• Home
  • Italy
  • Florence
  • San Gimignano, Monteriggioni & Siena from Florence with Olive Oil & Chianti Wine

San Gimignano, Monteriggioni & Siena from Florence with Olive Oil & Chianti Wine


Price On Request

Check Availability


Experience the best of Tuscany's sceneries and cuisine. Go on a Siena tour from Florence, get a chance to climb San Gimignano towers, roam the Monteriggioni Castle and enjoy an olive oil & Chianti wine tasting. Perfect for people on a short visit. Discover the best of what Tuscany has to offer on this Siena and San Gimignano tour from Florence. Travel comfortably onboard a fully-fitted GT Coach and an informative multilingual guide. Meet your guide at Piazzale Montelungo and travel from Florence to Monteriggioni. Stroll along the cobbled streets of the medieval town and admire its well-preserved fortifications. Head to the UNESCO World Heritage site of Siena and have an expert guide take you through its highlights, from the Palazzo Pubblico to the Piazza del Duomo. Travel from one UNESCO World Heritage site to another. You'll have free time to explore San Gimignano at your own pace. Climb one of its towering buildings, sample its famed white wine at your own expense, and more. End your Tuscany from Florence day trip on a high note and head to the one of the most famous wine regions in the world. Visit a Chianti winery and indulge in fine red wines, partake in a Tuscany olive oil tasting and savor local snacks.

Cancellation Policy

  • Any cancellations made after 08:30 local time, 2 business days prior to the activity will be subject to a charge of 100% of the total amount.

Activity Detail


  • Guide in Siena
  • Traditional pastries tasting
  • Extra virgin olive oil and regional products sampling
  • Chianti wine tasting
  • Transportation by fully-fitted GT coach
  • Lunch
  • English-speaking assistant

Start Timings

  • 08:45


  • 10 (hrs)

Check In/Pickup Location Details

  • Please note that the check-in location is in front of the kiosk at Piazzale Montelungo, next to Santa Maria Novella train station. Look for the staff wearing a fuchsia Ciaoflorence jacket.


  • This activity is not wheelchair accessible.

Additional Notes

  • Please note that the given itinerary may change.
  • In addition to English and Spanish, the tour is also available in the other languages if a minimum of 2 participants are booked: Portuguese - Wednesdays German - Mondays French - Fridays (November to March only) or Tuesdays (April to October only) Italian - Saturdays (April to October only) and Sundays
  • Please indicate any dietary restrictions or allergies at the time of booking.
  • This tour is eligible for the VELTRA free cancellation policy. You can book this tour and still keep your travel plans open. If you change your mind, VELTRA guarantees no penalty fees for cancellations made up to 24 hours before your tour date. Please refer to the pdf below for the terms and conditions.

Dressing & Items to Bring

  • Walking shoes
  • Comfortable clothing
  • Please note that entrance to the Duomo Cathedral requires a strict dress code. Make sure you are wearing clothes that cover your shoulders and knees.


San Gimignano, Monteriggioni & Siena from Florence with Olive Oil & Chianti Wine
08:25:00 Check-in In Front of the Kiosk at Piazzale Montelungo

Day: Day1
08:45:00 Head from Florence to Monteriggioni

Day: Day1
Start your trip in Monteriggioni, one of the most charming Tuscany towns. Its giant towers are featured in Dante Alighieri's famous work "The Divine Comedy". Uncover the history of this beautiful fortress and get an unobstructed view of the Tuscany countryside during your time at the town.
Day: Day1
Guided Siena Tour
Discover the finest sights in the UNESCO World Heritage site of Siena with your local guide. Explore the Piazza del Campo, where the renowned Siena horse race is held. Take in the sight of the Palazzo Publico and the towering Torre del Mangia.
Day: Day1
Free Time in Siena
Spend your time at the Piazza del Duomo and soak in the sight of the stunning Siena Cathedral. Or explore the cobbled streets and shop for souvenirs at the local shops.
Day: Day1
Enjoy a delicious light lunch in a cozy restaurant and taste authentic Tuscany food, including freshly-baked pastries.
Day: Day1
San Gimignano
Take a drive to the town of San Gimignano, a UNESCO World Heritage site. Spend some free time to discover its old town centers and the famous wine, Vernaccia. Marvel at the hilltop region's serene landscape and its medieval towers standing tall through the test of time.
Day: Day1
Chianti Wine Tasting
Be greeted by Chianti's rolling hills and olive groves along the way. Indulge your taste buds as you savor premium red wines at a Chianti winery, made sweeter with delicious homemade snacks and Tuscany olive oil. You'll visit Torciano, Poggio ai Laghi, Palagetto, or Bassetto winery.
Day: Day1
Return to Florence from Tuscany

Day: Day1
19:15:00 Drop-off at Piazzale Montelungo

Day: Day1

Sign In