One-Week Italy Self-Drive Road Trip With Itinerary from Rimini traveling south to Florence, San Gimignano, and Rome
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Experience the freedom of the open road in Italy as you embark on an unforgettable 8-day road trip! This experience caters to every traveler, featuring destinations like Rimini, Florence, Siena, San Gimignano, Rome, and Santa Maria degli Angeli.
This perfectly planned road trip itinerary in Italy takes you through some of the best places to see in the country. You will spend 3 nights in Rimini, 1 night in Florence, 1 night in San Gimignano, and 2 nights in Rome. 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. Trevi Fountain and Pantheon are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Piazza Navona, learn more about the unique St. Peter's Basilica, and immerse yourself in the vibrant atmosphere of Vatican Museums.
As you hit the open road and drive through Rimini, Florence, Siena, San Gimignano, Rome, and Santa Maria degli Angeli, 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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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 2 nights 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.
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.
Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Sunflower Beach Backpacker Hostels & Bar stands out as an excellent choice for a post-dinner cocktail. Alternatively, Caffè Il Borgo offers an ideal atmosphere to enjoy the pleasures of the night. Primo Bacio Città Lounge Bar is also a great option that provides a perfect setting for a relaxing evening.
Raise a toast to the start of your 8-day road trip in Italy!
Day 2
- Rimini
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Drive 1 km, 16 min
- Saint Agostino
- Fontana Della Pigna
- Cavour Square
- Castel Sismondo
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Day 2 offers a multitude of experiences. You will stay in Rimini for 1 night more, offering you enough time to explore at a relaxed pace.
Savor the day by visiting some of the best places to see in Rimini, including a church, a monument, a public square, a castle and much more! Start your adventure at Saint Agostino. This beloved church is a must-visit for travelers looking for a unique holiday experience. Make your way to Fontana Della Pigna located in Rimini for another exciting encounter.
Next, immerse yourself in the setting of Piazza Cavour. Its romantic features will captivate you. After the public square, continue your tour of the city with a visit to Castel Sismondo. Visitors usually appreciate the culturally significant features of this castle.
Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.
Shop 'til you drop at Rimini's premier shopping hotspot, Rimini Centro! Elevate your style by browsing through trendy boutiques and shops, filled with unique finds. Keep an eye out for artisan crafts, perfect as cherished mementos. Rimini Centro also offers more, including attractions, key services, and exciting local experiences to round out your visit.
Indulge in a memorable dining experience at one of Rimini's most popular restaurants, and connect with friendly locals for an authentic adventure.
Make sure to reserve a table at Osteria Brodo di Giuggiole, an iconic dining spot in Rimini. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Hotel Touring, a popular restaurant in Rimini. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Ristorante Lo Zodiaco Rimini, a hidden gem nestled in Rimini. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
Extend your evening after a delightful meal by visiting Hobo's, which offers the perfect atmosphere for a night out. Moreover, Sunflower City Backpacker is another popular option for a drink or two. Likewise, Bar Capogiro also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.
Relax and recharge in preparation for another adventurous day in Italy!
Day 3
- Rimini
- Florence
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Drive 227 km, 3 hours 18 min
- The Boboli Gardens
- Ponte Vecchio
- Basilica of Santa Croce in Florence
- Uffizi Gallery
- piazza della Signoria
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Dive into day 3 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 1 night.
Get ready for an exciting day in Rimini. Today’s sightseeing agenda includes a botanical garden, a historical landmark, a church, an art gallery, a public square and much more! Begin your adventure at The Boboli Gardens. This is a locally renowned botanical garden you should not miss. Another must-see is Ponte Vecchio, a wondrous historical landmark in Rimini.
When you’re ready for the next sight, head to Basilica Of Santa Croce In Florence. From there, take a leisurely stroll to Uffizi Gallery, another of the city’s impressive attractions. We recommend continuing your self-guided tour at Piazza Della Signoria, a remarkable place of interest in the city.
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.
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 delicious meal at Ristorante Oliviero 1962, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Di Poneta Novoli, another top spot with a mouthwatering menu. You might also want to secure a reservation at Caffe San Firenze. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.
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.
Head back to your accommodation in Florence and get some rest in preparation for another magical day of your road trip in Italy!
Day 4
- Florence
- San Gimignano
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Drive 120 km, 2 hours 12 min
- Siena Cathedral
- piazza del Campo
- Tower of Mangia
- Porta San Giovanni
- Town Hall, Picture Gallery and Great Tower
- Piazza del Duomo, San Gimignano
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Embark on another extraordinary experience on day 4 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Siena and San Gimignano. At the end of the day, you will enjoy the comforts of a top-rated hotel in San Gimignano, which will be your home away from home for 1 night.
Bring your curiosity for today’s adventure around Florence. Some of the city’s most loved attractions await! Siena Cathedral is the perfect place to start. This church is one of the most notable places to visit in Florence. Next, head to Piazza Del Campo, a famous public square, known for its romantic features.
