6-Day 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.
Photo of Rimini cityscape. Tiberius bridge famous sightseeing in Rimini at dawn. Summer sunrise in Rimini historic center.
Photo of Umbrellas and chaise lounges on the beautiful beach of Rimini in Italy.
Photo of aerial view of umbrellas and chaise lounges on the beautiful beach of Rimini in Italy.
Photo of Bridge on Rimini canal port with boats, modern buildings and old houses.
Photo of Scenic spring view of pier with ancient and modern buildings, ships, yachts and other boats in Rimini, Italy.
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Photo of Piazza Tre Martiri Three Martyrs square with traditional buildings with clock and bell tower in old historical touristic city centre Rimini with blue sky background, Emilia-Romagna, Italy
Photo of Umbrellas and chaise lounges on the beautiful beach of Rimini in Italy.
Photo of Blue umbrellas and chaise lounges on the beach of Rimini in Italy.
Photo of Boat in blue water near pier and stone arch Tiberius bridge (Ponte di Tiberio, Augustus Bridge) over Marecchia river in historical city centre Rimini with blue sky white clouds, Emilia-Romagna, Italy.
photo of view of     Bridge of Tiberius, Ponte di Tiberio in Rimini, Italy.
photo oof view of Spectacular morning view of Arch of Augustus. Splendid summer cityscape of Rimini town, Italy, Europe. Traveling concept background.
photo of view of A view down a colourful street in the village area of San Giuliano in Rimini, Italy in summertime
Aerial view of the Cattedrale di Santa Maria del Fiore in Florence, Italy, overlooking the city
Photo of Florence Aerial View of Ponte Vecchio Bridge during Beautiful Sunny Day, Italy.
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Photo of Summer street cafe on Piazza della Repubblica in Florence, Toscana province, Italy.
Photo of Giotto's Campanile - An aerial dusk view of Giotto's Campanile and the historical Old Town of Florence, as seen from the top of Brunelleschi's Dome of the Florence Cathedral. Florence, Tuscany, Italy.
Photo of Ponte Vecchio, old bridge over Arno River, Florence, Tuscany, Italy.
Photo of The Colossus of the Apennines, majestic stone sculpture by Giambologna located in the park of Villa Demidoff in Florence, Italy.
Photo of Fountain of Neptune in Florence in early morning.
Photo of Sunset view of Florence, Ponte Vecchio, Palazzo Vecchio and Florence Duomo, Italy. Architecture and landmark of Florence. Cityscape of Florence.
Vintage carousel and tourists in Piazza della Repubblica (Republic Square) and the arch in honor of the first king of united Italy on background in Florence, Italy.
Photo of Arches of the Vasari Corridor (Corridoio Vasariano) in Florence, Tuscany, Italy. View of the Lungarno degli Archibusieri.
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photo of view of Florence,Italy.
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Explore the best of Italy on a 6-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through Rimini, Florence, Pisa, Lucca, Siena, San Gimignano, Bologna, and City of San Marino. This road trip itinerary in Italy seamlessly combines exploration with relaxation.

This perfectly planned road trip itinerary in Italy takes you through some of the best places to see in the country. 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 got 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. Marvel at the remarkable Piazza Del Duomo, Pisa, learn more about the unique Piazzale Michelangelo, and immerse yourself in the vibrant atmosphere of Piazza Della Signoria.

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, accommodation, 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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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Arco di Augusto
piazzale MichelangeloBasilica of Santa Croce in FlorenceUffizi GalleryPonte Vecchiopiazza della Signoria
Piazza del Duomo, PisaLeaning Tower of PisaPiazza dell'AnfiteatroGuinigi TowerWalls of Lucca
Pubblico Palacepiazza del CampoSiena CathedralFortezza MediceaPorta San GiovanniPiazza del Duomo, San Gimignano
Bologna CathedralPiazza MaggioreTwo TowersPiazza Santo StefanoBasilica of San Marino - PieveGuaita Tower
Cavour Square

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Day 1

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 in Rimini for 1 night and explore the best things to see and do, 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, or just taking a stroll in the city center. 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 hotel in a central location for easy access to the best attractions, restaurants, and bars 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.

Treat yourself to a delightful dinner at Giusti, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Bar Lento? It's another excellent option with a diverse menu. Consider reserving a table at Amorimini as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Rimini.

After enjoying a fulfilling meal, continue your evening at Sunflower Beach Backpacker Hostels & Bar, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Caffè Il Borgo offers a welcoming atmosphere for easing into the nightlife. Similarly, Primo Bacio Città Lounge Bar provides an excellent environment for a relaxed and enjoyable evening.

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

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Day 2

Day 2

  • Rimini
  • Florence
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Drive 238 km, 3 hours 10 min

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

Dive into day 2 of your remarkable road trip in Italy. Today you will explore Florence, where you will have the opportunity to experience all the top things to see and do. At the end of the day, you’ll unwind at one of the finest accommodations in Florence. You’ll stay here for 3 nights.

