6-Day Italy Self-Drive Road Trip With Itinerary from Rimini to Florence

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6-Day Italy Self-Drive Road Trip With Itinerary from Rimini to Florence
6-Day Italy Self-Drive Road Trip With Itinerary from Rimini to Florence
6-Day Italy Self-Drive Road Trip With Itinerary from Rimini to Florence
6-Day Italy Self-Drive Road Trip With Itinerary from Rimini to Florence
6-Day Italy Self-Drive Road Trip With Itinerary from Rimini to Florence
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Explore the best of Italy on a remarkable 6-day road trip! Combine exploration with relaxation on a self-drive tour featuring Rimini, Florence, Pisa, Lucca, Siena, San Gimignano, Bologna, and City of San Marino.

This perfectly planned road trip itinerary takes you through some of the best places to see in Italy. You will spend 2 nights in Rimini and 3 nights in Florence. Anticipate well-spent days sightseeing, eating delicious food, and experiencing the highlights of each destination!

With this travel package, you can choose from an extensive selection of accommodations along your road trip route in Italy. We have handpicked the best hotels and places to stay across the country, including options for each budget. Whether you are in the mood for luxurious 5-star hotels or budget-friendly bed and breakfasts, we have you covered.

Upon arriving in Rimini, the rental vehicle of your choice will be ready for collection. From there, the road trip can begin! Experience the ultimate freedom and uncover Italy on your own terms.

An expertly curated travel plan makes sure you don’t miss out on any of the best things to see and do on your road trip in Italy. Ponte Vecchio and Leaning Tower Of Pisa are just a couple of the bucket-list attractions that await your discovery.

As you hit the open road and drive through Rimini, Florence, Pisa, Lucca, Siena, San Gimignano, Bologna, and City of San Marino, you will also enjoy plenty of opportunities to uncover hidden gems and experience the authentic charm of Italy. Whether you are exploring enchanting towns and villages, discovering scenic routes, or indulging in local cuisine, there is always something new and exciting to experience in Italy.

Throughout your road trip in Italy, take breaks from sightseeing to explore your favorite destinations' top shopping streets and markets. Discover unique souvenirs that will forever remind you of your self-drive adventure in Italy.

This package offers an all-in-one solution for your trip planning - choose flights, a rental car, accommodations, attractions, and tours that suit your needs and desires. You can customize each day of your road trip itinerary with flexible trip planning before and after booking.

The best services in Italy fill up quickly, so book your spot early. Select a date and start planning your road trip in Italy today!

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Driver’s age is 30 - 65
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Day1

Day 1

  • Rimini - Arrival day
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  • Arco di Augusto
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Your road trip adventure in Italy begins as soon as you reach Rimini and pick up your car. You’ll stay here for 1 night and explore what to see in Rimini, sample the local cuisine, and choose from a curated selection of the best hotels and places to stay in the city.

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.

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.

After your meal, keep the night alive at a bar like Sunflower Beach Backpacker Hostels & Bar, known for its lively atmosphere. Caffè Il Borgo is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Primo Bacio Città Lounge Bar offers an excellent atmosphere for those looking to amp up the evening.

Raise a toast to the start of your 6-day road trip in Italy!

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Day2

Day 2

  • Rimini
  • Florence
  • More

Drive 238 km, 3 hours 10 min

  • piazzale Michelangelo
  • Basilica of Santa Croce in Florence
  • Uffizi Gallery
  • Ponte Vecchio
  • piazza della Signoria
  • More

On day 2 of your road trip in Italy, your travel plans include 1 stop at the most scenic, wondrous, and interesting places in the region. Florence are on today's agenda. In the evening, you’ll end up in Florence, where you will stay for 3 nights.

Florence’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Rimini behind. This drive usually takes around 2 hours 31 min. Florence welcomes you with a multitude of unique vacation experiences.

Spend your afternoon discovering Piazzale Michelangelo, a famous observation deck known for its romantic features. Next, continue your sightseeing at Basilica Of Santa Croce In Florence, a captivating church.

If you're starting to feel hungry, this is a great time for a break at a nearby restaurant or cafe. When you're ready for more, stop by Uffizi Gallery and uncover the details of this romantic art gallery. Make sure to also explore Ponte Vecchio, a timeless historical landmark. For your last stop, consider Piazza Della Signoria, a visually striking public square that many travelers find worth the detour.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in Florence. Florence offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

Indulge in a memorable dining experience at one of Florence's most popular restaurants, and connect with friendly locals for a true cultural experience.

Treat yourself to a delicious dinner at Ristorante Oliviero 1962, an excellent option for tonight's dining. Looking for something different? Di Poneta Novoli offers a tantalizing alternative with its diverse menu. And don’t miss Caffe San Firenze. Known for great service, it’s a fantastic choice for tonight in Florence.

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 to another unforgettable day in Italy!

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Day3

Day 3

  • Florence
  • Pisa
  • Lucca
  • More

Drive 196 km, 3 hours 17 min

  • Piazza del Duomo, Pisa
  • Leaning Tower of Pisa
  • Piazza dell'Anfiteatro
  • Guinigi Tower
  • Walls of Lucca
  • More

On day 3 of your road trip, you’ll start and end your day in Florence, where you still have 2 nights left. You'll spend part of the day exploring places of interest outside the immediate city, including Pisa and Lucca.

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 Pisa. Your travel time is around 1 hour 16 min.

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to Piazza Del Duomo, Pisa, an iconic public square that everyone visiting Pisa should see. Next, head to Leaning Tower Of Pisa. This UNESCO world heritage-designated monument is one of the most iconic attractions in the region.

