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

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Photo of Aerial view on Rimini. Italian cityscape from above. Lighthouse on water sea canal. Rimini city. Summer vacation.
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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, Pesaro, Gradara, Florence, and Bologna. 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. With this travel plan, you could also soak in the atmosphere of the memorable Piazza Della Signoria. Get close to the spectacular Piazza Maggiore and the wonderful Uffizi Gallery. 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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Driver’s age is 30 - 65
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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Arco di Augusto
Spiaggia liberaParco Federico FelliniItalia in miniatura
Parco Naturale Monte San BartoloGradara CastleIl Teatro dell'Aria
Ponte VecchioUffizi Gallerypiazza della SignoriaPiazza della RepubblicaCathedral of Santa Maria del Fiore
piazzale MichelangeloBasilica of Santa Croce in FlorencePalazzo PittiThe Boboli GardensOltrarno
Parco delle CascineBasilica of Santa Maria NovellaCentral MarketGalleria dell'AccademiaDavid
Palazzo Re EnzoFountain of Neptune, BolognaPiazza MaggioreTwo TowersPiazza Santo Stefano
Cavour Square

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Day 1

Day 1

  • 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 just taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

Find your way to your hotel in Rimini. We recommend choosing a hotel in a central location for easy exploring. Check-in typically starts between 2 and 4 PM at hotels in Italy. Settle in and make plans for the evening.

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 Rimini, it's often a good idea to reserve a table in advance.

Enjoy a lovely meal at Giusti, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Bar Lento is another top choice with a popular menu. You could also check for a table at Amorimini. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Rimini tonight.

After dinner, it’s time to fall in love with the amazing nightlife in Rimini and unwind at some of the best bars in the city.

Keep the evening going at Sunflower Beach Backpacker Hostels & Bar, a great choice for enjoying the after-dinner hours with a drink. You could also go to Caffè Il Borgo, which offers a similarly pleasant setting and great drinks. Another option is Primo Bacio Città Lounge Bar, which provides an inviting environment for unwinding after a busy day out.

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
  • More

Drive 18 km, 49 min

  • Spiaggia libera
  • Parco Federico Fellini
  • Italia in miniatura
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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.

A blend of fun adventures, romantic experiences, and natural wonders await you in Rimini on today’s itinerary. First up is the often recommended beach, Spiaggia Libera. Afterward, continue to Parco Federico Fellini, a park every traveler should visit.

As you explore Rimini’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Italia In Miniatura. This notable amusement park is an essential stop.

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

Exploring new places makes you hungry. Luckily, Rimini has multiple restaurants that offer fantastic dining experiences to continue your laid-back and stress-free discovery of the city.

Discover the culinary delights of Rimini by securing a reservation at Osteria de Börg. Esteemed for its a Bib Gourmand award, this restaurant offers a remarkable selection of from romagna and traditional cuisine. For an alternative dining experience, try Guido, renowned for its delicious seafood and modern dishes. This esteemed 1-star Michelin-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to Abocar Due Cucine, a highly recommended local eatery celebrated for its mouthwatering creative and international menu. With its 1-star Michelin recognition, it offers an unforgettable dining adventure.

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.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Hobo's, known for its inviting atmosphere. Sunflower City Backpacker is another great option if you’re looking for a place to get the night started. Similarly, Bar Capogiro provides a great setting to enjoy the night away.

Raise your glass and relax after another big day of your leisurely paced road trip in Italy!

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Day 3

Day 3

  • Rimini
  • Florence
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Drive 291 km, 3 hours 32 min

  • Parco Naturale Monte San Bartolo
  • Gradara Castle
  • Il Teatro dell'Aria
  • More

On day 3 of your laid-back and relaxed road trip adventure, you’ll have the chance to visit more than one remarkable area in Italy. Since this self-drive tour offers freedom and flexibility, you can decide how much time you want to spend in each place to enjoy the memorable travel destinations in Italy.

