Set out on a captivating journey through the enchanting towns of Siena and San Gimignano, where history and gastronomy intertwine for an unforgettable evening. Join this guided tour and discover the rich cultural heritage of these medieval gems, from Siena’s historic piazzas to San Gimignano’s iconic towers. As the sun dips below the horizon, savor the flavors of Tuscany with a traditional dinner showcasing the region’s finest culinary delights, complemented by the exquisite Chianti wine. This immersive experience promises to transport you to a realm of timeless beauty and authentic Italian charm, leaving you with memories that will linger long after the night has ended.
Key Points

- A guided tour that takes visitors to explore the enchanting cities of Siena and San Gimignano at night, with a traditional Tuscan dinner included.
- Highlights include sightseeing in Siena, visiting the medieval town of San Gimignano, and experiencing the stunning sunset views in Chianti.
- Offers round-trip transportation, a knowledgeable tour guide, and a combination of cultural exploration, dining, and wine tasting.
- Priced between $199.90 and $222.11 per person, with a free cancellation policy and the option to reserve now and pay later.
- Highly rated by previous guests for its transportation comfort, value for money, and the personal attention provided in small groups.
Tour Overview and Pricing

The tour, titled "Siena & San Gimignano by Night with Dinner," offers a captivating exploration of two iconic Tuscan towns, priced competitively from $222.11 to $199.90 per person – a savings of up to 10%.
This immersive 8.5-hour experience allows a maximum of 16 guests to discover the enchanting night scenes of Siena and San Gimignano. Conducted in English, the tour includes round-trip transportation, a guided walking tour, sightseeing, shopping, a traditional Tuscan dinner, and wine tasting.
Guests can take advantage of the convenient free cancellation policy and the option to reserve now and pay later. Suitable for most travelers, this tour promises an unforgettable cultural journey through the Tuscan countryside.
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Itinerary and Experience

What better way to experience the enchanting Tuscan towns of Siena and San Gimignano than on this captivating night tour? You’ll start with a guided walking tour of Siena, marveling at the stunning Piazza del Campo as the sun sets over the city. Then, you’ll venture to the hilltop town of San Gimignano, known for its iconic medieval towers. Enjoy a typical Tuscan dinner, indulge in some gelato, and even visit a local winery for a wine tasting. This immersive experience perfectly combines sightseeing, dining, and cultural exploration.
| Stops | Duration | Activities |
|---|---|---|
| Siena | 5.5 hours | Guided walking tour, sightseeing, shopping |
| San Gimignano | 3 hours | Dinner, gelato, winery visit, wine tasting |
| Chianti | N/A | Experience sunset views |
Transportation and Amenities

Whisking guests comfortably to and from the tour’s starting and ending points, the tour provides round-trip transportation in an air-conditioned minivan.
Pickup from your accommodation is included, ensuring a seamless start to the adventure. An English-speaking driver and tour leader accompany the group, providing expert guidance and commentary throughout the experience.
However, the tour may not be suitable for individuals with mobility impairments, so it’s essential to inform the supplier of any special requirements in advance.
The meeting point is at the local partner’s booking office near the Arno River, where guests should arrive 15 minutes prior to the tour’s scheduled departure.
Customer Reviews and Ratings

According to the customer reviews, this Siena & San Gimignano Night Tour enjoys an impressive 4.4/5 overall rating based on 16 reviews.
Travelers praise the transportation, with a 4.8/5 rating for the comfortable air-conditioned minivans. The value for money and service also score highly at 4.4/5.
Guests highlight the personal attention in small groups, the knowledgeable guides, and the fantastic Tuscan dinner as key highlights.
A few reviewers note some timing issues and mention not seeing the cities as much by night as expected.
More Great Thing To Do NearbyImportant Information

The Siena & San Gimignano Night Tour caters to all travelers, with no pets allowed but the ability to accommodate special requirements if informed in advance.
The tour isn’t suitable for individuals with mobility impairments, as it involves walking and exploring historic city centers.
Guests are advised to arrive 15 minutes prior to the tour start at the local partner’s booking office near the Arno river.
With a focus on comfort and culture, this tour offers a memorable experience that’s worth the investment.
Travelers can expect personal attention in small groups, knowledgeable guides, a fantastic Tuscan dinner, and an enjoyable evening exploring the enchanting cities of Siena and San Gimignano.
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Exploring Siena by Night

