5-Day Italy Self-Drive Road Trip With Itinerary from Venice traveling west to Milan and Florence
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Experience the freedom of the open road in Italy as you embark on an unforgettable 5-day road trip! This experience caters to every traveler, featuring destinations like Venice, Milan, Bologna, and Florence.
This perfectly planned road trip itinerary in Italy takes you through some of the best places to see in the country. You will spend 2 nights in Venice, 1 night in Milan, and 1 night in Florence. Anticipate well-spent days sightseeing, eating delicious food, and experiencing the highlights of each destination!
With this travel package, you can choose from an extensive selection of accommodations along your road trip route in Italy. We have handpicked the best hotels and places to stay across the country, including options for each budget. Whether you are in the mood for luxurious 5-star hotels or budget-friendly bed and breakfasts, we have got you covered.
Upon arriving in Venice, the rental vehicle of your choice will be ready for collection. From there, the road trip can begin! Experience the ultimate freedom and uncover Italy on your own terms.
An expertly curated travel plan makes sure you don’t miss out on any of the best things to see and do on your road trip in Italy. Piazza San Marco and Rialto Bridge are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Duomo Di Milano Museum, learn more about the unique Ponte Vecchio, and immerse yourself in the vibrant atmosphere of Galleria Vittorio Emanuele Ii.
As you hit the open road and drive through Venice, Milan, Bologna, and Florence, you will also enjoy plenty of opportunities to uncover hidden gems and experience the authentic charm of Italy. Whether you are exploring enchanting towns and villages, discovering scenic routes, or indulging in local cuisine, there is always something new and exciting to experience in Italy.
Throughout your road trip in Italy, take breaks from sightseeing to explore your favorite destinations' top shopping streets and markets. Discover unique souvenirs that will forever remind you of your self-drive adventure in Italy.
This package offers an all-in-one solution for your trip planning - choose flights, a rental car, accommodation, attractions, and tours that suit your needs and desires. You can customize each day of your road trip itinerary with flexible trip planning before and after booking.
The best services in Italy fill up quickly, so book your spot early. Select a date and start planning your road trip in Italy today!
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Day 1
- Venice - Arrival day
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- Rialto Bridge
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Say hello to Venice! Your exciting road trip through Italy is just about to start. Navigating the top places to see in the region is a breeze with a car. The rental vehicle of your choice will be ready for pickup upon your arrival in the city. You will stay in Venice for 1 night before you continue your adventure!
Venice 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 Rialto Bridge, or just taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.
Make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Venice. Make yourself at home and enjoy some downtime before heading out again.
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 Venice, it's often a good idea to reserve a table in advance.
Don’t miss out on dining at Bauer Hotel, a top-rated dining destination in Venice. If you're in the mood to try something new, consider L'Osteria Le Guglie, another top spot with a mouthwatering menu. You might also want to secure a reservation at Corner Pub. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Venice this evening.
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.
Raise a toast to the start of your 5-day road trip in Italy!
Day 2
- Venice
- Milan
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Drive 266 km, 3 hours 14 min
- Piazza San Marco
- St Mark's Basilica
- Doge's Palace
- Bridge of Sighs
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On day 2 of your road trip in Italy, you will get a true taste of the freedom a self-drive vacation in Europe entails. Today’s travel plans include stops at the most scenic, wondrous, and interesting places in Venice. In the evening, you’ll end up in Milan, where you will stay for 1 night.
Today's adventure in Venice promises more breathtaking discoveries and enriching experiences! Begin at Piazza San Marco. This romantic public square is a highlight of any visit in the city. Then, enjoy St Mark's Basilica, another history-steeped attraction that never fails to captivate visitors. Next, head over to Doge's Palace, one of the city’s most notable attractions, known for its history-steeped features.
If you’re looking for more, spend time soaking in the atmosphere of Bridge Of Sighs. This romantic monument is frequented by locals and tourists alike. To complete your memorable day, make sure to take a stroll around the area.
At the end of the day, you will drive to Milan, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.
As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Milan. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.
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.
To truly maximize your evening out, consider visiting Nottingham Forest after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Armani/bamboo Bar, another bar with an inviting ambiance. Similarly, Mag Cafe also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.
Raise your glass and celebrate another amazing day of your road trip in Italy!
