5-Day Italy City Break in Siena With Itinerary
Description
Included
Description
Embark on a memorable 5-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 4 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 5-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!
Travel details
Set your travel details to find the best price
Flights
Compare and choose from the best flights to Siena, landing in Florence
Car
Choose from the best car rental deals or see all options
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 Romana
- More
Your exciting city break begins as soon as you arrive in the beautiful city of Siena. You’ll stay in Siena for 4 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 Romana, 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.
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.
Enjoy a lovely meal at Enoteca I Terzi, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Ristorante Tar-Tufo is another top choice with a popular menu. You could also check for a table at Antica Trattoria Papei. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Siena tonight.
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 5-day city break in Siena with a toast!
Day 2
- Siena
- More
- Basilica of San Domenico
- Fontebranda
- Siena Cathedral
- piazza del Campo
- Tower of Mangia
- Pubblico Palace
- More
Rise and shine for day 2 of your city break in Siena! Today, delve deeper into the city's offerings, from its iconic landmarks to its hidden gems. With 3 nights remaining, there's ample time to explore and uncover the heart of Siena.
Discover a day packed with family-friendly attractions, breathtaking views, and picturesque spots in Siena. Begin your sightseeing with Basilica Of San Domenico. This up-and-coming church is one of the top attractions in the city. Proceed to Fontebranda, another must-visit attraction.
As you wander through the inviting streets of Siena, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Siena Cathedral. This popular church is a traveler-favorite. Not far away, you’ll find Piazza Del Campo, another key site on your sightseeing itinerary. Tower Of Mangia is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers. Conclude your day at Pubblico Palace and uncover why it's recognized as one of the city's most intriguing 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.
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. Immerse yourself in the culinary delights of Fischi per Fiaschi, a popular restaurant in Siena. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Osteria da Divo, a hidden gem nestled in Siena. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
After savoring a delicious meal, step into the vibrant nightlife at Maudit Pub, where the evening is just getting started.
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 3
- Siena
- More
- Fortezza Medicea
- Porta Camollia, Siena
- More
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 2 nights ahead, make the most of your time and create unforgettable memories in Siena.
Immerse yourself in Siena’s rich culture with today's sightseeing itinerary. Start your journey at Fortezza Medicea (siena). This awe-inspiring monument is sure to ignite your curiosity. Next, dive into the picture-perfect features of Porta Camollia, Siena, a must-visit monument 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 Ristorante San Desiderio, a top pick for dinner tonight. Alternatively, Osteria Le Logge beckons with its unique menu offerings. Also, consider Ristorante Taverna Di Cecco. With its consistent customer satisfaction, it’s an excellent option for dining in Siena tonight.
Keep the excitement of the evening going by visiting a bar or two. Bar Impero Siena 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 4
- Siena
- More
- Porta Tufi
- Musei dell’Accademia dei Fisiocritici
- 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 1 night left in Siena.
Siena is home to plenty of attractions that offer fun adventures, scenic views, and picturesque spots! Start at Porta Tufi, an often recommended historical landmark that is worthwhile a visit in the city. Nearby, you’ll find Musei Dell’accademia Dei Fisiocritici, enchanting visitors with its respected appeal.
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.
Enjoy a delicious meal 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.
Round off your dining experience by visiting Charlie Mixology Bar Di Aldinucci Riccardo, a prime location for a drink.
Raise a toast and celebrate another memorable day in Siena, Italy!
Day 5
- Siena - Departure day
- More
- Palazzo Salimbeni
- 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 Palazzo Salimbeni, a symbolic palace 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 for something new, try Sindie, another premier location with a delectable 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.