One-Week Relaxed Italy Self-Drive Road Trip With Itinerary from Rimini to Florence

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Sit back and enjoy a relaxed 8-day road trip in Italy with this laid-back self-drive vacation.

This self-drive package allows you to travel through picture-perfect landscapes in Italy at a relaxed pace. Get a dose of comfort, fun, and recreation in Rimini, Viserbella, Bologna, Florence, Urbino, Gradara, and Pesaro. Make yourself at home at top-rated hotels and stay 3 nights in Rimini and 4 nights in Florence. Finally, taste the local food and enjoy a refreshing drink at the most popular restaurants and bars along your road trip route in Italy.

Freedom of choice is key to a relaxing road trip in Italy. For your self-drive vacation, we’ll offer you a selection of the best rental vehicles with CDW insurance. Upon arrival in Rimini, you’ll collect your rental car of choice. From there, you’ll begin your 8-day journey across Italy and discover its unique culture, history, and diverse scenery.

Experience the essence of leisurely self-drive exploration across Italy with our handpicked selection of accommodations. From relaxed stays at renowned 5-star hotels offering magnificent views to comfortable 3-star options that cater to budget-conscious travelers, we ensure your journey is optimized for relaxation and comfort. Discover the perfect place to stay and unwind as you embark on a laid-back adventure in Italy.

We’ll introduce you to some of the best travel destinations in Italy. This relaxed road trip features the stunning Ponte Vecchio. Another highlight of this self-drive tour is the captivating Piazzale Michelangelo.

Traveling leisurely through Italy means you could spend as much time as you want at the magnificent Cathedral Of Santa Maria Del Fiore. You’ll have plenty of time to take in each attraction's unique features, learn its unique history, and appreciate it to the fullest.

Enjoy strolling through Italy's shopping hotspots near your accommodation. Visit shops, discover the locals’ way of life, or try various specialties. Don't forget to bring home a piece of the country that will remind you of your relaxing vacation in Italy.

Between sightseeing, you can make the most of your downtime and join a popular tour in Italy. This relaxed road trip also gives you plenty of time to stroll through Italy's shopping hotspots. Through these experiences, you'll have plenty of opportunities to discover the locals’ way of life and soak in the rich cultural heritage of the Italy.

This self-drive vacation package includes everything you need for a stress-free, easy road trip through Italy. You’ll have a cozy place to stay for 7 nights, with a selection of top-rated breakfast and restaurant options nearby. We'll also provide you with the best rental car you can use throughout the 8 days of your self-drive road trip in Italy. On top of all that, you also have the option to add flights to your travel plan and personalize each day of your itinerary by adding tours and tickets.

This self-drive package includes 24/7 travel support and a step-by-step guide. You can access the guide at any point of your journey through our mobile app, where you can also keep and organize your travel documents.

Spend an amazing 8-day vacation in Italy and get to know more about this fantastic destination. Choose your travel dates and plan a laid-back and relaxed road trip in Italy today!

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Day 1

Day 1 – Rimini - arrival day

  • Rimini - Arrival day
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  • Arco di Augusto
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Your relaxed road trip through Italy starts when you reach the incredible city of Rimini, where you'll stay for 2 nights. You'll pick up your rental car in Rimini and begin your adventure in Italy.

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.

As afternoon approaches, head to your chosen hotel in Rimini. Check-in typically starts around 2 to 4 PM at hotels in Italy. We recommend staying at a hotel in a central location for easy access to the best attractions, restaurants, and bars in the city.

When you're hungry and ready to take a break from your laid-back adventure, treat yourself to a delicious meal at one of the best restaurants in Rimini.

Treat yourself to a wonderful meal at Giusti, a top-rated dining spot in Rimini. If you're in the mood for something new, try Bar Lento, another premier location with a delectable menu. You might also want to book a table at Amorimini. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Rimini.

Experience the amazing nightlife in Rimini and unwind at the coolest bars in the city.

Explore the vibrant nightlife at Sunflower Beach Backpacker Hostels & Bar after your meal, a hub for lively evenings and memorable moments. Or, head to Caffè Il Borgo for a great selection of flavorful drinks and a charming setting. Furthermore, Primo Bacio Città Lounge Bar is perfect for those looking to extend their night with a touch of local flavor.

Raise a toast as you look back into the highlights of today’s laid-back and relaxed road trip adventure in Italy. Enjoy your first taste of Rimini as you soak in the city’s unique vibe.

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Day 2

Day 2 – Rimini and Viserbella

  • Rimini
  • Viserbella
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Drive 18 km, 49 min

  • Spiaggia libera
  • Parco Federico Fellini
  • Italia in miniatura
  • Arco di Augusto
  • More

On day 2 of your relaxed road trip across Italy, you’ll explore the area around Rimini, where you’ll be staying for another 1 night. With so many fun and inspiring experiences to offer, a tour of Rimini will make you fall even more in love with the city and uniqueness of Italy.

