Evening Experiences

TUSCANY

10 Best Evening Experiences In Tuscany

Tuscany's standouts.

The 10 evening experiences travellers book most often across Tuscany. Each one with the price you pay, the operator behind it and the day you actually get when you turn up.

10 Best Evening Experiences In Tuscany

Florence Evening Food Tour with Florentine Steak & Tuscan Wine

Florence Evening Food Tour with Florentine Steak & Tuscan Wine - Buchetta del Vino: the Florence wine window that started it all

1.Florence Evening Food Tour with Florentine Steak & Tuscan Wine

Most Popular 4.5

Florence evening food tour with 14 tastings, Tuscan wine stops, and a thick-cut Florentine steak dinner, finished with gelato.

“We enjoyed our tour and the foods we tasted! Fabi and as an excellent guide providing great information and history. The places we went to try the foods and the Florentine Bistecca were so good! Would highly recommend this tour!”

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From Florence: Chianti Wine Tastings at Sunset Day Trip

From Florence: Chianti Wine Tastings at Sunset Day Trip - Greve in Chianti photo stop: quick views, big payoff

2.From Florence: Chianti Wine Tastings at Sunset Day Trip

4.7

Sunset Chianti wine tastings from Florence with two family estates, cellar tours, hilltop photo stops, and optional sunset dinner.

“So amazing. We had the most beautiful view for sunset after the first winery, got to take pictures, and soak it all in. the second winery was more luxurious and we were given a large plate of antipasta each along with trying a variety of wines. The driver was sweet and great at explaining where…”

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Florence Sunset Food Tour with Wine & Dine at a Tuscan farmhouse

Florence Sunset Food Tour with Wine & Dine at a Tuscan farmhouse - Stop 1 at Enoteca Alessi: Prosciutto, Salumi, and Tuscan Wine First

Chianti Wine Tastings Day Trip at Sunset from Florence

Chianti Wine Tastings Day Trip at Sunset from Florence - Greve in Chianti and Montefioralle: quick stops that set the tone

4.Chianti Wine Tastings Day Trip at Sunset from Florence

4.5

Sunset Chianti from Florence with a small group, scenic Via Chiantigiana drive, two winery tastings, and Tuscan bites timed to golden hour.

“My friend and I actually got lucky and had a private tour! We went to two different wineries and tried many different delicious wines. The hosts were very knowledgeable about their wines and showcased each one with some details and a food pairing. I definitely recommend doing this tour!”

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From Siena: Chianti and San Gimignano Sunset Tour

From Siena: Chianti and San Gimignano Sunset Tour - Meet Under San Domenico Basilica and Enjoy the Small-Group Ride

5.From Siena: Chianti and San Gimignano Sunset Tour

4.8

Small-group Chianti tasting, Monteriggioni fortress, and San Gimignano towers at sunset, finished with a farm dinner and wine.

“Keko may be the most interesting man in the world (sorry beer commercial). San Gim is out of this world. The dinner at the farm of oven baked pizza and local wine were fantastic. We would do this again and again.”

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Aperitif on the Terrace of Podere Montale at Sunset

Aperitif on the Terrace of Podere Montale at Sunset - The Hosted Wine Tasting: Three Sangiovese Glasses, Explained

6.Aperitif on the Terrace of Podere Montale at Sunset

4.5

Toast on Podere Montale’s terrace at sunset with three Sangiovese pours and a buffet of Tuscan and Maremma bites in Val d’Orcia.

“Furada total. Nos foi vendido um por do sol numa atração às 18 horas. Mas acontece que entre a reserva e a data do evento terminou o horário de verão e o sol começou a se por às 17 horas... ou seja, chegamos lá já à noite. O local era de difícil acesso e muito…”

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Sunset E-bike Tour of Tuscan & Florentine Hills with tasting

Sunset E-bike Tour of Tuscan & Florentine Hills with tasting - Rolling Through Oltrarno and San Niccolò: The Ride Begins Gently

Private Tuscany Sunset Bike Tour

Private Tuscany Sunset Bike Tour - Bicycles, helmets, and the skill level you should expect

8.Private Tuscany Sunset Bike Tour

4.5

Private sunset bike tour from Florence into the Tuscan countryside, with vineyard riding, wine and olive oil tastings, and sunset views.

“We never actually did this sunset bike tour (that I booked in February). A few days prior, I was contacted and told that the sunset tour was being cancelled as my husband and I were the only participants that evening. They relayed that they made the decision that day and offered to move me to…”

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Private Tour- Chianti By Minivan At Sunset

Private Tour- Chianti By Minivan At Sunset - Badia a Passignano: abbey time, fresco details, and real quiet

9.Private Tour- Chianti By Minivan At Sunset

5.0

Private Chianti sunset tour from Florence by minivan: Badia a Passignano, Greve in Chianti, vineyard tasting, optional Tuscan dinner.

“Private tour was wonderful. Most tours leave before sunset, so my wife and I were pretty much the only ones at the wineries that we visited. Romana was our guide and driver and she was wonderful, personable, and pleasant. She saw that I was into photography and opted to stop at great photo spots along…”

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Tuscany Sunset Vespa tour with Dinner at a Chianti Winery

Tuscany Sunset Vespa tour with Dinner at a Chianti Winery - Chianti transfer by A/C minivan: less stress, more time outside

10.Tuscany Sunset Vespa tour with Dinner at a Chianti Winery

5.0

Ride a Vespa through Chianti vineyards at golden hour, then enjoy a guided wine tasting and dinner in a winery plus time in San Gimignano.

“We had a wonderful day with Fun in Tuscany on the Vespa Tour! The staff was super friendly and helpful, and everything was well organized. Riding through the beautiful Tuscan countryside was an amazing experience — great views, delicious food, and lots of fun!”

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