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

Day 2 of your luxury road trip in Italy grants you another day to experience Pisa. 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 Pisa, fully indulging in the 2 nights you have in the city.

Enjoy the perfect balance of relaxation and exploration in Pisa today. One of the most iconic attractions included on the itinerary is Piazza Del Duomo, Pisa. This culturally significant public square will help you start your sightseeing on top. Then, take a leisurely stroll to Battistero Di San Giovanni and learn what makes this symbolic church unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the intriguing Campo Santo. After exploring the cemetery, head to Pisa Cathedral. This curiosity-inducing church is a highlight in Pisa. Lastly, don’t forget to check out the globally renowned Leaning Tower Of Pisa. Enjoy exploring this incredible monument at your own pace.

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

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

Make sure to book a table at Ristorante Capodimonte Pisa, a popular restaurant in Pisa. This acclaimed restaurant and its mouthwatering dishes have earned the admiration of countless food lovers. Alternatively, experience a taste of Pisa at La Locanda Dei Pisani Doc Pisa, a popular local restaurant. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. Another top-rated restaurant to try is Baribaldi Pisa. As a dining spot that gains high praise from guests, it’s an ideal choice to enhance your time to Pisa tonight.

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

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

On day 3 of your luxurious vacation in Italy, you’ll start and end your day in Pisa, but spend most of the day exploring attractions outside of the city. After a long day of sightseeing, you'll drive back to Pisa, where you'll stay for 1 night more.

Immerse yourself in Pisa’s rich culture with today's sightseeing itinerary. Start your journey at Cittadella Nuova. This romantic park is sure to ignite your curiosity. Next, dive into the heritage-rich features of Baths Of Nero, a must-visit archeological site in the village.

When you’ve had your share of Pisa, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Tirrenia. Your travel time is around 22 min.

Head to Bagno Degli Americani, a curiosity-inducing point of interest in Tirrenia.

Continue your road trip and head to your next destination, San Piero a Grado. This car ride takes around 11 min.

Spend your afternoon discovering San Piero A Grado, an intriguing church known for its historic features.

When you’re done exploring for the day, you’ll return to Pisa and your accommodation.

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

Make sure to reserve a table at Restaurant -Pizzeria Il Mio Capriccio, an iconic dining spot in Pisa. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Ristorante alle Bandierine, a popular restaurant in Pisa. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Barrique Cocktail And Bistrot, a hidden gem nestled in Pisa. 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 Bar Livorno, where the evening is just getting started.

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

On day 4 of your relaxed luxury road trip holiday in Italy, you will have the opportunity to experience Pisa, 1 of the most vibrant destinations in the country. You’ll stay in Milan for 4 nights.

Prepare for a day full of a picture-perfect, a heritage-rich, a charming, an enchanting, a sacred, and a symbolic. When you’re ready, kick off your sightseeing adventure at Logge Dei Banchi. This locally appreciated public square is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Palazzo Blu, one of the city’s most promising highlights.

Next, check out Santa Maria Della Spina, one of the most increasingly popular places to see in Pisa. This church is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Lungarni Di Pisa. Wander around and soak in the standout atmosphere this street offers.

Tonight, you will stay at one of the best luxury hotels in Milan. We have selected the perfect options for you to have the loveliest experience in Milan.

In Milan, 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 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.

Keep the excitement of the evening going by visiting a bar or two. Nottingham Forest is an excellent place to start. You could also check out Armani/bamboo Bar, offering a different kind of charm. A last recommendation for the day is Mag Cafe. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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

Day 5 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.

Today’s agenda in Milan includes a church, a palace, an opera house, a shopping mall, a public square and much more! Duomo Di Milano Museum is must-visit church and a great starting point for the day. Next, continue your journey to Royal Palace Of Milan, a well-known palace, located just a leisurely stroll away. Next, head to La Scala, a photogenic 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 Milan. If you’re looking for more, Galleria Vittorio Emanuele Ii is also an impressive attraction that is worthwhile a visit. Lastly, don’t miss Cathedral Square, an intriguing gem to see 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 full day of exploring, treat yourself to a delightful dinner or a refreshing drink at the best spots in Milan. Choose from a selection of excellent restaurants and bars and find the perfect place for your evening.