Discover a day packed with a charming, a majestic, an awe-inspiring, and an instagrammable in Rimini. Begin your sightseeing with Spiaggia Libera. This curiosity-inducing beach is one of the top attractions in the city. Proceed to Parco Federico Fellini, another must-visit attraction that enhances the city’s allure.

Embrace the thrill of the open road as you wave goodbye to Rimini and set your GPS to Viserbella. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 15 min. Upon reaching Viserbella, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Take your self-guided tour to Italia In Miniatura, a locally renowned amusement park that everyone visiting Viserbella should see. Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings.

When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Rimini.

When you’re not driving and exploring some of the best places in Italy, it’s time to make your relaxed road trip even more comforting. Sit down for a lovely meal at one of the best restaurants in Rimini.

Set out on a gastronomic journey in Rimini by reserving a table at Osteria de Börg. Renowned for its Bib Gourmand award, this restaurant presents an outstanding menu of from romagna and traditional cuisine. For a different taste, head over to Guido, renowned for its delectable seafood and modern dishes. This distinguished 1-star Michelin-recipient is a favorite among guests, making it a worthy addition to your holiday plans. Craving more culinary excitement? Explore Abocar Due Cucine, a highly rated local gem known for its exquisite creative and international menu. With a 1-star Michelin acclaim, it promises a dining experience you won't want to miss. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Rimini.

As the day is coming to an end, stop at some of Rimini’s best bars to celebrate this day of your slow-paced adventure in Italy.

Continue your evening by exploring the vibrant nightlife scene at Hobo's, a prime destination for a thrilling night out. Also, don’t forget to check out Sunflower City Backpacker, a bar that offers unique local touches. Likewise, Bar Capogiro provides an excellent alternative for a fun evening.

Raise your glass in celebration of your freedom and relaxed road trip adventure in Italy!

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Day 3

Day 3 – Rimini, Bologna, and Florence

  • Rimini
  • Bologna
  • Florence
  • More

Drive 239 km, 3 hours 18 min

  • Piazza Santo Stefano
  • Two Towers
  • Bologna Cathedral
  • Piazza Maggiore
  • Fountain of Neptune, Bologna
  • Arco di Augusto
  • More

Day 3 of your self-drive tour in Italy is your opportunity to see and experience the diversity of the country. You’ll stay in Florence for 4 nights. Along the route of your relaxed road trip, you can get a glimpse of the locals’ way of life and visit some of the most amazing locations in Italy.

Set your GPS to Bologna and hit the road. Expect a journey of approximately 1 hour 27 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Bologna beckons with new experiences!

Savor the rest of your day by heading to Piazza Santo Stefano, an increasingly popular public square that draws visitors from near and far. When you're done, continue on to Two Towers, where you can soak in the historic surroundings. Next, explore Bologna Cathedral, yet another often recommended place to see in the area. After the church, make time to go to Piazza Maggiore. This romantic public square is well worthwhile the visit. Lastly, head to Fountain Of Neptune, Bologna, a curiosity-inducing monument you won’t want to miss.

Continue your laid-back road trip exploration of the best attractions in Italy at Florence. Select from top hotels and accommodations in the city to recharge and rejuvenate.

After a laid-back day of exploring top attractions in the area, it’s an excellent idea to sit down for a lovely and peaceful dinner. We’ve collected the most recommended restaurants in the city for you, so you can check out the menus and make your reservation in advance.

Treat yourself to an extraordinary dining experience at Enoteca Pinchiorri, a 3-star Michelin restaurant offering an incredible italian contemporary menu. Alternatively, if your taste buds call for something different, Santa Elisabetta is one of the best restaurants for creative and mediterranean cuisine in Florence. This 2-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Gucci Osteria da Massimo Bottura. As a top-rated establishment with 1 Michelin star, it is an ideal choice for italian contemporary and international cuisine in the city.

If you feel like it, head out to a bar to celebrate another fantastic day in Florence and take the pulse of the city’s nightlife. Enjoy the night without rushing to fully appreciate it.

After savoring a delicious meal, step into the vibrant nightlife at Manifattura, where the evening is just getting started. In the same way, Se·sto On Arno Rooftop Bar offers a unique charm perfect for experiencing the local bar scene in Florence. Il Vinile 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 unforgettable, laid-back road trip adventure in Italy!

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Day 4

Day 4 – Florence

  • Florence
  • More

Drive 6 km, 45 min

  • piazza della Signoria
  • Palazzo Vecchio
  • Uffizi Gallery
  • Ponte Vecchio
  • piazzale Michelangelo
  • More

On day 4 of your leisurely self-drive tour across Italy, you’ll go deep into Florence, where you'll stay for 3 nights, and see some of the city’s unforgettable attractions. To learn more of the city's culture, you'll also dine at the most popular restaurants in Florence, and meet locals along the way!

