Title: San Cipriano Vacation Packages 2026 from $1,141 | Expedia.com

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# San Cipriano Vacations from $1,141

## Book a Hotel + Flight or Car together to unlock savings

- ##  
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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](https://www.expedia.com/Roman-Theatre-Volterra.d6073902.Vacation-Attraction), [Cathedral of Volterra](https://www.expedia.com/Cathedral-Of-Volterra-Volterra.d6073842.Vacation-Attraction) and [Medici Fortress](https://www.expedia.com/Medici-Fortress-Volterra.d6073868.Vacation-Attraction). 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 Firenze](https://images.trvl-media.com/lodging/29000000/28970000/28962000/28961941/3c6602ae_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Aurum Firenze

Historic Centre of Florence

Save 100% on your flight

$1,141

per person

Apr 15 - Apr 21

found 16 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

7.6/10 Good! (1,006 reviews)

It was near the train and next to awesome places. The view if you get a balcony is so cute and peaceful

Reviewed on Feb 28, 2026

![Aurum Uffizi](https://images.trvl-media.com/lodging/3000000/2550000/2541700/2541615/4fb74083_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Aurum Uffizi

Historic Centre of Florence

Save 100% on your flight

$1,249

per person

Apr 9 - Apr 15

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Florence (FLR)

7.6/10 Good! (1,000 reviews)

Smaller room then expected and shower did flood the floor so not the best of showers. Bed very comfortable Nice friendly & helpful staff and perfect location to explore the city.

Reviewed on Feb 22, 2026

![Eurostars Florence Boutique](https://images.trvl-media.com/lodging/2000000/1170000/1167000/1166901/88283612_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Eurostars Florence Boutique

Historic Centre of Florence

Save 100% on your flight

$1,418

per person

May 12 - May 18

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

8.6/10 Excellent! (483 reviews)

The room was clean and the staff very accommodating. The breakfast was quite sufficient and had a good variety. The location is great. It's a short walk from the square, shopping and from restaurants.

Reviewed on Dec 13, 2025

![Hotel Berchielli](https://images.trvl-media.com/lodging/1000000/530000/521300/521260/3061994d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Berchielli

Historic Centre of Florence

Save 100% on your flight

$1,586

per person

Apr 16 - Apr 21

found 10 hours ago

Roundtrip non-stop flight included

New York (NYC) to Florence (FLR)

9.4/10 Exceptional! (1,001 reviews)

Very good Breakfast with many food options. Great service !

Reviewed on Jan 21, 2026

![Hotel La Scaletta Al Ponte Vecchio](https://images.trvl-media.com/lodging/2000000/1610000/1604300/1604285/d1c916cb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel La Scaletta Al Ponte Vecchio

Historic Centre of Florence

Save 100% on your flight

$2,213

per person

May 21 - May 26

found 22 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

8.8/10 Excellent! (965 reviews)

Close to everything!! That is a plus, however, room was warm and no screams on the windows. Several mosquito bites

Reviewed on Mar 6, 2026

Don't see what you're looking for?

See all available trips from Columbus to San Cipriano

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-07/2026-04-14/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PSA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

[Book now](https://expedia.com/deals?rfrr=PKG_SPRING_PROMO_553248635975860256)

### Discover the most popular places to visit in San Cipriano

![Medici Fortress which includes heritage elements](https://images.trvl-media.com/place/6073868/db7401fa-525b-4310-ac08-bb113484c992.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Medici Fortress

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

[](https://expedia.com/Medici-Fortress-Volterra.d6073868.Vacation-Attraction)

![Cathedral of Volterra which includes a church or cathedral and heritage architecture](https://images.trvl-media.com/place/6073842/073cf404-5f17-4e93-be06-2610877586d4.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### 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.

[](https://expedia.com/Cathedral-Of-Volterra-Volterra.d6073842.Vacation-Attraction)

![Porta all\'Arco featuring heritage architecture](https://images.trvl-media.com/place/6073900/fdda5cf6-4756-4848-a4bb-6bad465f7763.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Porta all'Arco

Learn about the ancient Etruscan civilization at this city gate, which marks the historic entrance to Volterra.

