Small-Group Chianti and San Gimignano Sunset Trip from Siena | 8 hours to 9 hours

55 Reviews | Siena
From $190.79 per person Lowest Price Guarantee
Select Date and Travelers
You can select up to 9 travelers in total.
Adult (3-99) Minimum: 1, Maximum: 9
2
Infant (0-2) Minimum: 0, Maximum: 9
0
Free Cancellation For a full refund, cancel at least 24 hours before the scheduled departure time.
Small-Group Chianti and San Gimignano Sunset Trip from Siena
2 Adults x $190.54
$381.08
Approx Total
$381.08

Inclusions / Exclusions

  • Mobile ticket
  • Offered in: English
  • Traditional dinner at farm
  • Professional Guide
  • Transport by air-conditioned minivan
  • Tour of winery with wine tasting
  • Gratuities
  • Hotel pickup and drop-off
  • Entrance fees to attractions in San Gimignano

Overview

On this afternoon and evening tour from Siena to Chianti and San Gimignano, explore the beautiful Chianti region – an area rich with dense oak forests and cypress trees – and discover its famous wine by visiting a local producer, touring their cellars and tasting their wines. Then head to the UNESCO World Heritage town of San Gimignano, famous for its medieval towers. Enjoy the main sights and browse the streets and boutique stores just as the day's crowds begin to dwindle. Visit a local farm and enjoy a farm-to-table dinner of its products and wines during sunset, in a stunning location overlooking the San Gimignano towers and the rolling, vine-covered hills.

Meeting points

Meet under the large tree next to the red brick church

End point

This activity ends back at the meeting point.

Itinerary

  • Basilica Cateriniana Di S. Domenico (Pass By)

    Meet your tour guide at 2.30pm in front of the church of San Domenico in Siena and begin the tour with a comfortable drive through the Chianti countryside. Visit a Chianti wine estate, where you'll tour the grounds and wine cellars while learning about the wine-making process. Sit down and savor a tasting of Black Rooster Chianti Classico wine.

  • Cantinetta di Monteriggioni

    After visiting a Chianti winery, visit a historic town that was once of fortress, Monteriggioni, to marvel at the medieval towers that are still intact. Monteriggioni is a perfectly preserved medieval town with a complete ring of walls and turrets, once Siena’s main bastion of defense against the armies of Florence. Today it is a quiet hamlet and you can enjoy leisure time exploring the charming streets and stores of local crafts.

    30 minutes

  • Historic Centre of San Gimignano

    In the late afternoon, arrive in San Gimignano as the crowds begin to dwindle and the many streets and squares of this medieval town of towers that flourished thanks to the via Francigena, an important trade route. Enjoy free time to enter its impressive church, the Collegiata di San Gimignano, or to explore the Civic Museum (entrance fees at own expense). Alternatively, shop the artisan boutiques for leather goods and hand-painted pottery; sample the fruits of the soil in the food shops and wine bars or discover the town’s many hidden beauties.

    1 hour

  • SS 222 Chiantigiana

    After your time in San Gimignano, head out of town to a nearby rustic farmhouse, where you'll be treated to a classic Tuscan dinner accompanied by wine. Enjoy the farm's products and wine over a convivial dinner with the others on tour that you can now call new friends.

    2 hours

Sample Menu

Additional Info

  • Infants and small children can ride in a pram or stroller
  • Public transportation options are available nearby
  • Specialized infant seats are available
  • Not recommended for travelers with poor cardiovascular health
  • Suitable for all physical fitness levels
  • Customers who have not reached Italy's legal drinking age of 18 will not be served alcohol

Free Cancellation

June 13100% refund
June 14No refund

You can cancel up to 24 hours in advance of the experience for a full refund.

  • For a full refund, you must cancel at least 24 hours before the experience’s start time.
  • If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the experience’s start time will not be accepted.
  • Cut-off times are based on the experience’s local time.
  • This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
Reviews

4.8

55 reviews

Total review count and overall rating based on Viator and Tripadvisor reviews
  • 5 stars
    48
  • 4 stars
    5
  • 3 stars
    0
  • 2 stars
    2
  • 1 star
    0

Reviews by TravelOne travelers

Showing 1-5 of 48 reviews with 5 stars

A fabulous blend of wine , walled cities and farm dinner . Just a great experience. Thank you .

Published on Sep, 2024

Our fabulous guide in addition to being full of knowledge about all aspects of the tour also knew the farm and winery staff and owners and made the trip so personal with lots of friendly chat

Marco was an absolutely...

Published on Aug, 2024

Marco was an absolutely amazing tour guide! He was so knowledgeable and personable. The tour was the perfect ending to our time in Siena allowing us to explore neighboring areas. The beauty, views, and wine were perfection! Highly suggest!