Have a fantastic dining experience at Dessert Bar Milano, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Radisson Blu Hotel Milan offers an enticing alternative with its varied menu. Additionally, Ristorante Qui Si Mangia is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Milan.

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.

Go over your photos from the day, raise a toast, and rest your tired legs. A new adventurous day of your relaxed luxury road trip in Italy awaits!

On day 6 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 2 nights in the area.

Discover a day packed with a breathtaking, a picture-perfect, a heritage-rich, a charming, an idyllic, a majestic, and a profound in Milan. Begin your sightseeing with Piazza Gae Aulenti. This popular public square is one of the top attractions in the city. Proceed to Pinacoteca Di Brera, another must-visit attraction that enhances the city’s allure.

As you wander through the inviting streets of Milan, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Parco Sempione. This impressive park is a traveler-favorite. Not far away, you’ll find Sforzesco Castle Art Library, another key site on your sightseeing itinerary. Conclude your day at Basilica Di Sant'ambrogio and uncover why it's recognized as one of the city's most popular attractions.

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

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 Milan. Savor the local cuisine and relax as you recount the day's experiences.

Dine in style at Bice Restaurant, a top recommendation for dinner tonight. Or, for a change of pace, Alto Ristorante boasts a menu that's sure to impress. Also, be sure to check out Nero 9. Known as a local hotspot, it’s a great choice for tonight in Milan.

Round off your dining experience by visiting Bhangrabar, a prime location for a drink. Alternatively, explore the distinctive characteristics of Rufus Cocktail Bar, a bar catering to every mood and preference. Ostello Bello Grande likewise offers a unique atmosphere, perfect for a memorable night out.

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

Day 7 of your luxury road trip means another day to soak in the splendor of Italy. At the city of Milan, 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.

Get ready to discover some of the most iconic wonders in Milan, including a museum, a church, and a monument. Start your day at Mudec - Museum Of Cultures. This photogenic museum is a well-known place to see in Milan. Then, wander over to Museo Della Scienza E Della Tecnologia "leonardo Da Vinci". If historic sites excite you, this museum will be right up your alley. Nearby, you’ll also find Santa Maria Delle Grazie Church. This monumental church 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, Arch Of Peace is an interesting spot in the city that will captivate you with its unique charm.

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.

Make sure to reserve a table at Ristorante la Brisa, 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 Pasticceria San Carlo, 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 UNAHOTELS Cusani Milano, a hidden gem nestled in Milan. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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

On day 8 of your relaxed luxury holiday in Italy, wonderful attractions await. Today you have the opportunity to discover 3 remarkable destinations — Torrechiara, Priorato, and Priorato II. You’ll stay in Pisa for 1 night.

Today's adventure in Torrechiara promises more breathtaking discoveries and enriching experiences!

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Torrechiara. This drive usually takes around 1 hour 59 min, without any stops or traffic disruptions.

Your self-guided tour starts at Castle Of Torrechiara, an up-and-coming castle that is sure to impress. Take in the surroundings and enjoy the freedom of exploring before you continue your journey.

Continue your road trip and head to your next destination, Priorato. This car ride takes around 40 min.

Begin your journey at Rocca Sanvitale and explore the enchanting features.

Priorato II’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Priorato behind. This drive usually takes around 7 min. Priorato II welcomes you with a multitude of unique vacation experiences.

Spend your afternoon discovering Labirinto Della Masone, an underrated maze known for its noteworthy features.

For the night, you’ll have the choice of the best luxury hotels and places to stay in the city of Pisa. Whether you prefer the grandeur of a luxury hotel or the charm of a boutique stay, you'll find an array of exquisite options to suit your tastes and preferences. Indulge in world-class amenities, impeccable service, and unforgettable experiences as you unwind and create memories in Pisa.

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 Pisa. Savor the local cuisine and relax as you recount the day's experiences.

Don’t miss out on dining at Anita Osteria, a top-rated dining destination in Pisa. If you're in the mood to try something new, consider La corte di San Leonardo, another top spot with a mouthwatering menu. You might also want to secure a reservation at Filter Coffee Lab. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Pisa this evening.

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