Top Tuscany Day Trips & Excursions

Q: Got any more Tuscany trip ideas?

We sure do. Check out our curated lists of hand-picked Tuscany Tours. Top 10 Tuscany 2026 Senior-friendly tours Tuscany The best tours and activities for culture lovers in Tuscany Top Day Trips from Tuscany Things to do in Tuscany this summer View all Tuscany Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Tuscany?

Based on our sales data over the past year, the most popular styles of tours and activities in Tuscany are: Tuscany Cultural & Theme Tours Tuscany Luxury & Special Occasions Tuscany Luxury Tours Tuscany Cultural Tours Tuscany Historical & Heritage Tours View all tour styles in Tuscany →

Florence Day Trip to Siena & San Gimignano with Scenic Views

Explore two of Tuscany’s most picturesque destinations on this full-day small group tour from Florence. Begin in Siena, a UNESCO-listed city rich in Gothic architecture, …More

Florence, Italy

4.8 (427)

Florence Day Trip to Siena & San Gimignano with Scenic Views

Explore two of Tuscany’s most picturesque destinations on this full-day small group tour from Florence. Begin in Siena, a UNESCO-listed city rich in Gothic architecture,...

9 hours Free Cancellation

4.8 (427)

from
$56

Private Tour to Cinque Terre from Florence

Head to the coast for a day in Italy’s Cinque Terre on a private (this is not a shared tour) 10-hour trip from Florence. Listed …More

Florence, Italy

5.0 (423)

Private Tour to Cinque Terre from Florence

Head to the coast for a day in Italy’s Cinque Terre on a private (this is not a shared tour) 10-hour trip from Florence. Listed...

10 to 11 hours Hotel pickup offered Free Cancellation

5.0 (423)

from
$933

Florence: Siena & San Gimignano with Dinner in a Boutique Winery

Discover the best of Tuscany in one magical afternoon! Start from Florence and travel in a luxury minivan through the rolling Chianti hills. Enjoy a …More

Florence, Italy

4.8 (367)

Florence: Siena & San Gimignano with Dinner in a Boutique Winery

Discover the best of Tuscany in one magical afternoon! Start from Florence and travel in a luxury minivan through the rolling Chianti hills. Enjoy a...

9 to 12 hours Free Cancellation

4.8 (367)

from
$122

Florence Day Trip: Chianti Wine Tasting, Siena, San Gimignano

When visiting Florence, don’t miss a day trip to the scenic, gourmet paradise of the Tuscan countryside. On this small-group tour, wander the storybook streets …More

Florence, Italy

4.8 (350)

Florence Day Trip: Chianti Wine Tasting, Siena, San Gimignano

When visiting Florence, don’t miss a day trip to the scenic, gourmet paradise of the Tuscan countryside. On this small-group tour, wander the storybook streets...

9 hours Free Cancellation

4.8 (350)

from
$221

Small-Group Montepulciano and Pienza Day Trip from Siena

Experience the heart of Tuscany on this guided small-group tour day trip to the charming towns of Pienza and Montepulciano. Travel through the beautiful clay …More

Siena, Italy

4.9 (338)

Small-Group Montepulciano and Pienza Day Trip from Siena

Experience the heart of Tuscany on this guided small-group tour day trip to the charming towns of Pienza and Montepulciano. Travel through the beautiful clay...

8 hours Free Cancellation

4.9 (338)

from
$216

Full day Shore Excursion to Florence from Livorno with tasting

After meeting your tour leader at the meeting point, you will start the trip to one of the most beautiful and famous cities worldwide: Florence! …More

Livorno, Italy

4.9 (333)

Full day Shore Excursion to Florence from Livorno with tasting

After meeting your tour leader at the meeting point, you will start the trip to one of the most beautiful and famous cities worldwide: Florence!...

8 hours Free Cancellation

4.9 (333)

from
$45

From Florence: Tuscany Wine Country Day Trip with Vineyard Lunch

See the best of Tuscany in one full day with round-trip transport from Florence, an expert English-speaking guide, and time in three of the region's …More

Florence, Italy

4.9 (326)

From Florence: Tuscany Wine Country Day Trip with Vineyard Lunch

See the best of Tuscany in one full day with round-trip transport from Florence, an expert English-speaking guide, and time in three of the region's...

9 hours Free Cancellation

4.9 (326)

from
$73

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

Florence, Italy

5.0 (321)

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 &...

7 hours

5.0 (321)

from
$312

Cinque Terre and Pisa Day Trip from Florence with Boat Ride

Cinque Terre Day Trip from Florence with Pisa: discover two of Italy’s most iconic destinations in one full-day tour, combining the colorful seaside villages of …More

Florence, Italy

4.8 (281)

Cinque Terre and Pisa Day Trip from Florence with Boat Ride

Cinque Terre Day Trip from Florence with Pisa: discover two of Italy’s most iconic destinations in one full-day tour, combining the colorful seaside villages of...