Brace yourself for today’s incredible lineup of attractions in Rimini, featuring fun adventures, romantic experiences, and breathtaking views. Start at Piazzale Michelangelo, a widely recognized observation deck in the city. Then, head to Basilica Of Santa Croce In Florence and soak in the ambiance of this culturally significant church.

There are many interesting places to see in Rimini, and when you are ready for more, go to Uffizi Gallery. This is one of the city’s most spectacular instagrammable spots of interest. After exploring the art gallery, visit the timeless Ponte Vecchio. Not far away, you'll also find Piazza Della Signoria. This public square is a history-steeped highlight in Rimini.

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

As you explore more of Florence, you'll discover that its culinary landscape is as diverse as its attractions. Whether you're craving traditional dishes bursting with local flavors or innovative creations that push the boundaries of taste, you're sure to find a dining experience that satisfies your cravings.

Treat yourself to a delightful dinner at Ristorante Oliviero 1962, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Di Poneta Novoli? It's another excellent option with a diverse menu. Consider reserving a table at Caffe San Firenze as well. Known for its consistent customer satisfaction, it’s an ideal pick 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.

Head back to your accommodation in Florence and get some rest in preparation for another magical day of your road trip in Italy!

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Day 3

Day 3

  • Florence
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Drive 196 km, 3 hours 17 min

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

Greet day 3 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Florence for your remaining 2 nights in the city later today, but first, it’s time for some exploring! On the agenda for this day, you’ll find only the best things to see and do in Pisa and Lucca.

A blend of fun adventures, breathtaking views, and picturesque spots await you in Florence on today’s itinerary. First up is the timeless public square, Piazza Del Duomo, Pisa. Afterward, continue to Leaning Tower Of Pisa, a monument every traveler should visit.

As you explore Florence’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Piazza Dell'anfiteatro. This locally renowned public square is an essential stop. Following that, head to Guinigi Tower, another must-visit site that will enhance your experience. Don’t forget to stop by Mura Di Lucca, a locally appreciated historical landmark in the city.

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

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

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

Keep the excitement of the evening going by visiting a bar or two. Bar 50 Rosso is an excellent place to start. You could also check out Bitter Bar, offering a different kind of charm. A last recommendation for the day is Archea Brewery. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Relax and recharge in preparation for another adventurous day in Italy!

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Day 4

Day 4

  • Florence
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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, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Siena and San Gimignano. You still have 1 night left in Florence.

Florence is home to plenty of attractions that offer fun adventures, scenic views, and photo-friendly spots! Start at Pubblico Palace, a beloved palace that is worthwhile a visit in the city. Nearby, you’ll find Piazza Del Campo, enchanting visitors with its visually striking appeal. Continue your exploration at Siena Cathedral. This church is one of the city’s most notable 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 Fortezza Medicea (siena). After exploring the monument, head to the increasingly popular Porta San Giovanni. Lastly, wrap up today’s self-guided sightseeing tour with a visit to Piazza Del Duomo, a place of inviting interest in Florence.

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

As you explore more of Florence, you'll discover that its culinary landscape is as diverse as its attractions. Whether you're craving traditional dishes bursting with local flavors or innovative creations that push the boundaries of taste, you're sure to find a dining experience that satisfies your cravings.

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.

After your meal, keep the night alive at a bar like Gosh*, known for its lively atmosphere. Antico Caffè Del Moro - Art Bar Firenze is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Quelo Bar offers an excellent atmosphere for those looking to amp up the evening.

Head back to your accommodation in Florence and get some rest in preparation for another magical day of your road trip in Italy!

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Day 5

Day 5

  • Florence
  • 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

On day 5 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Bologna and City of San Marino. When you’re not sightseeing, take time to relax at your selected hotel in Rimini, where you’ll be staying for 1 night.

Begin your adventure at Bologna Cathedral. This is an underrated church you should not miss. Another must-see is Piazza Maggiore, an extraordinary public square in Florence.

When you’re ready for the next sight, head to Two Towers. From there, take a leisurely stroll to Piazza Santo Stefano, another of the city’s intriguing attractions. If time allows, add Guaita Tower to your itinerary. This notable sightseeing destination offers the perfect finishing touch to your day in Florence.

When you’re done exploring for the day, you’ll drive to your hotel in Rimini. Check in and spend some time relaxing before you head out to tour the city.

As dinnertime approaches, it's time to head out for a bite to eat in Rimini. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.

Savor the flavors at Osteria Brodo di Giuggiole, a top pick for dinner tonight. Alternatively, Hotel Touring beckons with its unique menu offerings. Also, consider Ristorante Lo Zodiaco Rimini. With its consistent customer satisfaction, it’s an excellent option for dining in Rimini tonight.

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.

Relax and recharge in preparation for another adventurous day in Italy!

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Day 6

Day 6

  • Rimini - Departure day
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  • Cavour Square
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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, we recommend visiting Piazza Cavour, a history-steeped public square before you head out.

On your last day in Italy, take time to indulge in shopping at Rimini’s popular marketplace, Le Befane Shopping Centre. Look for keepsakes or souvenirs to remind you of your trip.

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

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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