San Gimignano Vacation Packages

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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.

Top San Gimignano Vacation Deals

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

Aurum Firenze

4 out of 5
Santa Maria Novella
per person
Jul. 22 - Jul. 29
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
7.6/10 Good! (1,003 reviews)
Everything was perfect except the space. A bit cramped but overall we will book this place again. 3 mins walk to the centrale train station. Near Mercato. Very good.

Reviewed on May 9, 2024

Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

3 out of 5
Oltrarno
per person
Jul. 22 - Jul. 29
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
8.6/10 Excellent! (602 reviews)
Lovely hotel with a beautiful interior garden. Excellent rooftop dining option with spectacular views and great service.

Reviewed on May 15, 2024

Aurum Uffizi

Aurum Uffizi

4 out of 5
Santa Croce
per person
Jul. 22 - Jul. 29
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
8/10 Very Good! (868 reviews)
The place appears to be recently remodeled, inside an old building in the close to tourist attractions, shopping, and restaurants. Continental breakfast is served in the morning. The staff is helpful and friendly.

Reviewed on May 15, 2024

Eurostars Florence Boutique

Eurostars Florence Boutique

4 out of 5
Santa Croce
per person
Jun. 26 - Jul. 3
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
8.6/10 Excellent! (431 reviews)
Property located at convenient Location.

Reviewed on Nov. 23, 2023

Hotel L'Orologio

Hotel L'Orologio

4 out of 5
Santa Maria Novella
per person
Jul. 19 - Jul. 25
Roundtrip flight included
Toronto (YYZ) to Florence (FLR)
9.4/10 Exceptional! (976 reviews)
This hotel is in a great location. Walkable to all places in florence and a stones throw away from the tram which takes you to the airport for like 1.70 euro! And its close to tbe main line station if you wish to take day trips. The area outside is a nice square with restaurants. You dont need to want for much here. Breakfast was nice on the rooftop area with nice view and good selection of food.

Reviewed on May 15, 2024

San Gimignano Hotel Deals

Hotel Casolare Le Terre Rosse
Hotel Casolare Le Terre Rosse
3 out of 5
Loc. San Donato, San Gimignano, SI
Fully refundableReserve now, pay when you stay
The price is CA $212 per night from Jun. 12 to Jun. 13
CA $212
CA $239 total
includes taxes & fees
Jun 12 - Jun 13
9/10 Wonderful! (368 reviews)
"Great hotel, service and food!"

Reviewed on Apr. 10, 2024

Hotel Casolare Le Terre Rosse
Poderi Arcangelo
Poderi Arcangelo
Localita Capezzano, San Gimignano, SI
The price is CA $302 per night from May 31 to Jun. 1
CA $302
CA $337 total
includes taxes & fees
May 31 - Jun 1
8.8/10 Excellent! (225 reviews)
"Stunning property with the most incredible breathtaking views. Note that the property is very remote therefore you will need a car to get to it and a car to get from each building on the property. It would be useful to know that dinner is only served at 8pm and there is not really any food or drinks ..."

Reviewed on Oct. 17, 2023

Poderi Arcangelo
La Cisterna
La Cisterna
3 out of 5
Piazza Della Cisterna 23, San Gimignano, SI
Fully refundableReserve now, pay when you stay
The price is CA $160 per night from Jun. 16 to Jun. 17
CA $160
CA $182 total
includes taxes & fees
Jun 16 - Jun 17
8.8/10 Excellent! (515 reviews)
"Such a beautiful location and hotel!! I would recommend people park in P2 before checking in as the road into the hotel was covered with people and quite scary."

Reviewed on May 9, 2024

La Cisterna
See all 559 properties in San Gimignano
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.

