5-Day Italy Self-Drive Road Trip With Itinerary from Rimini traveling west to Milan and Florence
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Escape the ordinary with this exciting 5-day road trip through Italy. Explore the diverse landscapes, lively cities, and beyond. Pack your bags, hit the road, and prepare for an unforgettable journey!
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 Rimini, 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 Rimini, 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. Duomo Di Milano Museum and Ponte Vecchio are just a couple of the bucket-list attractions that await your discovery.
As you hit the open road and drive through Rimini, Viserbella, Milan, 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!
Itinerary summary
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Day 1 – Rimini - arrival day
- Rimini - Arrival day
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- Arco di Augusto
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Welcome to Rimini, the perfect starting point for your road trip in Italy! Pick up your rental car and let the adventure begin. You will spend 1 night immersing yourself in Rimini's charm before embarking on the next leg of your journey.
Rimini 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 Arch Of Augustus or 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 Rimini. 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 in Rimini. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.
Don’t miss out on dining at Giusti, a top-rated dining destination in Rimini. If you're in the mood to try something new, consider Bar Lento, another top spot with a mouthwatering menu. You might also want to secure a reservation at Amorimini. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rimini this evening.
After savoring a delicious meal, step into the vibrant nightlife at Sunflower Beach Backpacker Hostels & Bar, where the evening is just getting started. In the same way, Caffè Il Borgo offers a unique charm perfect for experiencing the local bar scene in Rimini. Primo Bacio Città Lounge Bar is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.
Raise a toast to the start of your 5-day road trip in Italy!
Day 2 – Rimini, Viserbella, and Milan
- Rimini
- Viserbella
- Milan
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Drive 333 km, 3 hours 58 min
- Fountain of the four horses
- Parco Federico Fellini
- La Ruota Panoramica
- Spiaggia libera
- Europa in Miniatura
- Arco di Augusto
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On day 2 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Rimini and Viserbella. When you’re not sightseeing, take time to relax at your selected hotel in Milan, where you’ll be staying for 1 night.
Bring your curiosity for today’s adventure around Rimini. Some of the city’s most loved attractions await. Fountain Of The Four Horses is the perfect place to start. This monument is one of the most up-and-coming places to visit in Rimini. Next, head to Parco Federico Fellini, a popular park, known for its enchanting 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 La Ruota Panoramica. This enchanting observation deck offers a unique experience that is highly recommended. Meanwhile, Spiaggia Libera adds its own distinct charm to your journey.
Set your GPS to Viserbella and hit the road. Expect a journey of approximately 13 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Viserbella beckons with new experiences!
Head to Europa In Miniatura, a worthwhile amusement park in Viserbella. Explore its stunning features at your own pace before you continue your journey.
After soaking up all the sights of today's itinerary, you'll be ready to hit the road in the direction of your accommodation in Milan. Milan offers plenty of top-rated hotels and other places to stay on any travel budget. Take some time to relax before you head out to explore.
As dinnertime approaches, it's time to head out for a bite to eat in Milan. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.
Dive into a culinary adventure like no other in Milan by booking a table at Enrico Bartolini al Mudec. This popular restaurant holds 3 Michelin star and offers an exceptional menu of creative cuisine. For another culinary dining option, venture to Seta by Antonio Guida, celebrated for its delectable international and contemporary menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Il Luogo Aimo e Nadia, a top local restaurant known for its tantalizing italian contemporary and modern menu. With a 1-star Michelin recognition, it promises an exceptional dining experience not to be missed.
Keep the evening going at Nottingham Forest, a great choice for enjoying the after-dinner hours with a drink. You could also go to Armani/bamboo Bar, which offers a similarly pleasant setting and great drinks. Another option is Mag Cafe, which provides an inviting environment for unwinding after a busy day out.
Relax and recharge in preparation for another adventurous day in Italy!
