Hidden Gems, Tuscany travel guide for curious travellers

Tuscany travel guide to the region's overlooked treasures

This Tuscany travel guide surfaces the region's overlooked towns, quiet vineyards, and city corners where locals go. Start with clear routes and practical timing, then choose the pace that suits you: a series of day trips from a base city, or a slow loop through hilltop towns. Each entry explains why the place matters, how to get there, and what to expect on arrival, with tips on seasonality, transport, and local flavours. Use these curated ideas to build an itinerary that prioritises discovery and calm, and to find the hidden gems in Tuscany that make a visit feel personal and unexpected.


1. San Quirico d'Orcia

Landmarks and Outdoors Building / Structure
Tripadvisor 4.5
Image / To Tuscany

Medieval charm meets breathtaking views atop a Tuscan hill.


Good for

# Tuscany # HilltopTown # Medieval # HiddenGem # Travel

What to expect

Wander ancient cobblestone streets lined with stone apartments nestled into fortified walls. Explore the remnants of a medieval castle overlooking manicured renaissance gardens. Panoramic vistas sweep across the Val d'Orcia, offering unforgettable photo opportunities and a tranquil escape from the crowds.

Plan your visit

Stroll through the old town, explore the castle ruins, and relax in the gardens. Allow time to soak up the scenery and discover charming local shops and cafés. Perfect for those seeking authentic Tuscan atmosphere and history.


2. Azienda Agricola Montefioralle Winery

Dining and Drinking Winery
Google 4.4
Tripadvisor 4.8
Image / Wheree

Sip local charm and savor stunning Chianti views at Montefioralle Winery.


Good for

# Chianti # Winery # Tuscany # WineTasting # HiddenGem

What to expect

Experience true Tuscan hospitality at this intimate, family-run winery. Guided tastings offer insight into the region’s winemaking traditions, with passionate hosts sharing stories and expertise. Enjoy a relaxed atmosphere, picturesque vineyard views, and the chance to sample a range of wines alongside light bites. The charming village nearby adds to the experience, perfect for a stroll after your visit.

Plan your visit

Book a tasting to dive into the world of Chianti wines, guided by knowledgeable hosts. Combine your visit with a walk through the enchanting village nearby for a full Tuscan day out. Parking is available at the winery, making it easy to explore the area on foot.


3. Fattoria Del Teso Srl

Dining and Drinking Brewery
Google 4.9
Image / Fattoria del Teso

Sip, savor, and soak in the Tuscan countryside at Fattoria Del Teso.


Good for

# WineTasting # Tuscany # VineyardLife # LocalFlavors # HiddenGem

What to expect

Expect a warm welcome and engaging tours led by passionate guides who reveal the estate's history and winemaking process. Wander through lush vineyards and ancient cellars, then indulge in expertly paired tastings featuring local wines and delicacies. The experience balances sophistication with relaxed charm, making it ideal for both seasoned connoisseurs and first-timers. Enjoy personalized attention, beautiful countryside views, and the genuine hospitality that defines Tuscany.

Plan your visit

Book ahead for a guided tour and tasting, or drop by the shop to sample and purchase estate wines. Private and group experiences are available, each offering a blend of education and enjoyment. Comfortable footwear is recommended for vineyard walks.


4. Mugello

Sports and Recreation Race Track
Google 4.6
Image / Mugello & Tuscany

Feel the pulse of racing at Mugello, where adrenaline meets pure passion.


Good for

# Mugello # Motorsport # Racing # Adrenaline # Italy

What to expect

Expect heart-pounding action, the thunder of engines, and a vibrant crowd united by a love of speed. Whether attending a major racing event or simply exploring the iconic circuit, Mugello delivers unforgettable moments, stunning views, and an immersive motorsport experience.

Plan your visit

Check the event calendar for race days and arrive early to soak up the atmosphere. Bring ear protection, a camera, and comfortable shoes. Explore the paddock if possible and enjoy the local food stalls for a complete experience.


5. Piazza della Repubblica

Landmarks and Outdoors Plaza
Google 4.6
Tripadvisor 4.1
Image / FeelFlorence

Florence’s beating heart, history, elegance, and lively moments all in one square.


Good for

# Florence # PiazzaDellaRepubblica # HistoricSquare # TravelItaly # CityVibes

What to expect

Step into a living timeline where Roman roots meet Renaissance flair. The majestic arch, elegant arcades, and historic cafés set the scene for unforgettable moments. Enjoy the carousel’s playful spirit, marvel at the Colonna dell’Abbondanza, and relax as the city’s energy swirls around you. The piazza is ideal for a coffee break, people-watching, or simply taking in Florence’s ever-evolving story.

Plan your visit

Bring your camera and curiosity, this is Florence’s perfect pause point. Enjoy a stroll, sip coffee at a legendary café, or watch kids spin on the carousel. The square’s central location makes it a great starting point for exploring nearby attractions.