Savor the day by visiting some of the best places to see in Rimini, including a nature reserve, a castle, and a performing arts theater. Start your adventure at Parco Naturale Monte San Bartolo. This interesting nature reserve is a must-visit for travelers looking for a unique holiday experience. Make your way to Gradara Castle located in Rimini for another exciting encounter.

Next, immerse yourself in the setting of Il Teatro Dell'aria. Its instagrammable features will captivate you.

You’ll be staying at the incredible city of Florence in this laid-back road trip in Italy. You'll stay here for 4 nights.

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.

Experience a taste of local culinary excellence while in Florence by securing a table at Enoteca Pinchiorri. An esteemed 3-star Michelin restaurant, it features an exceptional italian contemporary menu. For an alternative taste experience, visit Santa Elisabetta, famous for its scrumptious creative and mediterranean dishes. This 2-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Gucci Osteria da Massimo Bottura, a local favorite celebrated for its exquisite italian contemporary and international cuisine in Florence. Located in the heart of the city, this 1-star Michelin restaurant is an ideal pick for italian contemporary and international cuisine lovers seeking top-notch culinary experiences.

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.

Explore the vibrant nightlife at Manifattura after your meal, a hub for lively evenings and memorable moments. Or, head to Se·sto On Arno Rooftop Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Il Vinile is perfect for those looking to extend their night with a touch of local flavor.

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

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Day 4

Day 4

  • Florence
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Drive 1 km, 25 min

  • Ponte Vecchio
  • Uffizi Gallery
  • piazza della Signoria
  • Piazza della Repubblica
  • Cathedral of Santa Maria del Fiore
  • 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!

Discover a day packed with family-friendly attractions, romantic experiences, and scenic views in Florence. Begin your sightseeing with Ponte Vecchio. This wondrous historical landmark is one of the top attractions in the city. Proceed to Uffizi Gallery, another must-visit attraction.

As you wander through the inviting streets of Florence, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Piazza Della Signoria. This astonishing public square is a traveler-favorite. Not far away, you’ll find Piazza Della Repubblica, another key site on your sightseeing itinerary. Cathedral Of Santa Maria Del Fiore is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers.

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.

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 a delicious dinner at Ditta Artigianale, an excellent option for tonight's dining. Looking for something different? Trattoria Da Burde offers a tantalizing alternative with its diverse menu. And don’t miss Casa Toscana. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.

After dinner, you can choose between heading back to your hotel to recharge, taking a leisurely stroll, or going out to a bar for a relaxed drink in great company.

Keep the excitement of the evening going by visiting a bar or two. Bar 50 Rosso is an excellent place to start. You could also check out Bitter Bar, offering a different kind of charm. A last recommendation for the day is Archea Brewery. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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 5

Day 5

  • Florence
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Drive 13 km, 1 hour 44 min

  • piazzale Michelangelo
  • Basilica of Santa Croce in Florence
  • Palazzo Pitti
  • The Boboli Gardens
  • Oltrarno
  • More

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

At the top of the list of things to do today is to explore Oltrarno, a neighborhood that captures the true essence of Florence. Take your time to uncover its best sides and enjoy its proximity to many of the area’s best attractions.

Get ready for an exciting day in Florence. Today’s sightseeing agenda includes an observation deck, a church, a palace, a botanical garden and much more! Begin your adventure at Piazzale Michelangelo. This is an astonishing observation deck you should not miss. Another must-see is Basilica Of Santa Croce In Florence, a captivating church in Florence.

When you’re ready for the next sight, head to Pitti Palace. From there, take a leisurely stroll to The Boboli Gardens, another of the city’s notable attractions.

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.

Exploring new places makes you hungry. Luckily, Florence has multiple restaurants that offer fantastic dining experiences to continue your laid-back and stress-free discovery of the city.

