6-Day Italy City Break in Siena With Itinerary
Description
Included
Description
Discover the essence of Siena with a 6-day city break in Italy, blending cultural richness with exhilarating adventures.
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 5 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 6-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!
Itinerary summary
See a summary of the itinerary that you can fully customize
Personalize your itinerary
Customize tours under each day and destination
Day 1
- Siena - Arrival day
- More
- Porta Tufi
- More
Your exciting city break begins as soon as you arrive in the beautiful city of Siena. You’ll stay in Siena for 5 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 Porta Tufi, 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 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.
Enjoy a delicious meal at Enoteca I Terzi, a highly-rated dining destination in Siena. If you're eager to try something different, consider Ristorante Tar-Tufo, another top spot with a tantalizing menu. You might also want to secure a reservation at Antica Trattoria Papei. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Siena this evening.
Continue your evening by exploring the vibrant nightlife scene at Meet Life Cafè, a prime destination for a thrilling night out.
Celebrate the start of your 6-day city break in Siena with a toast!
Day 2
- Siena
- More
- Siena Cathedral
- Pubblico Palace
- piazza del Campo
- Tower of Mangia
- Loggia del Papa, Siena
- More
Get ready for another exciting day in Siena on day 2 of your city break! From historical sites to modern attractions, there's something for everyone to enjoy. With 4 nights ahead, make the most of your time and create unforgettable memories in Siena.
Get ready for an exciting day in Siena. Today’s sightseeing agenda includes a church, a palace, a public square, a monument and much more! Begin your adventure at Siena Cathedral. This is a popular church you should not miss. Another must-see is Pubblico Palace, a beloved palace in Siena.
When you’re ready for the next sight, head to Piazza Del Campo. From there, take a leisurely stroll to Tower Of Mangia, another of the city’s underrated attractions. We recommend continuing your self-guided tour at Loggia Del Papa, Siena, a history-steeped place of interest 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.
Dine in style at Osteria Quattro Venti, a top recommendation for dinner tonight. Or, for a change of pace, Fischi per Fiaschi boasts a menu that's sure to impress. Also, be sure to check out Osteria da Divo. Known as a local hotspot, it’s a great choice for tonight in Siena.
Unwind after your meal by stepping into Maudit Pub. 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 3
- Siena
- More
- Fortezza Medicea
- Porta Camollia, Siena
- More
Wake up to day 3 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!
Bring your curiosity for today’s adventure around Siena. Some of the city’s most loved attractions await! Fortezza Medicea (siena) is the perfect place to start. This monument is one of the most often recommended places to visit in Siena. Next, head to Porta Camollia, Siena, a locally appreciated monument, known for its breathtaking features.
Visit these for an interesting touch to your journey.
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.
Have a fantastic dining experience at Ristorante San Desiderio, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Osteria Le Logge offers an enticing alternative with its varied menu. Additionally, Ristorante Taverna Di Cecco is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Siena.
If you’re not ready to end the night just yet, Bar Impero Siena offers a perfect venue to relax and savor a drink.
Raise your glass and relax after another amazing day in Siena, Italy.
Day 4
- Siena
- More
- Palazzo Salimbeni
- Santuario di Santa Caterina
- Basilica of San Domenico
- Vista Panoramica de Siena
- More
On day 4 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.
Today’s route brings family-friendly attractions, photo-friendly spots, and history-rich sites. The first attraction of today is Palazzo Salimbeni. This underrated palace is a culturally significant place to see in Siena. Continue your discovery at Santuario Di Santa Caterina, a standout church with stories to tell.
As you stroll around Siena, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Basilica Of San Domenico. This up-and-coming church offers a historic encounter with Siena. Next, make your way to Vista Panoramica De Siena to add another highlight to your day. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day 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.
Don’t miss out on dining at Bar Pasticceria Nannini Toselli, a top-rated dining destination in Siena. If you're in the mood to try something new, consider Ristorante Gallo Nero, another top spot with a mouthwatering menu. You might also want to secure a reservation at Bar osteria enea. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Siena this evening.
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.
Savor the memories of an amazing day in Siena, Italy!
Day 5
- Siena
- More
- Porta Pispini
- Porta Romana
- More
Rise and shine for day 5 of your city break in Siena! Today, delve deeper into the city's offerings, from its iconic landmarks to its hidden gems. With 1 night remaining, there's ample time to explore and uncover the heart of Siena.
Today, you'll explore some of the most beautiful places in Siena, including a historical landmark and a monument. Start your day with a visit to Porta Pispini. This frequently visited historical landmark is a must-visit in the city. When you’re ready for your next discovery, continue to Porta Romana, which may be one of the most awe-inspiring places you will experience today.
When it’s time to eat, Siena has restaurants and bars to suit all budgets.
Enjoy a delicious meal at Ristorante La Finestra, a top-rated dining destination in Siena. If you're in the mood to try something new, consider Sindie, another top spot with a mouthwatering menu. You might also want to secure a reservation at Ristorante Numero Unico. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Siena this evening.
Let the evening flow smoothly from dinner to drinks at Bar Pinacoteca, a top-rated bar in the area.
No matter where in Siena you end up, an amazing evening of relaxation and enjoyment is guaranteed.
Day 6
- Siena - Departure day
- More
- Pinacoteca Nazionale
- More
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 Pinacoteca Nazionale, a history-steeped art gallery 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.
If you're in the mood to try something new, consider Osteria Castelvecchio, another top spot with a mouthwatering menu.
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.
Similar travel packages
Discover other popular vacations in Italy
Download Europe’s biggest travel marketplace to your phone to manage your entire trip in one place
Scan this QR code with your phone camera and press the link that appears to add Europe’s biggest travel marketplace into your pocket. Enter your phone number or email address to receive an SMS or email with the download link.