San Filippo Vacation Packages

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Your San Filippo Vacation

With every last detail planned before you go, our San Filippo vacation packages mean you can concentrate on having a great time. Whether you base yourself in the neighborhood of Petrazzi, which is great for views, or somewhere else in town, this fun city offers plenty of discoveries. Eager to explore? Isole e Olena Winery, Castello di Monsanto and Casa Sola - Chianti Winery are just a few of the top places to visit during your trip to San Filippo. Whatever your travel plans or budget, organizing a tailored San Filippo vacation is a breeze with Expedia.

Top Holiday Package Deals in San Filippo

Price found within the past 48 hours. Click for updated prices.
The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

Historic Centre of Florence
CA $1,668
per person
Dec 4 - Dec 10
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
9.6/10 Exceptional! (605 reviews)
Even having arrived very early our room was immediately available. All staff were very helpful. Our room was immaculately clean. The breakfast staff were outstanding very friendly and very hospitable. The highlight though was the spa facility - out of this world. Highly recommend The Moon Boutique.

Reviewed on Oct 16, 2026

Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux

Save 100% on your flight
CA $2,099
per person
Nov 17 - Nov 23
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
9.4/10 Exceptional! (144 reviews)
Hotel Duomo Firenze

Hotel Duomo Firenze

Historic Centre of Florence
CA $3,115
per person
Dec 28 - Jan 1
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
9.2/10 Wonderful! (1,000 reviews)
The staff was awesome!

Reviewed on Oct 16, 2026

Grand Hotel Cavour

Grand Hotel Cavour

Historic Centre of Florence
CA $3,005
per person
Dec 27 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
9.4/10 Exceptional! (1,000 reviews)
Floren Hotel

Floren Hotel

Historic Centre of Florence
CA $2,041
per person
Nov 17 - Nov 23
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
9.4/10 Exceptional! (267 reviews)
Fantastic location in the heart of Florence. They room was big, clean and the bed comfortable. Breakfast was great too.

Reviewed on Oct 8, 2026

Where to stay in San Filippo

Find the best San Filippo areas and neighborhoods for the activities you enjoy most. Learn more about San Filippo
A rural landscape with vineyards, rolling hills, and scattered houses.

Tavarnelle Val di Pesa

3 out of top 10 points of interest in this area

Tavarnelle Val di Pesa is noteworthy for its wineries, and you can make a stop at top attractions like Passignano Abbey and Abbey of Passignano.

A historic stone church with a bell tower, surrounded by well-maintained hedges and a stone wall.

Barberino Val d'Elsa

7 out of top 10 points of interest in this area

Barberino Val d'Elsa is noteworthy for its wineries, and you can make a stop at top attractions like Casa Sola - Chianti Winery and Castello di Monsanto.

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Morrocco

While there might not be top attractions in Morrocco, you can explore the larger area and discover places like Abbey of Passignano and Chianti Observatory.

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San Donato in Poggio

Travelers like the restaurants in San Donato in Poggio, and Pieve di San Donato in Poggio is a top attraction you might want to visit.

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Sambuca

If you're looking for some top things to see and do in Sambuca and surrounding area, you can visit Abbey of Passignano and Passignano Abbey.

San Filippo Hotel Deals

Plus Florence - Hostel

Plus Florence - Hostel

Via Santa Caterina D'Alessandria, 15 Florence FI
Fully refundableReserve now, pay when you stay
CA $73
CA $93 total
Nov 17 - Nov 18
includes taxes & fees
8.6/10 Excellent! (1,006 reviews)
"I had a private room was was fine for three nights. Location also not bad. The issue I had is with the noise. The hotel claims quiet hours are 10pm - 7am but there was so much noise in the hotel (loud music and people screaming) up to midnight. Bring earplugs…"

Reviewed on Oct 16, 2026

Plus Florence - Hostel
The Social Hub Florence Belfiore

The Social Hub Florence Belfiore

Viale Belfiore, 55 Florence FI
Fully refundableReserve now, pay when you stay
CA $92
CA $124 total
Nov 15 - Nov 16
includes taxes & fees
9.4/10 Exceptional! (789 reviews)
"The social hub is great what it offers. The staff is super helpful and is very modern and clean compared to other lodging options in Florence."

Reviewed on Oct 16, 2026

The Social Hub Florence Belfiore
Hotel Paris

Hotel Paris

Via Banchi 2 Florence FI
Fully refundableReserve now, pay when you stay
CA $175
CA $212 total
Nov 17 - Nov 18
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
"Old, unique hotel with a lot of stairs and a small, slow elevator. Our room was huge, but the laminate floor near the bathroom gave when we waled on it, felt like we might fall through. Location is great, between Santa Maria and the Duomo. Very easy to navigate from."

Reviewed on Oct 15, 2026

Hotel Paris
See all 13,934 properties in San Filippo
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.

Frequently asked questions

How much does a San Filippo vacation package cost?
Offering excellent value package deals from CA $1,668 on Expedia, you'll be surprised at how little a vacation to San Filippo costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to San Filippo?
January, February and November are the best times to search for cheap San Filippo vacation packages. Choosing to travel in quieter periods means you can generally find reduced prices on hotels and flights.
How many days is enough for San Filippo?
Typically, a few days is ideal for a San Filippo vacation. With a well-organized itinerary, you can go to all the leading attractions such as Passignano Abbey, as well as discover some hidden gems along the way.
How to find the best San Filippo package deals?
Start your search for a San Filippo package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select a few filters, like "Guest rating" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect San Filippo package deal right away, simply switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your San Filippo getaway off to a flying start.
Is it cheaper to book a San Filippo vacation as a package?
You can enjoy significant savings on your next San Filippo getaway by booking a personalized vacation package. Check the "Package" heading, then enter your destination and travel dates to browse the best hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to San Filippo?
If you have your San Filippo vacation dates locked in, book as soon as you can to score some outstanding deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are great for quick escapes.
How to plan a trip to San Filippo?
  1. Pick your dates: What you want to do in San Filippo and your favourite season can help you decide when to get away.
  2. Work out your budget: Make sure you have enough money to pay for everything from transportation and meals to activities and flights. Your hotel will likely be the largest expense during your trip to San Filippo.
  3. Decide how long to go away for: Now that you know more about San Filippo, you can figure out the perfect length of your break. Pull together a draft itinerary and give yourself enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a tailored San Filippo vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.