Discover Siena's Medieval Magic: A 5-Day Family Adventure!

Discover the warmth of Siena, Italy - a family adventure steeped in history, culture, and enchantment!

28 August 2023

Siena, located in the heart of Tuscany, is a charming and family-friendly destination, perfect for a memorable trip with your loved ones. Explore the beautiful medieval city center, walk along the cobbled streets, and discover the famous Piazza del Campo, where children can run around and enjoy the vibrant atmosphere. Don't miss the stunning Siena Cathedral, where you can admire the breathtaking artwork and climb the tower to enjoy panoramic views of the city.

Travel plan

Getting latest place information
Day 1

Exploring Siena's Medieval Charm

  • Check into the lovely Hotel Athena, offering magnificent views of the city's historic center.
  • Dive headfirst into history at Piazza del Campo, where the famous Palio horse race takes place.
  • Climb the imposing Torre del Mangia for panoramic vistas of the brick sea that is Siena's rooftops.
  • Marvel at the intricate frescoes at the stunning Siena Cathedral, a masterpiece of Gothic architecture.
  • Get lost in the labyrinth of narrow streets, stumbling upon hidden gems like the quirky Fonte Gaia fountain.
  • Eat like a true Sienese at La Taverna di San Giuseppe, indulging in hearty pici pasta with wild boar ragu.
Day 2

Wine, Views, and a Tuscan Feast

  • Traverse vineyard-drenched landscapes during a full-day Tuscany wine tour departing from Siena.
  • Sip on exceptional Chianti and Brunello wines at a family-run winery, feeling like a refined wine connoisseur.
  • Snap envy-inducing panoramic Instagram shots of the rolling hills from the hilltop town of Montalcino.
  • Taste the robust flavors of traditional Tuscan cuisine at Osteria le Logge, while devouring delicate pappa al pomodoro.
  • Watch the sunset paint the Sienese sky in hues of orange as you stroll along the ancient city walls.
Day 3

Cultural Gems Beyond Siena

  • Embark on an enchanting day trip to the UNESCO-listed San Gimignano, a postcard-perfect medieval hill town.
  • Admire the town's famous towers while savoring award-winning gelato from Gelateria Dondoli.
  • Discover the vibrant history of Volterra, an Etruscan marvel boasting ancient ruins and a stunning Roman theater.
  • Visit Museo Etrusco Guarnacci, housing eerie yet captivating artifacts such as the famous Ombra della Sera.
  • Indulge in a flavorsome Italian dinner at Osteria da Lucas, where the pasta dishes are as nonna used to make.
Day 4

Nature's Charms and the Towering City

  • Experience the natural beauty of the Montagnola Senese, with its verdant rolling hills and lush forests.
  • Hike the picturesque Via Francigena trail, feeling at one with nature amongst wildflowers and enchanting landscapes.
  • Take a break from the outdoors to visit the captivating Palazzo Pubblico, home to iconic frescoes by Ambrogio Lorenzetti.
  • Sample exquisite local produce at Salumeria Bernardini, savoring Tuscan cheeses and salami fit for a gourmand.
  • Climb the Facciatone for an unrivaled view of Siena's skyline, feeling on top of the world as the bells chime below.
Day 5

Art, Shopping, and Delicious Farewell

  • Immerse yourself in the artistic brilliance of Siena at the Museo dell'Opera, home to breathtaking Renaissance masterpieces.
  • Wander through the vibrant Mercato Centrale, filling your senses with the fragrant aromas of fresh Italian produce.
  • Revel in the bohemian charm of the city's artisan workshops, discovering unique ceramics and leather goods.
  • Treat yourself to a farewell feast at Officina della Cucina Popolare, indulging in a soul-satisfying bistecca alla Fiorentina.
  • Bid Siena farewell with a sunset stroll along the evocative Ponte Roma, reflecting on cherished memories of a remarkable trip.

How to get there

Plane

The closest airport to Siena is Florence Airport (FLR). From there, you can take a taxi or a public bus to Florence Santa Maria Novella train station. From the train station, you can catch a train to Siena. The journey takes approximately 1 hour and offers beautiful views of the Tuscan countryside.

Car

To reach Siena by car, you can take the A1 highway from Rome or Florence. Follow the signs for Siena and take the Siena Ovest exit. From there, continue on the SS223 and follow the signs to the city center. The journey time can vary depending on traffic and your starting location.

Train

To reach Siena by train, you can take a train to Florence Santa Maria Novella train station. From there, you can catch a direct train to Siena. The train journey takes approximately 1.5 to 2 hours, depending on the type of train.

Boat

As Siena is located inland, there are no direct boat routes. However, if you would like to incorporate a boat journey into your trip, you can consider taking a boat to Livorno or Piombino on the coast of Tuscany. From there, you can rent a car or take a train or bus to reach Siena.

Bus

If you prefer to travel by bus, you can take a bus from Florence to Siena. Buses depart from Florence Santa Maria Novella bus station and arrive at Siena Piazza Gramsci. The journey takes around 1.5 to 2 hours, depending on traffic conditions.

More travel plans

A 4-Day Romantic Escape: Love and Laughter in Charming Siena

Experience romance in the enchanting city of Siena, Italy. Take a leisurely stroll through its charming streets, lined with historic buildings and cozy cafes, and indulge in authentic Italian cuisine at intimate restaurants. Immerse yourselves in the rich culture by visiting the iconic Siena Cathedral and explore the stunning Tuscan countryside on a romantic wine tasting tour.

Siena, Italy: Your Ultimate 5-Day Medieval Adventure

Siena, Italy offers a captivating experience with its medieval charm and rich historical heritage. Visitors can explore the magnificent Piazza del Campo, famous for its unique shell-shaped layout and vibrant atmosphere. From its awe-inspiring Gothic architecture to the delicious local cuisine, a trip to Siena promises to be an unforgettable adventure for any curious traveler.

Siena Seduction: 3 Days of Medieval Marvels

Siena, Italy is a charming medieval city located in the heart of Tuscany. Known for its well-preserved historic center, stunning medieval architecture, and the famous Palio horse race, Siena is a perfect destination for history and culture enthusiasts. Visitors can explore the awe-inspiring Siena Cathedral, wander through narrow winding streets, indulge in delicious Tuscan cuisine, and immerse themselves in the vibrant local atmosphere.

Siena: Unleash Your Inner Gladiator and Explore!

Siena, Italy, is a captivating destination filled with rich history and stunning medieval architecture. Visitors can explore the city's most iconic landmark, the Piazza del Campo, which also hosts the thrilling Palio horse race twice a year. Immerse yourself in the inviting atmosphere, indulge in delectable Tuscan cuisine, and discover the city's remarkable art treasures such as the magnificent Siena Cathedral.