6. Loggia dei Lanzi

Arts and Entertainment Art Gallery
Google 4.8
Tripadvisor 4.6
Image / Yelp

Sculptures under the sky, Florence’s open-air masterpiece awaits.


Good for

# Florence # Art # Sculpture # History # MustSee

What to expect

Step beneath elegant arches and find yourself surrounded by masterpieces from the Renaissance and ancient Rome. Marvel at iconic sculptures by artists like Cellini and Giambologna, including the dramatic Perseus with the Head of Medusa. The loggia’s unique open-air setting blends art, history, and vibrant city life, making it both a cultural landmark and a lively gathering spot. Take a seat on the stone benches, soak in the artistry, and enjoy the bustling atmosphere of Florence all around you.

Plan your visit

Ideal for art lovers and history buffs, this spot offers a chance to admire world-class sculptures for free. Take a break from exploring the city, rest on the loggia’s benches, and let the stories of Florence’s past come alive through its stone and bronze masterpieces.


7. Cappelle Medicee

Arts and Entertainment Museum History Museum
Google 4.7
Tripadvisor 4.5
Image / Mindtrip

Awe-inspiring grandeur and artistry at the heart of Florence’s Medici legacy.


Good for

# Florence # Medici # Art # History # Renaissance

What to expect

Prepare to be captivated by the Medici Chapels’ monumental architecture, lavish interiors, and world-famous artistry. Highlights include Michelangelo’s masterful sculptures, vibrant pietre dure stonework, and the jaw-dropping Chapel of the Princes. Every detail, from the marble tombs to the glittering gemstones, tells a story of power, ambition, and artistic brilliance. Wander through peaceful halls, soak in the legacy of Florence’s most influential family, and discover hidden gems like Michelangelo’s secret room. This is a must for art lovers, history buffs, and anyone seeking a unique glimpse into Renaissance splendor.

Plan your visit

Allow time to fully appreciate the ornate craftsmanship and historical depth. Consider booking tickets in advance, especially for special exhibits. Dress comfortably for exploring, and be prepared for some uneven enforcement of dress codes.


8. Basilica of Santa Croce in Florence

Landmarks and Outdoors Building / Structure
Google 4.7
Tripadvisor 4.7
Image / Tickets Florence

Where legends rest and Renaissance art stuns, Santa Croce is Florence’s soul revealed.


Good for

# SantaCroce # Florence # ArtHistory # Renaissance # Travel

What to expect

Step into a masterpiece of architecture where history’s greatest minds, Michelangelo, Galileo, Machiavelli, are honored. Explore tranquil chapels, sunlit cloisters, and halls filled with works by Brunelleschi, Donatello, and Giotto. The basilica’s serene ambiance and intricate details invite reflection, while informative audio guides and accessible gardens enhance the journey. Expect a blend of awe-inspiring art, moving monuments, and a palpable sense of Florence’s creative legacy.

Plan your visit

Dress comfortably and respectfully to explore chapels, cloisters, and monumental tombs. Consider an audio guide for deeper stories behind the art and architecture. Arrive early or on weekdays to avoid crowds and enjoy the peaceful gardens and cool interiors. Secure priority tickets if possible to skip lines.


9. Profumoir Firenze - Maestro Profumiere Sileno Cheloni

Retail Gift Store
Google 4.8
Tripadvisor 4.9
Image / Profumoir - Biblioteca Olfattiva

Craft your own scent in Florence’s most enchanting perfume atelier.


Good for

# Florence # Perfume # Boutique # Experience # Unique

What to expect

Expect a captivating olfactory adventure in a stylish, calming space. Guided by passionate experts, blend and personalize your own perfume from an extensive library of scents. Whether you’re a fragrance aficionado or a curious explorer, this boutique offers a hands-on, memorable experience, complete with thoughtful guidance and a keepsake bottle that captures your individuality. The ambiance is both intimate and inspiring, making each visit feel special and deeply personal.

Plan your visit

Immerse yourself in the art of perfumery, book a session to create your signature scent or simply browse the curated collection. Allow time to enjoy the tranquil atmosphere and consult with knowledgeable staff for a truly tailored experience.


10. Osteria San Sisto

Dining and Drinking Restaurant
Google 4.3
Tripadvisor 4.1
Image / San Sisto Osteria

Tucked away from the crowds, Osteria San Sisto is Pisa’s secret for authentic Italian flavors.


Good for

# PisaEats # HiddenGem # ItalianCuisine # LocalFlavors # Foodie

What to expect

Expect a welcoming vibe, attentive staff, and a menu brimming with classic Italian dishes made fresh on site. The restaurant offers a relaxing spot to unwind, with occasional live music adding to the ambiance. Perfect for enjoying a leisurely meal away from the crowds.

