One-Week Italy City Break in Siena With Itinerary

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Immerse yourself in the charm of Siena on this 8-day city break in Italy, where cultural delights and exciting experiences await!

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 7 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 8-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 SalimbeniLoggia del Papa, SienaTower of Mangiapiazza del CampoPubblico Palace
Musei dell’Accademia dei FisiocriticiPinacoteca NazionalePiazza del DuomoSiena CathedralBattistero di San Giovanni BattistaPiccolomini Library
Vista Panoramica de SienaBasilica of San DomenicoSantuario di Santa CaterinaFontebranda
Porta Camollia, Siena
Porta Romana
Porta Tufi
Porta Pispini

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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 7 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.

When it’s time to eat, Siena has restaurants and bars to suit all budgets.

Enjoy a lovely dining experience at Enoteca I Terzi, a popular restaurant in Siena. This acclaimed establishment has earned the admiration of countless food lovers in the city.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Meet Life Cafè, known for its inviting atmosphere.

Celebrate the start of your 8-day city break in Siena with a toast!

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Day 2

Day 2

  • Siena
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  • Palazzo Salimbeni
  • Loggia del Papa, Siena
  • Tower of Mangia
  • piazza del Campo
  • Pubblico Palace
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Wake up to day 2 of your exciting city break in Siena. You still have 6 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 by visiting Palazzo Salimbeni, a prime spot to begin your journey. This symbolic palace is sure to impress. Next on your list is Loggia Del Papa, Siena, another must-visit landmark and locally appreciated monument renowned for its photogenic features.

While exploring and sightseeing, take time to savor the ambiance of Siena by sampling some local delicacies or having a drink. When you’re ready for more sightseeing, head to Tower Of Mangia. This culturally significant monument is a remarkable attraction that offers a unique experience. Piazza Del Campo also adds charm to your journey, and Pubblico Palace wraps up your day with its breathtaking appeal.

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.

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

To truly maximize your evening out, consider visiting Maudit Pub after dinner. This bar is known for offering some of the best drinks and vibes in the city.

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

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Day 3

Day 3

  • Siena
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  • Musei dell’Accademia dei Fisiocritici
  • Pinacoteca Nazionale
  • Piazza del Duomo
  • Siena Cathedral
  • Battistero di San Giovanni Battista
  • Piccolomini Library
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Rise and shine for day 3 of your city break in Siena! Today, delve deeper into the city's offerings, from its iconic landmarks to its hidden gems. With 5 nights remaining, there's ample time to explore and uncover the heart of Siena.

Prepare for a day full of fun adventures, picturesque spots, and history-rich sites. When you’re ready, kick off your sightseeing adventure at Musei Dell’accademia Dei Fisiocritici. This frequently visited museum is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Pinacoteca Nazionale, one of the city’s best highlights.

Next, check out Piazza Del Duomo, one of the most often recommended places to see in Siena. This public square is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Siena Cathedral. Wander around and soak in the visually striking atmosphere this church offers. Then, head to Battistero Di San Giovanni Battista, a top-rated church that adds another dimension to your day. Finally, visit the frequently visited Piccolomini Library, the last of our attraction recommendations for today.

When it’s time to eat, Siena has restaurants and bars to suit all budgets.

Enjoy a lovely dining experience at Antica Trattoria Papei, a popular restaurant in Siena. This acclaimed establishment has earned the admiration of countless food lovers in the city.

Continue your evening by exploring the vibrant nightlife scene at Bar Impero Siena, a prime destination for a thrilling night out.

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 4

Day 4

  • 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 4 of your vacation in Siena. With 4 nights left, you'll have ample time to explore and savor all Siena has to offer.

Set out on a day brimming with fun adventures, romantic experiences, and breathtaking views. Start at the intriguing Vista Panoramica De Siena, a romantic observation deck in Siena. Next, go to Basilica Of San Domenico.

After visiting Vista Panoramica De Siena and Basilica Of San Domenico, take time to explore Siena's streets and absorb its charm. Continue your sightseeing by heading to Santuario Di Santa Caterina. This monumental church offers a unique experience. Fontebranda is another noteworthy stop.

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

Treat yourself to a wonderful meal at Osteria Quattro Venti, a top-rated dining spot in Siena.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Charlie Mixology Bar Di Aldinucci Riccardo, a well-loved spot among locals and tourists.

Raise a toast and celebrate another memorable day in Siena, Italy!

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Day 5

Day 5

  • Siena
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  • Porta Camollia, Siena
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Get ready for another exciting day in Siena on day 5 of your city break! From historical sites to modern attractions, there's something for everyone to enjoy. With 3 nights ahead, make the most of your time and create unforgettable memories in Siena.

Porta Camollia, Siena is must-visit monument and a great starting point for the day.

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

Have a fantastic dining experience at Fischi per Fiaschi, a highly recommended choice for tonight's dinner.

After savoring a delicious meal, step into the vibrant nightlife at Bar Pinacoteca, where the evening is just getting started.

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

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Day 6

Day 6

  • Siena
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  • Porta Romana
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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 2 nights in Siena and enjoy plenty of time for exploring.

Siena is home to plenty of attractions that offer fun adventures, breathtaking views, and photo-friendly spots! Start at Porta Romana, a worthwhile monument that is worthwhile a visit in the city.

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.

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

If you’re not ready to end the night just yet, San Paolo Pub 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 7

Day 7

  • Siena
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  • Porta Tufi
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As day 7 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 1 night left, the possibilities for discovery are endless.

Bring your curiosity for today’s adventure around Siena. Some of the city’s most loved attractions await. Porta Tufi is the perfect place to start. This historical landmark is one of the most intriguing places to visit in Siena.

After a full day of exploring, we recommend you try one of the best places to eat in Siena. Enjoy the local flavors, unwind, and reflect on the day's adventures.

Treat yourself to a delicious dinner at Ristorante San Desiderio, an excellent option for tonight's dining. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Siena.

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

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Day 8

Day 8

  • Siena - Departure day
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  • Porta Pispini
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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 Pispini. This frequently visited 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.

As your city break in Siena draws to a close, cherish the memories you've made. With your travel plans in place, you're all set for a safe journey home. Until next time, take care and safe travels!

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