San Leonardo Vacations from $2,017

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Your San Leonardo Vacation

There's plenty to like about San Leonardo, from its rural countryside to its spectacular views and beyond. When you're ready to say hello to this lively city, our San Leonardo vacation packages will be perfect for you. You'll want to go sightseeing during your trip to San Leonardo. Don't miss major attractions such as Riserva Naturale dello Stagnone, Spiaggia di San Teodoro and Donnafugata Winery. Expedia will help you escape your daily routine. Tailor your vacation to San Leonardo to suit your travel style, whatever that may look like.

The Latest San Leonardo vacation packages

Price found within the past 48 hours. Click for updated prices.
Eurostars Centrale Palace

Eurostars Centrale Palace

4 out of 5
Palermo Historical Center
Save 100% on your flight
Price was $3,312, price is now $2,017 per person
$2,017
per person
Sep 6 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Palermo (PMO)
8.4/10 Very Good! (1,005 reviews)
You are bejnf catfished.

Reviewed on Jul 11, 2026

Grand Hotel et Des Palmes

Grand Hotel et Des Palmes

5 out of 5
Politeama
Save 100% on your flight
Price was $3,924, price is now $2,837 per person
$2,837
per person
Sep 15 - Sep 21
found 1 day ago
Roundtrip flight included
New York (NYC) to Palermo (PMO)
8.4/10 Very Good! (1,002 reviews)
Great hotel. Perfect location. Emaculate breakfast

Reviewed on Jul 11, 2026

The Signature Level at Grand Palladium Sicilia Resort & Spa

The Signature Level at Grand Palladium Sicilia Resort & Spa

5 out of 5
Price was $3,200, price is now $2,376 per person
$2,376
per person
Sep 6 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Palermo (PMO)
9.2/10 Wonderful! (20 reviews)
This was our 2nd time at this fabulous resort. The Signature Level is so worth the extra money. The staff was super friendly and helpful. The food in the restaurants and Buffet was so good and there were plenty of food choices. I would definitely go back a 3rd time!!!!

Reviewed on Jun 29, 2026

Grand Palladium Sicilia Resort & Spa

Grand Palladium Sicilia Resort & Spa

5 out of 5
Price was $2,808, price is now $2,131 per person
$2,131
per person
Sep 6 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Palermo (PMO)
8.8/10 Excellent! (168 reviews)
We enjoyed our stay at Grand Palladium hotel and spa resort. From the check in to the duration of our stay of 5 days to check out. We can’t fault it at all, the all exclusive package was absolutely amazing, food, drinks and ala carts menu. Facilities are fantastic and service was wonderful, special thank to Giovnni A at Change restaurant and Hanain from El Doeado restaurant for making our night and wonderful service. We will come again and definitely recommend. The hotel is beautiful with fantastic views and rooms were spacious and comfortable bed. Thank you for looking after us

Reviewed on Jul 12, 2026

Mangia's Torre del Barone Resort and SPA

Mangia's Torre del Barone Resort and SPA

5 out of 5
Price was $2,645, price is now $2,041 per person
$2,041
per person
Sep 6 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Palermo (PMO)
8.8/10 Excellent! (97 reviews)
Lovely hotel, perfect for relaxing holiday. Shame the location is a bit isolated, you need a car if you want to explore. Just being really picky, the adult beach could do with easier access to the sea. The gym is very basic and some of the classes/sport facilities offered by hotel were in fact not available for all guests, but only available to those booking through Neilson’s Holiday (and unfortunately some of their staff were rather rude)

Reviewed on Jul 10, 2026

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Stay near popular San Leonardo attractions

Ettore and Infersa Salt Museum

10.0/10 (4 reviews)
You can browse the exhibits at Ettore and Infersa Salt Museum, a museum with a story of its own, during your travels to San Leonardo. Stroll along the area's seaside or simply enjoy its wineries.
See properties

What to do in San Leonardo

Trapani: Sicilian Cheese Tasting at the Local Dairy

Trapani: Sicilian Cheese Tasting at the Local Dairy

$31
per adult
Trapani: Sicilian Cheese Tasting at the Local Dairy
See all activities in San Leonardo