Tuscany Wine and Food

Published on Jul, 2024

We loved the whole experience from the commentary on the history of wine in the Tuscany area by our Tour Guide Danielle to the wine tasing stops. We visited a wine cellar on the winery/ farm used by several generations of the same family. The dinner served at the end was delicious and the wine was excellent.

Special memories

Published on May, 2024

The countryside was spectacular. I enjoyed free time in the villages, and all that was included on this tour. The high point was the dinner at a local farm/vineyard. First of all, the setting was stunning. But the warm and personal nature of the meal:cooked by the Mother, in their home, was the high point. We sat and ate with the family. It was such an authentic experience , which I will treasure the memory for years to come. I also want to single out our guide, Necco (sp?). He went out of his way to ensure that I had safe transportation home. That was above and beyond what he had to do, at the end of a very long day. My sincere thanks go out to him.

Beautiful experience

Published on May, 2024

This was a wonderful tour - the best we went on in Italy! Our guide was very knowledgeable and friendly, the wine tasting was wonderful, and the dinner was perfect. Highly recommend!

Compare Similar Experiences

Current

time

8 hours to 9 hours

time Free Cancellation
55
From
$191 /   Person
time

8 hours

time Free Cancellation
206
From
$191 /   Person
time

2 hours to 3 hours

time Free Cancellation
199
From
$156 /   Person
time

8 hours

time Free Cancellation
142
From
$191 /   Person
time

8 hours

time Free Cancellation
96
From
$263 /   Person
Special Offer
time

2 hours

time Free Cancellation
46
From
$151 /   Group
time

2 hours

time Free Cancellation
40
From
$164 /   Person
time

2 hours 30 minutes

time Free Cancellation
9
From
$127 /   Person
time

2 hours

time Free Cancellation
8
From
$69 /   Person
time

2 hours

time Free Cancellation
8
From
$154 /   Person
time

2 hours

time Free Cancellation
7
From
$212 /   Group
time

10 hours

time Free Cancellation
5
From
$422 /   Person
New On TravelOne
time

4 hours to 5 hours

time Free Cancellation
5
From
$6 /   Person
Customers Who Bought This Tour Also Bought
time

1 hour to 2 hours

time Free Cancellation
266
From
$20 /   Person
time

2 hours

time Free Cancellation
263
From
$64 /   Person
time

8 hours

time Free Cancellation
206
From
$191 /   Person
time

2 hours to 3 hours

time Free Cancellation
199
From
$156 /   Person
time

4 hours

time Free Cancellation
165
From
$296 /   Person
Special Offer
time

11 hours

time Free Cancellation
149
From
$75 /   Person
time

8 hours

time Free Cancellation
142
From
$191 /   Person
time

11 hours

time Free Cancellation
134
From
$148 /   Person
Special Offer
time

4 hours

time Free Cancellation
129
From
$104 /   Person
time

3 hours

time Free Cancellation
128
From
$96 /   Person
time

6 hours 30 minutes

time Free Cancellation
124
From
$137 /   Person
time

3 hours

time Free Cancellation
106
From
$329 /   Person
Recently Viewed
New On TravelOne
time

2 hours

time Free Cancellation
110
From
$28 /   Person
time

8 hours

time Free Cancellation
55
From
$244 /   Person
time

2 hours

time Free Cancellation
36
From
$39 /   Person
time

3 hours

time Free Cancellation
271
From
$79 /   Person
time

3 hours to 4 hours

time Free Cancellation
253
From
$30 /   Person
time

4 hours

time Free Cancellation
84
From
$57 /   Person
time

8 hours

time Free Cancellation
42
From
$89 /   Person
Special Offer
time

4 hours to 10 hours

time Free Cancellation
478
From
$229 /   Person
time

4 hours to 8 hours

time Free Cancellation
161
From
$20 /   Person
time

4 hours

time Non Refundable
575
From
$74 /   Person
Connect with TravelOne
Louise Berg
Destination Expert
TravelOne Subscribe
We organise unforgettable vacations.
Subscribe for trending deals.
© Copyright 2025 TravelOne Technologies Inc. | All Rights Reserved.
Visa Card Mastercard Maestro Amex Discover

TravelOne uses cookies to give you the best possible service. If you continue browsing, you agree to the use of cookies. More details can be found in our privacy policy.

Do you have a destination in mind, or would you like TravelOne AI to suggest one?

What is your destination?

Are you visiting Japan for the first time?

Travel Date

What is your general interest for this trip?

City Breakup


Travelers Details


Adults
Ages 12 or above
Child
Ages 8-12
Child
Ages 3-7
Infant
Ages 0-2
Adults
Ages 12 or above
Child
Ages 8-12
Child
Ages 3-7
Infant
Ages 0-2

Accommodation Preferences

Preferred Star Rating?

Property Preference?

Property Location?

Preferred Hotel Chain?

Meal At The Hotel?