12 hours Free Cancellation

4.8 (281)

from
$220

Florence: Tuscany Grand Tour-Siena, San Gimignano, Chianti & Pisa

Get ready for the ultimate Tuscan day trip — a journey through the region’s most iconic towns, unforgettable landscapes, and world-famous flavors. Depart from Florence …More

Florence, Italy

4.9 (260)

Florence: Tuscany Grand Tour-Siena, San Gimignano, Chianti & Pisa

Get ready for the ultimate Tuscan day trip — a journey through the region’s most iconic towns, unforgettable landscapes, and world-famous flavors. Depart from Florence...

8 to 12 hours Free Cancellation

4.9 (260)

from
$127

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

Florence, Italy

5.0 (257)

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...

6 hours Free Cancellation

5.0 (257)

from
$125

Semi Private Deep Wine Chianti and San Gimignano from Florence

This tour is designed to make your Tuscan wine-tasting dreams come true. You'll be able to see all the classic postcard-perfect landscapes of Tuscany while …More

Florence, Italy

4.9 (237)

Semi Private Deep Wine Chianti and San Gimignano from Florence

This tour is designed to make your Tuscan wine-tasting dreams come true. You'll be able to see all the classic postcard-perfect landscapes of Tuscany while...

8 hours 30 minutes Hotel pickup offered Free Cancellation

4.9 (237)

from
$239

Chianti Wine Tour with Tastings Semi-Private Experience

Embark on an intimate Tuscany journey: vineyards, olive groves, castles. Immerse in wine senses. Meet Supertuscans, top Tuscan wines. Ride to 3 wineries near Florence. …More

Florence, Italy

5.0 (235)

Chianti Wine Tour with Tastings Semi-Private Experience

Embark on an intimate Tuscany journey: vineyards, olive groves, castles. Immerse in wine senses. Meet Supertuscans, top Tuscan wines. Ride to 3 wineries near Florence....

7 hours Free Cancellation

5.0 (235)

from
$247

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

Siena, Italy

4.9 (198)

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...

8 hours Free Cancellation

4.9 (198)

from
$217

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

Florence, Italy

4.9 (172)

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...

7 hours Free Cancellation

4.9 (172)

from
$169

Farm To table Experience on an organic hilltop estate in Tuscany

For a day you will get away from the crowds, heat, noise and queues. Enjoy a day of nature, incredible views, friendly people, great food …More

Florence, Italy

5.0 (162)

Farm To table Experience on an organic hilltop estate in Tuscany

For a day you will get away from the crowds, heat, noise and queues. Enjoy a day of nature, incredible views, friendly people, great food...

7 hours 30 minutes Free Cancellation

5.0 (162)

from
$182

Cinque Terre Small Group Tour by Minivan from Lucca

Discover the five picturesque villages of Cinque Terre scattered along a beautiful stretch of the Mediterranean coast, listed among the most famous and beautiful World …More

Lucca, Italy

4.9 (151)

Cinque Terre Small Group Tour by Minivan from Lucca

Discover the five picturesque villages of Cinque Terre scattered along a beautiful stretch of the Mediterranean coast, listed among the most famous and beautiful World...

9 hours Free Cancellation

4.9 (151)

from
$181

Siena, Montepulciano & Val d'Orcia: Scenic Tuscany Tour – Max 8

Discover the beauty of Tuscany on a relaxed small-group day trip from Florence, traveling comfortably in an 8-seater minivan with a passionate local tour leader. …More

Florence, Italy

4.9 (146)

Siena, Montepulciano & Val d'Orcia: Scenic Tuscany Tour – Max 8

Discover the beauty of Tuscany on a relaxed small-group day trip from Florence, traveling comfortably in an 8-seater minivan with a passionate local tour leader....

12 hours Free Cancellation

4.9 (146)

from
$217

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

Florence, Italy

4.9 (143)

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...

8 hours Hotel pickup offered Free Cancellation

4.9 (143)

from
$119

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

Livorno, Italy

5.0 (140)

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...

9 hours Free Cancellation

5.0 (140)

from
$1,249

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Tuscany Day Trips & Excursions?

What are the best kid-friendly options for Tuscany Day Trips & Excursions Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Tuscany Day Trips & Excursions are:

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Which Tuscany Day Trips & Excursions have Instant Confirmation?

Tuscany Day Trips & Excursions with Instant Confirmation include:

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Which Tuscany Day Trips & Excursions have Free Cancellation?

Tuscany Day Trips & Excursions with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which Tuscany Day Trips & Excursions have Hotel Pickup?

No problem. These Tuscany Day Trips & Excursions include Hotel Pickup:

View all Tours with Hotel Pickup →

Got any more Tuscany trip ideas?

What are the most popular styles of Tours and Activities in Tuscany?