Luxury 3-Day Italy City Break in Siena

Your exciting luxury holiday begins as soon as you arrive in the beautiful city of Siena. You will stay in the city for 2 nights and choose from some of the best luxury hotels in downtown Siena that are guaranteed to make you feel special.

Tonight, you will be treated to a stay at one of the best luxury hotels in Siena. We have picked out three of the most exclusive luxury lodging and hotel options for you to choose from.

An excellent attraction to start your day with is Fortezza Medicea. This fortress is rated an average of 4.5 out of 5 stars in 9,835 reviews.

After a day filled with travel and exploration, we recommend you treat yourself to a meal or a drink at the finest restaurants and bars in Siena. Savor the local cuisine and relax as you recount the day's experiences.

Check out Osteria La Sosta di Violante. This restaurant offers a fantastic menu and impeccable service, deserving of its average rating of 4.7 out of 5 stars from 2,042 reviews.

Locals also recommend La Taverna di San Giuseppe as one of the best restaurants to have dinner at in Siena. La Taverna di San Giuseppe is rated an average of 4.7 out of 5 stars by 1,767 customers, including locals as well as travelers.

Alternatively, for another culinary experience you will remember, book a table at Osteria degli Svitati. This popular restaurant has an average rating of 4.7 out of 5 stars by 911 customers.

To have one of the best bar experiences in Siena, we recommend going to the wonderful Ristorante Gallo Nero. This bar offers a variety of phenomenal dishes and drinks and has been rated an average of 4.4 out of 5 stars by 829 customers.

Celebrate the start of your 3-day city break in Siena with a toast!

As the sun rises on day 2 in Siena, greet the day with excitement. Today offers the perfect opportunity to delve deeper into the city's rich history and vibrant culture. Whether you're embarking on guided tours, discovering famous attractions, or simply relaxing in the city's scenic beauty, every moment is an invitation to indulge in luxury and discovery.

Start your day with a visit to Porta Camollia. This extraordinary city gate is rated an average of 4.5 out of 5 stars by 2,460 visitors.

Next, make your way to Palazzo Salimbeni. This top attraction is a palazzo with an average rating of 4.5 out of 5 stars by 2,537 visitors.

We also recommend a visit to Piazza del Campo. This square is rated 4.8 out of 5 stars by 64,175 travelers.

If you’re keen to keep exploring, visit Duomo di Siena. This highly recommended sightseeing destination has received an average rating of 4.8 out of 5 stars from 21,656 travelers.

Today is also your chance to spend some time at Basilica Cateriniana San Domenico. This minor basilica is rated an average of 4.6 out of 5 stars by 3,290 travelers.

Don’t forget to check out all the popular tours and activities you can add to your travel plan. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.

After a day filled with travel and exploration, we recommend you treat yourself to a meal or a drink at the finest restaurants and bars in Siena. Savor the local cuisine and relax as you recount the day's experiences.

For a memorable dining experience, be sure to visit Osteria Il Carroccio. Known for its excellent cuisine and commitment to quality dishes, this restaurant in Siena has received a 4.7 out of 5-star rating from around 895 happy diners.

When seeking local-favorite dining spots, Antica Trattoria Papei should be on your list. Situated in the heart of Siena, it has become a beloved food venue for its delicious menu. It boasts a rating of 4.3 out of 5 stars from 3,761 satisfied diners, a testament to its favored status.

Ready for a culinary adventure? Book a table at Grotta Santa Caterina da Bagoga. This highly regarded restaurant in Siena has earned a rating of 4.6 out of 5 stars, thanks to its flavorful dishes and positive reviews from 1,669 satisfied guests.

Many locals go to San Paolo Pub for an evening cocktail or glass of wine. This bar is rated an average of 4.3 out of 5 stars by 704 customers.

Go over your photos from the day, raise a toast, and rest your tired legs. Another wonderful day of your luxury holiday in Siena awaits!

Your luxurious city break in Siena is coming to an end, and it's soon time to say goodbye to the city. But before you leave, make sure to capture a few more memories and perhaps find that special souvenir to remind you of your unforgettable journey.

As your final day in Italy unfolds, don’t miss the chance for a last-minute shopping spree in Siena’s shopping district. Your accommodation’s convenient location near the city’s shopping area offers the luxury of time, so you don’t have to limit yourself from leisurely strolling its streets amidst a collection of establishments.

Look for the perfect gift for your loved ones back home, or buy yourself a little keepsake to remind you of Italy.

Make the most of what's left of your luxury vacation and head out to the stunning Porta Romana. This extraordinary city gate and attraction is rated an average of 4.4 out of 5 stars in 2,383 reviews, and is an excellent choice for your last sightseeing in Siena.

Treat yourself to a final feast. Savor the unique flavors of Siena one last time before you head to the airport.

At this restaurant, you’ll enjoy a great atmosphere and a fantastic food and drinks menu. Osteria Nonna Gina is rated an average of 4.6 out of 5 stars by 1,247 customers.

Alternatively, if you’re curious to try a local favorite, check out Osteria Cice. This restaurant is rated an average of 4.5 out of 5 stars by 1,313 customers and guarantees you a nice dining experience to end your day.

When your taste buds call for something different, you may want to pay Osteria da Divo a visit instead. This restaurant is a top recommendation often mentioned by both travelers and locals. Osteria da Divo has an average rating of 4.4 out of 5 stars by 1,062 customers.

You will then say farewell to Siena and begin your journey home. With a camera roll full of photos and happy memories from your unforgettable luxury holiday in Siena, Italy, you can cherish these moments forever!