Dining Preferences

Which meal package would you like to choose?

What are your meal preferences?

Dining Style Preferences?

Cuisine Preferences?

Dining Atmosphere Preferences?

Preferred Meal Times?

Transportation

What are your preferences for Arrival/Departure Airport Transfers?

What are your preferences for internal transfers?

Guide Support

What kind of guide support do you prefer during your trip?

Preferred Language for Guide?

Preferred Type of Guide?

Group Size for Tours with Guides?

Desired Role of the Guide?

Specific Guide Personality/Style Preference?

Do you need dining recommendations/reservations support from the guide?

Flights Preferences

What are your preferences for onward and return flights?

Cabin Class

Preferred Departure Time

Preferred Arrival Time

Preferred Airlines

What are your preferences for internal flight?

Cabin Class

Preferred Departure Time

Preferred Arrival Time

Preferred Airlines

What type of experiences do you seek while traveling?

    Air & Water-Powered Thrill Rides
    Airboat Tours Flyboarding Jet Boat Rentals Jetpacks
    Climbing & Vertical Challenges
    Caving Climbing Ice Climbing Rock Climbing Sea Caving
    High-Adrenaline Aerial Adventures
    Air Tours Hang Gliding Heli-Hiking Helicopter Tours Helicopter Transfers Paragliding Parasailing Skydiving Ziplining
    Land-Based Extreme Driving
    4WD Tours ATV Tours Buggy Rentals Dune Bashing Go Kart Hummer Tours Motor Sports Motorcycle Tours Off-Road Tours Performance Car Driving Road Trip Vespa Rentals
    Sand & Desert Adventures
    Camel Rides Sandboarding
    Snow & Ice Adventures
    Dog Sledding/Mushing Husky Dog Tours Ice Fishing Ice Skating Snowboarding Snowmobiling Snowshoeing
    Unique & Unconventional Challenges
    Bungee Jumping Escape Rooms Flight Simulator Fun & Games Scavenger Hunts Shooting Shooting Ranges Tubing Zorbing
    Water & Surf Sports
    Freediving Kitesurfing Rafting Scuba Diving Surfing Lessons Wakeboarding Waterskiing White Water Rafting
    Classic & Scenic Cruises
    Canal Cruises Catamaran Cruises Dhow Cruises Gondola Cruises Sightseeing Cruises Water Tours
    Multi-Day & Extended Water Journeys
    Multi-day Cruises Ports of Call Tours Shore Excursions Worry-Free Shore Excursion
    Private & Adventure Boating
    Boat Rentals Power Boats Sailing
    Themed & Specialized Cruises
    Dinner Cruises Night Cruises Submarine Tours
    Unique & Alternative Water Travel
    Duck Boat Tours Ferry Services Pack Animal Tours Water Equipment Rentals Water Parks Water Transfers
    Cycling & Eco-Friendly Transport
    Bike Rentals Bike Tours Cycling Cycling Classes E-Bike Tours
    Land-Based Exploration
    Hiking Tours Nature Walks Self-guided Tours Walking Tours
    Nature & Wildlife Conservation
    Eco Tours Nature and Wildlife Tours Wildlife Encounters Wildlife Watching
    Protected Natural Areas
    Involves Animals Involves Poverty Stricken Communities National Parks Nature Parks
    Sustainable & Responsible Travel
    Sustainable Tours Volunteer Tours
    Culinary Classes and Workshops
    Candy Making Classes Chocolate Tours Cocktail Tastings Mixology Classes Olive Oil Tasting Paella Making Classes Pasta Making Classes Pizza Making Classes Wine Making Workshops
    Dining Experiences and Meals
    Breakfast Brunch Dinner Dinner and Show Tickets Lunch Restaurants
    Food & Beverage Tours
    Beer & Brewery Tours Chocolate Tours Coffee & Tea Tours Culinary Tours Pastry Tours Sake Brewery Tour Sake Tasting Street Food Tours Taco Tours Wine Tours
    Food Tastings and Sampling
    Cocktail Tastings High Tea Olive Oil Tasting Sake Tasting Wine Tastings
    Food-Related Cruises
    Brunch Cruises Coffee Cruises Dinner Cruises Lunch Cruises
    Specialized Food Events
    Dining Experiences Dinner and Show Tickets
    Thematic Food Events & Experiences
    Donut Walking Tour Markets
    Classic & General History Tours
    Archaeology Tours Architecture Tours City Tours Cultural Tours Historical Tours
    Historical Landmarks & Sites
    Ancient Ruins Castles Tours Monuments and Memorials Religious Sites
    Industrial & Commercial History
    Factory Tours Plantation Tours
    Literature, TV & Film-Based Tours
    Game of Thrones Tours Harry Potter Tours Literary Tours TV Tours
