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 self-drive holiday in Italy. Along the way, Rimini, Viserbella, Pesaro, Gradara, Florence, and Bologna invite you to discover their unique blend of culture, scenery, and memorable experiences.

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, wander through the remarkable Cathedral Of Santa Maria Del Fiore, and soak in the atmosphere of the magnificent Piazzale Michelangelo.

Continue your journey with a visit to the iconic Piazza Della Signoria, a highlight that captures the spirit of the destination. Visit the spectacular Piazza Maggiore and Uffizi Gallery. 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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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.

When you're ready for some downtime, make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Rimini. Make yourself at home and unwind 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 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.

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 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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Day 2

Day 2

  • Rimini
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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 in Italy, you’ll start your self-paced adventure in Rimini and visit amazing attractions in Rimini and Viserbella, just outside the city. You still have 1 night left in Rimini, so today is another excellent opportunity to dine at some of the top-rated restaurants and bars in the area.

Make time for Spiaggia Libera, an up-and-coming beach that is worthwhile a visit in the city. Nearby, you’ll find Parco Federico Fellini, enchanting visitors with its instagrammable appeal. Continue your exploration at Italia In Miniatura. This amusement park is one of the city’s most locally renowned spots.

When you’re done exploring for the day, you’ll return to Rimini and your accommodation.

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.

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. Known for great service, it’s a fantastic choice for tonight in Rimini.

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 Rimini. The bars in Rimini make the perfect setting for a laid-back drink and chilled hangout with your travel companions.

If you’re not ready to end the night just yet, Hobo's offers a perfect venue to relax and savor a drink. Similarly, Sunflower City Backpacker is well-suited for those looking to unwind in a social setting. Bar Capogiro is another excellent spot to enjoy a nightcap after a delightful meal.

Grab a drink and enjoy every passing minute of this night of your relaxed road trip experience 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
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Day 3 of your self-drive tour in Italy offers a chance to experience the country’s diversity. You’ll start your day in Pesaro and end it in Florence. You’ll stay in Florence for 4 nights. Along the way, you’ll glimpse local life and explore some of the most remarkable places in Italy.

No visit to Rimini is complete without Parco Naturale Monte San Bartolo. This notable nature reserve is one of the top attractions in the city. Proceed to Gradara Castle, another must-visit attraction.

As you wander through the inviting streets of Rimini, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Il Teatro Dell'aria. This increasingly popular performing arts theater is a traveler-favorite.

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

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.

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 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.

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.

Keep the excitement of the evening going by visiting a bar or two. Manifattura is an excellent place to start. You could also check out Se·sto On Arno Rooftop Bar, offering a different kind of charm. A last recommendation for the day is Il Vinile. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Raise your glass and relax after another big day of your leisurely paced road trip 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
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Day 4 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!

Look forward to a unique sightseeing adventure at the world-famous Ponte Vecchio and allow yourself time to explore. Just a short distance away you'll find your next stop, Uffizi Gallery, a romantic art gallery that draws visitors from far and near.

Continue your journey to Piazza Della Signoria, one of the city’s most top-rated spots that you shouldn’t miss. Another great site to visit is the locally renowned Piazza Della Repubblica. When you're finished at the public square, Cathedral Of Santa Maria Del Fiore awaits your visit. This church is an inviting highlight on today's itinerary.

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.

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 delightful dinner at Ditta Artigianale, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Trattoria Da Burde? It's another excellent option with a diverse menu. Consider reserving a table at Casa Toscana as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Florence.

If you’re not yet ready to call it a night, head back out to celebrate your vacation with a drink. This is a great time to slow down, look back at your day, and raise a toast to your wonderful holiday in Italy.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Bar 50 Rosso, known for its inviting atmosphere. Bitter Bar is another great option if you’re looking for a place to get the night started. Similarly, Archea Brewery provides a great setting to enjoy the night away.

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
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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.

One of the most astonishing attractions included on the itinerary is Piazzale Michelangelo. This history-steeped observation deck will help you start your sightseeing on top. Then, take a leisurely stroll to Basilica Of Santa Croce In Florence and learn what makes this heritage-rich church unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the captivating Pitti Palace. After exploring the palace, head to The Boboli Gardens. This notable botanical garden is a highlight in Florence.

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.

Make sure to reserve a table at Ristorante Buca Mario, 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 Agricola Toscana, 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 Eataly Firenze, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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

Following your dinner, dive into the local bar culture at Gosh*. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Antico Caffè Del Moro - Art Bar Firenze, the perfect place for those looking to experience the best of the nightlife. Similarly, Quelo Bar provides excellent drinks and a great atmosphere, ensuring a memorable night out.

Grab a drink and enjoy every passing minute of this night of your relaxed road trip experience 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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On day 6 of your leisurely self-drive tour across Italy, you’ll go deep into Florence, where you'll stay for 1 night, 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!

Parco Delle Cascine leaves a lasting impression. This park is one of the most locally renowned places to visit in Florence. Next, head to Basilica Di Santa Maria Novella, Firenze (fi), a notable church, known for its history-steeped 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 Central Market. This visually striking food market is a highly recommended experience. Nearby, you'll also find Galleria Dell'accademia and David. Visit these for an interesting touch to your journey.

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.

Dine in style at Tijuana, a top recommendation for dinner tonight. Or, for a change of pace, Djària - American Bar boasts a menu that's sure to impress. Also, be sure to check out The Florence Irish Pub. Known as a local hotspot, it’s a great choice for tonight in Florence.

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.

Raise your glass and relax after another big day of your leisurely paced road trip 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
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Day 7 of your relaxed road trip in 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!

Experience Palazzo Re Enzo, a curiosity-inducing palace in the city. Then, head to Fountain Of Neptune, Bologna and soak in the ambiance of this respected monument.

There are many interesting places to see in Florence, and when you are ready for more, go to Piazza Maggiore. This is one of the city’s most widely recognized enchanting spots of interest. After exploring the public square, visit the captivating Two Towers. Not far away, you'll also find Piazza Santo Stefano. This public square is a visually striking highlight in Florence.

Continue your laid-back road trip in Italy as you make your way to Rimini. Here, you’ll find top hotels and accommodations in the city, perfect for relaxing and recharging.

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.

Enjoy a delicious meal 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.

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.

Cap off your dinner by heading to Caffè Cavour, ideal for a leisurely evening with a drink in hand. Bar Ilde - Il Baretto Della Buona Piadina is another bar that offers an enjoyable setting. Similarly, Bar Malatesta is also a popular place to go on a night out, perfect for relaxing and socializing.

Raise your glass to celebrate another day of your laid-back and relaxed road trip experience 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’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 shopping spree in Rimini, we recommend the lively Rimini Factory Outlet. Here, you'll find a range of shops you can browse for some souvenir shopping.

If you're up for some more sightseeing, begin at Piazza Cavour. This popular public square is a hotspot among locals.

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.

If you're in the mood for something new, try Amerigo, another premier location with a delectable 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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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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Your trip is protected, personalized, and priced right. No surprises, no stress.

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