Province of SienaExperiences
Province of SienaExperiences

Top Picks for Province of Siena Experiences

Discover 209 Experiences in Province of Siena on Trip.com, updated November 2, 2025, with experiences lasting from 1 to 12 hours. Find the perfect adventure for your day!

From USD 38.31 per person, with an average total of USD 115.66. Choose the option that suits your plan.

With 5.799k verified reviews, Experiences Province of Siena boast an average rating of 4.7.

This week's most popular Experiences: "San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting", with 4.015k reviews and a 4.5 rating.

Now on Trip.com: "San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting", a 11-hour adventure in Province of Siena!

The next available day tour departs on November 3, 2025. Book now to secure your spot!

Province of Siena Experiences usually take about 11 hours — perfect for a relaxed, immersive experience!

80% of Province of Siena Experiences now offer English-speaking guides

November is the perfect time to visit Province of Siena! Choose from Experiences available day tours, including seasonal favorites like San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting.

Your trip, worry-free! All day tours are run by licensed suppliers with verified reviews, and many include free cancellation before departure.

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209 Results for Province of Siena Experiences

  • San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting

    San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting

    Duration: 11 hrs
    Spanish
    4.5/5
    Satisfactory· 4k reviews
    FromUS$93.13
  • From Florence: Tuscany Day Trip with Lunch at Chianti winery
    󱩳Admire the medieval architecture of Siena and its gothic-style Cathedral

    From Florence: Tuscany Day Trip with Lunch at Chianti winery

    Duration: 12 hrs
    4.9/5
    Excellent· 361 reviews
    FromUS$121.11
  • Tuscany Wine Tour : 2 Wineries & San Gimignano from Florence
    󱩳Have a professional wine tasting lesson

    Tuscany Wine Tour : 2 Wineries & San Gimignano from Florence

    Duration: 7 hrs
    4.8/5
    Great· 22 reviews
    FromUS$219.15
  • 1-day tour to Val d'Orcia from Florence
    󱩳Visit the charming towns of Montalcino and Montepulciano and taste their famous wines!

    1-day tour to Val d'Orcia from Florence

    Duration: 7.5 hrs
    English
    FromUS$132.65
  • 1-day tour of Tuscany, Italy [Civita di Bagnoregio + Montepulciano + round-trip from Rome]
    󱩳Explore the magical Civita di Bagnoregio from Rome.

    1-day tour of Tuscany, Italy [Civita di Bagnoregio + Montepulciano + round-trip from Rome]

    Duration: 9.5 hrs
    English
    5.0/5
    Excellent· 2 reviews· 38 booked
    FromUS$156.06
  • Siena: Small group Cooking Class in Chianti Farmhouse

    Siena: Small group Cooking Class in Chianti Farmhouse

    Duration: 4 hrs
    English
    4.8/5
    Great· 76 reviews
    FromUS$135.25
  • Tuscan Cooking Class in Central Siena

    Tuscan Cooking Class in Central Siena

    Duration: 4 hrs
    English
    4.9/5
    Excellent· 232 reviews
    FromUS$153.24
  • Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

    Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

    Duration: 9 hrs
    English
    4.9/5
    Excellent· 347 reviews
    FromUS$212.18
  • Visit Best Wineries in Tuscany - Wine Tasting & Tour

    Visit Best Wineries in Tuscany - Wine Tasting & Tour

    Duration: 2 hrs
    English
    4.7/5
    Great· 37 reviews
    FromUS$45.98
  • 3-hour Tuscan Cooking Class with Wine & Oil Tasting

    3-hour Tuscan Cooking Class with Wine & Oil Tasting

    Duration: 3 hrs
    English
    4.6/5
    Satisfactory· 13 reviews
    FromUS$200.39
  • San Gimignano Romantic Dinner in the Vineyards

    San Gimignano Romantic Dinner in the Vineyards

    Duration: 150 mins
    English
    4.3/5
    Good· 26 reviews
    FromUS$147.35
  • Private Tuscan meal with Wine and EVO oil tasting

    Private Tuscan meal with Wine and EVO oil tasting

    Duration: 90 mins
    English
    4.8/5
    Great· 21 reviews
    FromUS$64.84
  • Tasting Tour in One of The Most Beautiful Cellars in the World

    Tasting Tour in One of The Most Beautiful Cellars in the World

    Duration: 1 hr
    English
    4.8/5
    Great· 114 reviews
    FromUS$38.90
  • Best Winery with Restaurant and wine tasting from Florence

    Best Winery with Restaurant and wine tasting from Florence

    Duration: 90 mins
    English
    4.9/5
    Excellent· 32 reviews
    FromUS$58.81
  • Tuscan Cooking Class

    Tuscan Cooking Class

    Duration: 3 hrs
    4.9/5
    Excellent· 289 reviews
    FromUS$154.19
  • Montalcino: Brunello Wine Tasting Experience

    Montalcino: Brunello Wine Tasting Experience

    Duration: 90 mins
    English
    4.4/5
    Good· 44 reviews
    FromUS$38.31
  • Montepulciano: Winery Tour & Tasting Experience

    Montepulciano: Winery Tour & Tasting Experience

    Duration: 80 mins
    English
    4.6/5
    Satisfactory· 100 reviews
    FromUS$41.14
  • Truffle Lunch & Hunting Experience in San Gimignano

    Truffle Lunch & Hunting Experience in San Gimignano

    Duration: 3 hrs
    English
    4.9/5
    Excellent· 31 reviews
    FromUS$194.50
  • Casa Emma Wine Tasting

    Casa Emma Wine Tasting

    Duration: 75 mins
    English
    4.8/5
    Great· 13 reviews
    FromUS$41.26
  • Montepulciano: Wine Tasting & Lunch in a typical winery

    Montepulciano: Wine Tasting & Lunch in a typical winery

    Duration: 90 mins
    English
    4.1/5
    Good· 24 reviews
    FromUS$64.84
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Reviews/Trip Moments

Reviews: San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting
Guest User2025-10-22
Fede provided a lot of important context for all the cities we visited. He is very knowledgeable about the region and fluent in both languages ​​(English and Spanish). The tour was very good, as was the bus driver.
Reviews: Tuscany Wine Tour : 2 Wineries & San Gimignano from Florence
Guest User2025-10-12
Giovanni was amazing! As a guide he really made the trip as he explained the region, the history, the wine and why it’s important to Florence. The wineries themselves were great! One a bit bigger and one a bit smaller but great to have contrasting experiences. Really easy to get to and from Florence making it an overall great day.