How much does a San Gimignano vacation package cost?

You can snap up a vacation package to this destination from $748 on Expedia. But how much your vacation to San Gimignano costs will depend on factors like your hotel choice, length of stay and season.

What are the cheapest months to go to San Gimignano?

If you'd like to score a cheap San Gimignano vacation package, consider visiting in November, December and January. You'll generally find lower prices on airfares and hotels during these quieter months — ideal for budget-conscious travelers.

How many days is enough for San Gimignano?

San Gimignano vacations can be short or long, but to get a true feel for this destination, we'd say 3 days is about right. With this timeframe, you can visit top sights like Museo Civico and Museum San Gimignano 1300 and track down some hidden gems. Don't skip neighborhoods such as San Gimignano City Centre and Bibbiano either. If you plan wisely, you may even be able to take a day trip outside of San Gimignano too.

Is it worth booking a vacation package to San Gimignano?

San Gimignano has everything you need for an amazing trip — walking trails, nature and history are just the start. Whether you'd like to visit sights such as Collegiate Church of Santa Maria Assunta and Piazza Duomo , or take the path less traveled, you'll have plenty to do on your San Gimignano vacation.

How to find the best San Gimignano package deals?

Bagging a cheap San Gimignano package deal is a breeze with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your budget, add a few filters and see what's available. You can customize your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to view the most wallet-friendly San Gimignano package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are typically lower.

Is it cheaper to book a San Gimignano vacation as a package?

An Expedia vacation package could score you significant savings when compared to booking stays and flights separately. Better still, you can personalize your San Gimignano trip to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.

When to book a vacation package to San Gimignano?

If you've got your San Gimignano vacation dates confirmed, book as early as you can to snap up some awesome deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are ideal for setting off on a whim.

How to plan a trip to San Gimignano?

Pick your dates: The things you plan to do in San Gimignano and your preferred season can help you decide when to get away. Set a budget: Factor in expenses like food, flights and transportation when calculating how much to save for your trip to San Gimignano. Then, choose a hotel that fits your budget, whether that's a low-cost stay or a more upscale retreat. Use Expedia's trip planning tool to discover San Gimignano: Research every part of your trip to San Gimignano with this comprehensive planner. Invite your friends and family to collaborate on a group trip, search for hotels or things to do and make bookings. Determine how many days away: Start by compiling a list of the activities and attractions you want to get to in San Gimignano. Then, estimate how long you'll need for each, along with any travel time. Bundle your accommodations and airfare: Once you've nailed down your dates and duration, lock in the ideal San Gimignano vacation package for you. Add on excursions and experiences: Have a look at our travel guide to find some incredible things to do in San Gimignano . Book tickets or make reservations in advance to save time and skip the hassle of searching for activities when you arrive.

Does Expedia offer Book Now, Pay Later San Gimignano vacation packages?

If you're like us, you love discovering new places but don't love the big price tag that can sometimes come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the cost of your San Gimignano vacation across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure great vacation packages with payment plans as soon as you spot them.

San Gimignano Vacation Packages 2025/2026 from $761

Your San Gimignano Vacation

With every last detail planned before you go, our San Gimignano vacation packages mean you can focus more on having fun. Whether you're based in the neighborhood of Montegabbro, which is good for history, or somewhere else in town, this lively city offers a wealth of discoveries. Collegiate Church of Santa Maria Assunta, Tenuta Torciano Winery and Piazza Duomo are just a few of the attractions you'll want to explore during your trip to San Gimignano. Whatever your travel plans or the size of your budget, organizing your ultimate tailored San Gimignano vacation is simple with Expedia.

The Latest San Gimignano vacation packages

Price found within the past 48 hours. Click for updated prices.

Eurostars Florence Boutique

Historic Centre of Florence

$748

per person

Jan 22 - Jan 28

just found

Roundtrip non-stop flight included

Los Angeles (LAX) to Florence (FLR)

8.6/10 Excellent! (474 reviews)

Great little hotel. Everything is within walking distance. The view from the terrace was amazing.

Reviewed on Aug 6, 2025

Aurum Uffizi

Historic Centre of Florence

$761

per person

Jan 19 - Jan 23

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

7.8/10 Good! (1,015 reviews)

This hotel is all about location… close to everything about 10-15 mins by walking. The entrance of the hotel is a bit scary at night time on my personal view. The room is big and clean. Don’t expect much on breakfast … it’s enough for you to start the day.

Reviewed on Nov 11, 2025

Aurum Firenze

Historic Centre of Florence

$812

per person

Jan 26 - Jan 31

found 13 hours ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Florence (FLR)

15.2/10 Exceptional! (1,003 reviews)

Convenient location to fast food and train station

Reviewed on Nov 7, 2025

The Moon Boutique Hotel & Spa

Historic Centre of Florence

$1,151

per person

Jan 1 - Jan 6

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Florence (FLR)

19.2/10 Exceptional! (494 reviews)

My husband Felix and I had the pleasure of celebrating both our wedding anniversary and my birthday at The Moon Boutique Hotel in Florence, and we couldn’t have asked for a more perfect experience. From the moment we arrived, the warmth and professionalism of the staff made us feel truly welcomed. A special mention goes to the tall gentleman with glasses from Calabria—his courteous demeanor and exceptional customer service stood out throughout our stay. He went above and beyond to ensure we were comfortable and well-informed, adding a personal touch that made our visit even more special. The housekeeping team deserves equal praise. Their attention to detail was remarkable, and our room was consistently immaculate, creating a serene and luxurious atmosphere that enhanced our celebration. The Moon Boutique Hotel is more than just a place to stay—it’s a haven of elegance, comfort, and genuine hospitality. We left with beautiful memories and deep appreciation for the team that made our milestone moments unforgettable.

