One-Week Italy City Break in Siena With Itinerary
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Embark on a memorable 8-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 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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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 you’re ready for dinner, we recommend you try one of the best restaurants in Siena.
Treat yourself to a delicious dinner at Enoteca I Terzi, an excellent option for tonight's dining. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Siena.
Keep the excitement of the evening going by visiting a bar or two. Meet Life Cafè is an excellent place to start.
Celebrate the start of your 8-day city break in Siena with a toast!
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 vacation in Siena. With 6 nights left, you'll have ample time to explore and savor all Siena has to offer.
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 underrated monument renowned for its respected features.
While exploring and sightseeing, take time to savor the culture of Siena by sampling some local delicacies. When you’re ready for more sightseeing, head to Tower Of Mangia. This picture-perfect monument is an essential place to visit for anyone looking for the full Siena experience. We also recommend visiting Piazza Del Campo, an astonishing public square. Nearby, you'll also find Pubblico Palace, ready to add charm to your journey.
When it’s time for dinner, try one of the most popular restaurants in Siena. Make sure to reserve a table in advance, as the best restaurants fill up quickly.
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.
Continue your lively evening at Maudit Pub, a perfect place for winding down or revving up the night, depending on which mood you’re in.
Get some rest at your hotel in preparation for another wonderful day in Siena to come!
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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Get ready for another exciting day in Siena on day 3 of your city break! From historical sites to modern attractions, there's something for everyone to enjoy. With 5 nights ahead, make the most of your time and create unforgettable memories in Siena.
Enjoy the perfect balance of relaxation and exploration in Siena today. One of the most up-and-coming attractions included on the itinerary is Musei Dell’accademia Dei Fisiocritici. This historic museum will help you start your sightseeing on top. Then, take a leisurely stroll to Pinacoteca Nazionale and learn what makes this photogenic art gallery unique.
Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the locally appreciated Piazza Del Duomo. After exploring the public square, head to Siena Cathedral. This locally renowned church is a highlight in Siena. As your day continues, stop by Battistero Di San Giovanni Battista, known for its heritage-rich features. Lastly, don’t forget to check out the curiosity-inducing Piccolomini Library. Enjoy exploring this incredible library at your own pace.
Exploring can easily make you lose track of time. Make sure to grab something to eat and use this opportunity to learn more about Siena's food culture.
Have a fantastic dining experience at Antica Trattoria Papei, a highly recommended choice for tonight's dinner.
Unwind after your meal by stepping into Bar Impero Siena. This venue is celebrated for its extensive drink selections and cozy vibes.
Wind down and recharge for tomorrow's escapades in Siena, Italy. With each day comes new experiences to cherish and enjoy.
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 exciting city break in Siena. You still have 4 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!
Prepare for a day full of fun adventures, romantic experiences, and breathtaking views. When you’re ready, kick off your sightseeing adventure at Vista Panoramica De Siena. This curiosity-inducing observation deck is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Basilica Of San Domenico, one of the city’s best highlights.
Next, check out Santuario Di Santa Caterina, one of the most frequently visited places to see in Siena. This church is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Fontebranda. Wander around and soak in the eye-catching atmosphere this historical landmark offers.
When it’s time to eat, Siena has restaurants and bars to suit all budgets.
Make sure to reserve a table at Osteria Quattro Venti, an iconic dining spot in Siena. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world.
Keep the excitement of the evening going by visiting a bar or two. Charlie Mixology Bar Di Aldinucci Riccardo is an excellent place to start.
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.
Day 5
- Siena
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- Porta Camollia, Siena
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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 3 nights left in Siena.
Bring your curiosity for today’s adventure around Siena. Some of the city’s most loved attractions await! Porta Camollia, Siena is the perfect place to start. This monument is one of the most increasingly popular places to visit in Siena.
Visit these for an interesting touch to your journey.
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.
Dine in style at Fischi per Fiaschi, a top recommendation for dinner tonight.
After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Bar Pinacoteca, a well-loved spot among locals and tourists.
Savor the memories of an amazing day in Siena, Italy!
Day 6
- Siena
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- Porta Romana
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As day 6 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 2 nights left, the possibilities for discovery are endless.
Start your day with a visit to Porta Romana. This beloved monument is a must-visit in the city.
When you’re ready to eat, treat yourself to a nice meal at a top-rated restaurant in the city.
Savor the flavors at Osteria da Divo, a top pick for dinner tonight.
To truly maximize your evening out, consider visiting San Paolo Pub after dinner. This bar is known for offering some of the best drinks and vibes in the city.
Reflect on the adventures of the day as you unwind in the comfort of your hotel in Siena. Tomorrow holds new possibilities and discoveries!
Day 7
- Siena
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- Porta Tufi
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On day 7 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.
After a long day of sightseeing, try one of the best restaurants in Siena.
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.
Raise your glass and relax after another amazing day in Siena, Italy.
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, we recommend visiting Porta Pispini, a culturally significant historical landmark before you head out.
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.
Treat yourself to a delicious dinner at Osteria Le Logge, an excellent option for tonight's dining.
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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