Tuscany in May feels like stepping into a Renaissance painting.
The hills are a vibrant green, poppies and wildflowers burst into bloom, and the warm, breezy days are perfect for exploring.
Even better? May hits the sweet spot—just before the summer rush, but with all the charm and color of peak season.
If you’re looking for the best things to do in Tuscany in May, this travel guide will help you plan a trip filled with unforgettable views, flavors, and local traditions.
Sip and Savor: Spring Wine Tastings in Tuscany
Spring marks the start of wine season in Tuscany, and May is a great time to visit vineyards without the crowds.
- Cantine Aperte (Open Cellars Weekend): during the last weekend of May, dozens of wineries across the region open their doors for tastings, live music, and food pairings. This is the Tuscany’s biggest wine event.
- Mugello Valley, Chianti, Montalcino & Montepulciano wine areas: Take a day trip or book a full wine tour to sample Pinot Noir, Chianti Classico, Brunello di Montalcino, or Vino Nobile di Montepulciano—iconic wines paired with postcard-worthy scenery.
- Valdichiana Wine Festival (3-4 th of May) : in Castiglion Fiorentino, you will have the opportunity to meet local producers, discover the secrets that make each bottle an experience to be lived.
Immerse Yourself in Flower Festivals and Spring Traditions
Tuscany in May bursts with color—literally.
Ancient towns celebrate spring with infiorata festivals, where streets are decorated with intricate floral carpets.
- Infiorata di Pitigliano & Castiglione d’Orcia: These lesser-known hill towns put on breathtaking displays. Locals create elaborate designs using flower petals, often accompanied by parades and live music.
- Don’t miss the Ancient Lucchesia Camellias Exhibition: an ancient and amazing festival that celebrates the beauty of this flower. It’s held in Capannori, close to Lucca.
- Local Sagre (Food Festivals): May also brings a wave of sagre—village food
© Eventi in Toscana by Toscan tascabile[/Infiorita di Scarperia-Mugello]
Get Lost in the Tuscan Countryside
The real soul of Tuscany is found between its cities—in the rolling hills, cypress-lined roads, and olive groves.
- Mugello Valley with its rolling hills and beautiful villages
- Val d’Orcia: A UNESCO World Heritage landscape straight out of a movie. Drive through or hike between Montepulciano, Pienza, and Montalcino.
- Crete Senesi: A surreal, lunar-like terrain just south of Siena—ideal for slow travel and photography.
- Countryside Villas & Agriturismi: Book a stay in a farmhouse for the full rustic experience, complete with homemade pasta and olive oil.
©Ziba-Bandpey-25-Agriturismo Gallo Birichino
Discover the Tuscan Coast (Before It Gets Crowded)
Beach weather starts in May, and Tuscany’s coastline is still blissfully quiet this time of year.
- Elba Island: A Mediterranean paradise with snorkeling, sandy coves, and Napoleon’s old digs.
- Monte Argentario: Think dramatic cliffs, secret beaches, and upscale hideaways like Porto Santo Stefano.
- Versilia Coast: Chic seaside towns like Forte dei Marmi offer early beach club openings and boutique shopping.
Whether you want nature, luxury, or just a swim, Tuscany’s coast delivers.
Elba Island-Spiaggia di Sansone
Tuscany Travel Tips for May
- Weather: Expect sunny days and mild evenings (highs around 20–25°C / 68–77°F). Occasional spring showers—bring a light jacket.
- What to Wear: Layers, sunglasses, walking shoes, and something nice for winery visits or dinners out.
- How to Get Around: Rent a car to explore the countryside at your own pace. Trains work great between major cities. (buy your train tickets on Trenitalia website)
Final Word: May Might Just Be Tuscany’s Best-Kept Secret
If you’re wondering when to visit Tuscany for the perfect mix of weather, scenery, and authentic culture—May is it.
You’ll have one foot in spring and one in summer, with all of Tuscany’s beauty wide open: blooming landscapes, full wine glasses, festive locals, and room to breathe.
So, what are you waiting for? Your spring escape to Tuscany starts now!
