7-Day Italy City Break in Siena With Itinerary

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Embark on a memorable 7-day city break in Siena, Italy!

In the heart of Tuscany, Siena stands as a medieval masterpiece. Discover the historic Palio horse race, the stunning Piazza del Campo, and the magnificent Siena Cathedral in this magnificent city. Stroll through its charming alleys and immerse yourself in this classic Italian city's timeless traditions and artistic treasures.

With this perfectly planned holiday package, you will experience the ultimate Siena city break. This trip includes 6 nights in Siena at one of the best hotels in the city. Let us take care of the details so you can fully enjoy all the attractions and activities the city has to offer. Whether you're seeking to discover the rich cultural heritage of Siena or indulge in its delicious culinary scene, this holiday package has got you covered.

The home for your 7-day holiday in Siena will be one of the city’s best hotels. You’ll choose from a great selection of places to stay, all conveniently located in downtown Siena, close to many of the top attractions and best restaurants in the city. Siena offers excellent hotels for every budget, ensuring travelers a fantastic city break. You can rest assured that we will always recommend the best available places to stay in the city.

During your vacation in Siena, you'll get the chance to experience some of the best things to see and do in the city. Piazza Del Campo, Siena Cathedral, and Fortezza Medicea (siena) are only a few of the many spectacular attractions and sights you’ll find on your carefully planned travel itinerary.

Maximize your holiday experience in Siena by customizing each day with exciting tours and tickets. Whether you're tracing the footsteps of history through iconic landmarks, savoring the rich flavors of Italy's traditional cuisine, or uncovering the city's best-kept secrets on guided tours, Siena promises an adventure tailored to every traveler's passion. With a diverse selection of immersive experiences to choose from, your time in Siena is sure to be anything but ordinary.

Between sightseeing and activities, you will enjoy plenty of time to wander through Siena's best shopping streets and markets. Let the unique souvenirs you find serve as fond reminders of your city break in Italy.

This travel plan is designed to include everything you need to experience the best of Siena. By booking this vacation package, you can avoid spending hours researching and planning your city break and jump straight to enjoying it. Let the experts take care of the details so you can relax and make the most of your time in Italy.

To make sure the city break is fully tailored to your interests and preferences, you can easily customize each day of your journey. Our intuitive trip planning puts you in control, ensuring that every moment in Siena reflects your unique travel style.

Book with us to get an expertly curated step-by-step travel itinerary and access to 24/7 personal travel support before, during, and after your city break in Siena.

The best hotels, flights, activities, and tours in Siena fill up quickly, so it's advisable to book your holiday package in advance. Select a date and start planning your city break in Siena as early as today. Join us and discover the enchanting beauty of Siena, Italy!

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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Fortezza Medicea
Palazzo SalimbeniTower of Mangiapiazza del CampoPubblico PalaceBattistero di San Giovanni BattistaSiena Cathedral
Vista Panoramica de SienaBasilica of San DomenicoSantuario di Santa CaterinaFontebranda
Porta Camollia, Siena
Porta Romana
Porta Pispini
Porta Tufi

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Day 1

Day 1

  • Siena - Arrival day
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  • Fortezza Medicea
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Your exciting city break begins as soon as you arrive in the beautiful city of Siena. You’ll stay in Siena for 6 nights.

Siena 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 Fortezza Medicea (siena), or just taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

When the afternoon arrives, make your way to the hotel of your choice in downtown Siena. Check-in at hotels in Italy normally starts around 2 to 3 PM. Each accommodation option in Siena offers a unique blend of comfort and style in addition to prime access to the city’s top attractions.

Exploring the most popular attractions in Italy can make you lose track of time. Be sure to grab something to eat at one of the best restaurants in Siena.

Enjoy a delicious meal at Enoteca I Terzi, a top-rated dining destination in Siena.

Keep the evening going at Meet Life Cafè, a great choice for enjoying the after-dinner hours with a drink.

Celebrate the start of your 7-day city break in Siena with a toast!

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Day 2

Day 2

  • Siena
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  • Palazzo Salimbeni
  • Tower of Mangia
  • piazza del Campo
  • Pubblico Palace
  • Battistero di San Giovanni Battista
  • Siena Cathedral
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As day 2 dawns in Siena, embark on another day of exploration and adventure. Discover the city's vibrant culture, delicious cuisine, and captivating sights at your own pace. With 5 nights left, the possibilities for discovery are endless.

Today's adventure in Siena promises more breathtaking discoveries and enriching experiences! Begin at Palazzo Salimbeni. This standout palace is a highlight of any visit in the city. Then, enjoy Tower Of Mangia, another UNESCO world heritage-listed attraction that never fails to captivate visitors. Next, head over to Piazza Del Campo, one of the city’s most famous attractions, known for its romantic features.

If you’re looking for more, spend time soaking in the atmosphere of Pubblico Palace. This UNESCO world heritage-designated palace is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Battistero Di San Giovanni Battista, a curiosity-inducing church, and take a stroll around the area.

