Luxury 9-Day Relaxed Italy Self-Drive Road Trip Vacation With Itinerary from Milan to Florence

Day 2 of your luxury holiday in Italy is another opportunity to leisurely explore the spectacular city of Milan. You still have 3 nights in Milan, which gives you enough time to discover some of the most amazing things to see and do in the city. Start your morning with a hearty breakfast and get ready for an entire day of enjoying Milan to the fullest.

Milan is home to plenty of attractions that offer an eye-catching, a standout, a charming, an awe-inspiring, a symbolic, a monumental, and a detailed! Start at Royal Palace Of Milan, an interesting palace that is worthwhile a visit in the city. Nearby, you’ll find Cathedral Square, enchanting visitors with its grand appeal. Continue your exploration at Duomo Di Milano Museum. This church is one of the city’s most world-famous 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 Galleria Vittorio Emanuele Ii. After exploring the shopping mall, head to the captivating La Scala. This opera house will wrap up today’s self-guided sightseeing tour in the city.

Your discoveries in Milan do not have to stop there. Check out the fantastic selection of tours and tickets offered in Milan on this day of your trip.

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 Milan for you, so you can check out the menus and make your reservation in advance.

Experience a taste of local culinary excellence while in Milan by securing a table at Enrico Bartolini al Mudec. An esteemed 3-star Michelin restaurant, it features an exceptional creative menu. For an alternative taste experience, visit Seta by Antonio Guida, famous for its scrumptious international and contemporary dishes. This 2-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Il Luogo Aimo e Nadia, a local favorite celebrated for its exquisite italian contemporary and modern cuisine in Milan. Located in the heart of the city, this 1-star Michelin restaurant is an ideal pick for italian contemporary and modern cuisine lovers seeking top-notch culinary experiences.

If you’re not ready to end the night just yet, Kilburn Cocktail Bar Milano offers a perfect venue to relax and savor a drink. Similarly, Bar Frida is well-suited for those looking to unwind in a social setting. The Friends Pub Milano is another excellent spot to enjoy a nightcap after a delightful meal.

Raise a toast to another stress-free day of your luxury holiday in Milan, Italy and seize the opportunity to truly relax.

Day 3 of your luxury road trip in Italy grants you another day to experience Milan. You will continue your laid-back luxury holiday in the best possible way - by discovering the best sights and most exciting activities. You'll then conclude your adventure at one of finest restaurants in Milan, fully indulging in the 2 nights you have in the city.

Get ready for a day filled with a photogenic, a heritage-rich, an enchanting, a grand, a romantic, a serene, and a noteworthy in the charming city of Milan. Your adventure starts at Pinacoteca Di Brera, a notable local hot spot. Another notable attraction to explore is Sforzesco Castle Art Library. This spectacular castle is known for its eye-catching 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 Parco Sempione. This serene park offers a fascinating experience that many visitors find memorable. Triennale Di Milano is also worth visiting, along with Arch Of Peace. These standout landmarks offer unique experiences that add to the day’s enjoyment.

To make your vacation in Milan more special, check out all the available tours and tickets you can add to your itinerary! You’ll find that Milan offers many top-rated and low-priced tours you can try out on this day of your holiday.

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.

Make sure to reserve a table at Bice Restaurant, 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 Alto Ristorante, 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 Nero 9, a hidden gem nestled in Milan. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

After savoring a delicious meal, step into the vibrant nightlife at Bhangrabar, where the evening is just getting started. In the same way, Rufus Cocktail Bar offers a unique charm perfect for experiencing the local bar scene in Milan. Ostello Bello Grande is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

On day 4 of your relaxed luxury holiday across Italy, you'll continue your adventures in the city of Milan. You'll explore Milan, taking breaks from the road for some sightseeing. At the end of day, you'll dine at some of Milan's best restaurants and bars conveniently located close to your accommodation, making the most of your remaining 1 night in the area.

Bring your curiosity for today’s adventure around Milan. Some of the city’s most loved attractions await. Basilica Di Sant'ambrogio is the perfect place to start. This church is one of the most notable places to visit in Milan. Next, head to Museo Della Scienza E Della Tecnologia "leonardo Da Vinci", a popular museum, known for its heritage-rich 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 Santa Maria Delle Grazie Church. This culturally significant church offers a unique experience that is highly recommended. Meanwhile, Mudec - Museum Of Cultures adds its own distinct charm to your journey.

If you have an appetite for more adventure, check out the fantastic selection of tours and tickets offered in Milan on this day of your trip. You'll find the most recommended ones below.

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.

Enjoy a lovely meal at Ristorante la Brisa, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Pasticceria San Carlo is another top choice with a popular menu. You could also check for a table at UNAHOTELS Cusani Milano. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Milan tonight.

Keep the evening going at Qc Termemilano, a great choice for enjoying the after-dinner hours with a drink. You could also go to Yguana Cafè, which offers a similarly pleasant setting and great drinks.

Raise a glass in celebration of your fantastic luxury holiday in Italy! Head back to your hotel for some much-needed rest in preparation for tomorrow’s easygoing adventures.