Plan your visit

Make time for a leisurely meal and savor the expertly prepared pastas and seafood. The relaxed pace and friendly staff invite you to linger, making it an ideal spot for food lovers seeking an authentic local experience.


11. Lalma Cafe & Tea Room

Dining and Drinking Cafes, Coffee, and Tea Houses Café
Google 4.9
Tripadvisor 4.8
Image / LALMA CAFE § TEA ROOM

Start your Montepulciano mornings with a burst of flavor and cozy vibes.


Good for

# Breakfast # Montepulciano # Coffeelover # Foodie # Cafe

What to expect

Expect a menu brimming with fresh, international breakfast options and creative pastries, all in a welcoming, laid-back setting. Friendly staff, quality ingredients, and a mix of sweet and savory choices make this cafe a favorite for travelers craving more than the typical Italian breakfast. The walk through Montepulciano’s historic streets only adds to the experience.

Plan your visit

Perfect for a leisurely breakfast or brunch. Take your time to savor the food and atmosphere, ideal for fueling up before exploring Montepulciano’s charming old town.


12. Ospedale degli Innocenti

Arts and Entertainment Museum
Google 4.6
Tripadvisor 4.4
Image / Istituto degli Innocenti

History and heart in Florence, where every artifact tells a child's story.


Good for

# Florence # History # Art # Innocenti # Views

What to expect

Step inside a Renaissance architectural gem that once sheltered Florence’s abandoned children. Explore moving displays of tokens left by families, well-preserved art, jewelry, and artifacts. Special exhibits bring masterpieces to life, while the rooftop café rewards with panoramic views. Accessibility is thoughtfully considered, and the atmosphere is refreshingly calm compared to other city museums.

Plan your visit

Dive into Florence’s compassionate past and artistic heritage. Take time to appreciate the permanent collection, special exhibits, and the tranquil rooftop café. The museum’s unique narrative and peaceful ambiance make it ideal for thoughtful exploration.


13. Giotto's Bell Tower

Landmarks and Outdoors Monument
Google 4.8
Tripadvisor 4.7
Image / Visit Tuscany

Climb 414 steps for Florence’s most breathtaking skyline views.


Good for

# Florence # GiottosTower # Viewpoint # GothicArt # TravelItaly

What to expect

Prepare for a physically demanding ascent up 414 narrow steps, with several rest stops and viewing platforms along the way. The climb is tight and can get crowded, especially in summer, but the panoramic views of Florence and the Duomo’s dome are unforgettable. The tower’s façade is a marvel of colored marble and detailed Gothic design. Backpacks are not allowed, and timed tickets are essential, book online in advance to secure your spot.

Plan your visit

Book tickets online well ahead of your visit, as entry is strictly timed and often sells out. Arrive early to avoid crowds and heat, and travel light, backpacks aren’t permitted. Expect a challenging but rewarding climb with incredible photo ops.


14. Museo Nazionale del Bargello

Arts and Entertainment Museum
Google 4.6
Tripadvisor 4.6
Image / Museo Del Bargello

Step into a Renaissance fortress filled with sculptural masterpieces.


Good for

# Bargello # Florence # Renaissance # Sculpture # Art

What to expect

Expect a treasure trove of Renaissance sculptures and artifacts set within a grand medieval fortress. Wander three floors packed with masterpieces, from imposing statues and intricate busts to rare objects and frescoes. The courtyard alone feels like an oasis, while highlights include rooms dedicated to renowned artists and unique themed galleries. Architecture lovers will appreciate the castle vibes, and art enthusiasts will revel in the sheer variety and quality of the collections.

Plan your visit

Allow time to explore all three levels and soak in the grandeur of the palace. The museum is centrally located, making it easy to combine with other city sights. Elevators make access smooth, and the diverse exhibits cater to both casual visitors and art aficionados.


15. Piazza della Signoria

Landmarks and Outdoors Plaza
Google 4.8
Tripadvisor 4.7
Image / Italy

Art, history, and energy collide in Florence’s iconic open-air living room.


Good for

# Florence # ArtLovers # PiazzaMagic # Sculpture # History

What to expect

Step into a spectacular square alive with masterpieces, from the imposing replica of David to Perseus with Medusa’s head. Admire eclectic statues, marvel at Renaissance architecture, and soak up the lively buzz of locals and visitors. The piazza is perfect for people-watching, discovering hidden stories behind each sculpture, and enjoying the pulse of Florence’s artistic soul. Expect a mix of awe-inspiring art, historic tales, and a vibrant ambiance day and night.

Plan your visit

Bring a camera and curiosity, there’s plenty to explore. Take time to wander, enjoy a coffee at a nearby café, and let the square’s atmosphere wash over you. Guided tours can reveal fascinating stories behind the statues, but even a casual stroll uncovers layers of history and artistry.