Luxury 14-Day Italy Self-Drive Road Trip With Itinerary from Florence traveling north to La Spezia, Turin, Milan, Venice, Trieste, and Bologna

Day 2 of your luxury road trip in Italy begins and concludes in the city of Florence. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Florence, where you still have 2 nights remaining.

Today’s route brings a charming, an awe-inspiring, a photogenic, a history-steeped, a majestic, and a masterful. The first attraction of today is Ponte Vecchio. This world-famous historical landmark is a romantic place to see in Florence. Continue your discovery at Uffizi Gallery, an eye-catching 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 Piazza Della Signoria. This spectacular public square offers a symbolic encounter with Florence. Galleria Dell'accademia is the last of our recommendations for today. 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.

Italy is the perfect setting for a unique luxury experience. Add an exclusive tour or activity to your plans for the day to enhance your road trip experience.

After a day filled with travel and exploration, we recommend you treat yourself to a meal or a drink at the finest restaurants and bars in Florence. Savor the local cuisine and relax as you recount the day's experiences.

Enjoy an outstanding dining experience at Enoteca Pinchiorri, a 3-star Michelin restaurant offering an exceptional italian contemporary menu. If you are in the mood for trying an alternative dining experience, consider visiting the nearby 2-star Michelin-awardee, Santa Elisabetta, known for its delicious creative and mediterranean cuisine. Another highly-recommended restaurant in Florence is Gucci Osteria da Massimo Bottura, a renowned restaurant with a 1-star Guide Michelin recognition, known for its delicious italian contemporary and international menu.

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

Celebrate another great day of your luxury holiday in Italy with a toast! Enjoy a great night’s sleep at your lovely hotel and get ready for another fun day to come.

Day 3 of your luxury road trip in Italy begins and concludes in the city of Florence. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Florence, where you still have 1 night remaining.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Florence allows for both. Start by heading to Basilica Of Santa Croce In Florence. This popular church provides an insightful glimpse into the city's identity. Next, discover Cathedral Of Santa Maria Del Fiore, an inviting church, promising a delightful encounter.

Continue your sightseeing with a visit to Basilica Di Santa Maria Novella, Firenze (fi), a popular church. When you’re done, don’t forget to make a stop at the notable Pitti Palace.

Italy is the perfect setting for a unique luxury experience. Add an exclusive tour or activity to your plans for the day to enhance your road trip experience.

After a long day of exploring, it’s a great idea to relax with a lovely dinner or a refreshing drink. We’ve gathered the most recommended dining and drinking spots in Florence for you, so you can check out the menus and make your reservation in advance.

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.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Gosh*, known for its inviting atmosphere. Antico Caffè Del Moro - Art Bar Firenze is another great option if you’re looking for a place to get the night started. Similarly, Quelo Bar provides a great setting to enjoy the night away.

Reminisce about your day, look through photos, and prepare for another great day to come! Your luxury holiday in Italy has plenty more in store for you.

Wake up to day 4 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Lucca and Pisa. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Immerse yourself in Lucca’s rich culture with today's sightseeing itinerary.

Fasten your seatbelt and make your way to your next stop. Lucca, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Keep in mind that your travel time from Florence to Lucca may take around 1 hour 12 min without traffic disruptions. Upon arrival in Lucca, we highly recommend checking out some of the top attractions.

Begin your journey at Guinigi Tower and explore the grand features. Next, make your way to Piazza Dell'anfiteatro, another highlight in the city.

Set your GPS to Pisa and hit the road. Expect a journey of approximately 39 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Pisa beckons with new experiences!

Take your self-guided tour to Leaning Tower Of Pisa, a globally renowned monument that everyone visiting Pisa should see. Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Next, head to Piazza Del Duomo, Pisa. This picture-perfect public square is one of the most globally renowned attractions in the region. Don’t miss out on Pisa Cathedral, a historic church, popular among locals as well as travelers.

Relax and unwind in style as you spend the night at one of the top luxury hotels in La Spezia. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

After a full day of exploring, treat yourself to a delightful dinner or a refreshing drink at the best spots in La Spezia. Choose from a selection of excellent restaurants and bars and find the perfect place for your evening.

Treat yourself to a delicious dinner at The Colombaio Park, an excellent option for tonight's dining. With its reputation for pleasing customers, it’s a fantastic choice for tonight in La Spezia.

Reminisce about your day, look through photos, and prepare for another great day to come! Your stress-free luxury holiday in Italy has plenty more in store for you.

On day 5 of your luxury holiday in Italy, your road trip route will take you exploring the best of La Spezia and Genoa. The day's journey will conclude in Turin, a city that offers you comfort and relaxation for 1 night. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Genoa’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of La Spezia behind. This drive usually takes around 1 hour 27 min. Genoa welcomes you with a multitude of unique vacation experiences.