Savor the day by visiting some of the best places to see in Florence, including a public square, a palace, an art gallery, a historical landmark, an observation deck and much more! Start your adventure at Piazza Della Signoria. This spectacular public square is a must-visit for travelers looking for a unique holiday experience. Make your way to Palazzo Vecchio located in Florence for an enchanting atmosphere.

Next, immerse yourself in the setting of Uffizi Gallery. Its instagrammable features will captivate you. After the art gallery, continue your tour of the city with a visit to Ponte Vecchio. This historical landmark has a culturally significant appeal. For a change of pace, head to Piazzale Michelangelo. As one of the most extraordinary attractions in Florence, this observation deck is an excellent place to end your self-guided tour.

Make the most of your time in the country by joining activities that let you discover more about Italy. Check out all of the tours you can join this day of your leisurely self-drive holiday in Italy and ensure the experience of a lifetime.

When you’re not driving and exploring some of the best places in Italy, it’s time to make your relaxed road trip even more comforting. Sit down for a lovely meal at one of the best restaurants in Florence.

Make sure to reserve a table at Ditta Artigianale, an iconic dining spot in Florence. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Trattoria Da Burde, a popular restaurant in Florence. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Casa Toscana, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Experience the amazing nightlife in Florence and unwind at the coolest bars in the city.

Continue your lively evening at Bar 50 Rosso, a perfect place for winding down or revving up the night, depending on which mood you’re in. Bitter Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Archea Brewery ensures a night out tailored to your taste.

Raise your glass and toast to another unforgettable, laid-back road trip adventure in Italy!

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Day 5

Day 5 – Florence

  • Florence
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Drive 3 km, 44 min

  • Basilica of Santa Croce in Florence
  • Cathedral of Santa Maria del Fiore
  • Galleria dell'Accademia
  • David
  • Ponte Vecchio
  • More

Day 5 introduces you to many popular attractions and activities in Florence, further proving that leisurely self-drive tours in Italy are extraordinary.

Start your day with a visit to Basilica Of Santa Croce In Florence. This locally renowned church is a must-visit in the city. When you’re ready for your next discovery, continue to Cathedral Of Santa Maria Del Fiore, which may be one of the most UNESCO world heritage-designated places you will experience today.

One of the best things about exploring Florence on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Galleria Dell'accademia, one of the city’s most captivating art gallery. If you’re up for more discoveries, don’t forget to reserve some time for David.

Gain a one-of-a-kind experience on your unhurried and relaxed road trip across Italy by joining a traveler-approved tour in Florence. There are so many fun and eye-opening activities to try out in Florence that will make your slow-paced self-drive tour in Italy more memorable. Check out all the most recommended and top-rated tour options in the city of Florence to find the best options for you!

Mealtimes are the perfect opportunities to immerse yourself in the local culture of Italy. When you're not appreciating the best places to visit in Florence, explore the city like a local by trying out the best restaurants in the area.

Make sure to book a table at Ristorante Buca Mario, a popular restaurant in Florence. This acclaimed restaurant and its mouthwatering dishes have earned the admiration of countless food lovers. Alternatively, experience a taste of Florence at Agricola Toscana, 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 Eataly Firenze. As a dining spot that gains high praise from guests, it’s an ideal choice to enhance your time to Florence tonight.

If you feel like it, head out to a bar to celebrate another fantastic day in Florence and take the pulse of the city’s nightlife. Enjoy the night without rushing to fully appreciate it.

If you’re not ready to end the night just yet, Gosh* offers a perfect venue to relax and savor a drink. Similarly, Antico Caffè Del Moro - Art Bar Firenze is well-suited for those looking to unwind in a social setting. Quelo Bar is another excellent spot to enjoy a nightcap after a delightful meal.

A leisurely self-drive holiday in Florence can’t get any better than this! Toast to another amazing day in Italy!

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Day 6

Day 6 – Florence

  • Florence
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Drive 19 km, 1 hour 32 min

  • Parco delle Cascine
  • Basilica of Santa Maria Novella
  • Palazzo Pitti
  • The Boboli Gardens
  • Ponte Vecchio
  • More

Day 6 of your relaxed road trip through Italy means 24 hours of making the best memories in Florence. You’ll go sightseeing at famous attractions in Florence. In the evening, you will experience one of the most popular dining spots in the city. So buckle up and prepare to be blown away by Florence!

Prepare for a day full of a romantic, a serene, a gorgeous, a picture-perfect, a respected, a monumental, a majestic, and a remarkable. When you’re ready, kick off your sightseeing adventure at Parco Delle Cascine. This well-known park is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Central Market, one of the city’s most promising highlights.

