Top Day Trips from Tuscany (Updated November 2026)

Tuscany, Italy
Private Tour: Orcia Valley to Montalcino and Montepulciano with Brunello Wine Tasting

Spend a day exploring the wine region of the Val d'Orcia (Orcia Valley) with this full-day private tour from Florence. With your private group of …More

Spend a day exploring the wine region of the Val d'Orcia (Orcia Valley) with this full-day private tour from Florence. With your private group of...

9 hours Hotel pickup offered Free Cancellation
4.9 (16)
from
$1,258
Afternoon In Siena And Chianti Dinner

Don’t like to wake up early in the morning? Well, this tour is perfect for you! You will leave Florence in the early afternoon and …More

Don’t like to wake up early in the morning? Well, this tour is perfect for you! You will leave Florence in the early afternoon and...

7 hours 30 minutes Free Cancellation
4.2 (314)
from
$102
Private Chianti Countryside Vespa Tour from Florence

Escape from the crowded streets of the city to see life as a local as you zip around the stunning Tuscan countryside on a REAL …More

Likely to Sell Out
Likely to Sell Out

Escape from the crowded streets of the city to see life as a local as you zip around the stunning Tuscan countryside on a REAL...

5 hours Free Cancellation
5.0 (11)
from
$456
From Florence:Tuscany Tuk Tuk with Lunch, Wine & San Gimignano

Experience the beauty of Tuscany on a private tuk-tuk tour through the Chianti countryside! Depart from Florence by shared bus/van, then enjoy an exclusive ride …More

Experience the beauty of Tuscany on a private tuk-tuk tour through the Chianti countryside! Depart from Florence by shared bus/van, then enjoy an exclusive ride...

7 hours Free Cancellation
5.0 (16)
from
$318
Vintage Fiat 500 Tour: Lunch and 2 Wine tastings in the Chianti

Experience Chianti like a true Italian icon. Sit back and relax as your professional private driver takes you through the most scenic roads around Chianti …More

Experience Chianti like a true Italian icon. Sit back and relax as your professional private driver takes you through the most scenic roads around Chianti...

7 hours Free Cancellation
4.6 (38)
from
$172
Chianti Wine Tour from Florence with 3 Wineries and Tuscan Lunch

This full-day tour in the Chianti Classico region offers the perfect opportunity to discover the wonders of this renowned wine area. The first area we …More

This full-day tour in the Chianti Classico region offers the perfect opportunity to discover the wonders of this renowned wine area. The first area we...

7 hours Free Cancellation
5.0 (15)
from
$226
Family-Friendly Tuscany Day Tour for Wine Lovers and Non-Drinkers

Discover the authentic flavors of Tuscany on our Family-Friendly Tuscany Tour — a perfect mix of food, wine, and fun for all ages! Travel through …More

Discover the authentic flavors of Tuscany on our Family-Friendly Tuscany Tour — a perfect mix of food, wine, and fun for all ages! Travel through...

7 hours Free Cancellation
4.9 (16)
from
$181
Full-Day 2 Wineries Tour in Montepulciano with Tasting and Lunch

To fully experience la "Bella vita", you need to get out of the city. Taste the local wines & tour the cellars of select family-run, …More

To fully experience la "Bella vita", you need to get out of the city. Taste the local wines & tour the cellars of select family-run,...

6 to 8 hours Hotel pickup offered Free Cancellation
4.9 (78)
from
$284
Full-Day Private Pisa and Lucca Tour with optional Leaning Tower

Discover two gems of Western Tuscany: Pisa and Lucca. With your private chauffeur, you'll drive through the scenic Tuscan countryside to reach Pisa's Piazza dei …More

Discover two gems of Western Tuscany: Pisa and Lucca. With your private chauffeur, you'll drive through the scenic Tuscan countryside to reach Pisa's Piazza dei...

8 hours Hotel pickup offered Free Cancellation
4.5 (17)
from
$120
Florence Hop On Hop Off Shore Excursion from Livorno

Easily reach Florence from the port of Livorno and explore the city on board the City Sightseeing Firenze buses with the Hop-on Hop-off service! Optimize …More

Likely to Sell Out
Likely to Sell Out

Easily reach Florence from the port of Livorno and explore the city on board the City Sightseeing Firenze buses with the Hop-on Hop-off service! Optimize...

8 hours Free Cancellation
4.1 (43)
from
$75
A Day of Classic Motors - Ferrari, Maserati & Lamborghini museums - private tour

Immerse yourself in these Automotive icons for the day, with a guide that has experienced ownership of both brands, ridden at Mugello many times with …More

Immerse yourself in these Automotive icons for the day, with a guide that has experienced ownership of both brands, ridden at Mugello many times with...

