One-Week Italy Self-Drive Road Trip With Itinerary from Rimini traveling south to Florence, San Gimignano, and Rome

Day 2 of your road trip across Italy promises a magnificent time exploring what to see in Rimini. You have 1 night left in Rimini. Take the opportunity to experience more of the best attractions and activities in the city.

Make a stop at Saint Agostino. This locally appreciated 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 visually striking features will captivate you. After the public square, continue your tour of the city with a visit to Castel Sismondo. Visitors usually appreciate the breathtaking features of this castle.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

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.

Enjoy a delicious meal at Osteria Brodo di Giuggiole, a highly-rated dining destination in Rimini. If you're eager to try something different, consider Hotel Touring, another top spot with a tantalizing menu. You might also want to secure a reservation at Ristorante Lo Zodiaco Rimini. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Rimini this evening.

Unwind after your meal by stepping into Hobo's. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Sunflower City Backpacker offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Bar Capogiro, another top-rated bar in the area.

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

On day 3 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, including Florence. When you’re not sightseeing, take time to relax at your chosen hotel in Florence, where you’ll be staying for 1 night.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Florence. This drive usually takes around 2 hours 32 min, without any stops or traffic disruptions.

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to The Boboli Gardens, a popular botanical garden that everyone visiting Florence should see. Next, head to Ponte Vecchio. This history-steeped historical landmark is one of the most wondrous attractions in the region.

If you're keen to see more, don’t miss out on Basilica Of Santa Croce In Florence, a respected church popular among locals as well as travelers. Uffizi Gallery is an excellent attraction to visit next. Spend some time learning more about this famous art gallery before you continue your journey. Lastly, visit Piazza Della Signoria, a majestic public square and a top attraction in the city.

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.

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.

Continue your lively evening at Manifattura, a perfect place for winding down or revving up the night, depending on which mood you’re in. Se·sto On Arno Rooftop Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Il Vinile ensures a night out tailored to your taste.

Relax and look forward to more memorable moments to come!

Dive into day 4 of your remarkable road trip in Italy. Today you'll explore 2 destinations, including Siena and San Gimignano. At the end of the day, you’ll unwind at one of the finest accommodations in San Gimignano, where you'll 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 Siena. This drive usually takes around 1 hour 12 min.

For a more meaningful self-guided tour of the city's best attractions, visit Siena Cathedral, a popular church 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 UNESCO world heritage-designated features.

When you’re ready, continue to Tower Of Mangia, an increasingly popular monument beloved by locals and tourists alike.

Set your GPS to San Gimignano and hit the road. Expect a journey of approximately 46 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. San Gimignano beckons with new experiences!

Spend your afternoon discovering Porta San Giovanni, an up-and-coming monument known for its historic features. Next, continue your sightseeing at Palazzo Comunale, Pinacoteca, Torre Grossa, an up-and-coming museum.

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 Piazza Del Duomo and uncover the details of this UNESCO world heritage-designated public square.

When you’re done exploring for the day, you’ll drive to your hotel in San Gimignano. Check in and relax before you head out to tour the village.

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in San Gimignano. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Say good night to San Gimignano and look forward to another great day of your road trip in Italy!

Your itinerary for day 5 of your road trip in Italy includes 1 stop and features some of the highlights of Rome. At the end of the day, enjoy the comforts of a top-rated hotel in Rome, where you'll spend 2 nights.

It’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Rome may take around 3 hours 11 min. Upon your arrival in Rome, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Spend your afternoon discovering Basilica Di Santa Maria Maggiore, a well-known church known for its photogenic features. Next, continue your sightseeing at Villa Borghese, an impressive park.

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 Spanish Steps and uncover the details of this history-steeped public square. Make sure to also explore Piazza Di Spagna, a wondrous public square. For your last stop, consider Trevi Fountain, a history-steeped monument 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 Rome. Rome offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

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

Have a fantastic dining experience at La Bottega Roma, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Pasta In Corso offers an enticing alternative with its varied menu. Additionally, Trattoria Vecchia Roma is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rome.

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.

Raise your glass to another unforgettable day in Italy!

Greet day 6 of your road trip in Italy with a smile and start your day with a hearty breakfast. You have 1 night to stay in Rome, so get ready to make the most of your time in the region. On the agenda for this day, you’ll find only the best things to see and do in Vatican City and Rome.

Start your day at Piazza Del Popolo. This romantic public square is a famous place to see in Rome. Then, wander over to Pantheon. If culturally significant sites excite you, this monument will be right up your alley. Nearby, you’ll also find Piazza Navona. This history-steeped public square is a favorite among visitors.

Set your GPS to Vatican City, Vatican City and hit the road. Expect a journey of approximately 12 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Vatican City beckons with new experiences!

Time flies when you're having fun! But don't forget to stop for a bit to eat and drink between your adventures. When you're rested and recharged, head to Sistine Chapel, an astonishing chapel that offers a unique experience.

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

Rome is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in Rome.

Have a fantastic dining experience at RomAntica, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Coso Ristorante offers an enticing alternative with its varied menu. Additionally, DEROMA - Farine Romane is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rome.

To truly maximize your evening out, consider visiting Sant' Eustachio Caffè after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Yellowsquare Rome, another bar with an inviting ambiance. Similarly, Caffè Portofino also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

On day 7 of your road trip in Italy, your travel plans include 1 stop at the most scenic, wondrous, and interesting places in the region. Santa Maria degli Angeli are on today's agenda. In the evening, you’ll end up in Rimini, where you will stay for 1 night.

When you’ve had your share of Rome, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Santa Maria degli Angeli. Your travel time is around 2 hours 21 min.

When you're ready for some sights, head to Basilica Of Santa Maria Degli Angeli, an interesting church in Santa Maria degli Angeli. Explore its UNESCO world heritage-listed features at your own pace before you continue your journey.

Continue your road trip and head to your next destination, Santa Maria degli Angeli. This car ride takes around 9 min.

When you're ready for some sights, head to Basilica Of San Francesco D'assisi, a well-known church in Santa Maria degli Angeli. Explore its breathtaking features at your own pace before you continue your journey to your next attraction, Piazza Del Comune. This locally appreciated public square is a top recommendation in the area.

When you’re ready to explore more, Rocca Maggiore is an excellent choice. Spend some time discovering what some claim to be the most romantic castle in the region.

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.

Rimini is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants 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. Also, be sure to check out Libeccio. Known as a local hotspot, it’s a great choice for tonight in Rimini.

After savoring a delicious meal, step into the vibrant nightlife at Caffè Cavour, where the evening is just getting started. In the same way, Bar Ilde - Il Baretto Della Buona Piadina offers a unique charm perfect for experiencing the local bar scene in Rimini. Bar Malatesta is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

Celebrate another amazing day of your road trip adventure in Italy!