San Leo Vacations from $1,049

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Your San Leo Vacation

With plenty of highlights as well as hidden gems, this city is best explored with a San Leo vacation package. Book a hotel in Vibo Marina, which is good for walking, views and hiking. When it's time to venture out and explore, be sure to include Irene Tower and Church of St. Nicholas Briatico on the to-do list for your trip to San Leo. Don't put off visiting this city any longer. The perfect San Leo vacation is a couple of clicks away with Expedia.

The Latest San Leo vacation packages

Price found within the past 48 hours. Click for updated prices.
Italiana Hotels Cosenza

Italiana Hotels Cosenza

$1,049
per person
Dec 14 - Dec 19
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Lamezia Terme (SUF)
8.6/10 Excellent! (535 reviews)
Hotel and staff were wonderful. Easy check in and check out. Great location. Room and bathroom great and clean and all other areas in the hotel. Breakfast was very good. Loved having the slippers too. Only complaint would be that wifi was not very good but would stay again. Thank you.

Reviewed on Sep 18, 2026

La Tonnara

La Tonnara

$1,200
per person
Dec 14 - Dec 19
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Lamezia Terme (SUF)
9/10 Wonderful! (97 reviews)
The front desk on arriving was not super friendly, probably because we had two service dogs with us. They tried to charge us for the service dogs, though that is both against Hotels.com policy and Italian law. The room was OK, large, with a nice balcony. The shower, though, had mold on the showerhead nozzles. Breakfast was OK, but limited selection, and again originally an issue with the service dogs being allowed with us into the restaurant. They want us to sit outside! Fortunately, the manager/owner intervened and our service dogs and we were seated. The private beach is across the street, but easily walkable, and the dogs had a great time running on the sand. If you do NOT have a SERVICE dog, you’ll probably be treated well (or, better than we were).

Reviewed on Jun 13, 2026

ananea Tropea Yachting Resort

ananea Tropea Yachting Resort

$1,237
per person
Dec 14 - Dec 19
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Lamezia Terme (SUF)
9.6/10 Exceptional! (24 reviews)
Great location Their own beach a bit too far

Reviewed on Sep 21, 2026

Il Borghetto Resort & Spa

Il Borghetto Resort & Spa

$1,346
per person
Dec 14 - Dec 19
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Lamezia Terme (SUF)
8.2/10 Very Good! (27 reviews)
Very very disapointing. Does not deserved 5 stars rating, 3 stars at Best. The service was totally inexistant, people at the réception Could not care less about guests. We asked for help with luggages and nobody came within 30 minutes so we did it ourselves. No restaurant on site and the restaurant Linked to the hôtel is 3 km away! Not worth the Price.

Reviewed on Aug 18, 2026

HANG LOOSE COTTAGE Hotel Resort 4 stelle Gizzeria Calabria

HANG LOOSE COTTAGE Hotel Resort 4 stelle Gizzeria Calabria

$1,202
per person
Dec 14 - Dec 19
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Lamezia Terme (SUF)
10/10 Exceptional! (13 reviews)
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What to do in San Leo

Tropea: Lipari, Panarea, and Stromboli Boat Tour by Night

Tropea: Lipari, Panarea, and Stromboli Boat Tour by Night

$75
per adult
Tropea: Lipari, Panarea, and Stromboli Boat Tour by Night
From Troepa: Stromboli by night

From Troepa: Stromboli by night

$75
per adult
From Troepa: Stromboli by night
Tropea: Boat Trip to Capo Vaticano with Snorkeling & a Drink

Tropea: Capo Vaticano Boat Tour with Snorkeling & Drink

$40
per adult
100% of travellers recommend
Tropea: Capo Vaticano Boat Tour with Snorkeling & Drink
See all activities in San Leo

San Leo Hotel Deals

Villa Paglianiti - Your Family Residence

Villa Paglianiti - Your Family Residence

Località Brace 1 Briatico VV
$47 nightly
$55 total
Oct 10 - Oct 11
Total with taxes and fees
10/10 Exceptional! (4 reviews)
"Big and great place to stay close to the water"

Reviewed on Aug 15, 2026

Villa Paglianiti - Your Family Residence
Tropis Hotel

Tropis Hotel

Contrada Fontana Nuova Tropea VV
$115 nightly
$135 total
Oct 19 - Oct 20
Total with taxes and fees
8.6/10 Excellent! (231 reviews)
"Pay extra for everything, amnesties not included. Breakfast average Room outdated"

Reviewed on Sep 15, 2026

Tropis Hotel
Baia del Sole Resort

Baia del Sole Resort

Contrada Torre Ruffa Ricadi VV
Fully refundableReserve now, pay when you stay
$144 nightly
$165 total
Oct 21 - Oct 22
Total with taxes and fees
9.2/10 Wonderful! (115 reviews)
"The staff was great, clean room and great breast. The location was exceptional"

Reviewed on Sep 23, 2026

Baia del Sole Resort
See all 1,398 properties in San Leo
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 Leo Vacation Packages

San Leo Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Closest Airport
Lamezia Terme Intl. Airport (SUF)
Max Temp Winter
55ºF
Max Temp Summer
80ºF
Top Sights
Church of St. Nicholas Briatico and Irene Tower

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Frequently asked questions

How much does a San Leo vacation package cost?
You'll find cheap prices from $1,049 on Expedia for your San Leo escape. However, factors like your choice of hotel, the season and length of stay will influence how much your vacation to San Leo costs.
What are the cheapest months to go to San Leo?
If you'd like to book a cheap San Leo vacation package, consider planning a trip in March, November and December. You're likely to find better prices on flights and hotels during these months — ideal for travelers wishing to save money.
How many days is enough for San Leo?
The ideal duration for your San Leo vacation depends on what you'd like to do and see. Usually, a few days to a week will give you enough time to tick off all the leading attractions and discover some hidden spots along the way.
How to find the best San Leo package deals?
Finding a cheap San Leo package deal is a breeze with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your budget range, add a couple of filters and see what's available. You can fine-tune your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to view the most affordable San Leo package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a San Leo vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll typically get a better deal than booking each component separately. And you'll still enjoy the freedom to create a tailored San Leo vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to San Leo?
Land incredible discounts by booking your flights early with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for a spur-of-the-moment San Leo trip.
Does Expedia offer Book Now, Pay Later San Leo vacation packages?
If you're anything like us, you love jet-setting around the world but are not a fan of the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the total cost of your San Leo break across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure great vacation packages with payment plans as soon as you spot them.

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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.