Things to do over the New Year's Day long weekend in Tuscany (Updated 2026)

Tuscany, Italy
Arezzo: Wine Tasting Experience in Valdichiana area

Enjoy 2 hours wine tasting experience in an elegant and exclusive location, an ancient Tuscan villa located in Valdichiana, in the heart of Tuscany. Together …More

Enjoy 2 hours wine tasting experience in an elegant and exclusive location, an ancient Tuscan villa located in Valdichiana, in the heart of Tuscany. Together...

2 hours Free Cancellation
4.9 (8)
from
$45
1h30m Wine Tasting and Visit to Val D'Orcia

Enjoy a wine experience in the heart of Val D'Orcia, surrounded by the most authentic Tuscan countryside. Together with Tatiana, the owner of Poggio del …More

Enjoy a wine experience in the heart of Val D'Orcia, surrounded by the most authentic Tuscan countryside. Together with Tatiana, the owner of Poggio del...

1 hour 30 minutes Free Cancellation
5.0 (26)
from
$57
From Pisa: Private Chianti & San Gimignano with Wine Lunch

Spend a day in the iconic landscape of the Chianti hills with a private tour from the Pisa countryside. Drive along avenues of cypress trees, …More

Spend a day in the iconic landscape of the Chianti hills with a private tour from the Pisa countryside. Drive along avenues of cypress trees,...

8 hours Hotel pickup offered Free Cancellation
5.0 (4)
from
$273
Private Brunello & Nobile Wine Tour with Lunch in Val d'Orcia

A superb Experience in the wonderful Val d'Orcia between Noble vines & Medieval cities • Our driver escort will pick you up at your location …More

A superb Experience in the wonderful Val d'Orcia between Noble vines & Medieval cities • Our driver escort will pick you up at your location...

8 hours Hotel pickup offered Free Cancellation
4.9 (8)
from
$262
Chianti Wine and Vinci half day Small Group Tour from Lucca

Experience a relaxed afternoon in the Chianti area with a visit to a boutique winery and enjoy a guided Chianti wine tasting along with a …More

Experience a relaxed afternoon in the Chianti area with a visit to a boutique winery and enjoy a guided Chianti wine tasting along with a...

5 hours 30 minutes Free Cancellation
5.0 (25)
from
$147
Private Tuscan meal with Wine and EVO oil tasting

If you're looking for a true Tuscan escape, this experience offers the perfect blend of authenticity, exclusivity, and breathtaking views. Set in our historic Vernaccia …More

If you're looking for a true Tuscan escape, this experience offers the perfect blend of authenticity, exclusivity, and breathtaking views. Set in our historic Vernaccia...

1 hour 30 minutes Free Cancellation
4.9 (35)
from
$78
Exclusive Wine Tour and Tasting Experience in Siena

Just 2 km from the old town of medieval Siena, in the stunning hilly Tuscan countryside, the exclusive wine tour with tasting ‘Land, Climate and …More

Just 2 km from the old town of medieval Siena, in the stunning hilly Tuscan countryside, the exclusive wine tour with tasting ‘Land, Climate and...

3 hours 30 minutes Free Cancellation
5.0 (19)
from
$171
Heart of Chianti Classico - 2 Wineries Lunch included - Chianti Wine Tour

Heart of Chianti Classico - 2 Wineries and Lunch - Chianti Wine Tour Tour Length: 7/8 hours. Dates: Every season. Departure Point: From your accommodation …More

Heart of Chianti Classico - 2 Wineries and Lunch - Chianti Wine Tour Tour Length: 7/8 hours. Dates: Every season. Departure Point: From your accommodation...

6 to 8 hours Hotel pickup offered Free Cancellation
5.0 (34)
from
$320
Private wine tour of Chianti

Your driver will come to your accommodation around 930 to whisk you off to your first wine tour and tasting. During the day we will …More

Your driver will come to your accommodation around 930 to whisk you off to your first wine tour and tasting. During the day we will...

6 to 8 hours Hotel pickup offered Free Cancellation
4.6 (10)
from
$326
Chianti Wine Tour - Private Wine experience in Tuscany Countryside

Dive into an unparalleled wine journey with our exclusive Chianti Wine Tour, starting directly from your accommodation. Onboard our luxury vehicles, driven by an experienced …More

Dive into an unparalleled wine journey with our exclusive Chianti Wine Tour, starting directly from your accommodation. Onboard our luxury vehicles, driven by an experienced...

