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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 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
Drop-off: 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. 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.

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.

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.

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
  • More

Drive 18 km, 49 min

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

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.

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.

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.

Cherish every minute of your relaxed road trip vacation across Italy.

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Day 3

Day 3

  • Rimini
  • 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 leisurely self-drive tour in Italy offers another chance for an in-depth travel experience. You’ll stay in Florence for 4 nights.

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.

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.

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

Toast to another unforgettable and relaxing road trip adventure in Italy!

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Day 4

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

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.

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

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Day 5

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

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.

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.

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

Look back at an amazing day filled with adventure in Italy. And don’t forget to get some rest so you can continue your relaxed holiday in Italy tomorrow with new energy.

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Day 6

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

Another way to make your easygoing and relaxed road trip in Italy more special is by joining unique tours and activities.

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.

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

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
  • Rimini
  • More

Drive 221 km, 3 hours 3 min

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

On day 7 of your laid-back road trip adventure in Italy, you can visit several remarkable places. With the freedom and flexibility of a self-drive tour, you decide how much time to spend in each, making the most of these memorable destinations.

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.

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.

A visit to a top-rated local bar is one of the most refreshing ways to cap off a beautiful night in Rimini.

Raise your glass and relax after another big day of your leisurely paced road trip 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.

Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing vacation. You can also browse through boutiques for stylish fashion choices.

Over a good meal, take a moment to unwind and reflect on the past 8 days of your relaxed road trip.

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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How it works

Book your journey with Europe’s biggest travel platform—expert itineraries, instant confirmation, and full flexibility with 24/7 support.

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.
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.

We guarantee

Your trip is protected, personalized, and priced right. No surprises, no stress.

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