Begin your journey at Piazza De Ferrari and explore the history-steeped features. Next, make your way to Porto Antico, another highlight in the city. When you’re done exploring the public square, continue to Aquarium Of Genoa, an awe-inspiring aquarium.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Turin. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

After a day filled with travel and exploration, we recommend you treat yourself to a meal or a drink at the finest restaurants and bars in Turin. Savor the local cuisine and relax as you recount the day's experiences.

Get ready for an unforgettable culinary journey in Turin by reserving a table at Unforgettable. Renowned as a 1-star Michelin restaurant, it offers an exceptional innovative and italian contemporary menu. For a different taste experience, head to Piano 35, recognized for its delicious italian contemporary and piedmontese dishes. This 1-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Vintage 1997, a local favorite known for its delightful italian and classic cuisine in Turin. Nestled in the heart of the city, this restaurant with 1 Michelin star is an ideal choice for discerning italian and classic foodies seeking culinary excellence.

After your meal, keep the night alive at a bar like Oinos Vini - Wine Bar - Caffetteria, known for its lively atmosphere. Piper Pub is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Tclub Street Bar offers an excellent atmosphere for those looking to amp up the evening.

Raise a toast to another amazing day of your luxury holiday in La Spezia, Italy and seize the opportunity to celebrate.

Wake up to day 6 of your luxury road trip holiday in Italy! Today, you will get the opportunity to visit multiple fantastic bucket-list destinations in the country as you head towards the city of Milan, where you'll be staying for 4 nights. The day's itinerary unfolds with a diverse array of experiences in Turin and Cavoretto.

Get ready to discover some of the most iconic wonders in Turin, including a museum, a monument, and a park. Start your day at Egyptian Museum. This respected museum is an interesting place to see in Turin. Then, wander over to Mole Antonelliana. If breathtaking sites excite you, this monument will be right up your alley. Nearby, you’ll also find Parco Del Valentino. This serene park is a favorite among visitors.

Continue your road trip and head to your next destination, Cavoretto.

Savor the rest of your day by heading to Museo Nazionale Dell'automobile, an interesting museum that draws visitors from near and far.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Milan. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

Discover a world of culinary delights in Milan, where top-notch dining experiences await at every corner. Consider whether you need to make a reservation in advance to secure a table at your preferred restaurant.

Start your culinary exploration in Milan by securing a reservation at Enrico Bartolini al Mudec. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of creative cuisine. For another dining delight, visit Seta by Antonio Guida, celebrated for its delectable international and contemporary 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 Il Luogo Aimo e Nadia, a top local spot known for its tantalizing italian contemporary and modern menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

Unwind after your meal by stepping into Nottingham Forest. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Armani/bamboo Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Mag Cafe, another top-rated bar in the area.

Reminisce about your day, look through photos, and prepare for another great day to come! Your luxury holiday in Italy has plenty more in store for you.

Day 7 of your luxury road trip in Italy begins and concludes in the city of Milan. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Milan, where you still have 3 nights remaining.

Get ready for a day filled with a breathtaking, an eye-catching, a historic, a charming, a remarkable, an inviting, and a majestic in the charming city of Milan. Your adventure starts at Piazza Gae Aulenti, an interesting local hot spot. Another notable attraction to explore is Pinacoteca Di Brera. This notable art gallery is known for its visually striking appeal.

After soaking in the highlights of these sights, take some time to wander Milan's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to La Scala. This history-steeped opera house offers a fascinating experience that many visitors find memorable. Galleria Vittorio Emanuele Ii is also worth visiting, along with Duomo Di Milano Museum. These standout landmarks offer unique experiences that add to the day’s enjoyment.

Italy is the perfect setting for a unique luxury experience. Add an exclusive tour or activity to your plans for the day to enhance your road trip experience.

Discover a world of culinary delights in Milan, where top-notch dining experiences await at every corner. Consider whether you need to make a reservation in advance to secure a table at your preferred restaurant.

Enjoy a delicious meal at Dessert Bar Milano, a highly-rated dining destination in Milan. If you're eager to try something different, consider Radisson Blu Hotel Milan, another top spot with a tantalizing menu. You might also want to secure a reservation at Ristorante Qui Si Mangia. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Milan this evening.

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 and relax after another big day of your luxury holiday in Italy!

Day 8 of your luxury road trip in Italy begins and concludes in the city of Milan. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Milan, where you still have 2 nights remaining.

Milan is home to plenty of attractions that offer a photogenic, a historic, an inviting, a grand, a breathtaking, a charming, a picturesque, and a remarkable! Start at Museo Della Scienza E Della Tecnologia "leonardo Da Vinci", a well-known museum that is worthwhile a visit in the city. Nearby, you’ll find Basilica Di Sant'ambrogio, enchanting visitors with its instagrammable appeal. Continue your exploration at Sforzesco Castle Art Library. This castle is one of the city’s most astonishing spots.

