Evening Experiences

TUSCANY

3 Best Evening Experiences In Siena

Most booked first.

Our shortlist of the 3 most-booked evening experiences around Siena, ranked by what travellers actually rated. Who runs them, how long they take, what they cost.

3 Best Evening Experiences In Siena

From Siena: Chianti and San Gimignano Sunset Tour

From Siena: Chianti and San Gimignano Sunset Tour - Monteriggioni’s fortress walls: short time, big wow factor

1.From Siena: Chianti and San Gimignano Sunset Tour

Most Popular★ 4.8

Small-group Chianti winery tasting, Monteriggioni fortress, and San Gimignano sunset, finished with Vernaccia or Chianti at a farm dinner.

“Guillermo was an absolutely fantastic guide! His knowledge of the history was impressive, and he brought each story to life in a way that made the experience truly unforgettable. He was also incredibly attentive to all of us, ensuring everyone felt comfortable and engaged throughout the tour. I can't recommend Guillermo highly enough—if you're looking…”

67 reviewsFrom $203.91by Tuscan Escapes by Papilio

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Small-Group Chianti and San Gimignano Sunset Trip from Siena

Small-Group Chianti and San Gimignano Sunset Trip from Siena - Monteriggioni stop: the fortress-town walls you can still walk around

2.Small-Group Chianti and San Gimignano Sunset Trip from Siena

★ 5.0

Small-group Chianti and San Gimignano sunset trip from Siena with wine tastings, Monteriggioni walls, and a farm dinner with sunset views.

“This was an amazing excursion! It was worth every penny! The tour itself was so informative and fun. The food and wine were great and it’s just the right size group. Highly recommend!”

63 reviews8 to 9 hours (approx.)From $217.23by Tuscan Escapes by Papilio SRL

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Sunset Summer Dinner Among the Vines – Small Group from Siena

Sunset Summer Dinner Among the Vines – Small Group from Siena - Monteriggioni at Dusk: The Hill-Town Warm-Up

3.Sunset Summer Dinner Among the Vines – Small Group from Siena

★ 3.5

Sunset summer dinner near Siena with wine tastings, barbecue in the vineyards, and a stop in Monteriggioni. Small group, English.

“All was good except we had to taxi to the train station for pickup and they were late 30mins also dropped off same place and once again we had to pay for pickup I shouldn’t have to do that if I already paid for the tour. Other then that had a great time but we…”

30 reviews5 hours (approx.)From $130.97by myTour in Italy

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