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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Set out on this 8-day relaxed road trip in Italy, where Rimini, Viserbella, Pesaro, Gradara, Florence, and Bologna offer rich culture, beautiful views, and memorable experiences at every stop!

Travel freely with this relaxed self-drive package in Italy, designed for comfort and exploration. Spend 3 nights in Rimini and 4 nights in Florence, staying at top-rated hotels near the heart of each city. Between drives, indulge in local cuisine, sip refreshing drinks, and enjoy the vibrant atmosphere at popular restaurants and bars along your road trip route in Italy.

Your journey starts in Rimini, where your rental car with CDW insurance will be ready for pickup. Choose a vehicle that suits your style, then set off on your 8-day relaxed road trip in Italy to explore its rich culture, fascinating history, and stunning landscapes.

Every stop on this leisurely self-drive holiday comes with handpicked accommodations that make relaxation effortless. Choose from elegant 5-star hotels with breathtaking views or comfortable 3-star stays that offer excellent value, all providing a welcoming retreat after a day on the road.

With your self-drive itinerary in Italy already planned, you’ll enjoy the country’s most celebrated sights without the rush. Marvel at the stunning Ponte Vecchio and soak in the atmosphere of the magnificent Piazzale Michelangelo.

Enjoy each stop as you explore the history, architecture, and character of each destination on this Italy road trip itinerary for 8 days.

As you travel between destinations, you’ll have plenty of time to explore local markets and boutique shops. These stops give you the chance to find unique souvenirs, taste regional specialties, and experience everyday life in Italy.

If you want to make your 8-day relaxed self-drive tour in Italy even more memorable, add optional tours or activities. Join a guided excursion, discover hidden neighborhoods, or spend an afternoon in your favorite market. Each choice deepens your connection to the places you visit.

Alongside these experiences, your laid-back self-drive package in Italy includes 7 nights in comfortable hotels, a rental car for 8 days, and convenient access to nearby dining options. You can also add flights and entry tickets to shape the trip exactly how you want it. With 24/7 travel support and a mobile app keeping your itinerary and documents organized, you can enjoy a relaxed drive and savor every mile of the road ahead.

Turn your travel plans into reality. Book your 8-day relaxed self-drive road trip in Italy today and enjoy a journey filled with discovery, freedom, and unforgettable moments!

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Driver’s age is 30 - 65
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Pick-up: 10:00
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Day1

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. Taking a stroll in the city center is a great alternative. 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 central location for easy access to key areas in the city.

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.

Savor the flavors at Giusti, a top pick for dinner tonight. Alternatively, Bar Lento beckons with its unique menu offerings. Also, consider Amorimini. With its consistent customer satisfaction, it’s an excellent option for dining in Rimini tonight.

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.

To truly maximize your evening out, consider visiting Sunflower Beach Backpacker Hostels & Bar after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Caffè Il Borgo, another bar with an inviting ambiance. Similarly, Primo Bacio Città Lounge Bar also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

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Day2

Day 2

  • Rimini
  • Viserbella
  • More

Drive 18 km, 49 min

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

Rimini is brimming with adventures.

Make a stop at Spiaggia Libera. This often recommended beach is a must-visit for travelers looking for a unique holiday experience. Make your way to Parco Federico Fellini located in Rimini for another exciting encounter.

Set your GPS to Viserbella and hit the road. Expect a journey of approximately 15 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Viserbella beckons with new experiences!

Set out on a self-guided sightseeing tour at Italia In Miniatura and explore the eye-catching features.

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

Exploring the food culture in Rimini 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.

Have a memorable dining experience in Rimini by booking a table at Osteria de Börg, a Bib Gourmand restaurant presenting an exceptional from romagna and traditional menu. For a different culinary experience in Rimini, Guido shines as one of the top destinations, known for its delicious seafood and modern cuisine. This 1-star Michelin-awardee consistently earns high praises, making it a must-visit addition to your holiday experience. If you're looking for an alternative, Abocar Due Cucine is known as a top local spot in Rimini for its delicious creative and international cuisine. This 1-star Michelin awardee is a highly recommended choice for an unforgettable meal.

