San Cipriano Vacations from $901
Book a Hotel + Flight or Car together to unlock savings
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.
The Moon Boutique Hotel & Spa
Historic Centre of Florence
$901
per person
Nov 17 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.6/10 Exceptional! (592 reviews)
The Moon Hotel exceeded my expectations and is highly recommended.
The restaurant services and breakfast offerings were excellent
Management and particularly Ivan was absolutely outstanding.
Reviewed on Sep 9, 2026
Hotel Ginori al DUOMO
Historic Centre of Florence
$945
per person
Nov 17 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
8.8/10 Excellent! (61 reviews)
Fantastic stay, thank you for the upgrade, spacious, cool rooms. Great location, walk to the station and across the road is a convenience store and great restaurants and gelato in the same street
Reviewed on Sep 4, 2026
Aurum Firenze
Historic Centre of Florence
$1,199
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.6/10 Good! (1,003 reviews)
The room was clean, staff reasonably friendly, breakfast breads were stale, air conditioning worked well. Conveniently located for train station
Reviewed on Sep 2, 2026
Don't see what you're looking for?
See all available trips from Columbus to San Cipriano
View all tripsWhat to do in San Cipriano
Tootbus Tuscany Multi-Day Tours from Florence: Explore at Your Own Pace
$40
per adult
Small Group Wine Tour & San Gimignano Visit
$222
per adult
100% of travellers recommend
Lunch with Wine Tasting at Poggio ai Laghi Winery
$41
per adult
San Cipriano Hotel Deals
Castelfalfi
Loc. Castelfalfi Montaione FI
$1,014 nightly
$1,127 total
Oct 12 - Oct 13
Total with taxes and fees
9.6/10 Exceptional! (183 reviews)
"Stunning estate. Excellent food."
Reviewed on Sep 9, 2026
Hotel Pescille by Double Hospitality
Strada Statale 47 San Gimignano SI
$118 nightly
$137 total
Oct 5 - Oct 6
Total with taxes and fees
9.2/10 Wonderful! (369 reviews)
"Superb stay, lovely pool, views are amazing, really nice breakfast and evening meal. Highly recommended."
Reviewed on Jun 18, 2026
Poderi Arcangelo
Localita Capezzano San Gimignano SI
Fully refundableReserve now, pay when you stay
$133 nightly
$152 total
Sep 28 - Sep 29
Total with taxes and fees
9/10 Wonderful! (367 reviews)
"Lovely place. Rooms are a nice nice. We stayed in a junior suite. Pool was lovely and the view from it was incredible. Ball games etc not allowed in the pool and the pool area bar didn’t open until about 5/6pm. This is not a criticism as it created a quiet and relaxed vibe which was fitting of the ..."
Reviewed on Aug 26, 2026
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 |
More vacations you might like
Frequently asked questions
How much does a San Cipriano vacation package cost?
You can snap up a vacation package to this top destination from $901 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.