Day 3
- Milan
- Florence
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Drive 322 km, 4 hours 11 min
- Duomo di Milano
- Galleria Vittorio Emanuele II
- Sempione Park
- Ducati Museum
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Dive into day 3 of your remarkable road trip in Italy. Today you will explore Milan and Bologna, where you will have the opportunity to experience all the top things to see and do. At the end of the day, you’ll unwind at one of the finest accommodations in Florence. You’ll stay here for 1 night.
Today’s route brings fun adventures, romantic experiences, and breathtaking views. The first attraction of today is Duomo Di Milano Museum. This timeless church is a symbolic place to see in Milan. Continue your discovery at Galleria Vittorio Emanuele Ii, a history-steeped shopping mall with stories to tell.
As you stroll around Milan, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Parco Sempione. This top-rated park offers an idyllic encounter with Milan. Next, make your way to Ducati Museum to add another highlight to your day. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Milan.
When you’re done exploring for the day, you’ll drive to your hotel in Florence. Check in and spend some time relaxing before you head out to tour the city.
As you explore more of Florence, you'll discover that its culinary landscape is as diverse as its attractions. Whether you're craving traditional dishes bursting with local flavors or innovative creations that push the boundaries of taste, you're sure to find a dining experience that satisfies your cravings.
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.
Let the evening flow smoothly from dinner to drinks at Manifattura, a top-rated bar in the area. For other recommendations, Se·sto On Arno Rooftop Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Il Vinile offers a memorable night with diverse drink options and excellent service.
Relax and recharge in preparation for another adventurous day in Italy!
Day 4
- Florence
- Venice
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Drive 264 km, 3 hours 21 min
- piazza della Signoria
- Ponte Vecchio
- Cathedral of Santa Maria del Fiore
- piazzale Michelangelo
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On day 4 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Florence. When you’re not sightseeing, take time to relax at your selected hotel in Venice, where you’ll be staying for 1 night.
Florence is home to plenty of attractions that offer family-friendly attractions, romantic experiences, and breathtaking views! Start at Piazza Della Signoria, a widely recognized public square that is worthwhile a visit in the city. Nearby, you’ll find Ponte Vecchio, enchanting visitors with its visually striking appeal. Continue your exploration at Cathedral Of Santa Maria Del Fiore. This church is one of the city’s most extraordinary spots.
Enjoy the freedom of exploring Florence at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Piazzale Michelangelo.
After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Venice. Venice offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.
After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Venice. Enjoy a satisfying meal that will recharge you for tonight's adventures.
Begin your culinary exploration in Venice by securing a reservation at Local. This renowned restaurant holds 1 Michelin star and offers an exceptional menu of contemporary cuisine. For another dining delight, visit Wistèria, celebrated for its delectable contemporary and venetian menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Quadri, a top local spot known for its tantalizing modern menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.
If you’re not ready to end the night just yet, Il Mercante offers a perfect venue to relax and savor a drink. Similarly, The Irish Pub Venezia is well-suited for those looking to unwind in a social setting. Ai Stagneri is another excellent spot to enjoy a nightcap after a delightful meal.
Head back to your accommodation in Venice and get some rest in preparation for another magical day of your road trip in Italy!
Day 5
- Venice - Departure day
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- Cannaregio
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Day 5 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Venice before saying goodbye to this wonderful destination. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.
At the top of the list of things to do today is to explore Cannaregio, a neighborhood that captures the true essence of Venice. Take your time to uncover its best sides and enjoy its proximity to many of the area’s best attractions.
As your final day in Italy unfolds, enjoy a last-minute shopping spree in Venice's best shopping area, Mercerie. Enjoy finding the perfect gift or keepsake to remind you of your wonderful trip to Italy. Browse through boutiques to find unique and stylish fashion pieces to take home. Explore high-end stores offering an exquisite selection of luxury items.
Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Venice.
Treat yourself to a delicious dinner at Osteria Alla Staffa, an excellent option for tonight's dining. Looking for something different? Bistrot de Venise offers a tantalizing alternative with its diverse menu. And don’t miss Corte Sconta.
You’ll then say farewell to Venice. Drive to the airport, return your car, and take the opportunity to get some last-minute souvenirs before you board your flight home. We wish you a pleasant journey and hope you leave with many wonderful memories of your road trip in Italy!
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