5-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.
Photo of Woman and child outdoors. Mother and daughter going to rest on beach. Rimini, Italy.
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.
Photo of Woman enjoys beautiful view on famous Duomo cathedral in Florence, standing on empty cathedral square during morning time.
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.
cheerful senior woman cycling with her electric mountain bike above downtown of Florence with stunning view over the old city, Tuscany, Italy
Facade of Palazzo Pitti palace with Gallery of Modern Art large building on Piazza dei Pitti square in historical centre of Florence city, blue sky white clouds, Tuscany, Italy
photo of view of Florence,Italy.
photo of view of Florence,Italy.
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Experience the freedom of the open road in Italy as you embark on an unforgettable 5-day road trip! This experience caters to every traveler, featuring destinations like Rimini, Florence, Siena, San Gimignano, Pisa, and Lucca.

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 2 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 Piazzale Michelangelo, learn more about the unique Piazza Della Signoria, and immerse yourself in the vibrant atmosphere of Piazza Del Campo.

As you hit the open road and drive through Rimini, Florence, Siena, San Gimignano, Pisa, and Lucca, 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
Tower of Mangiapiazza del CampoSiena CathedralPorta San GiovanniSanGimignano1300Piazza del Duomo, San Gimignano
Pisa CathedralLeaning Tower of PisaWalls of LuccaPorta San PietroPiazza dell'Anfiteatro
Cavour Square

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Day 1

Day 1

  • Rimini - Arrival day
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  • Arco di Augusto
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Say hello to Rimini! Your exciting road trip through Italy is just about to start. Navigating the top places to see in the region is a breeze with a car. The rental vehicle of your choice will be ready for pickup upon your arrival in the city. You will stay in Rimini for 1 night before you continue your adventure!

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 wonderful meal at Giusti, a top-rated dining spot in Rimini. If you're in the mood for something new, try Bar Lento, another premier location with a delectable menu. You might also want to book a table at Amorimini. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Rimini.

Following your dinner, dive into the local bar culture at Sunflower Beach Backpacker Hostels & Bar. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Caffè Il Borgo, the perfect place for those looking to experience the best of the nightlife. Similarly, Primo Bacio Città Lounge Bar provides excellent drinks and a great atmosphere, ensuring a memorable night out.

Raise a toast to the start of your 5-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
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Experience an unparalleled adventure on day 2 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Florence. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Florence. You will spend 2 nights here for some well-deserved relaxation.

Enjoy the perfect balance of relaxation and exploration in Rimini today. One of the most widely recognized attractions included on the itinerary is Piazzale Michelangelo. This enchanting 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 culturally significant church unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the spectacular Uffizi Gallery. After exploring the art gallery, head to Ponte Vecchio. This timeless historical landmark is a highlight in Rimini. As your day continues, stop by Piazza Della Signoria, known for its history-steeped features.

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

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 Oliviero 1962, a top-rated dining spot in Florence. If you're in the mood for something new, try Di Poneta Novoli, another premier location with a delectable menu. You might also want to book a table at Caffe San Firenze. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

Extend your evening after a delightful meal by visiting Manifattura, which offers the perfect atmosphere for a night out. Moreover, Se·sto On Arno Rooftop Bar is another popular option for a drink or two. Likewise, Il Vinile also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Take some time to reflect on your day and savor another beautiful night in Italy.

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Day 3

Day 3

  • Florence
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Drive 181 km, 3 hours 16 min

  • Tower of Mangia
  • piazza del Campo
  • Siena Cathedral
  • Porta San Giovanni
  • SanGimignano1300
  • Piazza del Duomo, San Gimignano
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Wake up to day 3 of your extraordinary road trip in Italy. With 1 night left in Florence, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Set out on a day brimming with fun adventures, breathtaking views, and picturesque spots. Start at the up-and-coming Tower Of Mangia, an UNESCO world heritage-listed monument in Florence. Next, go to Piazza Del Campo.

After visiting Tower Of Mangia and Piazza Del Campo, have a stroll along Florence's streets and take in the local charm. Continue your sightseeing by heading to Siena Cathedral. This history-steeped church offers a unique experience. Porta San Giovanni is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Sangimignano1300, one of the most heritage-rich places to visit in Florence. If you still have some time left for sightseeing, we also recommend stopping by Piazza Del Duomo.

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 in Florence. 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.

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.

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.

Relax and reminisce about your day in Italy and look forward to more memorable moments to come!

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Day 4

Day 4

  • Florence
  • Rimini
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Drive 381 km, 5 hours 1 min

  • Pisa Cathedral
  • Leaning Tower of Pisa
  • Walls of Lucca
  • Porta San Pietro
  • Piazza dell'Anfiteatro
  • More

On day 4 of your road trip in Italy, you will get a true taste of the freedom a self-drive vacation in Europe entails. Today’s travel plans include stops at the most scenic, wondrous, and interesting places in Pisa and Lucca. In the evening, you’ll end up in Rimini, where you will stay for 1 night.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Florence allows for both. Start by heading to Pisa Cathedral. This often recommended church provides an insightful glimpse into the city's identity. Next, discover Leaning Tower Of Pisa, a breathtaking monument, promising a delightful encounter.

Continue your sightseeing with a visit to Mura Di Lucca, a locally appreciated historical landmark. When you’re done, don’t forget to make a stop at the curiosity-inducing Porta San Pietro. Round off your day at Piazza Dell'anfiteatro, another gem in Florence with visually striking features to discover.

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.

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

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.

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.

Raise your glass to another unforgettable day in Italy!

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Day 5

Day 5

  • Rimini - Departure day
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  • Cavour Square
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Day 5 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 notable public square is a popular place to see in the city.

Explore local shops for souvenirs to remember your trip or find unique gifts for loved ones.

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

Dine in style at Amarina, a top recommendation for dinner tonight. Or, for a change of pace, Primo Miglio di Conti Mirco boasts a menu that's sure to impress.

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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