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Frequently asked questions

How much does a San Gimignano vacation package cost?
Go from looking to booking with our San Gimignano vacation packages, which start from only CA $1,873. Choose the flights and hotels that suit your plans. Then, add on a couple of experiences or tours to round off your unique escape.
How do I get a cheap travel package to San Gimignano?
Browse and lock in everything all in one place with our San Gimignano vacation packages. You’ll find bargains on hotels, flights, tours and more that’ll keep your credit card happy and your adventurous spirit full. And, with more than 550 airlines and 1,000,000 hotels across the globe to pick from, there are endless opportunities to mix and match as you want.
Where should I stay in San Gimignano?
Find a place to stay in San Gimignano City Centre and discover the best of what San Gimignano has to offer. Kick off your adventures at one of this neighborhood’s must-sees, Collegiate Church of Santa Maria Assunta.
What are the top hotels in San Gimignano?
RELAIS SANTA CHIARA - TUSCANY CHARME will make an ideal base for your San Gimignano getaway. Located in San Gimignano City Centre, it’s one of the area’s leading hotels.
How far in advance should I book my San Gimignano vacation?
Smart travelers often book as early as possible. You can usually compare international airfares on Expedia up to 12 months before your intended flight. If you’re purchasing tickets last minute, don’t stress. Budget prices occasionally occur just weeks before departure dates.
What does an Expedia San Gimignano travel package include?
That mostly depends on you. You can choose from a range of San Gimignano packages, such as a rental car, hotel and flight. You can also book a hotel and a flight, or a rental car and a flight. Once you’ve made your booking, you can add on the fun stuff like experiences and tours. Whatever your ideal San Gimignano trip looks like, you’ll save!
What should I know before booking a San Gimignano travel package?
A travel package can be easier on the bank balance than individually booking everything you need for your adventure. For example, combine your hotels, flights and rental cars and save a pretty penny. Whatever your vacation goals are, you’ll find a package to suit your budget.
Can I choose my airline with a San Gimignano Expedia vacation package?
Yes — that’s one of the best things about an Expedia vacation package. You’re the boss! We have access to more than 550 partner airlines around the world, so you have lots of choice when arranging your San Gimignano escape.
If I'm not able to travel, can I cancel my San Gimignano vacation package?
Yes, you can. We realize even the best-laid plans can go awry, so we’re here to help if you have to make changes to your San Gimignano vacation package. You may be able to change or cancel your itinerary for free if you’ve booked within 24 hours. Your airline, hotel or car rental company may charge you a fee if you booked more than 24 hours ago. Visit our Customer Service Portal for more information. Also, check your itinerary for the finer details on change fees.

Discover the most popular places to visit in San Gimignano

Image for San Gimignano Communal Palace

San Gimignano Communal Palace

4.5/5(2 reviews)

You can browse the exhibits at San Gimignano Communal Palace, a museum with a storied past, during your trip to San Gimignano. Discover the area's beautiful countryside, or seek out its local tours.

San Gimignano Communal Palace
Image for Piazza Duomo

Piazza Duomo

4.5/5(20 reviews)

Browse the collections of ancient art, which grace the walls of the medieval landmarks that surround this resplendent public square.

Piazza Duomo
Image for Piazza della Cisterna

Piazza della Cisterna

4.5/5(17 reviews)

Admire the palaces and towers that frame this beautiful square, which was once a medieval marketplace. Today, it’s a venue for cultural events.

Piazza della Cisterna

What to do in San Gimignano

Image for Tuscany: Pasta Cooking Class in San Gimignano Winery

Tuscany: Pasta Cooking Class in San Gimignano Winery

CA $477
Per adult
Tuscany: Pasta Cooking Class in San Gimignano Winery
Image for San Gimignano, Chianti & Montalcino small group from Siena

San Gimignano, Chianti & Montalcino small group from Siena

CA $205
Per adult
100% of travellers recommend
San Gimignano, Chianti & Montalcino small group from Siena
Image for Tuscany: Horseback Riding Adventure with lunch in a Winery of San Gimignano

Tuscany: Horseback Riding Adventure with lunch in a Winery of San Gimignano

CA $675
Per adult
Tuscany: Horseback Riding Adventure with lunch in a Winery of San Gimignano
See all activities in San Gimignano

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.