Reviewed on Nov 12, 2025

Villa Tolomei Hotel & Resort

Oltrarno

$769

per person

Jan 20 - Jan 24

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

17.6/10 Exceptional! (399 reviews)

Great place to stay near Florence, it’s quite and relaxing. The pool is great.

Reviewed on Jul 31, 2025

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San Gimignano Hotel Deals

RELAIS SANTA CHIARA - TUSCANY CHARME

Via Giacomo Matteotti, 15 San Gimignano SI

8.6/10 Excellent! (416 reviews)

The breakfast had lovely pastries, fruit and cheese. Staff were friendly. The view - stunning.

Reviewed on Oct 24, 2025

Get rates

Hotel Pescille - Tuscany Charme

Strada Statale 47 San Gimignano SI

9.2/10 Wonderful! (336 reviews)

The hotel is beautiful great view of San Gimignano on one side, and the tuscan countryside all around.

Reviewed on Oct 21, 2025

Get rates

Hotel Leon Bianco

Piazza Della Cisterna 13 San Gimignano SI

$100 nightly

$118 total

Nov 21 - Nov 22

Total with taxes and fees

9.4/10 Exceptional! (569 reviews)

A charming little city like many others high on a hill. On our itinerary due to its reputation. Not disappointing but maybe a little overrated.

Reviewed on Nov 4, 2025

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Things to do near San Gimignano

San Gimignano is a charming destination perfect for culture-themed and romantic outdoor vacations. Visitors can enjoy a variety of activities including spa treatments, outdoor adventures, and theater performances. Key experiences to consider are guided San Gimignano trips and tours, delightful wine tours, and memorable day trips that showcase the town's rich history and stunning landscapes.

Shopping

For a delightful shopping experience in San Gimignano, visit Ra-Ma snc, just 4 miles away. If you're up for a drive, explore Central Market, 24 miles away, for a vibrant atmosphere, or The Mall Luxury Outlet, 27 miles away, offering a mix of luxury and family-friendly vibes.

Recreation

Teatro del Silenzio, located 15 miles from San Gimignano, offers a captivating blend of culture and romance, perfect for a serene evening. For outdoor enthusiasts, Castelfalfi Golf Course, 11 miles away, provides stunning landscapes and a challenging game. Additionally, Siena Stadium, 16 miles from town, is a hub for sports excitement.

Adventure

The Sentierelsa Trail offers stunning hiking experiences with scenic views, located 5 miles from San Gimignano. For outdoor enthusiasts, the Tuscany MTB Guide provides thrilling mountain biking adventures 19 miles away. For a rush of adrenaline, the Siena Circuit karting experience awaits you 24 miles from San Gimignano.

Nightlife

For an enjoyable night in San Gimignano, consider visiting Il Fiaschetto, a charming drinking pub located 12 miles away. With its lively atmosphere and romantic vibes, it's the perfect spot to unwind and experience the local nightlife while sipping on some delightful drinks.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in San Gimignano

San Gimignano offers a perfect blend of cultural, romantic, and outdoor experiences for travelers. Explore its enchanting churches, fascinating museums, and historic castles. Key attractions include the San Gimignano Cathedral and various local museums that showcase the charm of Tuscany. Whether you're discovering the town or delving into the surrounding countryside, San Gimignano promises a captivating journey filled with rich history and picturesque landscapes.

San Gimignano Communal Palace: This historic civic government building showcases stunning medieval architecture and serves as a cultural hub in San Gimignano. Visitors can explore its significant artworks and learn about the town's rich history while enjoying panoramic views from its tower.
Piazza Duomo: The heart of San Gimignano, this lively square is surrounded by beautiful buildings and offers a vibrant atmosphere. It's the perfect spot to soak in the local culture, grab a bite, and admire the impressive Duomo.
Medieval Criminal and Torture Museum: Step back in time at this unique museum, where you can discover the darker side of medieval justice. Exhibits of torture devices and informative displays provide a fascinating insight into historical practices.

Best time to go to San Gimignano

The best time to visit San Gimignano is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is sunny with no rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	41.2°F (5.1°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
February	43.3°F (6.3°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
March	48.4°F (9.1°C)	Light Rain	Mostly Sunny	Average	Average
April	54.9°F (12.7°C)	Light Rain	Mostly Sunny	Average	Average
May	61.5°F (16.4°C)	Light Rain	Mostly Sunny	Average	Slightly High
June	70.7°F (21.5°C)	Light Rain	Sunny	Slightly High	Slightly High
July	76.3°F (24.6°C)	No Rain	Sunny	Slightly High	Average
August	75.9°F (24.4°C)	No Rain	Sunny	Average	Average
September	67.6°F (19.8°C)	Light Rain	Mostly Sunny	Average	Slightly High
October	59.0°F (15.0°C)	Light Rain	Mostly Sunny	Slightly Low	Average
November	50.4°F (10.2°C)	Light Rain	Mostly Sunny	Slightly High	Slightly Low
December	43.3°F (6.3°C)	Light Rain	Mostly Sunny	Average	Average

Tips to save on your trip to San Gimignano

Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to San Gimignano.
Consider traveling during the off-peak season (typically January to February and November) for more affordable package holidays to San Gimignano.
Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Language	Italian
Currency	Euros
Local Welcome	Ciao
Local Goodbye	Ciao
Closest Airport	Peretola Airport (FLR)
Population	3,300
Max Temp Winter	50ºF
Max Temp Summer	85ºF
Top Sights	Tenuta Torciano Winery, Monteriggioni Castle and Sovestro in Poggio Winery

Language

Italian

Currency

Euros

Local Welcome

Ciao

Local Goodbye

Ciao

Closest Airport

Peretola Airport (FLR)

Population

3,300