5-Day Italy Road Trip from Florence traveling east to Siena, and Rome

Your road trip adventure in Italy begins as soon as you reach Florence and pick up your car. You’ll stay in Florence 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.

Florence 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 Central Market or 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 Florence. 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 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.

Make sure to reserve a table at Ristorante Oliviero 1962, 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 Caffe San Firenze, 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 Ditta Artigianale, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Keep the excitement of the evening going by visiting a bar or two. Manifattura is an excellent place to start. You could also check out Se·sto On Arno Rooftop 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.

Raise a toast to the start of your 5-day road trip in Italy!

On day 2 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Florence. When you’re not sightseeing, take time to relax at your selected hotel in Siena, where you’ll be staying for 1 night.

Make Piazza Della Signoria your first stop of the day. Previous visitors have rated this square an average of 4.8 out of 5 stars in 66,956 reviews.

Next up, make a stop at Cathedral Of Santa Maria Del Fiore. With an average rating of 4.8 out of 5 stars by 76,359 visitors, it's easy to understand why so many people visit this church every year.

Piazza Della Repubblica is another attraction you can visit on this day of your vacation. This square has an average rating of 4.6 out of 5 stars by 22,356 visitors.

When you’re finished at Piazza Della Repubblica, the perfect next stop is Ponte Vecchio. This deck arch bridge is rated an average of 4.7 out of 5 stars in 118,099 reviews.

If you’re keen to explore even more, then consider a visit to Uffizi Gallery. This national museum is a top place to visit, with a rating of 4.7 out of 5 stars from 61,794 reviews. Uffizi Gallery hosts around 2,011,219 visitors every year.

After soaking up all the sights of today's itinerary, you'll be ready to hit the road in the direction of your accommodation in Siena. Siena offers plenty of top-rated hotels and other places to stay on any travel budget. Take some time to relax before you head out to explore.

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

Make sure to book a table at Antica Trattoria Papei, a popular restaurant in Siena. This acclaimed restaurant and its mouthwatering dishes have earned the admiration of countless food lovers. Alternatively, experience a taste of Siena at Osteria Quattro Venti, a popular local restaurant. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. Another top-rated restaurant to try is Osteria da Divo. As a dining spot that gains high praise from guests, it’s an ideal choice to enhance your time to Siena tonight.

Keep the evening going at Meet Life Cafè, a great choice for enjoying the after-dinner hours with a drink. You could also go to Maudit Pub, which offers a similarly pleasant setting and great drinks. Another option is Bar Impero Siena, which provides an inviting environment for unwinding after a busy day out.

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

Experience an unparalleled adventure on day 3 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Vatican City. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Rome. You will spend 1 night here for some well-deserved relaxation.

Continue your road trip and head to your next destination, Vatican City, Vatican City. This car ride takes around 2 hours 40 min.

Journey into the unknown at Sistine Chapel, a unique attraction awaiting your visit. This remarkable chapel has an average rating of 4.7 out of 5 stars from 52,083 reviews.

When you’re ready to continue your sightseeing, St. Peter's Basilica is a recommended place to visit. This major basilica is rated an average of 4.8 out of 5 stars in 131,043 reviews. Based on recent data, the attraction hosts 11,000,000 visitors per year.

Another must-see attraction in Vatican City is Saint Peter's Square. Rated an average of 4.8 out of 5 stars by 38,954 travelers, this popular tourist destination in Vatican City offers an experience you will remember.

Vatican Museums is another popular stop on travelers' itineraries in Vatican City. This art museum promises memorable moments of exploring. Other travelers have rated this attraction 4.6 out of 5 stars in 133,310 reviews. Each year, approximately 1,612,530 people travel to visit Vatican Museums.

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 dinnertime approaches, it's time to head out for a bite to eat in Rome. 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.

Have a memorable dining experience in Rome by booking a table at La Pergola, renowned as a 3-star Michelin restaurant presenting an exceptional mediterranean, and contemporary menu. For a different culinary experience in Rome, Il Pagliaccio shines as one of the top destinations, known for its delicious creative, and innovative cuisine. This 2-star Michelin-awardee earns consistently high praises from previous guests, making it a must-visit addition to your holiday experience. If you're looking for an alternative, Enoteca La Torre is known as a top local spot for its delicious mediterranean, and creative cuisine in Rome. This 2-star Michelin awardee is a highly recommended choice for an unforgettable meal.

If you’re not ready to end the night just yet, La Botticella Of Poggi Giovanni offers a perfect venue to relax and savor a drink. Similarly, Sant' Eustachio Caffè is well-suited for those looking to unwind in a social setting. Caffè Portofino is another excellent spot to enjoy a nightcap after a delightful meal.

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

Dive into day 4 of your remarkable road trip in Italy. Today you will explore Rome, 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.

Begin your sightseeing with a visit to Pantheon. This extraordinary roman temple is rated an average of 4.8 out of 5 stars by 189,682 visitors. Each year, around 30,000,000 people visit this site to learn more about it.

Next, make your way to Piazza Navona. This top attraction is a square with an average rating of 4.7 out of 5 stars by 158,771 visitors.

We also recommend a visit to Trevi Fountain. This sculpture is rated 4.8 out of 5 stars by 343,494 travelers.

If you’re keen to keep exploring, visit Piazza Di Spagna. This highly recommended sightseeing destination has received an average rating of 4.7 out of 5 stars from 113,658 travelers.

Today is also your chance to spend some time at Piazza Del Popolo. This square is rated an average of 4.6 out of 5 stars by 89,807 travelers.

When you’re done exploring for the day, you’ll drive to Florence, where you'll have a hotel waiting for you. Check in and spend some time relaxing before you head out to explore the city.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Florence. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Get ready for an unforgettable culinary journey in Florence by reserving a table at Enoteca Pinchiorri. Renowned as a 3-star Michelin restaurant, it offers an exceptional italian contemporary menu. For a different taste experience, head to Santa Elisabetta, recognized for its delicious creative, and mediterranean dishes. This 2-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Gucci Osteria da Massimo Bottura, a local favorite known for its delightful italian contemporary, and international cuisine in Florence. Nestled in the heart of the city, this restaurant with 1 Michelin star is an ideal choice for discerning italian contemporary, and international foodies seeking culinary excellence.

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

Day 5 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Florence before saying goodbye to this wonderful destination. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.

As your final day in Italy unfolds, enjoy a last-minute shopping spree in Florence's best shopping area. Enjoy finding the perfect gift or keepsake to remind you of your wonderful trip to Italy.

Take the opportunity to see Piazzale Michelangelo. This attraction has an average rating of 4.8 out of 5 stars from 77,744 visitors.

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

Have a fantastic dining experience at Tijuana, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Djària - American Bar offers an enticing alternative with its varied menu.

You’ll then say farewell to Florence. 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!