Enjoy a delicious meal at Ristorante Buca Mario, a highly-rated dining destination in Florence. If you're eager to try something different, consider Agricola Toscana, another top spot with a tantalizing menu. You might also want to secure a reservation at Eataly Firenze. 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.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Gosh*, a well-loved spot among locals and tourists. Or, head to Antico Caffè Del Moro - Art Bar Firenze. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Quelo Bar, another top-rated place in the area.

Soak in the unique atmosphere of Florence as you commemorate this day of your relaxed road trip through Italy with a toast. Cheers to a memorable leisurely self-drive holiday in Italy!

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Day 6

Day 6

  • Florence
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Drive 11 km, 1 hour 1 min

  • Parco delle Cascine
  • Basilica of Santa Maria Novella
  • Central Market
  • Galleria dell'Accademia
  • David
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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!

Enjoy the perfect balance of relaxation and exploration in Florence today. One of the most popular attractions included on the itinerary is Parco Delle Cascine. This serene park will help you start your sightseeing on top. Then, take a leisurely stroll to Basilica Di Santa Maria Novella, Firenze (fi) and learn what makes this majestic church unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the interesting Central Market. After exploring the food market, head to Galleria Dell'accademia. This interesting art gallery is a highlight in Florence.

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!

Exploring the food culture in Florence offers you an exciting chance to connect with locals and experience diversity along your relaxed road trip. When you’re ready to eat, we recommend you visit one of the best dining spots in the city.

Make sure to reserve a table at Tijuana, 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 Djària - American Bar, 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 The Florence Irish Pub, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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.

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

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Day 7

Day 7

  • Florence
  • Rimini
  • More

Drive 221 km, 3 hours 3 min

  • Palazzo Re Enzo
  • Fountain of Neptune, Bologna
  • Piazza Maggiore
  • Two Towers
  • Piazza Santo Stefano
  • More

Day 7 of your leisurely self-drive tour in Italy is another opportunity for an in-depth travel experience in the country. You’ll stay in Rimini for 1 night.

Get ready for a day filled with fun adventures, scenic views, and picturesque spots in the charming city of Florence. Your adventure starts at Palazzo Re Enzo, an intriguing local hot spot. Another notable attraction to explore is Fountain Of Neptune, Bologna. This up-and-coming monument is known for its gorgeous appeal.

After soaking in the highlights of these sights, take some time to wander Florence's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Piazza Maggiore. This romantic public square offers a fascinating experience that many visitors find memorable. Two Towers is also worth visiting, along with Piazza Santo Stefano. These standout landmarks offer unique experiences that add to the day’s enjoyment.

After a day of exploration, relax at one of the top hotels or accommodations in Rimini. Staying in the city enhances your laid-back road trip experience in Italy by offering a comfortable and welcoming environment to recharge in this charming destination.

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.

Don’t miss out on dining at Amarina, a top-rated dining destination in Rimini. If you're in the mood to try something new, consider Primo Miglio di Conti Mirco, another top spot with a mouthwatering menu. You might also want to secure a reservation at Libeccio. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rimini this evening.

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.

After savoring a delicious meal, step into the vibrant nightlife at Caffè Cavour, where the evening is just getting started. In the same way, Bar Ilde - Il Baretto Della Buona Piadina offers a unique charm perfect for experiencing the local bar scene in Rimini. Bar Malatesta is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

Soak in the unique atmosphere of Rimini as you commemorate this day of your relaxed road trip through Italy with a toast. Cheers to a memorable leisurely self-drive holiday in Italy!

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Day 8

Day 8

  • Rimini - Departure day
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  • Cavour Square
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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.

As your final day in Italy unfolds, enjoy a last-minute shopping spree in Rimini's best shopping area, Rimini Factory Outlet. Enjoy finding the perfect gift or keepsake to remind you of your wonderful trip to Italy.

If you're up for some more sightseeing, begin at Piazza Cavour. This well-known public square is a popular place to see in the city.

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.

If you're in the mood to try something new, consider Amerigo, another top spot with a mouthwatering menu.

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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