Things to Do in Tuscany
24 curated spots from Tuscany itineraries
Activities & Attractions
9 curated experiences
Castellina in Chianti Village Walk
Arrive mid-morning by car from Siena (about 35–40 minutes) and stroll the small stone center, Via delle Volte (the covered street), and viewpoints over the vineyards.
1h 30m · Free
Castello di Spaltenna Infinity Pool & Grounds
Relax at the resort's infinity pool overlooking Chianti vineyards or explore the lush grounds surrounding the medieval castle.
2h · Free for resort guests
Castello di Velona Winery Tour & Tasting
Guided tour of the estate vineyard and wine production facilities followed by wine tasting of the castle's own wines. Educational experience showing traditional winemaking techniques with family-friendly pacing.
2h · $60-100 per person
Chianti Wine Region Drive
Scenic drive through rolling vineyards and cypress-lined valleys. Stop at villages and wineries for tastings (wine for adults, grape juice for children).
2h · $40-80 per person (including tastings)
Florence Historic City Walk
Guided walk through Florence's medieval streets, Renaissance architecture, and historic piazzas. Visit Piazza della Repubblica and surrounding neighborhoods.
1h 30m · $20-35 per person
Morning Yoga in Orto de' Pecci
Start around 9:30–10:00 AM with a self-led or app-guided gentle yoga session on the grass of Orto de' Pecci, a quiet green space just below Siena’s historic center with views of the city walls.
1h · Free
Piazza del Campo Golden Hour
Return to the shell-shaped square in late afternoon; sit on the brick slope or a café terrace, soak in the light, and take photos as the buildings turn golden.
1h 30m · Free (plus any drinks)
Siena Cathedral & Piazza del Campo Walking Tour
Guided or self-guided exploration of the 12th-century Cathedral interior, climb the bell tower (optional), admire the marble-inlay floor, and soak in the iconic fan-shaped piazza; 1.5-2 hours
2h · $0-20 per person (cathedral entry ~$4, tower ~$8, or paid guided tour ~$50)
Siena Historic Center Stroll
Wander the contrade (districts), duck into Siena Cathedral (Duomo di Siena) if you haven’t yet, and explore narrow lanes radiating from Piazza del Campo; keep it slow and unstructured.
2h · $10-20 (if entering Duomo complex) or FreeRestaurants & Food
15 local favorites
Bar Il Palio
Grab cappuccino and a cornetto at an outdoor table overlooking Piazza del Campo for a classic Italian start and people-watching.
45m · $8-12 per person
Castello di Velona Resort Restaurant
Fine dining within luxury castle resort surrounded by stunning Tuscan landscape. Wine pairings featuring estate and regional selections.
2h 20m · $85-140 per person
Castello di Velona Winery Restaurant
On-site restaurant at the castle resort serving farm-to-table Tuscan cuisine paired with the resort's own wines. Dishes showcase local ingredients with countryside panoramic views of vineyards and rolling hills.
2h · $80-120 per person
Enoteca I Terzi
Back in Siena, choose a lighter dinner with shared plates, cured meats, cheeses, and an excellent wine list in a cozy enoteca setting.
1h 30m · $25-40 per person
Fattoria Dei Barbi Farm Restaurant
Farm-to-table three-course meal featuring local pecorino, pasta, and roasted meats, paired with estate wines in a rustic farmhouse
2h · $35-50 per person
Gelateria dei Neri (or equivalent artisan gelato)
Award-winning gelato made with organic ingredients; try pistachio, hazelnut, or seasonal flavors; perfect evening stroll treat
20m · $5-8 per person
Golden Tower Hotel & Spa Dining
Boutique hotel restaurant combining luxury with cozy, welcoming atmosphere. Elevated Florentine cuisine in intimate setting suitable for families.
2h · $70-110 per person
Il Vinaio Siena
Standing-room panini counter with house-cured meats, aged cheeses, and local wines; iconic casual Siena experience
30m · $12-18 per person
La Taverna di Cecco
Celebrate your last night back in Siena with comforting Tuscan dishes like crostini, pici, and local desserts such as ricciarelli in a warm, traditional setting.
1h 30m · $25-40 per person
Osteria La Mossa
Enjoy pici all'aglione, ribollita, and a glass of local Chianti while seated under the arcades facing Piazza del Campo.
1h 30m · $25-40 per person
Osteria Le Logge
Dine under old arches a few minutes from Piazza del Campo; try the tasting menu or seasonal specials with a bottle of Tuscan red.
2h · $40-55 per person
Osteria Le Panzanelle
A short drive from Castellina, serving hearty Tuscan favorites like pappardelle al cinghiale and grilled meats in a relaxed countryside setting.
1h 30m · $25-40 per person
Plaza Hotel Lucchesi Dining
Luxurious dining at boutique hotel with rooftop bar overlooking the river. Family-approved cuisine in sophisticated setting.
1h 40m · $60-100 per person
Ristorante Dante
Intimate restaurant near the Duomo offering seasonal Sienese dishes, homemade pasta, and local Brunello wines in a candlelit atmosphere
2h · $40-55 per person
Taverna di San Giuseppe
Back in Siena (about 40 minutes’ drive), enjoy a late dinner in a stone-walled taverna; order the tagliata, pecorino-based dishes, and a glass of Brunello or Chianti Classico.
2h · $40-55 per person