8 hours Hotel pickup offered Free Cancellation
5.0 (34)
from
$341
Chianti Wine and Vinci half day Small Group Tour from Montecatini Terme

Experience a relaxed afternoon in the Chianti area with a special visit to a boutique winery. Enjoy our guided Chianti Wine tasting and a visit …More

Experience a relaxed afternoon in the Chianti area with a special visit to a boutique winery. Enjoy our guided Chianti Wine tasting and a visit...

4 hours 30 minutes Free Cancellation
5.0 (34)
from
$136
4 Wines & 2 Olive Oils Tasting in Chianti Winery with Tour

The experience will start with the winery tour, during which we will explain our company history and what we produce today and we will explain …More

The experience will start with the winery tour, during which we will explain our company history and what we produce today and we will explain...

1 hour 30 minutes
4.8 (21)
from
$41
Wine tasting in the historical Cantalici winery

The tasting at Cantalici is a way to immerse yourself in a familiar atmosphere to discover typical wines from the Chianti Classico production area, an …More

The tasting at Cantalici is a way to immerse yourself in a familiar atmosphere to discover typical wines from the Chianti Classico production area, an...

50 minutes
4.8 (31)
from
$17
3-hour Tuscan Cooking Class with Wine & Oil Tasting

Unlike standard cooking classes, this hands-on Tuscan experience immerses you in authentic farm-to-table traditions, guided by our family in a rustic countryside setting. You’ll start …More

Unlike standard cooking classes, this hands-on Tuscan experience immerses you in authentic farm-to-table traditions, guided by our family in a rustic countryside setting. You’ll start...

3 hours Free Cancellation
4.8 (39)
from
$218
Private Wine and Extra Virgin Olive Oil Tasting

Escape to a charming family farm and immerse yourself in the authentic flavors of Tuscany. Just a short walk from San Gimignano’s historic center, this …More

Escape to a charming family farm and immerse yourself in the authentic flavors of Tuscany. Just a short walk from San Gimignano’s historic center, this...

45 minutes Free Cancellation
4.8 (21)
from
$48
Small-Group Vernaccia di San Gimignano Wine Tour - White and Red Wines

This tour takes you to visit two wine region of Tuscany famous for red and white wines. We will make a stop at San Gimignano …More

This tour takes you to visit two wine region of Tuscany famous for red and white wines. We will make a stop at San Gimignano...

7 hours
4.8 (23)
from
$325
Private 3hour Horse Ride to a Castle, Wine Tasting and local food

The guests will have the chance to escape from the city crowd and experience the authentic Florence life style held on the worldwide known Chianti …More

The guests will have the chance to escape from the city crowd and experience the authentic Florence life style held on the worldwide known Chianti...

7 hours Free Cancellation
5.0 (9)
from
$792
Florence Exclusive VIP Wine Tasting Tour with a Special VIP Gift

This exclusive experience invites you to discover the rich winemaking tradition of Tuscany through a personalized tasting. Guided by an expert sommelier, you’ll have the …More

Likely to Sell Out
Likely to Sell Out

This exclusive experience invites you to discover the rich winemaking tradition of Tuscany through a personalized tasting. Guided by an expert sommelier, you’ll have the...

1 hour 30 minutes Free Cancellation
5.0 (1)
from
$132
Tuscany Organic Wine Tour at a Family-Run Winery

Discover authentic Tuscany with a guided wine tour at Podere Pellicciano, a family-run organic winery located in the hills of San Miniato, between Florence and …More

Discover authentic Tuscany with a guided wine tour at Podere Pellicciano, a family-run organic winery located in the hills of San Miniato, between Florence and...

2 to 3 hours Free Cancellation
5.0 (22)
from
$80
Quad Tour ATV Adventure in Chianti. Lunch and Wine Tasting

Come and discover the wild heart of Chianti, together with us you can live an experience totally immersed in the green of the countryside and …More

Come and discover the wild heart of Chianti, together with us you can live an experience totally immersed in the green of the countryside and...

6 to 8 hours Free Cancellation
5.0 (35)
from
$367
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