On this captivating night tour, travelers embark on a journey through the enchanting city of Siena. As the sun dips below the horizon, the historic town comes alive with a mesmerizing glow.
Visitors wander through the iconic Piazza del Campo, marveling at the intricate architecture and lively atmosphere. The guide shares fascinating insights, bringing the city’s rich history to life.
From the towering Duomo to the winding medieval streets, Siena’s nighttime allure casts a spell on all who experience it. Strolling past bustling cafes and illuminated landmarks, travelers enjoy the authentic charm of this Tuscan gem, creating memories that will last long after the tour concludes.
Discovering San Gimignano

Towering medieval towers pierce the Tuscan sky as travelers step into the enchanting town of San Gimignano.
This UNESCO World Heritage site, known as the "Manhattan of the Middle Ages", captivates with its well-preserved historic center. Visitors can stroll through the charming piazzas, admiring the iconic skyline and the stunning architecture.
The highlight is a visit to Piazza del Duomo, where the Collegiate Church’s Romanesque façade and the majestic bell tower beckon exploration.
After soaking in the breathtaking views, travelers can indulge in the town’s renowned gelato and savor the flavors of Tuscany at a local trattoria, creating unforgettable memories of this picturesque hilltop gem.
Savoring Tuscan Delights

After exploring the captivating architecture and piazzas of San Gimignano, travelers can indulge in the true essence of Tuscany – its mouthwatering culinary delights. Savor a traditional Tuscan dinner featuring local specialties, complemented by the region’s renowned wines. Delight in the rustic flavors of hand-crafted pastas, hearty stews, and fresh produce. Top off the meal with a refreshing scoop of gelato, a Tuscan staple. Enjoy the vibrant atmosphere as you dine al fresco, surrounded by the historic charm of San Gimignano. This gastronomic experience is a testament to the region’s dedication to preserving its culinary heritage.
| Course | Dish |
|---|---|
| Primi | Pappardelle with wild boar ragĂą |
| Secondi | Grilled Florentine steak with roasted vegetables |
| Contorni | Sautéed spinach with garlic |
| Dolce | Tiramisu |
| Beverage | Chianti Classico wine |
Frequently Asked Questions

Is the Tour Suitable for Children?
The tour is not recommended for children. It’s an evening excursion focused on adult experiences like winery visits, Tuscan dinners, and exploring medieval towns by night – activities that may not engage or interest younger travelers.
Can I Request a Vegetarian or Gluten-Free Dinner?
Yes, you can absolutely request a vegetarian or gluten-free meal for the dinner portion of this tour. The tour operator is happy to accommodate any dietary restrictions with advance notice to ensure you have a fantastic culinary experience.
How Much Time Is Spent at Each Location?
The tour allocates 5.5 hours in Siena and 3 hours in San Gimignano, allowing ample time to explore these historic Tuscan towns. Visitors can enjoy the sights, culture, and local cuisine during this well-paced itinerary.
Are There Any Dress Code Requirements for the Tour?
The tour has no strict dress code, allowing visitors to dress comfortably. However, it’s recommended to wear smart casual attire to blend in with the elegant Tuscan atmosphere and feel at ease during the dinner experience.
Can I Bring My Own Camera/Equipment for the Tour?
Absolutely! Feel free to bring your own camera and photography equipment on the tour. The guides encourage capturing the stunning views and historic sites during your adventure. Just be mindful of others and enjoy documenting your memorable experience.
Recap
Set out on a captivating journey through the enchanting Tuscan towns of Siena and San Gimignano. Enjoy the rich history and charming ambiance as you explore their iconic landmarks under the glow of the night. Savor the flavors of the region with a delectable Tuscan dinner, sipping on exquisite Chianti wine. This unforgettable experience is sure to leave you enchanted and eager to discover more of Tuscany’s allure.
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