing a reservation at Enrico Bartolini al Mudec. Esteemed for its 3-star Guide Michelin recognition, this restaurant offers a remarkable selection of creative cuisine. For an alternative dining experience, try Seta by Antonio Guida, renowned for its delicious international and contemporary 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 Il Luogo Aimo e Nadia, a highly recommended local eatery celebrated for its mouthwatering italian contemporary and modern menu. With its 1-star Michelin recognition, it offers an unforgettable dining adventure.

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

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

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

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Day 11

Day 11

  • Milan
  • More

Drive 1 km, 21 min

  • La Scala
  • Galleria Vittorio Emanuele II
  • Duomo di Milano
  • Cathedral Square
  • Royal Palace of Milan
  • More

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!

Bring your curiosity for today’s adventure around Milan. Some of the city’s most loved attractions await! La Scala is the perfect place to start. This opera house is one of the most locally renowned places to visit in Milan. Next, head to Galleria Vittorio Emanuele Ii, a top-rated shopping mall, known for its history-steeped 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 Duomo Di Milano Museum. This romantic church is a highly recommended experience. Nearby, you'll also find Cathedral Square and Royal Palace Of Milan. Visit these for an interesting touch to your journey.

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

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.

Make sure to reserve a table at Dessert Bar Milano, an iconic dining spot in Milan. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Radisson Blu Hotel Milan, a popular restaurant in Milan. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Ristorante Qui Si Mangia, a hidden gem nestled in Milan. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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.

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

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

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Day 12

Day 12

  • Milan
  • More

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

Get ready to discover some of the most iconic wonders in Milan, including a museum, a church, a castle, a park, a monument and much more! Start your day at Museo Della Scienza E Della Tecnologia "leonardo Da Vinci". This standout museum is a captivating place to see in Milan. Then, wander over to Santa Maria Delle Grazie Church. If culturally significant sites excite you, this church will be right up your alley. Nearby, you’ll also find Sforzesco Castle Art Library. This culturally significant castle is a favorite among visitors.

Milan offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Parco Sempione is an impressive spot in the city that will captivate you with its unique charm. When you’re done at the park, don’t forget to check out the masterful Arch Of Peace. Take a moment to appreciate the fascinating details of this captivating monument.

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 Milan.

Savor the flavors at Bice Restaurant, a top pick for dinner tonight. Alternatively, Alto Ristorante beckons with its unique menu offerings. Also, consider Nero 9. With its consistent customer satisfaction, it’s an excellent option for dining in Milan tonight.

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

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

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Day 13

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 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!

Savor the day by visiting some of the best places to see in Milan, including an art gallery, a monument, a public square, a church and much more! Start your adventure at Pinacoteca Di Brera. This well-known art gallery is a must-visit for travelers looking for a unique holiday experience. Make your way to Porta Garibaldi located in Milan for another exciting encounter.

Next, immerse yourself in the setting of Piazza Gae Aulenti. Its breathtaking features will captivate you. After the public square, continue your tour of the city with a visit to Basilica Di Sant'ambrogio. Visitors usually appreciate the heritage-rich features of this church.

You’ll be staying at the incredible city of Florence in this laid-back road trip in Italy. You'll stay here for 1 night.

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.

Make sure to reserve a table at Ristorante Buca Mario, 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 Agricola Toscana, 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 Eataly Firenze, a hidden gem nestled in Florence. 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 Gosh*. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Antico Caffè Del Moro - Art Bar Firenze offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Quelo Bar, another top-rated bar in the area.

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

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Day 14

Day 14

  • Florence - Departure day
  • More
  • piazzale Michelangelo
  • More

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.

Maximize your last day in Italy and go on a shopping spree in Florence’s shopping center, the lively Mercato Centrale. Browse for souvenirs to remind you of your wonderful journey in Italy.

If you're up for some more sightseeing, we recommend visiting Piazzale Michelangelo, a romantic observation deck before you head out.

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.

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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