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

Spend your afternoon discovering Piazza Dell'anfiteatro, a well-known public square known for its romantic features. Next, continue your sightseeing at Guinigi Tower, an underrated monument.

If you're starting to feel hungry, this is a great time for a break at a nearby restaurant or cafe. When you're ready for more, stop by Mura Di Lucca and uncover the details of this grand historical landmark.

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

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

Savor the flavors at Ditta Artigianale, a top pick for dinner tonight. Alternatively, Trattoria Da Burde beckons with its unique menu offerings. Also, consider Casa Toscana. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.

After enjoying a fulfilling meal, continue your evening at Bar 50 Rosso, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Bitter Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Archea Brewery provides an excellent environment for a relaxed and enjoyable evening.

As the sun sets, rest up and recharge for the next leg of your road trip in Italy.

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Day4

Day 4

  • Florence
  • Siena
  • San Gimignano
  • More

Drive 183 km, 3 hours 35 min

  • Pubblico Palace
  • piazza del Campo
  • Siena Cathedral
  • Fortezza Medicea
  • Porta San Giovanni
  • Piazza del Duomo, San Gimignano
  • More

On day 4 of your road trip, you’ll start and end your day in Florence, where you have 1 night left to stay.

It’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Siena may take around 1 hour 15 min. Upon your arrival in Siena, you’ll be greeted with the opportunity to do some sightseeing and exploring.

For a more meaningful self-guided tour of the city's best attractions, visit Pubblico Palace, an underrated palace that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey. Next, head to Piazza Del Campo and admire its history-steeped features.

When you’re ready, continue to Siena Cathedral, a well-known church beloved by locals and tourists alike. Don't miss out on Fortezza Medicea (siena), another highlight of the area that promises a memorable visit.

Fasten your seatbelt and make your way to your next stop — San Gimignano, home to many well-known sights in the region. Keep in mind that your travel time from Siena to San Gimignano may take around 43 min without traffic disruptions. Upon arrival in San Gimignano, we highly recommend checking out some of the top attractions.

Our first attraction recommendation in San Gimignano is Porta San Giovanni, a locally appreciated monument that draws attention for its breathtaking features. Spend some time soaking in the atmosphere before continuing to Piazza Del Duomo, an UNESCO world heritage-designated public square that stands out in the city.

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

After a day of adventure, treat yourself to an exquisite dinner at one of Florence's best restaurants.

Treat yourself to a wonderful meal at Ristorante Buca Mario, a top-rated dining spot in Florence. If you're in the mood for something new, try Agricola Toscana, another premier location with a delectable menu. You might also want to book a table at Eataly Firenze. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Gosh* stands out as an excellent choice for a post-dinner cocktail. Alternatively, Antico Caffè Del Moro - Art Bar Firenze offers an ideal atmosphere to enjoy the pleasures of the night. Quelo Bar is also a great option that provides a perfect setting for a relaxing evening.

Relax and look forward to more memorable moments to come!

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Day5

Day 5

  • Florence
  • Bologna
  • San Marino
  • Rimini
  • More

Drive 264 km, 4 hours 14 min

  • Bologna Cathedral
  • Piazza Maggiore
  • Two Towers
  • Piazza Santo Stefano
  • Basilica of San Marino - Pieve
  • Guaita Tower
  • More

Experience an unparalleled adventure on day 5 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 places, which are Bologna and City of San Marino. At the end of the day, you will retreat to the hotel of your choice in Rimini, where will spend 1 night.

When you’re ready to jump back into the car and say goodbye to Florence, you’ll hit the road in the direction of Bologna. This drive usually takes around 1 hour 28 min.

One of our top recommendations for your sightseeing is Bologna Cathedral. Spend some time admiring the symbolic features of the church before you continue to your next stop. Then, head to Piazza Maggiore. This famous public square is a traveler-favorite in the city.

If you're keen to see more, continue to Two Towers. Feed your curiosity by learning something new about the monument. Next, take your journey to Piazza Santo Stefano, an increasingly popular public square.

Set your GPS to City of San Marino, San Marino and hit the road. Expect a journey of approximately 1 hour 45 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. City of San Marino beckons with new experiences!

Next, make your way to Guaita Tower, another highlight in City of San Marino.

At the end of the day, you will drive to Rimini, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

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.

Don’t miss out on dining at Osteria Brodo di Giuggiole, a top-rated dining destination in Rimini. If you're in the mood to try something new, consider Hotel Touring, another top spot with a mouthwatering menu. You might also want to secure a reservation at Ristorante Lo Zodiaco Rimini. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rimini this evening.

Let the evening flow smoothly from dinner to drinks at Hobo's, a top-rated bar in the area. For other recommendations, Sunflower City Backpacker provides a perfect setting for rounding out your night with style and great drinks. Likewise, Bar Capogiro offers a memorable night with diverse drink options and excellent service.

Savor another day of unforgettable experiences in Italy!

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Day6

Day 6

  • Rimini - Departure day
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  • Cavour Square
  • More

Day 6 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Rimini before saying goodbye to this wonderful destination. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.

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

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.

Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Rimini.

Enjoy a lovely meal at Amarina, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Primo Miglio di Conti Mirco is another top choice with a popular menu.

You’ll then say farewell to Rimini. Drive to the airport, return your car, and take the opportunity to get some last-minute souvenirs before you board your flight home. We wish you a pleasant journey and hope you leave with many wonderful memories of your road trip in Italy!

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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.

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

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