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

1 / 53
Photo of Panoramic summer view from flying drone of Libera Rimini public beach. Captivating evening scene of Italy, Europe. Colorful sunset on Adriatic coast. Vacation concept background.
Photo of Aerial view on Rimini. Italian cityscape from above. Lighthouse on water sea canal. Rimini city. Summer vacation.
One-Week Relaxed Italy Self-Drive Road Trip With Itinerary from Rimini to Florence
One-Week Relaxed Italy Self-Drive Road Trip With Itinerary from Rimini to Florence
One-Week Relaxed Italy Self-Drive Road Trip With Itinerary from Rimini to Florence
One-Week Relaxed Italy Self-Drive Road Trip With Itinerary from Rimini to Florence
One-Week Relaxed Italy Self-Drive Road Trip With Itinerary from Rimini to Florence
Perfect travel plans
Everything included
Fully customizable

Description

Included

Flights
Select dates
Hotel
Select dates
Car rental
Select dates
Tours & tickets
Select dates
Travel plan
From A to Z
Travel agent
24/7 fast service

Description

Embark on this 8-day relaxed road trip in Italy, as Rimini, Viserbella, Pesaro, Gradara, Florence, and Bologna welcome you with stunning sights, fun activities, and the freedom of a laid-back self-drive holiday!

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!

Read more

Travel details

Set your travel details to find the best price

Flights

Round trip
Round trip
Travel dates

Travelers

Rooms

Flights

Compare and choose from the best flights to Rimini

Car

Choose from the best car rental deals or see all options

Driver’s age is 30 - 65
I live in
Pick-up: 10:00
Drop-off: 10:00

Personalize your itinerary

Customize tours under each day and destination

Day1

Day 1

  • Rimini - Arrival day
  • More
  • Arco di Augusto
  • More

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.

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 delicious meal at Giusti, a top-rated dining destination in Rimini. If you're in the mood to try something new, consider Bar Lento, another top spot with a mouthwatering menu. You might also want to secure a reservation at Amorimini. 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.

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.

Read more
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 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.

Spiaggia Libera is must-visit beach and a great option for a daytime tour of the area. Continue your journey to Parco Federico Fellini, a notable park, located just a leisurely stroll away.

After soaking in Rimini’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Viserbella. Expect your car journey to take a minimum of 15 min. When you arrive in Viserbella, it's time to take a break from the road.

Italia In Miniatura is a well-known amusement park we recommend visiting today. Discover its breathtaking features before continuing your self-guided tour.

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

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.

Dive into a culinary adventure like no other in Rimini by booking a table at Osteria de Börg. This popular restaurant holds a Bib Gourmand award and offers an exceptional menu of from romagna and traditional cuisine. For another dining option, venture to Guido, celebrated for its delectable seafood and modern menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Abocar Due Cucine, a top local restaurant known for its tantalizing creative and international menu. With a 1-star Michelin recognition, it promises an exceptional dining experience not to be missed.

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

Following your dinner, dive into the local bar culture at Hobo's. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Sunflower City Backpacker, the perfect place for those looking to experience the best of the nightlife. Similarly, Bar Capogiro 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!

Read more
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

On day 3 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.

When you’ve had your share of Rimini, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Pesaro. Your travel time is around 32 min.

For a more meaningful self-guided tour of the city's best attractions, visit Parco Naturale Monte San Bartolo, a locally renowned nature reserve that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey.

Continue your road trip and head to your next destination, Gradara. This car ride takes around 8 min.

Our first attraction recommendation in Gradara is Gradara Castle, a well-known castle that draws attention for its romantic features. Spend some time soaking in the atmosphere before continuing to Il Teatro Dell'aria, an enchanting performing arts theater that stands out in the city.

You'll be staying in Florence on this laid-back road trip through Italy. You'll stay here for 4 nights.

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.

Discover the culinary delights of Florence by securing a reservation at Enoteca Pinchiorri. Esteemed for its 3-star Guide Michelin recognition, this restaurant offers a remarkable selection of italian contemporary cuisine. For an alternative dining experience, try Santa Elisabetta, renowned for its delicious creative and mediterranean dishes. This esteemed 2-star Michelin-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to Gucci Osteria da Massimo Bottura, a highly recommended local eatery celebrated for its mouthwatering italian contemporary and international menu. With its 1-star Michelin recognition, it offers an unforgettable dining adventure.