Day 3 – Milan and Florence
- Milan
- Florence
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Drive 319 km, 4 hours 4 min
- Duomo di Milano
- Galleria Vittorio Emanuele II
- Castello Sforzesco
- Sempione Park
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Embark on another extraordinary experience on day 3 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Milan. At the end of the day, you will enjoy the comforts of a top-rated hotel in Florence, which will be your home away from home for 1 night.
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 timeless church provides an insightful glimpse into the city's identity. Next, discover Galleria Vittorio Emanuele Ii, a romantic 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 impressive Parco Sempione.
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.
After a day of adventure, treat yourself to an exquisite dinner at one of Florence's best restaurants.
Have a memorable dining experience in Florence by booking a table at Enoteca Pinchiorri, renowned as a 3-star Michelin restaurant presenting an exceptional italian contemporary menu. For a different culinary experience in Florence, Santa Elisabetta shines as one of the top destinations, known for its delicious creative and mediterranean 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, Gucci Osteria da Massimo Bottura is known as a top local spot for its delicious italian contemporary and international cuisine in Florence. This 1-star Michelin awardee is a highly recommended choice for an unforgettable meal.
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.
Say good night to Florence and look forward to another great day of your road trip in Italy!
Day 4 – Florence and Rimini
- Florence
- Rimini
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Drive 233 km, 3 hours 2 min
- piazza della Signoria
- Uffizi Gallery
- Ponte Vecchio
- Cathedral of Santa Maria del Fiore
- piazzale Michelangelo
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On day 4 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 Florence. In the evening, you’ll end up in Rimini, where you will stay for 1 night.
A blend of a romantic, an awe-inspiring, a visually striking, a respected, a symbolic, a remarkable, a profound, and an UNESCO world heritage-designated await you in Florence on today’s itinerary. First up is the top-rated public square, Piazza Della Signoria. It's a standout spot that offers a memorable visit. Afterward, continue to Uffizi Gallery. A visit to this art gallery is an enriching experience for all.
As you explore Florence’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Ponte Vecchio. This iconic historical landmark is an essential stop that should not be missed. Following that, head to Cathedral Of Santa Maria Del Fiore, another must-visit site that will enhance your experience. Lastly, visit Piazzale Michelangelo and learn why this observation deck is renowned as one of the city's most top-rated attractions.
At the end of the day, you will drive to Rimini, 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 Rimini. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.
Prepare for an extraordinary culinary adventure in Rimini by booking a table at Osteria de Börg, a Bib Gourmand restaurant that boasts an exceptional from romagna and traditional menu. For a different flavor experience, head to Guido, renowned for its delectable seafood and modern dishes. This 1-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Abocar Due Cucine, a local gem known for its delightful creative and international cuisine in Rimini. Nestled in the city's heart, this 1-star Michelin restaurant is a perfect choice for discerning restaurant-goers seeking a new experience.
Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Hobo's stands out as an excellent choice for a post-dinner cocktail. Alternatively, Sunflower City Backpacker offers an ideal atmosphere to enjoy the pleasures of the night. Bar Capogiro is also a great option that provides a perfect setting for a relaxing evening.
As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in in Italy.
Day 5 – Rimini - departure day
- Rimini - Departure day
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- Cavour Square
- Arco di Augusto
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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 Rimini before saying goodbye to this wonderful destination. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.
Maximize your last day in Italy and go on a shopping spree in Rimini’s shopping center. Browse for souvenirs to remind you of your wonderful journey in Italy.
Enjoy the perfect balance of relaxation and exploration in Rimini today. One of the most locally renowned attractions included on the itinerary is Piazza Cavour. This visually striking public square will help you start your sightseeing on top.
Throughout the day, make sure to take breaks to appreciate the surroundings.
Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Rimini.
Dine in style at Amarina, a top recommendation for dinner tonight. Or, for a change of pace, Primo Miglio di Conti Mirco boasts a menu that's sure to impress.
You’ll then say farewell to Rimini. 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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