On day 5 of your relaxed luxury holiday in Italy, wonderful attractions await. Today you have the opportunity to discover 1 remarkable destinations — Pisa. You’ll stay in Florence for 3 nights.

Set your GPS to Pisa and hit the road. Expect a journey of approximately 3 hours 17 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 Pisa Cathedral, a beloved church 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 Leaning Tower Of Pisa, a historic monument, popular among locals as well as travelers.

Tonight, you will stay at one of the best luxury hotels in Florence. Renowned for their impeccable facilities and delightful rooms, luxury hotels in Florence promise an unparalleled experience. With a team of dedicated staff eager to assist and provide recommendations, your stay promises to be nothing short of extraordinary. Relax and unwind in the lap of luxury, where every moment is crafted to exceed your expectations.

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.

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.

After enjoying a fulfilling meal, continue your evening at Manifattura, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Se·sto On Arno Rooftop Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Il Vinile provides an excellent environment for a relaxed and enjoyable evening.

Enjoy an amazing evening in Florence, and get ready for more fantastic days to come on your relaxed luxury vacation in Italy!

Day 6 of your luxury road trip in Italy brings you another chance to explore the wonders of Florence. Immerse yourself in the best sights and most thrilling activities as you continue your laid-back holiday in style. End your day at one of the top restaurants in Florence, making the most of your 2 nights in this exquisite city.

Enjoy the perfect balance of relaxation and exploration in Florence today. One of the most extraordinary attractions included on the itinerary is Piazzale Michelangelo. This visually striking observation deck will help you start your sightseeing on top. Then, take a leisurely stroll to Basilica Of Santa Croce In Florence and learn what makes this standout church unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the famous Piazza Della Signoria. After exploring the public square, head to Uffizi Gallery. This widely recognized art gallery is a highlight in Florence. Lastly, don’t forget to check out the iconic Ponte Vecchio. Enjoy exploring this incredible historical landmark at your own pace.

There are plenty of experiences you can choose from in Italy that will add excitement to your vacation. When you’re keen to discover what else Florence has in store for you, use this day to go on a tour.

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

Have a fantastic dining experience at Ditta Artigianale, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Trattoria Da Burde offers an enticing alternative with its varied menu. Additionally, Casa Toscana is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Bar 50 Rosso stands out as an excellent choice for a post-dinner cocktail. Alternatively, Bitter Bar offers an ideal atmosphere to enjoy the pleasures of the night. Archea Brewery is also a great option that provides a perfect setting for a relaxing evening.

Raise your glass and toast to another unforgettable day of your relaxed luxury holiday in Italy!

Day 7 of your luxury road trip means another day to soak in the splendor of Italy. At the city of Florence, you will continue your laid-back luxury holiday in the best possible way. Enjoy the best sights, the most exciting activities, and the finest restaurants in the city. You have ample opportunities to make your 1 night in the city more special.

Savor the day by visiting some of the best places to see in Florence, including an art gallery, a church, and a food market. Start your adventure at Galleria Dell'accademia. This notable art gallery is a must-visit for travelers looking for a unique holiday experience. Make your way to Cathedral Of Santa Maria Del Fiore located in Florence for an enchanting atmosphere.

Next, immerse yourself in the setting of Central Market. Its visually striking features will captivate you. After the food market, continue your tour of the city with a visit to Basilica Di Santa Maria Novella, Firenze (fi). This church has an inviting appeal.

You can learn more about Florence today by going on a tour. Florence offers many top-rated tours and unique experiences that will inspire you. You can browse and select your favorites below.

After exploring the unique sights of Italy, savor a delicious meal or get refreshed with a drink. We’ve gathered the most recommended restaurants and bars in the city of Florence for you so you can browse their menus in advance and make a reservation.

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.

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

Relax and enjoy an amazing evening in Florence, and get ready for more fantastic days to come on your relaxed luxury vacation in Italy!

On day 8 of your relaxed luxury road trip holiday in Italy, you will have the opportunity to experience Bologna, 1 of the most vibrant destinations in the country. You’ll stay in Milan for 1 night.

Fasten your seatbelt and make your way to your next stop. Bologna, 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 Bologna may take around 1 hour 35 min without traffic disruptions. Upon arrival in Bologna, we highly recommend checking out some of the top attractions.

Head to Piazza Santo Stefano, a worthwhile public square in Bologna. Explore its inviting features at your own pace before you continue your journey to your next sight, Two Towers. This notable monument is a top recommendation in the area. When you’re ready to explore more, Piazza Maggiore is an excellent choice. Spend some time discovering what some claim to be the most majestic public square in the region. Next, continue your sightseeing at the worthwhile Fountain Of Neptune, Bologna and discover what makes this monument unique.

In Milan, you will be treated to a stay at one of the most exclusive 5-star luxury hotels the destination has to offer. From the moment you arrive in Milan, prepare to be pampered with exceptional service, luxurious accommodations, and top-notch amenities that promise to make your stay truly unforgettable.

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

Make sure to reserve a table at Vento di Sardegna, 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 Palazzo Parigi Hotel & Grand Spa Milano, 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 Galleria Restaurant, a hidden gem nestled in Milan. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Raise your glass and toast to another relaxing day of your luxury holiday in Italy!