After or in between exploring, treat yourself to a delicious meal at a nice restaurant in the city. Unwind and enjoy the local flavors and culinary delights while reflecting on the day's adventures.

Dine in style at Ristorante Tar-Tufo, a top recommendation for dinner tonight.

Continue your evening by exploring the vibrant nightlife scene at Maudit Pub, a prime destination for a thrilling night out.

Savor the memories of an amazing day in Siena, Italy!

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Day 3

Day 3

  • Siena
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  • Vista Panoramica de Siena
  • Basilica of San Domenico
  • Santuario di Santa Caterina
  • Fontebranda
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Wake up to day 3 of your vacation in Siena. With 4 nights left, you'll have ample time to explore and savor all Siena has to offer.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Siena allows for both. Start by heading to Vista Panoramica De Siena. This worthwhile observation deck provides an insightful glimpse into the city's identity. Next, discover Basilica Of San Domenico, a historic church, promising a delightful encounter.

Continue your sightseeing with a visit to Santuario Di Santa Caterina, an increasingly popular church. When you’re done, don’t forget to make a stop at the curiosity-inducing Fontebranda.

You have plenty of options for restaurants and bars in Siena. So when you’re hungry or need a break from exploring, all you have to do is take your pick.

Make sure to reserve a table at Antica Trattoria Papei, an iconic dining spot in Siena. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Bar Impero Siena stands out as an excellent choice for a post-dinner cocktail.

No matter where in Siena you end up, an amazing evening of relaxation and enjoyment is guaranteed.

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Day 4

Day 4

  • Siena
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  • Porta Camollia, Siena
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Wake up to day 4 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 of today!

Start your adventure at Porta Camollia, Siena. This increasingly popular monument is a must-visit for travelers looking for a unique holiday experience.

After a long day of sightseeing, try one of the best restaurants in Siena.

Treat yourself to a delightful dinner at Osteria Quattro Venti, highly recommended for tonight's dining.

Following your dinner, dive into the local bar culture at Charlie Mixology Bar Di Aldinucci Riccardo. Enjoy this evening's relaxed ambiance with delightful drinks.

As the day draws to a close, bask in the tranquility of Siena by night. With memories made and adventures ahead, rest well and embrace the journey anew tomorrow.

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Day 5

Day 5

  • Siena
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  • Porta Romana
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On day 5 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 your adventure at Porta Romana. This underrated monument is a place that is appreciated by travelers and locals alike.

When you’re ready for dinner, we recommend you try one of the best restaurants in Siena.

Treat yourself to a wonderful meal at Fischi per Fiaschi, a top-rated dining spot in Siena.

If you’re not ready to end the night just yet, Bar Pinacoteca offers a perfect venue to relax and savor a drink.

Reflect on the adventures of the day as you unwind in the comfort of your hotel in Siena. Tomorrow holds new possibilities and discoveries!

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Day 6

Day 6

  • Siena
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  • Porta Pispini
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On day 6 of your city break, you will set out to discover Siena, including some of the most amazing things to see and do in the city. You’ll stay 1 night in Siena and enjoy plenty of time for exploring.

Brace yourself for today’s incredible lineup of attractions in Siena, featuring fun adventures, breathtaking views, and picturesque spots. Start at Porta Pispini, a curiosity-inducing historical landmark in the city.

Before you know it, it’s time to head out for dinner. Treat yourself to a delicious meal at a nice restaurant in Siena.

Don’t miss out on dining at Osteria da Divo, a top-rated dining destination in Siena.

After your delicious meal, get a taste of the vibrant nightlife with a visit to San Paolo Pub, known for its inviting atmosphere.

Wind down and recharge for tomorrow's escapades in Siena, Italy. With each day comes new experiences to cherish and enjoy.

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Day 7

Day 7

  • Siena - Departure day
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  • Porta Tufi
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Your city break in Siena is coming to an end, and it's soon time to say goodbye to the city. Before you leave, make sure to capture a few last moments to cherish your rejuvenating vacation in Italy.

If you're up for some more sightseeing, begin at Porta Tufi. This locally appreciated historical landmark is a popular place to see in the city.

Depending on how much time you have to spare on your departure day, you may want to do some last-minute shopping or sightseeing. Downtown Siena offers excellent shopping opportunities and is the perfect place to browse for souvenirs and gifts to bring home. Take a walk and discover unique items you can purchase to remind you of your city break in Siena.

Before you conclude your city break in Siena, drop by a top-rated restaurant for your last chance at a memorable dining experience in the city. Savor the destination's vibrant atmosphere over a delicious meal.

Enjoy a lovely meal at Ristorante San Desiderio, a top-rated place to have dinner tonight.

As you prepare to leave Siena, remember the moments of joy, discovery, and connection you've experienced in Italy. Carry them with you as souvenirs of your journey, guiding you as you continue to explore and create new memories.

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