[](https://expedia.com/Porta-AllArco-Volterra.d6073900.Vacation-Attraction)

### What to do in San Cipriano

![San Gimignano: Lunch or Dinner at a Winery with Wine Tasting](https://mediaim.expedia.com/localexpert/47751028/82947172-f2b1-4fa4-b023-d48bf18fd9da.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

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

$127

per adult

[](https://expedia.com/things-to-do/san-gimignano-lunch-or-dinner-at-a-winery-with-wine-tasting.a47751028.activity-details)

![Full-Day Chianti Bike Tour from Siena](https://mediaim.expedia.com/localexpert/229287/ccea3909-89dd-49b1-9be4-0e24c8ab251c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Full-Day Chianti Bike Tour from Siena

$77

per adult

**100%** of travellers recommend

[](https://expedia.com/things-to-do/full-day-chianti-bike-tour-from-siena.a229287.activity-details)

![Private Wine & Oil Tasting with Lunch ](https://mediaim.expedia.com/localexpert/1097624/5fcd50d5-cbb8-472f-85a1-f7132e12c883.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Private Wine & Oil Tasting with Lunch

$80

per adult

[](https://expedia.com/things-to-do/private-wine-oil-tasting-with-lunch.a1097624.activity-details)

[See all activities in San Cipriano](https://expedia.com/things-to-do/search?rid=553248635975860256)

## San Cipriano Hotel Deals

![Hotel Ristorante Alcide](https://images.trvl-media.com/lodging/2000000/1410000/1402100/1402058/d779a567_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hotel Ristorante Alcide

Viale Marconi, 67/A Poggibonsi SI

$49 nightly

$61 total

Mar 15 - Mar 16

Total with taxes and fees

8/10 Very Good! (480 reviews)

I highly recommended

Reviewed on Oct 14, 2025

[](https://expedia.com/Hotel-Search?startDate=3%2F15%2F2026&endDate=3%2F16%2F2026&selected=1402058&PinnedHotelID=1402058&HadPinnedHotel=true&regionId=553248635975860256)

![Hotel Casolare Le Terre Rosse](https://images.trvl-media.com/lodging/2000000/1840000/1834100/1834037/c642c33a_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hotel Casolare Le Terre Rosse

Loc. San Donato San Gimignano SI

$131 nightly

$152 total

Apr 7 - Apr 8

Total with taxes and fees

9.2/10 Wonderful! (450 reviews)

We enjoyed our stay. The biggest complaint is they did not supply assistance with bringing our luggage to the room. Especially, with the distance of the parking lot.

Reviewed on Oct 4, 2025

[](https://expedia.com/Hotel-Search?startDate=4%2F7%2F2026&endDate=4%2F8%2F2026&selected=1834037&PinnedHotelID=1834037&HadPinnedHotel=true&regionId=553248635975860256)

![Hotel Borgo di Cortefreda Relais](https://images.trvl-media.com/lodging/2000000/1220000/1216500/1216478/3746921d_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hotel Borgo di Cortefreda Relais

Via Roma 191 Barberino Tavarnelle FI

Fully refundableReserve now, pay when you stay

$121 nightly

$140 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://expedia.com/Hotel-Search?startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&selected=1216478&PinnedHotelID=1216478&HadPinnedHotel=true&regionId=553248635975860256)

[See all 5,653 properties in San Cipriano](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F8%2F2026&endDate=3%2F9%2F2026&regionId=553248635975860256)

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](https://www.expedia.com/Cathedral-Of-Volterra-Volterra.d6073842.Vacation-Attraction), [Palazzo dei Priori](https://www.expedia.com/Palazzo-Dei-Priori-Volterra.d6073884.Vacation-Attraction) and [Etruscan Museum](https://www.expedia.com/Etruscan-Museum-Volterra.d6073856.Vacation-Attraction) |

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## Frequently asked questions

### How much does a San Cipriano vacation package cost?

### What are the cheapest months to go to San Cipriano?

### How many days is enough for San Cipriano?

### How to find the best San Cipriano package deals?

### Is it cheaper to book a San Cipriano vacation as a package?

### When to book a vacation package to San Cipriano?

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

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

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