Next, check out Basilica Di Santa Maria Novella, Firenze (fi), one of the most popular places to see in Florence. This church is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Pitti Palace. Wander around and soak in the enchanting atmosphere this palace offers. Finally, take the path to the interesting The Boboli Gardens, the last of our attraction recommendations for today.

Another way to make your easygoing and relaxed road trip in Italy more special is by joining unique tours and activities. Florence offers a wide selection of experiences for every traveler.

When it’s time to eat, the city has a variety of restaurants and cuisines to suit your palate and complement your relaxed road trip experience. Take a leisurely walk around Florence, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

Enjoy a delicious meal at Tijuana, a highly-rated dining destination in Florence. If you're eager to try something different, consider Djària - American Bar, another top spot with a tantalizing menu. You might also want to secure a reservation at The Florence Irish Pub. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Florence this evening.

As the day is coming to an end, retreat to your hotel for some rest, or head out to a bar to celebrate your time in Florence. The bars in Florence make the perfect setting for a laid-back drink and chilled hangout with your travel companions.

Grab a drink and enjoy every passing minute of this night of your relaxed road trip experience in Italy!

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Day 7

Day 7 – Florence, Urbino, Gradara, Pesaro, and Rimini

  • Florence
  • Urbino
  • Gradara
  • Pesaro
  • Rimini
  • More

Drive 248 km, 4 hours 31 min

  • Palazzo Ducale
  • National Gallery of the Marche - Ducal Palace of Urbino
  • Gradara Castle
  • Parco Naturale Monte San Bartolo
  • Ponte Vecchio
  • More

Day 7 of your relaxed road trip across the beautiful country of Italy will take you on a self-paced journey to more than one incredible place in one day. See some of the best attractions in Italy, taste the most delectable foods and exquisite drinks, and make incredible memories as you go!

Fasten your seatbelt and make your way to your next stop. Urbino, 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 Urbino may take around 3 hours 3 min without traffic disruptions. Upon arrival in Urbino, we highly recommend checking out some of the top attractions.

Spend your afternoon discovering Palazzo Ducale, an interesting palace known for its picture-perfect features. After taking in the atmosphere, continue to Galleria Nazionale Delle Marche, a worthwhile museum that is a must-see for anyone visiting the region.

Continue your road trip and head to your next destination, Gradara. This car ride takes around 46 min.

Gradara Castle is a locally renowned castle we recommend making time to visit today. Discover its visually striking features before continuing your self-guided tour.

After soaking in Gradara’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Pesaro. Expect your car journey to take a minimum of 8 min. When you arrive in Pesaro, it's time to take a break from the road.

Savor the rest of your day by heading to Parco Naturale Monte San Bartolo, an interesting nature reserve that draws visitors from near and far.

When you’re not exploring beautiful places, you’ll have a relaxed time at Rimini. Here, you can choose from the best selection of hotels and places to stay as you get to know more about this spectacular city.

When it’s time to eat, the city has a variety of restaurants and cuisines to suit your palate and complement your relaxed road trip experience. Take a leisurely walk around Rimini, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

Make sure to reserve a table at Amarina, an iconic dining spot in Rimini. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Primo Miglio di Conti Mirco, a popular restaurant in Rimini. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Libeccio, a hidden gem nestled in Rimini. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Take a stroll around the area, head back to your accommodation for the night, or continue your evening at one of the best-rated bars in the city.

Let the evening flow smoothly from dinner to drinks at Caffè Cavour, a top-rated bar in the area. For other recommendations, Bar Ilde - Il Baretto Della Buona Piadina provides a perfect setting for rounding out your night with style and great drinks. Likewise, Bar Malatesta offers a memorable night with diverse drink options and excellent service.

Grab yourself a drink and savor every moment of your relaxed road trip experience in Italy!

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Day 8

Day 8 – Rimini - departure day

  • Rimini - Departure day
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  • Cavour Square
  • Arco di Augusto
  • More

Day 8 of your relaxed road trip in Italy is your departure day. If you have a flight to catch, you’ll drop off your rental car well in advance before your departure. Choose a late flight to enjoy a stress-free last day in Rimini.

Explore local shops for souvenirs to remember your trip or find unique gifts for loved ones.

If you'd rather pass the time visiting some attractions, this is your chance to go to places you may not have had the chance to explore yet.

One fantastic attraction you could visit on your last day in Rimini is the remarkable Piazza Cavour. This public square and popular place of interest has an average rating of 4.5 out of 5 stars from 11,447 visitors.

Unwind and look back at the past 8 days of your relaxed road trip over a bite to eat. This is your chance to enjoy one last traditional meal in Rimini or just grab something light to keep you going.

Give yourself enough time to wave goodbye to Rimini and begin your journey home. The unforgettable experiences you’ve collected along your 8-day relaxed road trip in Italy is a story you will tell for the rest of your life.

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