Top Day Trips from Tuscany (Updated November 2026)

Tuscany, Italy
Small Group Wine Tour & San Gimignano Visit

Small Group/ Two wineries/ San Gimignano/ lunch/ guided wine tastings/ gelato world champion/ piazzale Michelangelo and more.. First we tour vineyards and cellar of an organic …More

Small Group/ Two wineries/ San Gimignano/ lunch/ guided wine tastings/ gelato world champion/ piazzale Michelangelo and more.. First we tour vineyards and cellar of an organic...

8 hours Free Cancellation
4.9 (808)
from
$216
Juliet's Verona & a Sirmione Cruise on Lake Garda from Milan

Explore Verona and Lake Garda on a guided day trip from Milan, with a visit to lakeside Sirmione and the option to cruise across Lake …More

Explore Verona and Lake Garda on a guided day trip from Milan, with a visit to lakeside Sirmione and the option to cruise across Lake...

12 hours Hotel pickup offered Free Cancellation
4.6 (201)
from
$114
From San Gimignano: Tuscany Vespa Tour, Lunch & Wine Tasting

Adventure, Fun stories, relax & terrific views are guaranteed. Jump on the iconic Italian 50cc Vespa, follow your tour leader and take in all the …More

Adventure, Fun stories, relax & terrific views are guaranteed. Jump on the iconic Italian 50cc Vespa, follow your tour leader and take in all the...

6 hours Free Cancellation
5.0 (257)
from
$125
Private Tour of Chianti Siena and San Gimignano by Minivan

It will be your special day. The driver will be at your disposal and will discuss with you all the possible solutions, so he will …More

It will be your special day. The driver will be at your disposal and will discuss with you all the possible solutions, so he will...

8 to 9 hours Hotel pickup offered Free Cancellation
4.8 (68)
from
$743
Small-Group San Gimignano and Volterra Day Trip from Siena

Embrace the medieval charms of Tuscany's towns on a full-day trip to San Gimignano and Volterra from Siena. With an attentive local guide, walk round …More

Embrace the medieval charms of Tuscany's towns on a full-day trip to San Gimignano and Volterra from Siena. With an attentive local guide, walk round...

8 hours Free Cancellation
4.9 (198)
from
$216
Cinque Terre Private Tour by Minivan and Ferry-Boat Shore excursion from Livorno

Discover the colorful picturesque villages scattered along the Mediterranean coast, a UNESCO World Heritage Site. We will reach the first village by minivan and then …More

Likely to Sell Out
Likely to Sell Out

Discover the colorful picturesque villages scattered along the Mediterranean coast, a UNESCO World Heritage Site. We will reach the first village by minivan and then...

9 hours Free Cancellation
4.9 (34)
from
$129
Private Tuscany Tour from Florence Including Siena, San Gimignano and Chianti Wine Region

Enjoy a day away from Florence as you visit Siena, San Gimignano and the picture-postcard Chianti area. Take your time to appreciate everything Tuscany has …More

Enjoy a day away from Florence as you visit Siena, San Gimignano and the picture-postcard Chianti area. Take your time to appreciate everything Tuscany has...

8 hours Hotel pickup offered Free Cancellation
4.9 (144)
from
$119
Livorno: Florence Optional Walking Tour and Accademia Entry

If you are stopping for the day at the port of Livorno and want to visit Florence, this round-trip transfer makes the logistics a snap. …More

Likely to Sell Out
Likely to Sell Out

If you are stopping for the day at the port of Livorno and want to visit Florence, this round-trip transfer makes the logistics a snap....

8 hours Free Cancellation
4.3 (327)
from
$40
Pisa & Cinque Terre from Florence Small Group Experience - Max 8

Discover Pisa and the Cinque Terre on a well-organized full-day trip from Florence, designed to maximize your time without the stress of logistics. Travel in …More

Discover Pisa and the Cinque Terre on a well-organized full-day trip from Florence, designed to maximize your time without the stress of logistics. Travel in...

13 hours Free Cancellation
4.7 (438)
from
$124
Florence & Pisa – Two Treasures in one day

Enjoy a wonderful day in Pisa and Florence on this day-trip by bus! Meet your driver and tour leader at the meeting point and start …More

Likely to Sell Out
Likely to Sell Out

Enjoy a wonderful day in Pisa and Florence on this day-trip by bus! Meet your driver and tour leader at the meeting point and start...

