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Siena
Whether you’re soaking up the Tuscan sun or wandering through the fabled medieval cityscape, Siena makes a truly exquisite holiday — rich with culture and exquisite cuisine.
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5 Unique Things to do in Siena, Italy

Curated by
Lauren Harvey
Nestled one hour south of Florence, Siena provides all the trademarks of a charming Tuscan city, with a much smaller population. You’ll visit historic cathedrals, indulge in classic culinary delights, peruse local markets and taste the finest Italian wines. Looking for the quintessential rolling green hills of Tuscany? They’re waiting just outside the city, providing the perfect Italian vacation.

Slow Travel through the Tuscan Hill Towns

Curated by
Rebecca Hanson
A region of Italy with so many hidden gems — small hill towns, vineyards, stunning sites and local specialities — Tuscany is best explored in a slow pace. It's a place to take your time, enjoy long lunches and, in short, live "dolce far niente" (the sweetness of doing nothing; sweet idleness). I studied in Siena decades ago and continue to return as often as possible. I've curated a short list of my favorites from local eateries with shared tables to the best shops for hand-painted ceramics.

A Journey Through Italy’s Best: Rome, Siena & Venice

Curated by
Gina Martin
Italian culture and customs are like no other, drawing individuals all around the world to this country where people seem to simply live better. And still, eating a tartufo at Tre Scalini in the Piazza Navona in Rome, partaking in the festivities surrounding the annual Il Palio horse race in Siena and walking up the steps of Scala Contarini del Bovolo in Venice are all unique experiences and not well-known tourist stops. All of these sites combined with local cuisine make for a unique excursion. Off-the-beaten-path sites such as the peephole at Piazza Mattei (a surprise awaits) in Rome and a boat ride to Torcello off the coast of Venice are locations that most tourists do not see. This guide will take you walking through these three marvelous cities to experience unknown sites along the way.

The Oldest Horse Race in Italy: Il Palio in Siena, Italy

Curated by
Gina Martin
I absolutely love Italy and have spent a lot of time visiting small towns and attending unique events. Siena, an ancient and walled city in Italy, is a great place to visit for the day or for a few nights as you travel and tour the little towns of Tuscany. As the summer progresses, a special and unique horse race is poised to take place on July 2, 2022 and again on August 16, 2022. In fact, every year since 1701, Il Palio is run annually around the Piazza del Campo, the main square in the center of town and is Italy’s oldest horse race. This is a race between all 17 districts (contrade) in Siena. There are 17 contrade in Siena and each contrada has a horse that runs in the race. For days up until the race, parties start and a lottery is held to pick 10 contrade who will run bareback 3 times around the piazza. Each contrada, or team, has a lot of history, its own flag and each is generally associated with a family.

Exploring Tuscany's Hidden Gems, Lucca and Siena

Curated by
Misha Sharp
Lucca and Siena are the perfect pair of destinations to experience Tuscany's iconic charm: rolling hills, Renaissance architecture, comfort food and romantic hilltop villages. The towns are separated by a one to two-hour drive, with Florence situated at the perfect midpoint. In Lucca, incredible Renaissance walls enclose a historic city center that still feels lived-in and local today. Siena offers a breathtaking aesthetic, made for enjoying leisurely walks down its beautiful winding streets and taking in the incredible cultural and architectural sites.

Old World Charm’s Alive and Well: Siena’s Il Palio

Curated by
Fora
Il Palio is a famous horse race in Siena, Italy. Each neighborhood of the old city has its own unique mascot, colors, horse, jockey and a patron saint (!), and each year on July 2 and August 16 they battle it out for the official win and the palio: a marvelous tapestry hand-painted by a local artist.
Planning travel to Italy? Consider building a week-long stay in Siena old town to experience this one-of-a-kind event!
Suggested Fora Advisors
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Rebecca Hanson
Both a super-luxe and a "wow, I discovered the greatest pensione for $250/night" type of traveler. I discover off-the-beaten-path spots from designer-owned boutique hotels to over-the-top luxury properties. I create fully customized itineraries to enhance your travel experience. I also collaborate with corporate partners and help to create destination events (domestic and overseas).

Gina Martin
I am a curious traveler and love historic details. Traveling is my passion. When I travel somewhere new, I like to dig into the small and unique details. I’ve traveled with my children, my extended family and friends. My friends and family have always asked for my advice on what to do and where to stay when they travel. I am excited to put my passion into making forever memories for others!

Lauren Harvey
California-based Travel Advisor and founder of Taste for Travel. I’m a lifelong globetrotter now crafting bespoke adventures for curious souls like you. Specializing in culinary delights, cultural immersion and soft adventure, I transform wanderlust into reality. My mission is to elevate your travels while alleviating planning stress. As a detail-oriented travel advisor, I offer comprehensive trip planning including personalized itineraries, flight and accommodation bookings, tour arrangements and 24/7 support. Perfect for busy professionals seeking to feed their souls and expand their worlds. From exclusive deals to personalized guidance, I'm here to ensure your journey is as stress-free as it is extraordinary. Curious about where your next adventure could take you? Reach out, and let's explore the possibilities together!

Misha Sharp
NYC-based health policy professional with Texas and Georgia roots. Forever traveling to find the best hiking trails and coffee beans.