Before calling it a day, visit one of the best bars in Rimini. There, you can look back on the highlights of today’s pleasant and invigorating travel experiences, have friendly conversations with locals, and unwind.

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

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Day3

Day 3

  • Rimini
  • Pesaro
  • Gradara
  • Florence
  • More

Drive 291 km, 3 hours 32 min

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

Day 3 of your easy, relaxed road trip through Italy lets you travel at your own pace and visit multiple places in a single day. Begin by exploring the best sights in Pesaro. By evening, drive toward the Florence, where you’ll stay at a top-rated hotel of your choice for 4 nights.

Continue your road trip and head to your next destination, Pesaro. This car ride takes around 32 min.

Our first attraction recommendation in Pesaro is Parco Naturale Monte San Bartolo, a popular nature reserve that draws attention for its serene features.

It’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Gradara may take around 8 min. Upon your arrival in Gradara, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Spend your afternoon discovering Gradara Castle, a captivating castle known for its majestic features. Next, continue your sightseeing at Il Teatro Dell'aria, a locally appreciated performing arts theater.

In Florence, you’ll find plenty of places to unwind after a day on the road. Our top recommendations go perfectly with your laid-back road trip in Italy.

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.

Set out on a gastronomic journey in Florence by reserving a table at Enoteca Pinchiorri. Renowned for its 3-star Michelin recognition, this restaurant presents an outstanding menu of italian contemporary cuisine. For a different taste, head over to Santa Elisabetta, renowned for its delectable creative and mediterranean dishes. This distinguished 2-star Michelin-recipient is a favorite among guests, making it a worthy addition to your holiday plans. Craving more culinary excitement? Explore Gucci Osteria da Massimo Bottura, a highly rated local gem known for its exquisite italian contemporary and international menu. With a 1-star Michelin acclaim, it promises a dining experience you won't want to miss.

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, Manifattura offers a perfect venue to relax and savor a drink. Similarly, Se·sto On Arno Rooftop Bar is well-suited for those looking to unwind in a social setting. Il Vinile is another excellent spot to enjoy a nightcap after a delightful meal.

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

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Day4

Day 4

  • Florence
  • More

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!

Make time for Ponte Vecchio, a wondrous historical landmark that is worthwhile a visit in the city. Nearby, you’ll find Uffizi Gallery, enchanting visitors with its standout appeal. Continue your exploration at Piazza Della Signoria. This public square is one of the city’s most famous 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 Piazza Della Repubblica. After exploring the public square, head to the widely recognized Cathedral Of Santa Maria Del Fiore.

Italy makes the perfect setting for a calming but fun road trip experience. Aside from amazing sights, Italy also offers plenty of tours to enhance your relaxed road trip experience.

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.

Have a fantastic dining experience at Ditta Artigianale, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Trattoria Da Burde offers an enticing alternative with its varied menu. Additionally, Casa Toscana is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.

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.

Round off your dining experience by visiting Bar 50 Rosso, a prime location for a drink. Alternatively, explore the distinctive characteristics of Bitter Bar, a bar catering to every mood and preference. Archea Brewery likewise offers a unique atmosphere, perfect for a memorable night out.

Savor the rest of the night and celebrate another incredible, relaxed road trip adventure in the magical Florence!

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Day5

Day 5

  • Florence
  • More

Drive 13 km, 1 hour 44 min

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

Day 5 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!

Florence is brimming with adventures. Oltrarno is a neighborhood that stands out as one of the must-see places in Florence. Take a moment to explore its distinct atmosphere, and don’t miss the popular sightseeing spots just a short walk away.

Piazzale Michelangelo is perfect for a self-paced visit during the day. This enchanting observation deck is sure to impress. Next on your list is Basilica Of Santa Croce In Florence, another must-visit landmark and captivating church renowned for its culturally significant features.

While exploring and sightseeing, take time to savor the culture of Florence by sampling some local delicacies. When you’re ready for more sightseeing, head to Pitti Palace. This enchanting palace is an essential place to visit for anyone looking for the full Florence experience. We also recommend visiting The Boboli Gardens, a popular botanical garden.

