Headout logo. Link to home.
Help
pisa, siena, san gimignano & chianti guided day trip with wine tasting-2
pisa, siena, san gimignano & chianti guided day trip with wine tasting-3
pisa, siena, san gimignano & chianti guided day trip with wine tasting-4
pisa, siena, san gimignano & chianti guided day trip with wine tasting-5
Day Trips

Pisa, Siena, San Gimignano & Chianti Guided Day Trip with Wine Tasting

  • Instant confirmation
  • Mobile ticket
  • Transfers included

Prepare to be blown over by the beauty and medieval atmosphere of three of Tuscany’s most unique, UNESCO-listed towns – Siena, San Gimignano, and Pisa.

Highlights

  • Visit Siena, San Gimignano, and Pisa as part of your guided day trip to the most medieval towns in Tuscany, rich in cultural attractions.
  • Enjoy a local wine tasting, the company of an expert guide, round-trip transportation, and beautiful views as you drive through the Tuscan countryside.
  • The World Heritage Site of Siena is said to be a ‘true symbol of a medieval city’ and home to the Palio horse races.
  • Explore the narrow streets, the marvelous Duomo di Siena, and the Piazza del Campo.
  • San Gimignano is known for its highly unique architecture and you can even see the famous skyline of the tower houses from a distance.
  • You’ll have some local wine and wild boar salami here, as part of your day trip package. Your guide will be more than happy to share the best lunch and gelato options with you, too.
  • At your last stop in Pisa, visit the Piazza dei Miracoli (Square of Miracles) to take pictures in front of the infamous Leaning Tower of Pisa.
  • You will also check out the UNESCO-listed sites of the Duomo (Pisa Cathedral) and Baptistery.

Inclusions

  • Visit to Pisa, Siena and San Gimignano
  • Expert English-speaking tour guide throughout the day
  • Local wine tasting & a snack in San Gimignano
  • Round-trip transportation in an air-conditioned comfortable bus
  • Small groups of 24 people or less

Exclusions

  • Any other meals and drinks not included
  • Gratuities
  • Hotel transfers

Cancellation policy

You can cancel these tickets up to 24 hours before the experience begins and get a full refund.

Travel to the charming Tuscan countryside and explore its most historic and cultural towns on this fully-guided day tour.

Siena

Visit the World Heritage Site of Siena which is famous for its medieval buildings and atmosphere. The biannual street horse race has been held here since the 17th-century. Along the way to this medieval town, your guide will tell you all about the town's history and its intriguing race traditions such as one that encourages jockeys to hinder their rivals! Explore the narrow streets of this red-bricked city and the Piazza del Campo, once the center of the town’s political activity and now the site of the famous Palio horse race. Pay a visit to the magnificent Duomo di Siena – one of Italy's most illustrious Romanesque and Gothic cathedrals.

San Gimignano

Journey through the idyllic Tuscan countryside with its rolling hills and famous vineyards with cypress and olive trees. You’ll then reach the town of San Gimignano. Also a UNESCO World Heritage Site, you’ll find the most admirable and exquisite architecture here with medieval houses, encircling walls, and the famous skyline of the San Gimignano tower houses.

Get to know the true flavors of Tuscany as you sip on some local and authentic wine and sample some special wild boar sausage. Explore the area for lunch and gelato after by following the best tips and recommendations of your tour guide.

Pisa

At Pisa, you’ll visit the Piazza dei Miracoli (Square of Miracles) which is a part of the Pisa Complex. Take pictures in front of the Leaning Tower of Pisa, the world-famous intriguing landmark that owes its extreme tilt to the soft ground it was built upon. Though originally unable to support the weight of its foundation, the building was eventually stabilized in the 20th century.

You will also have time to explore the lesser-known Duomo (Pisa Cathedral) and Baptistery, also part of the Pisa Complex. These are architectural masterpieces which boast grand medieval facades, outstanding frescoes, and patterned marble details.

Important Information

  • This day tour is conducted in English.
  • Photography is allowed.
  • Unfortunately, this tour is unsuitable for wheelchair users and pram/stroller users.

Timings

1 Apr to 31 Oct

  • Daily: 8am

1 Nov to 25 Nov

  • Tue, Sat & Sun: 8am

26 Nov to 31 Dec

  • Daily: 8am
  • Your voucher will be emailed to you instantly.
  • Display the voucher on your mobile phone with a valid photo ID at the attraction.
  • Please arrive at the attraction 15 minutes before the scheduled time of your visit to avoid any delays.

Ticket Redemption Point

  • Show your ticket at Piazza dell'Unità italiana.
  • Address: At Piazza dell'Unità Italiana, in front of the Hotel Baglioni, next to the Obelisk.

Get Directions to the Redemption Point

Getting There

By Tram

  • The closest tram stop is Unità. It is a quick 5-minute walk to the attraction.
  • Board tram T2 to get you there.

Validity

This ticket is valid for the date selected during checkout.

Missing any information?

Similar experiences you'd love

florence cathedral tickets with optional dome & bell tower climb-1
Landmarks
Florence Cathedral Tickets with Optional Dome & Bell Tower Climb
Instant confirmation
3.9
Rated 3.88 out of 5.0 from 4073 reviews.
from €15
Free cancellation
accademia gallery skip-the-line guided tour-1
Guided Tours
Accademia Gallery Skip-the-Line Guided Tour
Instant confirmation
4.3
Rated 4.31 out of 5.0 from 3677 reviews.
from €59€44.25
Save up to 25%
combo (save 5%): uffizi gallery + accademia gallery + florence cathedral square tickets-1
Combo
Combo (Save 5%): Uffizi Gallery + Accademia Gallery + Florence Cathedral Square Tickets
Instant confirmation
3.6
Rated 3.65 out of 5.0 from 18971 reviews.
from €74€70.30
Save up to 5%
pitti palace, palatine gallery & boboli gardens tickets-1
Combos
Pitti Palace, Palatine Gallery & Boboli Gardens Tickets
Instant confirmation
4.0
Rated 4 out of 5.0 from 5 reviews.
from €30
palazzo vecchio reserved entry tickets-1
Museums
Palazzo Vecchio Reserved Entry Tickets
Instant confirmation
4.0
Rated 4 out of 5.0 from 2483 reviews.
from €17

World at your tap.

Get the Headout app to get tickets on your phone and access app-only deals. Talk about win-win.
iphone

We've served 20 million+ guests and we are here for you

20 million +

Happy customers across 10,000+ experiences

4.4/5

5,000+ verified reviews with 90% excellent score

In the Media

Featured and recommended by the best brands

24 x 7 Help Center

Have a question? Live chat with local experts anywhere, anytime