8 hours Hotel pickup offered Free Cancellation
5.0 (32)
from
$370
San Gimignano and Winery Experience with Light Lunch from Pisa

Join our amazing small group tour from Pisa and you'll have the opportunity to tarvel in a confortable minivan or minibus in order to get …More

Likely to Sell Out
Likely to Sell Out

Join our amazing small group tour from Pisa and you'll have the opportunity to tarvel in a confortable minivan or minibus in order to get...

7 to 8 hours Free Cancellation
4.6 (13)
from
$168
Tuscany countryside from Livorno: Private Volterra, San Gimignano & Wine Tasting

Admire the two gems nestled in the Tuscan countryside, Volterra and San Gimignano, the best medieval villages. A jump in the past, great atmospere in …More

Likely to Sell Out
Likely to Sell Out

Admire the two gems nestled in the Tuscan countryside, Volterra and San Gimignano, the best medieval villages. A jump in the past, great atmospere in...

8 to 9 hours Free Cancellation
5.0 (7)
from
$129
Small Group Horseback Riding Wine Tour, San Gimignano, Lunch

Very well selected, gentle and beautiful horses, perfect for beginners as well. Discover the beauty of the Tuscan wine country and its magic people, food …More

Very well selected, gentle and beautiful horses, perfect for beginners as well. Discover the beauty of the Tuscan wine country and its magic people, food...

7 hours Free Cancellation
4.9 (72)
from
$216
Florence: San Gimignano & Siena Tasting Experience

BusVia Firenze invites you to explore the true essence of Tuscany, blending art, history, and the pleasures of wine and food. We will accompany you …More

BusVia Firenze invites you to explore the true essence of Tuscany, blending art, history, and the pleasures of wine and food. We will accompany you...

9 hours Free Cancellation
4.4 (15)
from
$113
Private Guided Hiking Cinque Terre Day From Florence

Great Day Hiking at Cinque Terre with a Local Guide from Florence by Luxury transportation. PRIVATE, only your party. Visiting the Villages. A full day …More

Likely to Sell Out
Likely to Sell Out

Great Day Hiking at Cinque Terre with a Local Guide from Florence by Luxury transportation. PRIVATE, only your party. Visiting the Villages. A full day...

10 hours 30 minutes Hotel pickup offered Free Cancellation
5.0 (7)
from
$452
Private Vespa Tour in Chianti

While we take care of every detail, leave the chaos behind and enjoy the best of Tuscany’s landscapes from your stylish Vespa — perfect not …More

Likely to Sell Out
Likely to Sell Out

While we take care of every detail, leave the chaos behind and enjoy the best of Tuscany’s landscapes from your stylish Vespa — perfect not...

5 hours Free Cancellation
5.0 (7)
from
$251
Guided tour in wonderful Tuscany

This experience is suitable for everyone, even children. We will be in an open area admiring the wonderful Tuscan hills. We will stop at all …More

Likely to Sell Out
Likely to Sell Out

This experience is suitable for everyone, even children. We will be in an open area admiring the wonderful Tuscan hills. We will stop at all...

4 to 5 hours Free Cancellation
4.9 (8)
from
$170
From Florence: Explore Venice on a Semi-Private Day Tour by Train

Discover the unforgettable charm of Venice on a full-day walking tour from Florence, traveling by high-speed train in comfort and style. After a scenic 2 …More

Likely to Sell Out
Likely to Sell Out

Discover the unforgettable charm of Venice on a full-day walking tour from Florence, traveling by high-speed train in comfort and style. After a scenic 2...

10 hours Hotel pickup offered Free Cancellation
4.7 (13)
from
$306
Private Tour: Montalcino Wine Tasting Experience

Private guided wine tour and tasting in Montalcino, Tuscany to discover Brunello and the most amazing wine estates and cellars that give birth to this …More

Private guided wine tour and tasting in Montalcino, Tuscany to discover Brunello and the most amazing wine estates and cellars that give birth to this...

8 hours Hotel pickup offered Free Cancellation
5.0 (71)
from
$305
Cinque Terre Small Group Tour max 13 people from Livorno port

Discover the breathtaking beauty of the Italian Riviera on a small-group shore excursion from Livorno Port to the enchanting Cinque Terre. Accompanied by a tour …More

Likely to Sell Out
Likely to Sell Out

Discover the breathtaking beauty of the Italian Riviera on a small-group shore excursion from Livorno Port to the enchanting Cinque Terre. Accompanied by a tour...

9 hours Free Cancellation
5.0 (2)
from
$192
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