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Siena

TUSCANY · DESTINATION

10 Best Siena Tours In Tuscany

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Castles & Hill Towns, Food & Drink, Private, Siena, Tour Reviews, Tours, Wine Tasting Experiences, Wine Tours

Siena: Tour and Wine Tasting in a Tuscan Private Castle

Siena: Tour and Wine Tasting in a Tuscan Private Castle - Two entrance options: private entrance or visitor entrance

4.9SienaSiena: Tour and Wine Tasting in a Tuscan Private Castle2 hours$51

May 30, 2026

Chianti Wine Tours, Cycling Tours, E-Bike & Bike Tours, E-Bikes, From Siena Tours, Lunch Experiences, Siena, Tour Reviews, Tours, Wine Tours

From Siena: Chianti Countryside E-Bike Tour w/ Lunch & Wine

From Siena: Chianti Countryside E-Bike Tour w/ Lunch & Wine - The 20km Chianti Ride: What the Route Feels Like Over 6 Hours

4.8SienaFrom Siena: Chianti Countryside E-Bike Tour w/ Lunch & Wine$203.91

May 31, 2026

Chianti Wine Tours, Florence Day Trips, Motorbike & Scooter Rentals, Scooter Rentals, Siena, Tour Reviews, Tours, Vespa Tours

Vespa Tour in Chianti Small Group from Florence

Vespa Tour in Chianti Small Group from Florence - The automatic Vespa setup: fun, but plan for real skill checks

4.0SienaVespa Tour in Chianti Small Group from Florence$167.68

May 31, 2026

Siena, Tour Reviews

Truffle Hunting in Tuscany

Truffle Hunting in Tuscany - The meeting point at Le Pietre Vive: how the experience sets the tone

4.5SienaTruffle Hunting in Tuscany2 hours (approx.)$125.82

June 8, 2026

Chianti Wine Tours, Food & Drink, Olive Oil Tours, Siena, Tour Reviews, Tours, Vineyards & Winery Tours, Wine Tasting Experiences, Wine Tours

Chianti: Wine and Olive Oil Tasting with Cellar Tour

Chianti: Wine and Olive Oil Tasting with Cellar Tour - Meeting at Fattoria Santo Stefano (and Getting Set Up Fast)

4.9SienaChianti: Wine and Olive Oil Tasting with Cellar Tour$39.86

June 1, 2026

Chianti Wine Tours, From Siena Tours, Lunch Experiences, Siena, Tour Reviews, Tours, Wine Tasting Experiences, Wine Tours

From Siena: Chianti Wine Tour with Lunch

From Siena: Chianti Wine Tour with Lunch - The Chianti winery stop: Ricasoli, cellars, and real tasting

5.0SienaFrom Siena: Chianti Wine Tour with Lunch$203.91

June 1, 2026

Siena, Tour Reviews

Small Group E-Bike Chianti Tour with farm lunch from Siena

Small Group E-Bike Chianti Tour with farm lunch from Siena - Monteriggioni: A 13th-Century Fortress Town in Just 30 Minutes

5.0SienaSmall Group E-Bike Chianti Tour with farm lunch from Siena6 hours (approx.)$216.25

June 8, 2026

Brunello & Montalcino, Chianti Wine Tours, From Siena Tours, Siena, Tour Reviews, Wine Tours

Small group Chianti Classico & Brunello wine region from Siena

Small group Chianti Classico & Brunello wine region from Siena - Castellina in Chianti: organic winery, medieval cellars, and Tuscan pairing bites

5.0SienaSmall group Chianti Classico & Brunello wine region from Siena5 hours 30 minutes (approx.)$198.95

June 2, 2026

Siena, Tour Reviews

Horsebackriding – explore Tuscan nature

Horsebackriding - explore Tuscan nature - Crete Senesi and Val d’Arbia: Why These Trails Matter

4.5SienaHorsebackriding – explore Tuscan nature3 hours (approx.)$102.12

June 3, 2026

Siena, Tour Reviews

Chianti Classico wine Tour and Tasting

Chianti Classico wine Tour and Tasting - Four Wines, One Tasting Flight: The Labels You’ll Actually Taste

3.5SienaChianti Classico wine Tour and Tasting1 hour 30 minutes (approx.)$71.04

June 8, 2026

Brunello & Montalcino, Chianti Wine Tours, From Siena Tours, Lunch Experiences, Siena, Tour Reviews, Val d'Orcia & Pienza, VIP, Wine Tours

VIP Chianti, Brunello wine & Pienza with lunch From Siena

VIP Chianti, Brunello wine & Pienza with lunch From Siena - Castellina in Chianti: Boutique Winery Lunch With Cellars Dating to 1500

5.0SienaVIP Chianti, Brunello wine & Pienza with lunch From Siena8 to 9 hours (approx.)$254.81

June 9, 2026

Siena, Tour Reviews

Chianti Classico E-Bike Tour

Chianti Classico E-Bike Tour - Stop 1: Castello di Brolio and what the Ricasoli connection adds

5.0SienaChianti Classico E-Bike Tour5 to 6 hours (approx.)$313.24

June 9, 2026

Chianti Wine Tours, Private, Siena, Tour Reviews, Tours, Wine Tasting Experiences, Wine Tours

Private Off Road Wine Tour in Chianti

Private Off Road Wine Tour in Chianti - Starting Point in Castellina: A Clear 10:00 Plan

5.0SienaPrivate Off Road Wine Tour in Chianti6 hours (approx.)$399.68

June 10, 2026

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