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

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.

Get ready to discover some of the most iconic wonders in Ancona, including an observation deck, a church, an art gallery, a historical landmark, a public square and much more! Start your day at Piazzale Michelangelo. This culturally significant observation deck is a spectacular place to see in Ancona. Then, wander over to Basilica Of Santa Croce In Florence. If culturally significant sites excite you, this church will be right up your alley. Nearby, you’ll also find Uffizi Gallery. This respected art gallery is a favorite among visitors.

Ancona offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Ponte Vecchio is an iconic spot in the city that will captivate you with its unique charm. When you’re done at the historical landmark, don’t forget to check out the visually striking Piazza Della Signoria. Take a moment to appreciate the fascinating details of this extraordinary public square in Ancona.

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

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 lovely meal at Ristorante Oliviero 1962, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Di Poneta Novoli is another top choice with a popular menu. You could also check for a table at Caffe San Firenze. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Florence tonight.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Manifattura stands out as an excellent choice for a post-dinner cocktail. Alternatively, Se·sto On Arno Rooftop Bar offers an ideal atmosphere to enjoy the pleasures of the night. Il Vinile is also a great option that provides a perfect setting for a relaxing evening.

Savor another day of unforgettable experiences in Italy!

On day 3 of your road trip, you’ll start and end your day in Florence, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Florence and Pisa. You still have 1 night left in Florence.

Oltrarno is one of the highlights of today. Take your time exploring this iconic neighborhood in Florence, which offers a perfect blend of history and culture. Plus, it's close to many must-see landmarks in the city.

Today’s route brings fun adventures, photo-friendly spots, and history-rich sites. The first attraction of today is Galleria Dell'accademia. This popular art gallery is a heritage-rich place to see in Florence. Continue your discovery at Cathedral Of Santa Maria Del Fiore, an UNESCO world heritage-designated church with stories to tell.

As you stroll around Florence, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Leaning Tower Of Pisa. This iconic monument offers a remarkable encounter with Florence. Next, make your way to Piazza Del Duomo, Pisa to add another highlight to your day. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Florence.

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 delicious dinner at Ditta Artigianale, an excellent option for tonight's dining. Looking for something different? Trattoria Da Burde offers a tantalizing alternative with its diverse menu. And don’t miss Casa Toscana. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.

Let the evening flow smoothly from dinner to drinks at Bar 50 Rosso, a top-rated bar in the area. For other recommendations, Bitter Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Archea Brewery offers a memorable night with diverse drink options and excellent service.

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

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 Siena and San Gimignano. In the evening, you’ll end up in Ancona, where you will stay for 1 night.

Today’s well-planned self-sightseeing route offers several family-friendly attractions, romantic experiences, and scenic views. Whether you decide to explore Florence on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Siena Cathedral is the first of them. Spend some time admiring this enchanting church before continuing your journey. Battistero Di San Giovanni Battista is your next stop. This curiosity-inducing church is one of the best-rated sights in Florence.

Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit Piazza Del Campo. This history-steeped public square is a sight to behold. To round off your sightseeing experience, visit Tower Of Mangia and Porta San Giovanni.

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

As dinnertime approaches, it's time to head out for a bite to eat in Ancona. 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 fantastic dining experience at Amarcord, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Bontà delle Marche offers an enticing alternative with its varied menu. Additionally, Ristorante Pizzeria Da Romano is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Ancona.

Continue your evening by exploring the vibrant nightlife scene at Alla Tazza D'oro, a prime destination for a thrilling night out.

Relax and recharge in preparation for another adventurous day in Italy!