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

Dive into day 2 of your remarkable road trip in Italy. Today you'll explore 1 destination, including Florence. At the end of the day, you’ll unwind at one of the finest accommodations in Florence, where you'll spend 2 nights.

When you’re ready to jump back into the car and say goodbye to Rimini, you’ll hit the road in the direction of Florence. This drive usually takes around 2 hours 31 min.

Spend your afternoon discovering Piazzale Michelangelo, a top-rated observation deck known for its visually striking features. Next, continue your sightseeing at Basilica Of Santa Croce In Florence, an interesting 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 picture-perfect art gallery. Make sure to also explore Ponte Vecchio, a timeless historical landmark. For your last stop, consider Piazza Della Signoria, a symbolic public square that many travelers find worth the detour.

When you’re done exploring for the day, you’ll drive to your hotel in Florence. Check in and relax before you head out to tour 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 Florence, it's often a good idea to reserve a table in advance.

Savor the flavors at Ristorante Oliviero 1962, a top pick for dinner tonight. Alternatively, Di Poneta Novoli beckons with its unique menu offerings. Also, consider Caffe San Firenze. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.

Continue the enjoyment post-dinner at Manifattura, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Se·sto On Arno Rooftop Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Il Vinile. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

Savor another day of unforgettable experiences in Italy!

Greet day 3 of your road trip in Italy with a smile and start your day with a hearty breakfast. You have 1 night to stay in Florence, 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 Siena and San Gimignano.

Fasten your seatbelt and make your way to your next stop — Siena, home to many well-known sights in the region. Keep in mind that your travel time from Florence to Siena may take around 1 hour 15 min without traffic disruptions. Upon arrival in Siena, we highly recommend checking out some of the top attractions.

For a more meaningful self-guided tour of the city's best attractions, visit Tower Of Mangia, an often recommended monument 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 awe-inspiring features.

When you’re ready, continue to Siena Cathedral, an interesting church beloved by locals and tourists alike.

Embrace the thrill of the open road as you wave goodbye to Siena and set your GPS to San Gimignano. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 42 min. Upon reaching San Gimignano, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to Porta San Giovanni, an often recommended monument that everyone visiting San Gimignano should see. Next, head to Sangimignano1300. This eye-catching museum is one of the most curiosity-inducing attractions in the region.

If you're keen to see more, don’t miss out on Piazza Del Duomo, an UNESCO world heritage-listed public square popular among locals as well as travelers.

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

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

Make sure to reserve a table at Ditta Artigianale, an iconic dining spot in Florence. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Trattoria Da Burde, a popular restaurant in Florence. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Casa Toscana, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

To truly maximize your evening out, consider visiting Bar 50 Rosso after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Bitter Bar, another bar with an inviting ambiance. Similarly, Archea Brewery also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Get a good night's sleep and look forward to another great day on the road in Italy!

Your itinerary for day 4 of your road trip in Italy includes 2 stops and features some of the highlights of Pisa and Lucca. At the end of the day, enjoy the comforts of a top-rated hotel in Rimini, where you'll spend 1 night.

Pisa’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Florence behind. This drive usually takes around 1 hour 15 min. Pisa welcomes you with a multitude of unique vacation experiences.

When you're ready for some sights, head to Pisa Cathedral, an up-and-coming church in Pisa. Explore its UNESCO world heritage-designated features at your own pace before you continue your journey to your next attraction, Leaning Tower Of Pisa. This globally renowned monument is a top recommendation in the area.

After soaking in Pisa’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Lucca. Expect your car journey to take a minimum of 31 min. When you arrive in Lucca, it's time to take a break from the road.

One of our top recommendations for your sightseeing is Mura Di Lucca. Spend some time admiring the romantic features of the historical landmark before you continue to your next stop. Then, head to Porta San Pietro. This locally appreciated monument is a traveler-favorite in the city.

If you're keen to see more, continue to Piazza Dell'anfiteatro. Feed your curiosity by learning something new about the public square.

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

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

Enjoy a lovely meal at Osteria Brodo di Giuggiole, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Hotel Touring is another top choice with a popular menu. You could also check for a table at Ristorante Lo Zodiaco Rimini. As an establishment that consistently gains high praises from customers, it’s an ideal choice in Rimini tonight.

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.

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