One-Week Italy City Break in Siena With Itinerary
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Description
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!
Itinerary summary
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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.
After a long day of sightseeing, try one of the best restaurants in Siena.
Don’t miss out on dining at Enoteca I Terzi, a top-rated dining destination in Siena.
After enjoying a fulfilling meal, continue your evening at Meet Life Cafè, ideal for those looking to unwind with a drink in a comfortable setting.
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.
Today’s well-planned self-sightseeing route offers several family-friendly attractions, picturesque spots, and history-rich sites. Whether you decide to explore Siena on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Palazzo Salimbeni is the first of them. Spend some time admiring this respected palace before continuing your journey. Loggia Del Papa, Siena is your next stop. This intriguing monument is one of the best-rated sights in Siena.
Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit Tower Of Mangia. This picture-perfect monument is a sight to behold. To round off your sightseeing experience, visit Piazza Del Campo and Pubblico Palace.
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.
Savor the flavors at Ristorante Tar-Tufo, a top pick for dinner tonight.
Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Maudit Pub stands out as an excellent choice for a post-dinner cocktail.
Raise your glass and relax after another amazing day in Siena, Italy.
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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On day 3 of your fun city break in Siena, you’ll experience more of the best attractions and activities in the city. You now have 5 nights left in Siena.
Get ready for a day filled with fun adventures, picturesque spots, and historic treasures in the charming city of Siena. Your adventure starts at Musei Dell’accademia Dei Fisiocritici, an underrated local hot spot. Another notable attraction to explore is Pinacoteca Nazionale. This increasingly popular art gallery is known for its respected appeal.
After soaking in the highlights of these sights, take some time to wander Siena's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Piazza Del Duomo. This inviting public square offers a fascinating experience that many visitors find memorable. Siena Cathedral is also worth visiting, along with Battistero Di San Giovanni Battista. These standout landmarks offer unique experiences that add to the day’s enjoyment. End your day at Piccolomini Library. This beloved library provides a fitting finale to your sightseeing.
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.
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.
If you’re not ready to end the night just yet, Bar Impero Siena offers a perfect venue to relax and savor a drink.
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
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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!
Get ready to discover some of the most iconic wonders in Siena, including an observation deck, a church, and a historical landmark. Start your day at Vista Panoramica De Siena. This gorgeous observation deck is an increasingly popular place to see in Siena. Then, wander over to Basilica Of San Domenico. If breathtaking sites excite you, this church will be right up your alley. Nearby, you’ll also find Santuario Di Santa Caterina. This standout church is a favorite among visitors.
Siena offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Fontebranda is a curiosity-inducing spot in the city that will captivate you with its unique charm.
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 delightful dinner at Osteria Quattro Venti, highly recommended for tonight's dining.
To truly maximize your evening out, consider visiting Charlie Mixology Bar Di Aldinucci Riccardo after dinner. This bar is known for offering some of the best drinks and vibes in the city.
Wind down and recharge for tomorrow's escapades in Siena, Italy. With each day comes new experiences to cherish and enjoy.
Day 5
- Siena
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- Porta Camollia, Siena
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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 3 nights remaining, there's ample time to explore and uncover the heart of 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 underrated places to visit in Siena.
Visit these for an interesting touch to your journey.
When you’re ready to eat, treat yourself to a nice meal at a top-rated restaurant in the city.
Enjoy a delicious meal at Fischi per Fiaschi, a top-rated dining destination in Siena.
Continue the enjoyment post-dinner at Bar Pinacoteca, a cherished local gathering spot renowned for its welcoming atmosphere.
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 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.
Prepare for a day full of family-friendly attractions, scenic views, and photo-friendly spots. When you’re ready, kick off your sightseeing adventure at Porta Romana. This up-and-coming monument is a must-visit for anyone seeking a unique vacation experience.
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.
Enjoy a lovely meal at Osteria da Divo, a top-rated place to have dinner tonight.
Extend your evening after a delightful meal by visiting San Paolo Pub, which offers the perfect atmosphere for a night out.
Get some rest at your hotel in preparation for another wonderful day in Siena to come!
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.
Start by visiting Porta Tufi, a prime spot to begin your journey. This picture-perfect historical landmark is sure to impress.
After a long day of sightseeing, try one of the best restaurants in Siena.
Dine in style at Ristorante San Desiderio, a top recommendation for dinner tonight.
Raise a toast and celebrate another memorable 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, begin at Porta Pispini. This intriguing 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 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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