San Gimignano Bike Tour: Gentle Ride & Wine
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Overview
The San Gimignano Bike Tour (SOFT) offers a relaxing journey through the beautiful Tuscan countryside, from Chianti to the historic town of San Gimignano. This tour is perfect for those who want to enjoy the scenery without strenuous cycling.
Participants will mostly ride downhill, taking in the stunning views of the Chianti wine region and stopping for photos. The tour includes a visit to Certaldo and San Gimignano, a UNESCO World Heritage site, where guests can explore for 1.5 hours. This allows ample time to taste local delicacies like gelato, wild boar prosciutto, pecorino cheese, and saffron.
The 8-hour experience concludes with a delightful wine tasting, capping off a memorable day in Tuscany. It includes use of a bicycle, helmet, and a knowledgeable guide, plus a wine and olive oil tasting. Gratuities and lunch/dinner are not included. This beginner-friendly tour covers 13km (8 miles) with a total elevation of 100m (330ft) and is suitable for small groups of 2-7 people, with support vehicles available.
Highlights
Gentle Bike Ride: Enjoy a relaxed bike ride through the scenic Tuscan countryside, perfect for casual cyclists.
Stunning Views: Take in breathtaking views of the Chianti wine region and stop for memorable photos.
Explore San Gimignano: Discover the UNESCO World Heritage site of San Gimignano and taste local treats.
Wine Tasting: Complete your day with a delightful tasting of local wines and extra virgin olive oil.
Sentiment Analysis
Most customers loved the beautiful views, wine tasting, and seeing the towns. Some wanted more time in San Gimignano and better bikes.

Customers say the views are amazing.
Many visitors enjoyed the wine tasting.
People loved seeing the towns like San Gimignano.
Guests often felt the tour was a good way to spend the day.
Some people wished for more time in San Gimignano.
A few visitors thought the bikes could be better.
The Journey
Certaldo Alto
Step back in time in Certaldo Alto, a perfectly preserved medieval hilltop town. Famous for being the birthplace of Giovanni Boccaccio, author of the Decameron, Certaldo Alto hosts the vibrant Mercantia festival each summer. For a week, the town transforms into a stage for street performers from around the globe, filling the narrow cobblestone streets with music, theatre, and art. Ride the funicular up to the town for panoramic views of the Tuscan countryside and immerse yourself in a world where history and culture collide.
San Gimignano
Discover San Gimignano, a UNESCO World Heritage site and a skyline punctuated by towering medieval towers, earning it the nickname 'Manhattan of the Middle Ages.' Once a strategic stop for pilgrims traveling to Rome, San Gimignano flourished, and wealthy families competed to build the tallest towers. Today, only 14 of the original 72 remain, offering a glimpse into the town's rich history. Wander through its charming piazzas, sample the local Vernaccia wine, and admire the breathtaking views of the surrounding Tuscan landscape from the top of the Torre Grossa.
Know Before You Go
This tour includes the use of a bicycle, helmet, a guide, and a wine and extra virgin olive oil tasting. Gratuities and lunch/dinner are not included in the tour price. Please confirm meeting point details upon booking.
Hot Tip
Reviewers suggest wearing comfortable shoes and bringing a water bottle. Also, be sure to try the gelato in San Gimignano – it's famous!