Enjoy the freedom of exploring Milan at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Parco Sempione. After exploring the park, head to the locally renowned Arch Of Peace. This monument will wrap up today’s self-guided sightseeing tour in the city.

Italy is the perfect setting for a unique luxury experience. Add an exclusive tour or activity to your plans for the day to enhance your road trip experience.

Exploring new destinations can leave you craving great food and drinks. Satisfy your cravings and unwind by visiting the finest restaurants and bars in Milan.

Don’t miss out on dining at Bice Restaurant, a top-rated dining destination in Milan. If you're in the mood to try something new, consider Alto Ristorante, another top spot with a mouthwatering menu. You might also want to secure a reservation at Nero 9. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Milan this evening.

Continue your evening by exploring the vibrant nightlife scene at Bhangrabar, a prime destination for a thrilling night out. Also, don’t forget to check out Rufus Cocktail Bar, a bar that offers unique local touches. Likewise, Ostello Bello Grande provides an excellent alternative for a fun evening.

Reminisce about your day, look through photos, and prepare for another great day to come! Your stress-free luxury holiday in Italy has plenty more in store for you.

On day 9 of your luxury road trip in Italy, you’ll start and end your day in the city of Milan, but jump in the car to visit amazing attractions in the nearby area. After a day of sightseeing, you'll drive back to Milan, where you still have 1 night left.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Sirmione allows for both.

Fasten your seatbelt and make your way to your next stop. Sirmione, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Keep in mind that your travel time from Milan to Sirmione may take around 1 hour 56 min without traffic disruptions. Upon arrival in Sirmione, we highly recommend checking out some of the top attractions.

Savor the rest of your day by heading to Archaeological Site Of Grotte Di Catullo, a well-known archeological site that draws visitors from near and far. When you're done, continue on to Scaliger Castle, where you can soak in the culturally significant surroundings.

Continue your road trip and head to your next destination, Monza. This car ride takes around 1 hour 31 min.

Take your self-guided tour to Monza Park, a notable park that everyone visiting Monza should see. Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Next, head to Monza Circuit. This historic motor speedway is one of the most locally renowned attractions in the region.

When you’re done exploring the best attractions, you’ll drive back to your luxury accommodation near the city of Milan.

Treat yourself after a day of exploration. Make a reservation at the finest dining and drinking spots in Milan.

Enjoy a delicious meal at Ristorante la Brisa, a highly-rated dining destination in Milan. If you're eager to try something different, consider Pasticceria San Carlo, another top spot with a tantalizing menu. You might also want to secure a reservation at UNAHOTELS Cusani Milano. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Milan this evening.

Continue your lively evening at Qc Termemilano, a perfect place for winding down or revving up the night, depending on which mood you’re in. Yguana Cafè is another excellent bar that offers a great selection of drinks to suit any mood.

Reminisce about your day, look through photos, and prepare for another great day to come! Your stress-free luxury holiday in Italy has plenty more in store for you.

Wake up to day 10 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Verona. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Enjoy the perfect balance of relaxation and exploration in Verona today.

Throughout the day, make sure to take breaks to appreciate the surroundings.

After soaking in Milan’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Verona. Expect your car journey to take a minimum of 2 hours 4 min. When you arrive in Verona, it's time to take a break from the road.

Your self-guided tour starts at Castelvecchio Museum, a locally renowned museum that is sure to impress. Take in the surroundings and enjoy the freedom of exploring before you continue your journey. Next, head to Castelvecchio Bridge and admire its majestic features. When you’re ready, continue to Verona Arena, a globally renowned stadium beloved by locals and tourists alike. Don't miss out on Piazza Delle Erbe, another highlight of the area that promises a memorable visit.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Venice. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

After a long day of exploring, it’s a great idea to relax with a lovely dinner or a refreshing drink. We’ve gathered the most recommended dining and drinking spots in Venice for you, so you can check out the menus and make your reservation in advance.

Experience a taste of local culinary excellence while in Venice by securing a table at Local. An esteemed 1-star Michelin restaurant, it features an exceptional contemporary menu. For an alternative taste experience, visit Wistèria, famous for its scrumptious contemporary and venetian dishes. This 1-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Quadri, a local favorite celebrated for its exquisite modern cuisine in Venice. Located in the heart of the city, this 1-star Michelin restaurant is an ideal pick for modern cuisine lovers seeking top-notch culinary experiences.

After savoring a delicious meal, step into the vibrant nightlife at Al Parlamento, where the evening is just getting started. In the same way, The Caffe Rosso offers a unique charm perfect for experiencing the local bar scene in Venice. Adagio is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

Raise your glass and relax after another big day of your luxury holiday in Italy!