    Museum & Cultural Institutions
    Attractions & Museums Museum Tickets & Passes Museums Planetariums
    Mystery & Dark History Tours
    Crime Tours Ghost Tours Underground Tours
    Observation & Structural History
    Classic Car Tours Observation Decks Skyscrapers & Towers
    Art & Creative Workshops
    Art Classes Craft Classes Painting Classes Photography Tours Pottery Classes
    City Exploration
    Hop on Hop Off Buses Trolley Tours Tuk Tuk Tours
    Cultural & Heritage Experiences
    Costume Dress Up Experiences Cultural Tours Culture Fashion Shows Fashion Tours Lantern Festival
    Dance & Music Participation
    Dance Lessons Dance Shows
    Historical & Traditional Skills
    Archery Classes Swordsmanship Classes
    Language & Cultural Learning
    Language Classes Spanish Lessons
    Performing Arts & Live Shows
    Acoustic Concerts Ballet Tickets Ballroom Dance Shows Belly Dance Shows Broadway Shows Cirque du Soleil Shows Classical Concerts Classical Music Flamenco Performance Live Concerts Musicals Opera Performances Sufi Whirling Shows Tango Dance Shows Theater Shows Traditional Dance Performances
    Exclusive & VIP Experiences
    Once in a Lifetime Experiences Private and Luxury Viator Exclusive Tours Viator Experience Award 2022 Viator Experience Award 2023 Viator Experience Award 2024 Viator VIP Tours
    Private & Personalized Travel
    Private Day Trips Private Drivers Private Sightseeing Tours
    Romantic & Scenic Experiences
    Helicopter Tours Limousine Tours Luxury Car Tours Photo Shoots Romantic Tours Sunset Cruises
    Weddings & Special Celebrations
    Photo Shoots Wedding Ceremonies Wedding Packages Weddings & Celebrations
    Adventure & Sports in Nature
    Horseback Riding Mountain Bike Rentals Mountain Bike Tours Sandboarding
    Boating & Cruises
    Glass Bottom Boat Tours Gondola Cruises Sailing
    Camping & Outdoor Stays
    Camping Honeymoon Packages
    Fishing & Marine Experiences
    Eco Tours Fishing Charters
    Hiking & Exploration
    Glacier Walks Hiking Tours National Parks Natural Attractions Nature Parks Nature Walks Outback Tours Parks
    Paddle & Active Water Sports
    Jet Ski Rentals Kayaking Tours Stand Up Paddleboarding
    Sky & Aerial Nature Experiences
    Hot Air Balloon Rides Northern Lights
    Underwater Exploration
    Scuba Diving Shark Diving Snorkeling Swim with Dolphins
    Wildlife Observation & Encounters
    Aquariums Bird Watching Dolphin Watching Safaris Shark Diving Swim with Dolphins Whale Watching Wildlife Encounters Wildlife Watching Zoos & Wildlife Parks
    Dance & Cultural Party Experiences
    Disco Dance Shows Luaus Samba Dance Shows
    Festivals & Seasonal Celebrations
    Carnival Christmas Festivals Halloween Mardi Gras Oktoberfest Packages & Special Events
    Live Music & Performances
    Concerts Jazz Shows Live Concerts Music Tours Musical Shows Opera Performances R&B/Soul Concerts Rap & Hip-Hop Concerts Samba Dance Shows Theater Shows
    Nightlife & Entertainment
    Adults-only Shows Bar Tours Burlesque Shows Cabaret Casino Tours Comedy Shows Night Cruises Night Tours Nightlife Pub Tours
    Spectacle & Family-Friendly Entertainment
    Children’s Shows & Concerts Circus Shows Family-friendly Shows Fireworks Shows Shows
    Unique & Themed Experiences
    LGBT Friendly Tours Street Art Tour Theme Parks Universal Theme Parks
    Travel by Season
    Autumn / Fall Spring Spring Break Summer Winter Winter Sports
    Healing & Wellness Experiences
    Spas Thermal Spas & Hot Springs Yoga Classes
    Immersive Spiritual Experiences
    Light & Sound Shows
    Sacred & Religious Sites
    Religious Sites Religious Tours
    Spiritual & Cultural Rituals
    Easter Lunar New Year Sufi Whirling Shows
    Traditional & Cultural Bathing Practices
    Arab Baths Hammams & Turkish Baths Onsens
    Ball Sports
    Golf Tours & Tee Times Lacrosse Classes Softball Classes Tennis
    Combat & Tactical Sports
    Martial Arts Classes Paintball
    Extreme & Challenge-Based Sports
    Obstacle Courses
    Spectator Sports & Events
    Baseball Tickets Horse Racing Rugby Soccer Sporting Event Tickets & Passes
    Sports Training & Lessons
    Cycling Cycling Classes Sports Lessons
    Winter Sports
    Skiing Skiing Classes

    City Breakup