San Leonardo Vacations from $766

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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.
B&B Essenze

B&B Essenze

3 out of 5
Politeama
per person
Oct 19 - Oct 23
found 10 hours ago
Roundtrip non-stop flight included
New York (JFK) to Palermo (PMO)
9/10 Wonderful! (10 reviews)
Tutto perfetto, ospiti gentilissimi che ti fanno sentire a casa. Torneremo!

Reviewed on Sep 8, 2024

Eurostars Centrale Palace

Eurostars Centrale Palace

4 out of 5
Palermo Historical Center
Save 100% on your flight
per person
Sep 21 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Palermo (PMO)
8.4/10 Very Good! (1,002 reviews)
Great location and old Italian style ♥️🇮🇹

Reviewed on Jul 7, 2025

HOTIDAY Room Collection - San Vito Lo Capo

HOTIDAY Room Collection - San Vito Lo Capo

4 out of 5
per person
Oct 11 - Oct 15
found 7 hours ago
Roundtrip flight included
New York (NYC) to Palermo (PMO)
10/10 Exceptional! (1 review)
We really enjoy the stay, we will come here next summer

Reviewed on Jul 18, 2025

Artemisia Palace Hotel

Artemisia Palace Hotel

4 out of 5
Politeama
per person
Oct 19 - Oct 23
found 10 hours ago
Roundtrip non-stop flight included
New York (JFK) to Palermo (PMO)
8.6/10 Excellent! (501 reviews)
Great location and great hotel

Reviewed on Jun 23, 2025

Grand Hotel et Des Palmes

Grand Hotel et Des Palmes

5 out of 5
Politeama
Save 100% on your flight
per person
Oct 19 - Oct 23
found 10 hours ago
Roundtrip non-stop flight included
New York (JFK) to Palermo (PMO)
8.4/10 Very Good! (1,004 reviews)
Beautiful property and friendly staff

Reviewed on Jul 30, 2025

Don't see what you're looking for?
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Discover the most popular places to visit in San Leonardo

Morning at Plaza de la Republica

Piazza della Repubblica

Spend some time in Marsala’s main square, an attractive space celebrated for its architecture and important role in Italy's history.

Piazza della Repubblica

Riserva Naturale dello Stagnone

Find out about the history of Marsala with a stop at Riserva Naturale dello Stagnone. Stroll along the area's seaside or simply enjoy its wineries.

Riserva Naturale dello Stagnone

Spiaggia di San Teodoro

Why not spend a lazy afternoon at Spiaggia di San Teodoro during your trip to Marsala? While in this relaxing area, you can enjoy the wineries.

Spiaggia di San Teodoro

What to do in San Leonardo

From Trapani: Cruise to Favignana and Levanzo with lunch

From Trapani: Cruise to Favignana and Levanzo with lunch

$53
per adult
From Trapani: Cruise to Favignana and Levanzo with lunch
Trapani: Salt Pans Sunset Tour and Flamingo Way

Trapani: Salt Pans Sunset Tour and Flamingo Way

$39
per adult
Trapani: Salt Pans Sunset Tour and Flamingo Way
From Trapani: Favignana and Levanzo Island Day Cruise

From Trapani: Favignana and Levanzo Island Day Cruise

$127
per adult
From Trapani: Favignana and Levanzo Island Day Cruise
See all activities in San Leonardo

San Leonardo Hotel Deals

Villa Carlo Resort

Villa Carlo Resort

3 out of 5
Contrada Gurgo 21m, Via Trieste, Marsala, TP
Fully refundableReserve now, pay when you stay
$112 nightly
The price is $130 total per night from Aug 28 to Aug 29
$130 total
Aug 28 - Aug 29
Total includes taxes and fees
8.8/10 Excellent! (75 reviews)
A trip around Sicily
"Lovely location, fantastic room, excellent breakfast and a really friendly welcome."

Reviewed on Oct 8, 2024

Villa Carlo Resort
Almar Giardino di Costanza Resort & Spa

Almar Giardino di Costanza Resort & Spa

5 out of 5
Via Salemi 100, Km 7, Mazara del Vallo, TP
Fully refundableReserve now, pay when you stay
$367 nightly
The price is $411 total per night from Aug 28 to Aug 29
$411 total
Aug 28 - Aug 29
Total includes taxes and fees
9.2/10 Wonderful! (136 reviews)
"We like the experience and the property"

Reviewed on Jul 28, 2025

Almar Giardino di Costanza Resort & Spa
Mangia's Favignana Resort

Mangia's Favignana Resort

4 out of 5
Località Punta Fànfalo, Favignana, TP
$266 nightly
The price is $292 total per night from Aug 6 to Aug 7
$292 total
Aug 6 - Aug 7
Total includes taxes and fees
8.4/10 Very Good! (31 reviews)
"Was just nice clean good atmosphere"

Reviewed on Jul 20, 2025

Mangia's Favignana Resort
See all 1,873 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.

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Frequently asked questions

How much does a San Leonardo vacation package cost?
Offering great value package deals from $766 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.