San Leonardo Hotel Deals

Venere di Erice Resort

Venere di Erice Resort

4 out of 5
Via Erice Valderice TP
$101 nightly
The price is $117 total per night from Jul 24 to Jul 25
$117 total
Jul 24 - Jul 25
Total with taxes and fees
9/10 Wonderful! (98 reviews)
"Quiet hotel below Erice and close drive to San Vito Lo Capo. Would stay again"

Reviewed on Jul 11, 2026

Venere di Erice Resort
Villaggio Approdo di Ulisse

Villaggio Approdo di Ulisse

3 out of 5
Localita Calagrande Favignana TP
$184 nightly
The price is $203 total per night from Jul 29 to Jul 30
$203 total
Jul 29 - Jul 30
Total with taxes and fees
5/10 (136 reviews)
Don't stay here, stay in town.
"The hotel has a great location, but bad management. The place is wrecked, everything is rusted and VERY old. The double beds are actually 2 single mattresses, so if you are a couple prepare to fall between the gap. There is no Wi-Fi in rooms or anywhere near them. You have to go to reception, and ..."

Reviewed on Sep 22, 2016

Villaggio Approdo di Ulisse
Resort Il Mulino

Resort Il Mulino

Via Alessandro Manzoni, 38 Favignana TP
$161 nightly
The price is $178 total per night from Jul 19 to Jul 20
$178 total
Jul 19 - Jul 20
Total with taxes and fees
9.2/10 Wonderful! (99 reviews)
"Good little place. Breakfast was nice and pool was lovely and cold on a hot day. Air con was not great though"

Reviewed on Jun 6, 2026

Resort Il Mulino
See all 1,912 properties in San Leonardo
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 Leonardo Vacation Packages

San Leonardo Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Closest Airport
Vicenzo Florio Airport (TPS)
Max Temp Winter
60ºF
Max Temp Summer
80ºF
Top Sights
Spiaggia di San Teodoro, Donnafugata Winery and Marco De Bartoli - Samperi

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Frequently asked questions

How much does a San Leonardo vacation package cost?
Offering great value package deals from $2,017 on Expedia, you'll be pleasantly surprised at how much a vacation to San Leonardo costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to San Leonardo?
If you're looking to score a cheap San Leonardo vacation package, consider planning a trip in November, December and January. You'll generally find lower prices on accommodations and flights during these months — ideal for a budget-friendly getaway.
How many days is enough for San Leonardo?
The ideal duration for your San Leonardo vacation depends on what you'd like to do and see. Usually, a handful of days to a week will give you plenty of time to check out all the leading sights and discover some hidden treasures along the way.
How to find the best San Leonardo package deals?
Use Expedia's filter tool to find some great San Leonardo package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or look for San Leonardo package deals in the low season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a San Leonardo vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging flights and stays separately. Better still, you can customize your San Leonardo trip to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to San Leonardo?
If you have your San Leonardo travel dates confirmed, book as early as you can to snap up some awesome deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are great for traveling on a whim.
How to plan a trip to San Leonardo?

  1. Choose when to go: Check your schedule and pack your bags. Your favorite season and the available activities will also help you decide when to vacation in San Leonardo.
  2. Plan your budget wisely: As well as the price of your hotel, you'll need to factor in other expenses. These include flights, food and transportation. Also, put aside some extra funds for unexpected expenses that may crop up during your trip to San Leonardo.
  3. Organize your San Leonardo getaway with our trip planning tool: Search for and book accommodations and experiences all in one place. You can also collaborate with family and friends to plan an unforgettable trip to San Leonardo together.
  4. Decide your trip length: Consider how long you want to spend discovering San Leonardo. Plan your days so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  5. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to choose a San Leonardo vacation package that brings all your bookings together.
  6. Book any day trips or activities: Now to the fun part — locking in everything you want to do and see. Explore some of the incredible things to do in San Leonardo and reserve your tickets early to save time (and maybe some spending money too!).

Does Expedia offer Book Now, Pay Later San Leonardo vacation packages?
Your San Leonardo break should be a relaxing escape from your daily routine, not a source of money-related stress. So to allow you extra flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.

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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.