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

After enjoying a fulfilling meal, continue your evening at Manifattura, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Se·sto On Arno Rooftop Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Il Vinile provides an excellent environment for a relaxed and enjoyable evening.

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.

Read more
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 a stop at Ponte Vecchio. This world-famous historical landmark is a must-visit for travelers looking for a unique holiday experience. Make your way to Uffizi Gallery located in Florence for another exciting encounter.

Next, immerse yourself in the setting of Piazza Della Signoria. Its masterful features will captivate you. After the public square, continue your tour of the city with a visit to Piazza Della Repubblica. Visitors usually appreciate the romantic features of this public square. Next up is Cathedral Of Santa Maria Del Fiore, a highly recommended church.

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 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.

Enjoy a lovely dining experience at Ditta Artigianale, 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 Trattoria Da Burde, 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 Casa Toscana. It’s yet another ideal choice to enhance your time in Florence tonight.

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.

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!

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

Oltrarno is one of the highlights of today. Take your time exploring this iconic neighborhood in Florence, which offers a perfect blend of history and culture. Plus, it's close to many must-see landmarks in the city.

Whatever your travel style is, Piazzale Michelangelo is an essential stop in Florence. This widely recognized observation deck provides an insightful glimpse into the city's identity. Next, discover Basilica Of Santa Croce In Florence, a heritage-rich church, promising a delightful encounter.

Continue your sightseeing with a visit to Pitti Palace, a captivating palace. When you’re done, don’t forget to make a stop at the locally renowned The Boboli Gardens.

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.

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 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.

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 enjoying a fulfilling meal, continue your evening at Gosh*, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Antico Caffè Del Moro - Art Bar Firenze offers a welcoming atmosphere for easing into the nightlife. Similarly, Quelo Bar provides an excellent environment for a relaxed and enjoyable evening.

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

Read more
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 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!

Catch Parco Delle Cascine before the crowds roll in. This mesmerizing park is sure to ignite your curiosity. Next, dive into the inviting features of Basilica Di Santa Maria Novella, Firenze (fi), a must-visit church in the city.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Central Market, a locally renowned food market. For a change of scene, check out Galleria Dell'accademia, known for its instagrammable features. We also recommend visiting David. This statue is a must for anyone looking to experience the city to the fullest.

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.

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.

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

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

Read more
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 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 Bologna. By evening, drive toward the Rimini, where you’ll stay at a top-rated hotel of your choice for 1 night.

Bologna’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Florence behind. This drive usually takes around 1 hour 28 min. Bologna welcomes you with a multitude of unique vacation experiences.

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to Palazzo Re Enzo, an underrated palace that everyone visiting Bologna should see. Next, head to Fountain Of Neptune, Bologna. This photogenic monument is one of the most intriguing attractions in the region.

If you're keen to see more, don’t miss out on Piazza Maggiore, a culturally significant public square popular among locals as well as travelers. Two Towers is an excellent attraction to visit next. Spend some time learning more about this notable monument before you continue your journey. Lastly, visit Piazza Santo Stefano, an inviting public square and a top attraction in the city.

After a day of exploration, relax at one of the top hotels or accommodations in Rimini. Staying in the city gives you a comfortable, welcoming place to recharge during your laid-back road trip in Italy.

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.

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

After your delicious meal, get a taste of the vibrant nightlife with a visit to Caffè Cavour, known for its inviting atmosphere. Bar Ilde - Il Baretto Della Buona Piadina is another great option if you’re looking for a place to get the night started. Similarly, Bar Malatesta provides a great setting to enjoy the night away.

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

Read more
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.

Take advantage of your accommodation's proximity to Rimini’s shopping district for some last-minute bargain hunting. Explore local shops for souvenirs to remember your trip or find unique gifts for loved ones. Discover boutiques offering an array of stylish fashion choices.

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.

Savor the flavors at Ristorante Laura "Darsena Rimini", a top pick for dinner tonight. Alternatively, Amerigo beckons with its unique menu offerings.

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.

Read more

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.

Similar travel packages

Discover other popular vacations in Italy

Link to appstore phone
Install Europe’s biggest travel app

Download Europe’s biggest travel marketplace to your phone to manage your entire trip in one place

Scan this QR code with your phone camera and press the link that appears to add Europe’s biggest travel marketplace into your pocket. Enter your phone number or email address to receive an SMS or email with the download link.