Luxury 6-Day Italy Self-Drive Road Trip With Itinerary from Venice to Florence and Milan

Wake up to day 2 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 Florence, where you'll be staying for 2 nights. The day's itinerary unfolds with a diverse array of experiences in Venice.

Get ready for an exciting day in Venice. Today’s sightseeing agenda includes a public square, a church, a palace, a monument and much more! Begin your adventure at Piazza San Marco. This is a timeless public square you should not miss. Another must-see is St Mark's Basilica, a well-known church in Venice.

When you’re ready for the next sight, head to Doge's Palace. From there, take a leisurely stroll to Bridge Of Sighs, another of the city’s interesting attractions.

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.

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

Get ready for an unforgettable culinary journey in Florence by reserving a table at Enoteca Pinchiorri. Renowned as a 3-star Michelin restaurant, it offers an exceptional italian contemporary menu. For a different taste experience, head to Santa Elisabetta, recognized for its delicious creative and mediterranean dishes. This 2-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Gucci Osteria da Massimo Bottura, a local favorite known for its delightful italian contemporary and international cuisine in Florence. Nestled in the heart of the city, this restaurant with 1 Michelin star is an ideal choice for discerning italian contemporary and international foodies seeking culinary excellence.

Extend your evening after a delightful meal by visiting Manifattura, which offers the perfect atmosphere for a night out. Moreover, Se·sto On Arno Rooftop Bar is another popular option for a drink or two. Likewise, Il Vinile also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

Day 3 of your luxury road trip in Italy is another opportunity to explore what this region has to offer. Start your day with a drive to visit the amazing attractions in the surrounding area of Florence. After a day of sightseeing, return to the city, where you still have 1 night left to enjoy. End your evening with a fulfilling dinner at one of the finest restaurants in Florence, savoring the local culinary delights.

Get ready for an exciting day in Florence. Today’s sightseeing agenda includes a church, an observation deck, and a historical landmark. Begin your adventure at Cathedral Of Santa Maria Del Fiore. This is a widely recognized church you should not miss. Another must-see is Piazzale Michelangelo, an impressive observation deck in Florence.

When you’re ready for the next sight, head to Ponte Vecchio.

Continue your road trip and head to your next destination, Pisa. This car ride takes around 1 hour 16 min.

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

When you’ve completed everything you want to see and do, you will drive back to your luxury accommodation in Florence.

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.

Treat yourself to a delightful dinner at Ditta Artigianale, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Trattoria Da Burde? It's another excellent option with a diverse menu. Consider reserving a table at Casa Toscana as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Florence.

Keep the evening going at Bar 50 Rosso, a great choice for enjoying the after-dinner hours with a drink. You could also go to Bitter Bar, which offers a similarly pleasant setting and great drinks. Another option is Archea Brewery, 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 luxury holiday in Italy has plenty more in store for you.

On day 4 of your luxury holiday in Italy, your road trip route will take you exploring the best of Florence and Bologna. The day's journey will conclude in Milan, 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.

Today’s itinerary in Florence covers several incredible sights, including a public square and an art gallery. Start your adventure at Piazza Della Signoria. This top-rated public square is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the historic wonders of Uffizi Gallery, a must-see art gallery in the city.

When you’ve had your share of Florence, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Bologna. Your travel time is around 1 hour 25 min.

Begin your journey at Piazza Maggiore and explore the history-steeped features.

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.

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.

Have a memorable dining experience in Milan by booking a table at Enrico Bartolini al Mudec, renowned as a 3-star Michelin restaurant presenting an exceptional creative menu. For a different culinary experience in Milan, Seta by Antonio Guida shines as one of the top destinations, known for its delicious international and contemporary cuisine. This 2-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, Il Luogo Aimo e Nadia is known as a top local spot for its delicious italian contemporary and modern cuisine in Milan. This 1-star Michelin awardee is a highly recommended choice for an unforgettable meal.

If you’re not ready to end the night just yet, Nottingham Forest offers a perfect venue to relax and savor a drink. Similarly, Armani/bamboo Bar is well-suited for those looking to unwind in a social setting. Mag Cafe is another excellent spot to enjoy a nightcap after a delightful meal.

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

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Milan allows for both. Start by heading to Duomo Di Milano Museum. This wondrous church provides an insightful glimpse into the city's identity. Next, discover Galleria Vittorio Emanuele Ii, an enchanting shopping mall, promising a delightful encounter.

Continue your sightseeing with a visit to Sforzesco Castle Art Library, a widely recognized castle. When you’re done, don’t forget to make a stop at the astonishing Parco Sempione. Round off your day at Piazza Gae Aulenti, another gem in Milan with stunning features to discover.

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.

Discover a world of culinary delights in Venice, 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.

Experience a harmony of flavors at Local in Venice by securing a reservation in advance. Known for its 1-star Michelin status, Local offers a delightful variety of dishes highlighting its delicious contemporary menu. If you're seeking an alternative culinary experience, be sure to explore Wistèria, a highly recommended restaurant known for its enticing contemporary and venetian 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 Quadri, a highly acclaimed restaurant celebrated for its exceptional modern menu.

Let the evening flow smoothly from dinner to drinks at Il Mercante, a top-rated bar in the area. For other recommendations, The Irish Pub Venezia provides a perfect setting for rounding out your night with style and great drinks. Likewise, Ai Stagneri offers a memorable night with diverse drink options and excellent service.

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