On day 11 of your luxury holiday in Italy, your road trip route will take you exploring the best of Venice. The day's journey will conclude in Trieste, a city that offers you comfort and relaxation for 1 night. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Savor the day by visiting some of the best places to see in Venice, including a historical landmark, a public square, a church, a palace, a monument and much more! Start your adventure at Rialto Bridge. This iconic historical landmark is a must-visit for travelers looking for a unique holiday experience. Make your way to Piazza San Marco located in Venice for an enchanting atmosphere.

Next, immerse yourself in the setting of St Mark's Basilica. Its UNESCO world heritage-designated features will captivate you. After the church, continue your tour of the city with a visit to Doge's Palace. This palace has an enchanting appeal. For a change of pace, head to Bridge Of Sighs. As one of the most locally renowned attractions in Venice, this monument is an excellent place to end your self-guided tour.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Trieste. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

Exploring new destinations can leave you craving great food and drinks. Satisfy your cravings and unwind by visiting the finest restaurants and bars in Trieste.

Enjoy an outstanding dining experience at Harry's Piccolo, a 2-star Michelin restaurant offering an exceptional creative menu. Alternatively, experience a taste of Trieste at Caffè Tommaseo, a popular local restaurant. With a menu designed to impress, it promises a journey of flavors that will leave you captivated.

After enjoying a fulfilling meal, continue your evening at Bar G, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Bar X offers a welcoming atmosphere for easing into the nightlife. Similarly, Antico Caffè Torinese provides an excellent environment for a relaxed and enjoyable evening.

Celebrate another great day of your luxury holiday in Italy with a toast! Enjoy a great night’s sleep at your lovely hotel and get ready for another fun day to come.

Wake up to day 12 of your luxury road trip holiday in Italy! Today, you will get the opportunity to visit multiple fantastic bucket-list destinations in the country as you head towards the city of Bologna, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Trieste, Miramare / Miramar, and Padua.

Get ready for a day filled with a charming, a breathtaking, a photogenic, and a historic in the charming city of Trieste. Your adventure starts at Piazza Unità D'italia, a locally renowned local hot spot.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Miramare / Miramar. This drive usually takes around 20 min, without any stops or traffic disruptions.

Spend your afternoon discovering Miramare Castle, a popular castle known for its enchanting features.

When you’ve had your share of Miramare / Miramar, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Padua. Your travel time is around 2 hours 1 min.

Your self-guided tour starts at The Basilica Of St. Anthony, a well-known church that is sure to impress. Take in the surroundings and enjoy the freedom of exploring before you continue your journey. Next, head to Prato Della Valle and admire its visually striking features.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Bologna. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

In Bologna, delicious dining experiences are never far from reach. Take your pick and consider whether you need to book a table in advance.

Begin your culinary exploration in Bologna by securing a reservation at I Portici. This renowned restaurant holds 1 Michelin star and offers an exceptional menu of creative and contemporary cuisine. For another dining delight, visit Ahimè, celebrated for its delectable country cooking menu. This acclaimed Bib Gourmand-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Trattoria di Via Serra, a top local spot known for its tantalizing emilian menu. With a Bib Gourmand recognition, it guarantees an exceptional dining adventure.

Keep the evening going at Bar Al Bricco D'oro, a great choice for enjoying the after-dinner hours with a drink. You could also go to Bar Freud E Squisito, which offers a similarly pleasant setting and great drinks. Another option is Osteria Del Sole, which provides an inviting environment for unwinding after a busy day out.

Reminisce about your day, look through photos, and prepare for another great day to come! Your stress-free luxury holiday in Italy has plenty more in store for you.

Wake up to day 13 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Bologna. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Prepare for a day full of a picture-perfect, a historically significant, a symbolic, a noteworthy, a gorgeous, a romantic, and a sacred. When you’re ready, kick off your sightseeing adventure at Fountain Of Neptune, Bologna. This up-and-coming monument is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Palazzo Re Enzo, one of the city’s most promising highlights.

Next, check out Piazza Maggiore, one of the most famous places to see in Bologna. This public square is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Two Towers. Wander around and soak in the picture-perfect atmosphere this monument offers. Finally, take the path to the increasingly popular Piazza Santo Stefano, the last of our attraction recommendations for today.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Florence. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

After a long day of discovering the unique quirks of Italy, it’s an excellent idea to sit down for a lovely meal or enjoy a refreshing drink. We’ve gathered the most recommended dining and drinking spots in Florence so you can check out the menus and make advance reservations.

Treat yourself to a delightful dinner at Tijuana, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Djària - American Bar? It's another excellent option with a diverse menu. Consider reserving a table at The Florence Irish Pub as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Florence.

Raise a toast to another amazing day of your luxury holiday in Bologna, Italy and seize the opportunity to celebrate.