San Cipriano Vacations from $574

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Your San Cipriano Vacation

Spend less time planning and more time having fun adventures with a San Cipriano vacation package. The neighborhood of Rivalto, which is good for nature and views, makes a wonderful base for your city escape. If your trip to San Cipriano includes some sightseeing, take in renowned attractions like Roman Theatre, Cathedral of Volterra and Medici Fortress. A few quick clicks is all it takes to build the ideal San Cipriano vacation on Expedia.

The Latest San Cipriano vacation packages

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

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was $899, price is now $574 per person
$574
per person
Feb 7 - Feb 11
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.8/10 Good! (1,000 reviews)
Breakfast was good. Staff super friendly. Overall the expected quality for the paid price.

Reviewed on Nov 20, 2025

The St. Regis Florence

The St. Regis Florence

5 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $1,881, price is now $1,289 per person
$1,289
per person
Feb 7 - Feb 11
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.6/10 Exceptional! (261 reviews)
Nice property in a great location.

Reviewed on Jun 29, 2025

Hotel Lungarno - Lungarno Collection

Hotel Lungarno - Lungarno Collection

5 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $1,667, price is now $1,159 per person
$1,159
per person
Feb 7 - Feb 11
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.6/10 Exceptional! (593 reviews)
Excellent location! Truly a 5 star hotel ! Great service, breakfast, and service . Bedrooms were clean! Bathrooms were excellent!

Reviewed on Nov 19, 2025

Hotel degli Orafi

Hotel degli Orafi

4 out of 5
Historic Centre of Florence
Price was $930, price is now $647 per person
$647
per person
Feb 7 - Feb 11
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.6/10 Exceptional! (1,001 reviews)
Spacious room much bigger than an average single.

Reviewed on Nov 27, 2025

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Price was $1,118, price is now $792 per person
$792
per person
Jan 11 - Jan 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.6/10 Good! (1,002 reviews)
Close to train station and everything you need.

Reviewed on Nov 21, 2025

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Discover the most popular places to visit in San Cipriano

Cathedral of Volterra which includes a church or cathedral and heritage architecture

Cathedral of Volterra

Praised for its magnificent interior artworks and colorful chapel, this church is worth a stop if you find yourself in the town of Volterra.

Cathedral of Volterra
Medici Fortress which includes heritage elements

Medici Fortress

4/5(1 review)

Admire the majestic towers and walls of the ancient castle that rises above Volterra and is now a prison and a restaurant.

Medici Fortress
Roman Theatre featuring heritage elements, building ruins and theater scenes

Roman Theatre

4.5/5(59 reviews)

Wander to the north of historic Volterra to discover the remains of an ancient amphitheater, which still bears many of its original features.

Roman Theatre

What to do in San Cipriano

Full-Day Tour of San Gimignano, Siena & Chianti

San Gimignano, Siena and Chianti - Small Group Tour

$137
per adult
86% of travellers recommend
San Gimignano, Siena and Chianti - Small Group Tour
Private Wine & Oil Tasting with Lunch

Private Wine & Oil Tasting with Lunch

$73
per adult
Private Wine & Oil Tasting with Lunch
San Gimignano: Lunch or Dinner at a Winery with Wine Tasting

San Gimignano: Lunch or Dinner at a Winery with Wine Tasting

$125
per adult
San Gimignano: Lunch or Dinner at a Winery with Wine Tasting
See all activities in San Cipriano

San Cipriano Hotel Deals

Hotel Ristorante Alcide

Hotel Ristorante Alcide

4 out of 5
Viale Marconi, 67/A Poggibonsi SI
Fully refundableReserve now, pay when you stay
$51 nightly
The price is $56 total per night from Jan 4 to Jan 5
$56 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
8/10 Very Good! (460 reviews)
I highly recommended

Reviewed on Oct 14, 2025

Hotel Ristorante Alcide
Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais

4 out of 5
Via Roma 191 Barberino Tavarnelle FI
Fully refundableReserve now, pay when you stay
$82 nightly
The price is $97 total per night from Dec 21 to Dec 22
$97 total
Dec 21 - Dec 22
Total with taxes and fees
9.4/10 Exceptional! (470 reviews)
The views were spectacular and the grounds were so peaceful

Reviewed on Nov 5, 2025

Hotel Borgo di Cortefreda Relais
Hotel Borgo San Luigi

Hotel Borgo San Luigi

4 out of 5
STRADA DELLA CERRETA,7 Monteriggioni SI
Fully refundableReserve now, pay when you stay
$153 nightly
The price is $175 total per night from Dec 10 to Dec 11
$175 total
Dec 10 - Dec 11
Total with taxes and fees
9.2/10 Wonderful! (396 reviews)
The property is very quiet and great for a relaxing experience to rest. The staff is very helpful , especially with organizing transportation as the hotel is not in the centre of Siena and it is sometimes difficult to find a local taxi. The breakfast buffet had one of the best varieties I’ve seen ...

Reviewed on Oct 14, 2025

Hotel Borgo San Luigi
See all 5,788 properties in San Cipriano
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.

Find the Best San Cipriano Vacation Packages

San Cipriano Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Closest Airport
Galileo Galilei Airport (PSA)
Top Sights
Cathedral of Volterra, Palazzo dei Priori and Etruscan Museum

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Frequently asked questions

How much does a San Cipriano vacation package cost?
You can snap up a vacation package to this top destination from $574 on Expedia. But how much your vacation to San Cipriano costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to San Cipriano?
You're likely to find reduced prices and greater availability in January, September and November. Take a look at our cheap San Cipriano vacation packages and you could score some excellent off-season deals.
How many days is enough for San Cipriano?
With a well-planned itinerary, you can easily hit the main San Cipriano sights in a few days. But if you'd like to discover hidden gems or take day trips, think about booking your San Cipriano vacation for longer.
How to find the best San Cipriano package deals?
Finding a cheap San Cipriano package deal is a breeze with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your budget range, add a couple of filters and browse what's available. You can tweak your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to view the most wallet-friendly San Cipriano package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are usually lower.
Is it cheaper to book a San Cipriano vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll typically land a better deal than booking each component separately. And you'll still get the flexibility to create a tailored San Cipriano vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to San Cipriano?
Score amazing discounts by reserving your flights in advance with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for a spur-of-the-moment San Cipriano trip.
Does Expedia offer Book Now, Pay Later San Cipriano vacation packages?
Jet off on your perfect escape to San Cipriano with help from Expedia's Book Now, Pay Later vacations. There's no need to save like crazy or wait until payday — we've teamed up with online lender Affirm to offer you financial flexibility. Our vacation packages with payment plans mean you can spread the total cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to stick to your budget and snap up bargains while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.