Gain a one-of-a-kind experience on your unhurried and relaxed road trip across Italy by joining a traveler-approved tour in Rimini. There are so many fun and eye-opening activities to try out in Rimini 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 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 lovely dining experience at Ristorante Buca Mario, a popular restaurant in Florence. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Florence at Agricola Toscana, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated Eataly Firenze. It’s yet another ideal choice to enhance your time in Florence tonight.

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

Keep the evening going at Gosh*, a great choice for enjoying the after-dinner hours with a drink. You could also go to Antico Caffè Del Moro - Art Bar Firenze, which offers a similarly pleasant setting and great drinks. Another option is Quelo Bar, which provides an inviting environment for unwinding after a busy day out.

Raise your glass to celebrate another day of your laid-back and relaxed road trip experience in Italy!

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Day6

Day 6

  • Florence
  • More

Drive 11 km, 1 hour 1 min

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

Day 6 introduces you to many popular attractions and activities in Florence, further proving that leisurely self-drive tours in Italy are extraordinary.

No visit to Florence is complete without Parco Delle Cascine. This captivating park is one of the top attractions in the city. Proceed to Basilica Di Santa Maria Novella, Firenze (fi), 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 Central Market. This popular food market is a traveler-favorite. Not far away, you’ll find Galleria Dell'accademia, another key site on your sightseeing itinerary. David 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.

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

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.

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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Day7

Day 7

  • Florence
  • Bologna
  • 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 self-drive tour in Italy offers a chance to experience the country’s diversity. You’ll start your day in Bologna and end it in Rimini. You’ll stay in Rimini for 1 night. Along the way, you’ll glimpse local life and explore some of the most remarkable places in Italy.

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 28 min.

Set out on a self-guided sightseeing tour at Palazzo Re Enzo and explore the history-steeped features. Next, make your way to Fountain Of Neptune, Bologna, another highlight in Bologna. When you’re done exploring the monument, continue to Piazza Maggiore, a visually striking public square.

Nearby, you will also find Two Towers. This captivating monument is a top place to see in the area. Lastly, head to Piazza Santo Stefano, an inviting public square that is perfect for some final exploring in the city.

When you’re not exploring beautiful places, you can relax in Rimini. Here, you can choose from the best hotels and other accommodations as you get to know more about the culture in the city.

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.

Enjoy a lovely dining experience at Amarina, a popular restaurant in Rimini. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Rimini at Primo Miglio di Conti Mirco, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated Libeccio. It’s yet another ideal choice to enhance your time in Rimini tonight.

Hang out and unwind at some of the top bars in Rimini.

After your meal, keep the night alive at a bar like Caffè Cavour, known for its lively atmosphere. Bar Ilde - Il Baretto Della Buona Piadina is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Bar Malatesta offers an excellent atmosphere for those looking to amp up the evening.

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

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Day8

Day 8

  • Rimini - Departure day
  • More
  • Cavour Square
  • More

Day 8 of your relaxed road trip in Italy is your departure day. If you’re flying home, return your rental car with time to spare. For a stress-free farewell, book a later flight and enjoy a final, relaxed day in Rimini.

For a last-minute shopping spree in Rimini, Rimini Centro is nearby. Enjoy a variety of retail stores, dining options, and essential services in one convenient location. Browse through boutiques to find unique and stylish fashion pieces to take home.

If you're up for some more sightseeing, we recommend visiting Piazza Cavour, a romantic public square before you head out.

Over a good meal, take a moment to unwind and reflect on the past 8 days of your relaxed road trip. Savor one last traditional dish in Rimini, or keep it light with a quick bite before you go.

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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Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.
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Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.
Secure your spot
Confirm your package instantly and lock in the best rate with secure payment and guaranteed availability.
Get instant confirmation
Shortly after booking, you’ll receive your full itinerary, including schedules, locations, and everything you need for a stress-free trip.
Personalize your itinerary
Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.
Easily make changes
Need to update plans? No problem. Whether before your trip or mid-journey, we’re just seconds away to help with quick adjustments.
Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.

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