8 hours Free Cancellation
4.8 (27)
from
$47
Half-Day Chianti Escape from Florence with Two Wine Tastings

Discover the colours and flavours of Tuscany and explore its beautiful vineyards and rolling hills. The highlights of the day will be 2 wine tastings …More

Discover the colours and flavours of Tuscany and explore its beautiful vineyards and rolling hills. The highlights of the day will be 2 wine tastings...

5 hours Free Cancellation
4.4 (285)
from
$57
Medieval Tour in Monteriggioni and Val d'Orcia from Florence

Our first stop is Pienza, a charming Renaissance village located in the heart of the Val d'Orcia. Famous worldwide for its delicious Pecorino di Pienza, …More

Our first stop is Pienza, a charming Renaissance village located in the heart of the Val d'Orcia. Famous worldwide for its delicious Pecorino di Pienza,...

11 hours Free Cancellation
4.8 (70)
from
$49
Florence & Pisa with Nicola Scovenna

this tour is Ideal for cruise passengers that want to see the highlights of Florence and Pisa in a day …More

this tour is Ideal for cruise passengers that want to see the highlights of Florence and Pisa in a day...

9 hours Free Cancellation
5.0 (140)
from
$1,242
From Florence: Small-Group Tuscany Vespa Tour with Lunch & Wine

Discover the off-the-beaten-paths in the Chianti area around the hills of San Gimignano far away from the crowds on your own 50cc Vespa. Follow your …More

Discover the off-the-beaten-paths in the Chianti area around the hills of San Gimignano far away from the crowds on your own 50cc Vespa. Follow your...

7 hours Free Cancellation
4.9 (174)
from
$158
Hidden Castles & Chianti Wine Experience– Small Group

Visit two charming family-run wineries in the heart of the Chianti region, learn about local winemaking traditions, and taste 7 exquisite wines paired with bruschetta, …More

Visit two charming family-run wineries in the heart of the Chianti region, learn about local winemaking traditions, and taste 7 exquisite wines paired with bruschetta,...

5 hours Free Cancellation
4.6 (159)
from
$56
Cinque Terre and Pisa Full-Day Private Shore Excursion from Livorno Port

Your full-day Cinque Terre and Pisa shore excursion is an unforgettable experience and a must-do during your visit to Italy! Accompanied by a knowledgeable guide, …More

Likely to Sell Out
Likely to Sell Out

Your full-day Cinque Terre and Pisa shore excursion is an unforgettable experience and a must-do during your visit to Italy! Accompanied by a knowledgeable guide,...

9 hours Free Cancellation
4.9 (95)
from
$129
San Gimignano, Siena, Monteriggioni: Fully Escorted Tour, Lunch & Wine Tasting

Experience Tuscany in a day from Florence: San Gimignano, Monteriggioni, Chianti, and Siena. 11-hour coach tour through medieval towers, walled hamlets, and rolling vineyards. Explore …More

Experience Tuscany in a day from Florence: San Gimignano, Monteriggioni, Chianti, and Siena. 11-hour coach tour through medieval towers, walled hamlets, and rolling vineyards. Explore...

11 hours Free Cancellation
4.6 (181)
from
$90
From Florence: Pisa Afternoon Tour & Leaning Tower Access

Explore the Tuscan countryside en route to Pisa, the historic university city famed for Romanesque architecture. Meet your expert guide for a walking tour of …More

Explore the Tuscan countryside en route to Pisa, the historic university city famed for Romanesque architecture. Meet your expert guide for a walking tour of...

6 hours Free Cancellation
4.2 (767)
from
$106
Super Chianti 2 wineries & meat feast @ Dario Cecchini—max 8 pp

This day trip is to explore the flavors of the land just south of Florence with its traditions for great wine, olive oil, cheese & …More

Likely to Sell Out
Likely to Sell Out

This day trip is to explore the flavors of the land just south of Florence with its traditions for great wine, olive oil, cheese &...

7 hours
5.0 (321)
from
$367
Safari in Chianti Open Top Van and Tasting Wine

This is a unique wine tour to discover the beauty of Chianti with the typical scents and colors of this extraordinary land. Thanks to our …More

This is a unique wine tour to discover the beauty of Chianti with the typical scents and colors of this extraordinary land. Thanks to our...

7 to 8 hours Free Cancellation
4.9 (88)
from
$193
From Florence to Venice: A Day Trip to the Floating City

Experience the charm of Venice on this one-day excursion from Florence. Spending a day in Venice is a memory that cannot be forgotten. Located just …More

Experience the charm of Venice on this one-day excursion from Florence. Spending a day in Venice is a memory that cannot be forgotten. Located just...

14 to 15 hours Free Cancellation
4.7 (100)
from
$137
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