5-Day Italy Road Trip from Pisa traveling south to Siena, and Viterbo

Welcome to Pisa, the perfect starting point for your road trip in Italy! Pick up your rental car and let the adventure begin. You will spend 1 night immersing yourself in Pisa's charm before embarking on the next leg of your journey.

Pisa 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 “Tuttomondo” (Keith Haring) or taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

As afternoon approaches, head to your chosen hotel in Pisa. Check-in typically starts around 2 to 4 PM at hotels in Italy. We recommend staying at a hotel in a central location for easy access to the best attractions, restaurants, and bars in the city.

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

Don’t miss out on dining at Ristorante Capodimonte Pisa, a top-rated dining destination in Pisa. If you're in the mood to try something new, consider Baribaldi Pisa, another top spot with a mouthwatering menu. You might also want to secure a reservation at Restaurant -Pizzeria Il Mio Capriccio. With a reputation for consistently satisfied customers, it’s a perfect choice to enhance your stay in Pisa this evening.

After your meal, keep the night alive at a bar like JEFFER cocktails & friends, known for its lively atmosphere. Le Parisien Wine Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Las Volta cocktailbar offers an excellent atmosphere for those looking to amp up the evening.

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

Embark on another extraordinary experience on day 2 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Pisa, and Cascine Vecchie. At the end of the day, you will enjoy the comforts of a top-rated hotel in Siena, which will be your home away from home for 1 night.

Begin your sightseeing with a visit to Palazzo Blu. This art museum gets 37,457 visitors each year and is rated an average of 4.5 out of 5 stars in 4,244 reviews.

Next up, make your way to Leaning Tower of Pisa. This bell tower has an average rating of 4.7 out of 5 stars from 116,882 reviews. Usually, around 3,200,000 people visit Leaning Tower of Pisa every year.

When you’re ready for your next sight of the day, continue to Piazza del Duomo, Pisa. This square has an average rating of 4.7 out of 5 stars from 104,550 visitors.

Beyond the above-mentioned attractions, you also have the opportunity to visit Pisa Cathedral. This cathedral is rated an average of 4.8 out of 5 stars by 8,361 visitors.

Journey into the unknown at Parco Regionale Migliarino, San Rossore, Massaciuccoli, a unique attraction awaiting your visit. This remarkable park has an average rating of 4.4 out of 5 stars from 9,632 reviews.

At the end of the day, you will drive to Siena, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

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.

As a top-rated it is an ideal choice in the city. Enjoy a lovely meal at Antica Trattoria Papei, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Osteria Quattro Venti is another top choice with a popular menu. You could also check for a table at Osteria da Divo. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Siena tonight.

Unwind after your meal by stepping into Meet Life Cafè. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Maudit Pub offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Bar Impero Siena, another top-rated bar in the area.

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

Dive into day 3 of your remarkable road trip in Italy. Today you will explore Siena, and Orvieto, 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 Viterbo. You’ll stay here for 1 night.

Begin your sightseeing with a visit to piazza del Campo. This extraordinary square is rated an average of 4.8 out of 5 stars by 64,175 visitors.

Next, make your way to Siena Cathedral. This top attraction is a domus with an average rating of 4.8 out of 5 stars by 21,656 visitors.

We also recommend a visit to Fortezza Medicea (Siena). This fortress is rated 4.5 out of 5 stars by 9,835 travelers.

Set your GPS to Orvieto and hit the road. Expect a journey of approximately 1 hour 32 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Orvieto beckons with new experiences!

Start your sightseeing with a visit to Orvieto Cathedral. This catholic cathedral is a popular stop on travelers’ itineraries in Orvieto, with an average rating of 4.8 out of 5 stars by 15,057 visitors.

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

As you explore more of Viterbo, 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.

This renowned restaurant holds and offers an exceptional menu of cuisine.

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

Experience an unparalleled adventure on day 4 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Viterbo, and Sant'Angelo. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Pisa. You will spend 1 night here for some well-deserved relaxation.

When you're ready to see some sights, Terme dei papi is a great place to start. This spa is rated an average of 4.3 out of 5 stars by 6,981 visitors.

Another popular attraction you can visit today is Palazzo dei Papi di Viterbo. This palace has an average rating of 4.5 out of 5 stars from 6,905 travelers.

Sant'Angelo welcomes you with a multitude of unique vacation experiences.

Make Il Paese delle Fiabe your first stop of the day. Previous visitors have rated this museum an average of 4.6 out of 5 stars in 4,412 reviews.

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

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

Enjoy a delicious meal at Ristorante alle Bandierine, a highly-rated dining destination in Pisa. If you're eager to try something different, consider Barrique Cocktail And Bistrot, another top spot with a tantalizing menu. You might also want to secure a reservation at Filter Coffee Lab. With a reputation for consistently satisfied customers, it’s an excellent choice to enhance your stay in Pisa this evening.

After enjoying a fulfilling meal, continue your evening at Bar Mocambo, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Tree offers a welcoming atmosphere for easing into the nightlife. Similarly, Chupiteria provides an excellent environment for a relaxed and enjoyable evening.

Raise your glass to another unforgettable day in Italy!

Day 5 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Pisa 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 Pisa's best shopping area. Enjoy finding the perfect gift or keepsake to remind you of your wonderful trip to Italy.

Begin your sightseeing with a visit to Knights' Square. This extraordinary square is rated an average of 4.5 out of 5 stars by 9,051 visitors.

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

This renowned restaurant holds and offers an exceptional menu of cuisine.

You’ll then say farewell to Pisa. 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!