Sunset Tours

TUSCANY

10 Best Sunset Tours In Tuscany

Tuscany's standouts.

The 10 sunset tours 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 Sunset Tours In Tuscany

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

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

3.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.

“Alfonso, our driver, was amazing; so courteous and informative. He narrated as we travelled to the vineyards describing the history, trees and architecture of each area. We stopped along the way at a few spots to take pictures. The two vineyards we visited were equally wonderful. Arianna and Viola our tour guides at each respective…”

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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

4.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.

“Elena our tour guide was fantastic thank you again for being so helpful and very knowledgeable about the sights we saw. A great tour guide she is and had some great pointers about the sights and gave enough time in each location. Grazia Mille”

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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

5.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

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

5.0

Sunset e-bike ride from Florence to Tuscan hills with Chianti wine and olive oil tasting, big views, and a relaxed return.

“Brilliant! I you want a taster of/ introduction to Tuscany this gives you a great way to do so! Our guide, Sasha, was fantastic and knowledgeable! We saw lovely countryside and great views of Florence. I thoroughly recommend this tour.”

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Private Tuscany Sunset Bike Tour

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

7.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.

“Incredible afternoon biking through the Chianti region. Allessio was our guide and he was so knowledgable about the region and the different points of interest along the way. We finished at a family vineyard and had wine and snacks under an olive grove surrounded by beautiful roses and lemon trees, while Allessio explained the process…”

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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

8.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.

“Although we had a pleasant time, our guide Romano, was late meeting us at our home because of road closures. Not her fault. We visited two wine makers - one a shop in a small village and the second, in a winery. This second one was by far the better of the two. The countryside…”

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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

9.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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Sunset VIP Chianti wine tour

Sunset VIP Chianti wine tour - Castellina in Chianti: narrow alleys, boutiques, and breathing room

10.Sunset VIP Chianti wine tour

5.0

A small-group VIP Chianti sunset tour from Florence with two winery tastings, olive oil samples, town time in Castellina, and dinner.

“We had an amazing day exploring the Chianti Classico area. The 2 vineyards we visited were excellent and learnt a lot about the wines, olive oil and the region.”

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