5-Day Italy City Break in Siena

Your exciting city break begins as soon as you arrive in the beautiful city of Siena. You’ll stay in Siena for 4 nights.

You’ll choose between some of the best hotels and places to stay, all conveniently located in downtown Siena. With lots of excellent hotels to choose from, you're sure to have a fantastic experience during your city break.

Siena has plenty of sights, monuments, and places of interest to explore. Luckily, you have plenty of time to do so for the next 5 days. Choose an early flight to get started with your sightseeing in Siena right away.

When you're ready to head out for dinner, an excellent restaurant you may want to try is La Taverna di San Giuseppe. This restaurant has an impressive average rating of 4.7 out of 5 stars by 1,767 customers and is sure to satisfy your hunger after a long day of exploring.

Another acclaimed restaurant in the city of Siena is Osteria degli Svitati. Rated at an average of 4.7 out of 5 stars by 911 customers, guests often have an outstanding experience at this restaurant.

Yet another popular place to eat, often recommended by locals, is Osteria Il Carroccio. With an average rating of 4.7 of 5 stars among 895 customers, you may want to take a closer look at this restaurant's menu.

Siena is also home to several great bars for every travel budget. One of the best bars in the city is Ristorante Gallo Nero. This claim is supported by 829 customers who have rated it an average of 4.4 out of 5 stars.

This is the time to raise a toast for the beginning of your incredible 5-day vacation in Siena!

Wake up to day 2 of your exciting city break in Siena. You still have 3 nights left in Siena, and we recommend that you spend this day relaxing, sightseeing, and dining at the most wonderful places the city has to offer. Here's how you can make the most out of today!

One of the top places you can visit in Siena today is the incredible piazza del Campo. This attraction is a square and place of interest, rated an average of 4.8 out of 5 stars by 64,175 visitors.

Another attraction travelers from all over the world add to their itinerary every year is Siena Cathedral. Siena Cathedral is a popular domus and travel destination with an average rating of 4.8 out of 5 stars from 21,656 visitors. Today, you can visit this magnificent domus in Siena too.

For the full Siena experience, visit the incredible Fortezza Medicea (Siena). This one-of-a-kind fortress is rated at an average of 4.5 out of 5 stars by 9,835 visitors.

After or in between exploring Siena, treat yourself to a delicious meal at a nice restaurant in the city. An excellent option is Antica Trattoria Papei, which is a popular restaurant with an exciting menu. This restaurant has an average rating of 4.3 out of 5 stars by 3,761 customers.

Another top-rated restaurant to consider is Osteria da Divo. This restaurant is popular with locals as well as travelers and is rated an average of 4.4 out of 5 stars by 1,062 customers.

A favorite place to eat among many who have visited Siena is Ristorante Gallo Nero. This irresistible restaurant has an average rating of 4.4 out of 5 stars by 829 customers.

If you feel like having a drink or two after your meal, a popular bar you can go to is San Paolo Pub. This place has an average rating of 4.3 out of 5 stars by 704 customers.

To enjoy a great atmosphere, continue your evening at Torrefazione Fiorella. This bar is rated an average of 4.8 out of 5 stars by 370 customers.

Get some rest at your hotel in preparation for another wonderful day in Siena to come!

On day 3 of your fun city break in Siena, you’ll experience more of the best attractions and activities in the city. You now have 2 nights left in Siena.

Start this beautiful day with a visit to a top-rated square in Siena, piazza del Campo. About 64,175 visitors have rated this attraction an average of 4.8 out of 5 stars.

The popular Siena Cathedral is another top sight in Siena that locals and travelers often enjoy spending time at. This domus is rated an average of 4.8 out of 5 stars in 21,656 reviews.

Fortezza Medicea (Siena) is a highlight on travelers’ itineraries in Siena. This fortress has received an average rating of 4.5 out of 5 stars from 9,835 visitors.

Exploring Siena's best attractions and hidden gems can make you quickly lose track of time. Make sure to grab something to eat and use this opportunity to learn more about Siena's food culture.

Ristorante Taverna Di Cecco is one of the most popular restaurants in Siena. Most people can find something that fits their taste from Ristorante Taverna Di Cecco’s excellent menu. Approximately 822 customers have rated this popular restaurant an average of 4.4 out of 5 stars.