In between the sights, don’t hesitate to take small detours to explore local stores and eateries. When you’re ready to continue your adventure, head to Tower Of Mangia. This breathtaking monument is a highly recommended experience. Nearby, you'll also find Porta San Giovanni and Palazzo Comunale, Pinacoteca, Torre Grossa. Visit these for an interesting touch to your journey. Finish the day with a visit to Piazza Del Duomo, an inviting public square in Florence.
After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in San Gimignano. San Gimignano 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 San Gimignano's most popular restaurants, and connect with friendly locals for an authentic adventure.
As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.
Day 5
- San Gimignano
- Rome
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Drive 277 km, 4 hours 1 min
- Basilica di Santa Maria Maggiore
- Villa Borghese
- Spanish Steps
- Piazza di Spagna
- Trevi Fountain
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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 1 vibrant destinations - Rome. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Rome. You will spend 2 nights here for some well-deserved relaxation.
Start by visiting Basilica Di Santa Maria Maggiore, a prime spot to begin your journey. This photogenic church is sure to impress. Next on your list is Villa Borghese, another must-visit landmark and astonishing park renowned for its eye-catching features.
While exploring and sightseeing, take time to savor the culture of San Gimignano by sampling some local delicacies. When you’re ready for more sightseeing, head to Spanish Steps. This visually striking public square is an essential place to visit for anyone looking for the full San Gimignano experience. We also recommend visiting Piazza Di Spagna, a world-famous public square. Nearby, you'll also find Trevi Fountain, ready to add charm to your journey.
At the end of the day, you will drive to Rome, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.
As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Rome. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.
Enjoy a lovely dining experience at La Bottega Roma, a popular restaurant in Rome. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Rome at Pasta In Corso, 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 Trattoria Vecchia Roma. It’s yet another ideal choice to enhance your time in Rome tonight.
Unwind after your meal by stepping into La Botticella Of Poggi Giovanni. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Almalu Trastevere offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Bar Viminale Di Pepi Maurilio, another top-rated bar in the area.
Take some time to reflect on your day and savor another beautiful night in Italy.
Day 6
- Rome
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Drive 11 km, 1 hour 29 min
- Vatican Museums
- St Peter's Basilica
- Sistine Chapel
- piazza del Popolo
- Pantheon
- Piazza Navona
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On day 6 of your road trip, you’ll start and end your day in Rome, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Vatican City and Rome. You still have 1 night left in Rome.
Immerse yourself in Rome’s rich culture with today's sightseeing itinerary. Start your journey at Vatican Museums.
In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Sistine Chapel, a famous chapel. For a change of scene, check out Piazza Del Popolo, known for its remarkable features. We also recommend visiting Pantheon. This monument is a must for anyone looking to experience the city to the fullest. Lastly, end your day with a visit to Piazza Navona, yet another iconic attraction in Rome.
When you’re done exploring for the day, you’ll return to Rome and your accommodation.
After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Rome. Enjoy a satisfying meal that will recharge you for tonight's adventures.
Treat yourself to a delicious dinner at RomAntica, an excellent option for tonight's dining. Looking for something different? Coso Ristorante offers a tantalizing alternative with its diverse menu. And don’t miss DEROMA - Farine Romane. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Rome.
Round off your dining experience by visiting Sant' Eustachio Caffè, a prime location for a drink. Alternatively, explore the distinctive characteristics of Yellowsquare Rome, a bar catering to every mood and preference. Caffè Portofino likewise offers a unique atmosphere, perfect for a memorable night out.
Get a good night's sleep and look forward to another great day on the road in Italy!
Day 7
- Rome
- Rimini
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Drive 365 km, 5 hours 23 min
- Basilica of Santa Maria degli Angeli
- Basilica of San Francesco d'Assisi
- Piazza del Comune
- Rocca Maggiore
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On day 7 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Santa Maria degli Angeli. When you’re not sightseeing, take time to relax at your selected hotel in Rimini, where you’ll be staying for 1 night.
Today, you'll explore some of the most beautiful places in Rome, including a church, a public square, and a castle. Start your day with a visit to Basilica Of Santa Maria Degli Angeli. This notable church is a must-visit in the village. When you’re ready for your next discovery, continue to Basilica Of San Francesco D'assisi, which may be one of the most picture-perfect places you will experience today.
One of the best things about exploring Rome on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Piazza Del Comune, an underrated public square in the village. If you’re up for more discoveries, don’t forget to reserve some time for Rocca Maggiore.
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.
After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Rimini. Enjoy a satisfying meal that will recharge you for tonight's adventures.
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. Also, be sure to check out Libeccio. Known as a local hotspot, it’s a great choice for tonight in Rimini.
Let the evening flow smoothly from dinner to drinks at Caffè Cavour, a top-rated bar in the area. For other recommendations, Bar Ilde - Il Baretto Della Buona Piadina provides a perfect setting for rounding out your night with style and great drinks. Likewise, Bar Malatesta offers a memorable night with diverse drink options and excellent service.
Celebrate another amazing day of your road trip adventure in Italy!
Day 8
- Rimini - Departure day
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- Malatestiano Temple
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Day 8 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 Malatestiano Temple, a culturally significant church before you head out.
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.
If you're eager to try something different, consider Amerigo, another top spot with a tantalizing 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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