Alessano Vacation Packages

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Your Alessano Vacation

Say goodbye to planning hassles and hello to a Alessano vacation package. With the finer details organized before you go, you can focus on discovering this city, starting with Marina di Andrano, which is great for walking, dining and nature. Any trip to Alessano needs a well-designed itinerary. Fill yours with leading attractions like Pescoluse Beach, Vado Tower and Spiaggia Tricase Porto. No matter your travel plans or budget, putting together the ultimate tailored Alessano vacation is simple with Expedia.

Top Alessano Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Torreserena Resort

Torreserena Resort

4 out of 5
per person
Sep 6 - Sep 12
found 12 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Brindisi (BDS)
7.8/10 Good! (17 reviews)
Fiermonte Museum by La Fiermontina

Fiermonte Museum by La Fiermontina

Lecce Historic Center
per person
Aug 17 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Brindisi (BDS)
10/10 Exceptional! (2 reviews)
Palazzo Sant'Anna Lecce

Palazzo Sant'Anna Lecce

4 out of 5
Lecce Historic Center
per person
Aug 20 - Aug 26
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Brindisi (BDS)
10/10 Exceptional! (183 reviews)
Beautiful hotel and so convenient to the historic center and attractions. The staff and service were excellent and the room was gorgeous!

Reviewed on Jul. 12, 2025

Vinilia Wine Resort

Vinilia Wine Resort

4 out of 5
per person
Aug 20 - Aug 26
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Brindisi (BDS)
9.4/10 Exceptional! (81 reviews)
We had a great time at Vinilia, the castle, surroundings and pool are wonderful. Our room had modern amenities with an Italian style. We had dinner at their restaurant Casamatta, chef Pietro Penna tribute to his cuisine and journey was outstanding, breakfast was the perfect starting of the day with delicious bread and fruits. Thank you to all the staff, they were very friendly and helpful, especial thanks to William and Andrea.

Reviewed on Dec. 2, 2024

Baglioni Masseria Muzza

Baglioni Masseria Muzza

5 out of 5
per person
Oct 8 - Oct 14
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Brindisi (BDS)
9.6/10 Exceptional! (15 reviews)
Beautiful property near the beach, shall return!

Reviewed on Jul. 9, 2025

Ready to book your vacation to Alessano?

 

Choose your dates

Alessano Hotel Deals

Messapia Hotel & Resort

Messapia Hotel & Resort

4 out of 5
C.da Masseria Li Turchi, Marina Di Leuca, Castrignano del Capo, LE
Fully refundableReserve now, pay when you stay
The price is CA $156 per night from Jul 20 to Jul 21
CA $156
CA $200 total
Jul 20 - Jul 21
includes taxes & fees
7.6/10 Good! (116 reviews)
"Loved the entire property. Nice rooms, pool, parking, and breakfast. There were 2 large groups staying there so they needed to figure out the dining a bit better. A group of 100 and another 35 were there so they set up for dinner for them and forgot about the other 10-12 guests but eventually ( once ..."

Reviewed on Jun. 2, 2025

Messapia Hotel & Resort
Hotel Terminal - Caroli Hotels

Hotel Terminal - Caroli Hotels

3 out of 5
Via C. Colombo 59, Santa Maria di Leuca, Castrignano del Capo, LE
Fully refundableReserve now, pay when you stay
The price is CA $147 per night from Jul 20 to Jul 21
CA $147
CA $168 total
Jul 20 - Jul 21
includes taxes & fees
8.2/10 Very Good! (135 reviews)
"Great location!"

Reviewed on Jun. 22, 2025

Hotel Terminal - Caroli Hotels
Baglioni Masseria Muzza

Baglioni Masseria Muzza

5 out of 5
Via Muzza 7, Otranto, LE
Fully refundableReserve now, pay when you stay
The price is CA $1,071 per night from Aug 7 to Aug 8
CA $1,071
CA $1,188 total
Aug 7 - Aug 8
includes taxes & fees
9.6/10 Exceptional! (16 reviews)
"Beautiful property near the beach, shall return!"

Reviewed on Jul. 9, 2025

Baglioni Masseria Muzza
See all 7,799 properties in Alessano
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

What to do in Alessano

Santa Maria di Leuca: three-hour cave tour

Santa Maria di Leuca: Cave Tour with Aperitif

CA $64
per adult
Santa Maria di Leuca: Cave Tour with Aperitif
3 Hour Group Tour by Boat to the Caves of Santa Maria di Leuca

3 Hour Group Tour by Boat to the Caves of Santa Maria di Leuca

CA $72
per adult
3 Hour Group Tour by Boat to the Caves of Santa Maria di Leuca
3-Hour Guided Boat Tour to the Caves in Santa Maria di Leuca

3-Hour Guided Boat Tour to the Caves in Santa Maria di Leuca

CA $64
per adult
3-Hour Guided Boat Tour to the Caves in Santa Maria di Leuca
See all activities in Alessano

Frequently asked questions

How much does an Alessano vacation package cost?
You can snap up a vacation package to this destination from CA $1,548 on Expedia. But how much your vacation to Alessano costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Alessano?
The off-season is the best time to head to Alessano if you're hoping to keep costs down. Another tip for scoring cheap Alessano vacation packages? Try to avoid visiting during public holidays and any major festivals.
How many days is enough for Alessano?
We'd recommend booking an Alessano vacation for a minimum of 4 days. This gives you enough time to tick off popular sights such as Spiaggia Tricase Porto and San Gregorio Beach, as well as explore neighbourhoods like Marina San Gregorio and Morciano di Leuca. You could even slot in one or two day trips beyond Alessano.
How to find the best Alessano package deals?
Finding a cheap Alessano package deal is a cinch with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, add a couple of filters and browse what's available. You can customize your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most affordable Alessano package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book an Alessano vacation as a package?
You can enjoy significant savings on your next Alessano break by booking a customized vacation package. Click on the "Package" heading, then select your travel dates and destination to browse the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Alessano?
Land incredible bargains by reserving your flights in advance with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for an impromptu Alessano getaway.
How to plan a trip to Alessano?

  1. Pick your travel dates: The things you'd like to do in Alessano and your preferred season can help you decide when to go.
  2. Set a budget: Factor in expenses like food, flights and transportation when calculating how much to put aside for your trip to Alessano. Then, select a hotel that works with your budget, whether that's a low-cost option or a more luxurious retreat.
  3. Work out your trip length: Think about how long you'd like to spend discovering Alessano. Plan your days so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to find an Alessano vacation package that brings all your bookings together.

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