If you’re in the mood for something different, check out PARTICOLARE di Siena. This Siena-based restaurant is one of locals’ favorites and has an average rating of 4.6 out of 5 stars from 598 customers.

Another top-rated restaurant that serves a menu of appetizing food and drinks is Ristorante San Desiderio. This popular restaurant has an average rating of 4.4 out of 5 stars from 657 customers.

If you’re up for getting a drink, consider going to BLANDIS - Wine & Cafè. Around 291 customers have given this incredible bar an average rating of 4.7 out of 5 stars.

Locals of Siena also enjoy the cocktails at Sindie. This place is rated an average of 4.7 out of 5 stars by 124 customers and is one of the best you can experience in the city.

Raise a toast and enjoy celebrating another amazing day in Siena, Italy.

Wake up to day 4 of your exciting city break in Siena. You still have 1 night left in Siena, and we recommend that you spend this day relaxing, sightseeing, and dining at the most wonderful places the city has to offer. Here's how you can make the most out of today!

One of the top places you can visit in Siena today is the incredible piazza del Campo. This attraction is a square and place of interest, rated an average of 4.8 out of 5 stars by 64,175 visitors.

Another attraction travelers from all over the world add to their itinerary every year is Siena Cathedral. Siena Cathedral is a popular domus and travel destination with an average rating of 4.8 out of 5 stars from 21,656 visitors. Today, you can visit this magnificent domus in Siena too.

For the full Siena experience, visit the incredible Fortezza Medicea (Siena). This one-of-a-kind fortress is rated at an average of 4.5 out of 5 stars by 9,835 visitors.

After or in between exploring Siena, treat yourself to a delicious meal at a nice restaurant in the city. An excellent option is Osteria Castelvecchio, which is a popular restaurant with an exciting menu. This restaurant has an average rating of 4.5 out of 5 stars by 582 customers.

Another top-rated restaurant to consider is Ristorante La Finestra. This restaurant is popular with locals as well as travelers and is rated an average of 4.4 out of 5 stars by 602 customers.

A favorite place to eat among many who have visited Siena is Osteria Le Logge. This irresistible restaurant has an average rating of 4.3 out of 5 stars by 547 customers.

If you feel like having a drink or two after your meal, a popular bar you can go to is Osteria Quattro Venti. This place has an average rating of 4.6 out of 5 stars by 304 customers.

To enjoy a great atmosphere, continue your evening at Maudit Pub. This bar is rated an average of 4.4 out of 5 stars by 224 customers.

Get some rest at your hotel in preparation for another wonderful day in Siena to come!

Your city break in Siena is coming to an end, and it's soon time to say goodbye to the city.

Depending on how much time you have on your departure day, this is your chance to catch one last glimpse of the beautiful city of Siena. We recommend doing some last-minute shopping or sightseeing.

If you can catch a later flight, we recommend visiting some of the attractions you may not yet have had the time to explore. This extra time will let you dive into more iconic landmarks and uncover hidden gems.

Piazza del Campo is a fantastic attraction you could visit on your last day in Siena. This square and popular site of interest has an average rating of 4.8 out of 5 stars from 64,175 visitors.

If you'd rather see something else, Siena Cathedral domus is a great alternative. According to more than 21,656 reviews, adding up to an average score of 4.8 out of 5 stars, this attraction is a worthwhile visit in the city of Siena.

To soak in the last of Siena, you can also make a visit to Fortezza Medicea (Siena) fortress. This outstanding attraction is rated an average of 4.5 out of 5 stars by 9,835 visitors.

If you're looking to enjoy one last delicious meal in Siena, consider a top-rated restaurant like Fischi per Fiaschi. This restaurant is rated at an average of 4.6 out of 5 stars by 356 customers.

If you feel like eating something else, Enoteca I Terzi is an excellent alternative. This restaurant is rated an average of 4.4 out of 5 stars by 425 customers.

Another popular restaurant you could check out is Ristorante Numero Unico. It has an average rating of 4.3 out of 5 stars by 379 customers.

You'll then say farewell to Siena and begin your journey home, now filled with unforgettable experiences, memories, and photos from Italy!