Alessano Vacations from $1,600

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.

The Latest Alessano vacation packages

Price found within the past 48 hours. Click for updated prices.
Sangiorgio Resort & Spa

Sangiorgio Resort & Spa

5 out of 5
Price was $1,862, price is now $1,600 per person
$1,600
per person
Jun 11 - Jun 15
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Brindisi (BDS)
9.6/10 Exceptional! (51 reviews)
This is a lovely hotel for relaxing & enjoying peace & tranquility of Salento The rooms are spacious lovely & super comfy beds & well cleaned every day The restaurant has a daily menu & food is great quality, my wife is Vegan and the staff & Chef made dinners for her every night!! The staff are absolutely awesome! Nothing is too much trouble for them they really are fantastic & worked hard to make our stay perfect for us Valentina Daisy Maria Marianna & Ricardo Thank you all so much!!

Reviewed on Sep 25, 2025

Palazzo Sant'Anna Lecce

Palazzo Sant'Anna Lecce

5 out of 5
Lecce Historic Center
Price was $4,118, price is now $3,160 per person
$3,160
per person
Jun 13 - Jun 19
found 6 hours ago
Roundtrip non-stop flight included
New York (NYC) to Brindisi (BDS)
10/10 Exceptional! (244 reviews)
the hotel was hard to find but the staff were very helpful

Reviewed on Apr 24, 2026

Hotel Del Levante

Hotel Del Levante

4 out of 5
Price was $3,951, price is now $3,091 per person
$3,091
per person
Jun 13 - Jun 19
found 6 hours ago
Roundtrip non-stop flight included
New York (NYC) to Brindisi (BDS)
7.6/10 Good! (56 reviews)
Clean nice beach view

Reviewed on Oct 1, 2025

Paragon 700 Boutique Hotel & SPA

Paragon 700 Boutique Hotel & SPA

5 out of 5
Price was $5,249, price is now $4,466 per person
$4,466
per person
Jun 13 - Jun 19
found 6 hours ago
Roundtrip non-stop flight included
New York (NYC) to Brindisi (BDS)
9.8/10 Exceptional! (35 reviews)
Beautiful hotel Top notch Service , extremely friendly staff Food is delicious Spa is beautiful Six stars

Reviewed on May 7, 2026

Masseria Corsano

Masseria Corsano

5 out of 5
Price was $2,490, price is now $2,184 per person
$2,184
per person
Jun 11 - Jun 15
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Brindisi (BDS)
9.8/10 Exceptional! (25 reviews)
Beautiful property set in large grounds with top of the range amenities. The hotel is very peaceful. It is situated in a fairly remote location yet is very handy for visiting Nardo, Lecce, Gallipoli and other areas of southern Puglia. The staff are very friendly and attentive. Our room was one of 3 not in the main building and approximately 300 yards from the restaurant and bar area. This was only an issue when the weather was poor which, unfortunately for us, it was for 2 days of our 4 night stay.

Reviewed on May 4, 2026

Don't see what you're looking for?
See all available trips from Columbus to Alessano
View all trips

Discover the most popular places to visit in Alessano

Don Tonino Bello Birthplace

You can spend an afternoon exploring the galleries in Don Tonino Bello Birthplace during your travels in Alessano.

Don Tonino Bello Birthplace

What to do in Alessano

Santa Maria di Leuca: Capo di Leuca Boat Tour

Santa Maria di Leuca: Capo di Leuca Boat Tour

$41
per adult
Santa Maria di Leuca: Capo di Leuca Boat Tour
Santa Maria di Leuca: three-hour cave tour

Santa Maria di Leuca: Cave Tour with Aperitif

$47
per adult
Santa Maria di Leuca: Cave Tour with Aperitif
3 Hours Group Boat Tour to the Caves of Santa Maria di Leuca

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

$42
per adult
3 Hours Group Boat Tour to the Caves of Santa Maria di Leuca
See all activities in Alessano

Alessano Hotel Deals

Puglia Salento luxury villa with swimming pool and hydro spa. a few km from leuca

Puglia Salento luxury villa with swimming pool and hydro spa. a few km from leuca

alessano Puglia
9.8/10 Exceptional! (48 reviews)
The property was spacious and beautiful. We enjoyed walking uptown to enjoy dinner or a sweet treat. Also, the grocery store and car wash are right around the corner. The owners were very nice and easy to reach. They even contacted me when there was a scheduled power outage. It didn't matter for ...

Reviewed on May 10, 2026

Get rates
Puglia Salento luxury villa with swimming pool and hydro spa. a few km from leuca
Tenuta Centoporte

Tenuta Centoporte

4 out of 5
Via Vecchia Otranto-Giurdignano Giurdignano LE
Fully refundableReserve now, pay when you stay
$237 nightly
The price is $267 total per night from May 15 to May 16
$267 total
May 15 - May 16
Total with taxes and fees
9/10 Wonderful! (106 reviews)
Gorgeous place!

Reviewed on Sep 4, 2025

Tenuta Centoporte
Borgo Mulino a Vento - Resort

Borgo Mulino a Vento - Resort

4 out of 5
Via Palombaro n. 13 Uggiano la Chiesa LE
Fully refundableReserve now, pay when you stay
$178 nightly
The price is $196 total per night from May 16 to May 17
$196 total
May 16 - May 17
Total with taxes and fees
9.6/10 Exceptional! (153 reviews)
The room was spotless and roomy with everything you could possibly need. The staff were amazing, they couldn’t do enough to make my stay memorable. Check-in was flawless greeted by welcome staff. The pool areas was very relaxed and clean. Breakfast was excellent with a wide variety of offerings. ...

Reviewed on May 9, 2026

Borgo Mulino a Vento - Resort
See all 7,426 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.

Find the Best Alessano Vacation Packages

Alessano Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Population
5,100
Max Temp Winter
55ºF
Max Temp Summer
85ºF
Top Sights
Pescoluse Beach, Zinzulusa Cave and Torre Mozza Beach

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does an Alessano vacation package cost?
You can snap up a vacation package to this top destination from $1,600 on Expedia. However, how much your vacation to Alessano costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Alessano?
If you're looking to snag a cheap Alessano vacation package, consider visiting in October, November and December. You're likely to find better rates on hotels and flights during these months — ideal for a budget-friendly getaway.
How many days is enough for Alessano?
Typically, a handful of days is enough to explore the main sights during your Alessano vacation. But if you want to have time to relax or go on day tours, think about extending your trip.
How to find the best Alessano package deals?
Landing a cheap Alessano package deal is a cinch with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, apply a couple of filters and see what's available. You can tailor your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to view the most pocket-friendly Alessano package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are usually lower.
Is it cheaper to book an Alessano vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll usually land a better deal than booking each component separately. And you'll still enjoy the flexibility to create a customized Alessano vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Alessano?
If you've got your Alessano travel dates confirmed, book early to score some terrific deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are perfect for quick escapes.
How to plan a trip to Alessano?

  1. Choose when to travel: Check your diary and get your bags packed. Your preferred season and the activities available will also help you decide when to visit Alessano.
  2. Set your budget: Factor in costs like flights, meals and transportation when calculating how much to put aside for your trip to Alessano. Then, choose a property that fits your budget, whether that's an affordable stay or a more upscale retreat.
  3. Organize your Alessano escape with our trip planning tool: Look for and book stays and experiences all in one place. You can also collaborate with family and friends to plan an unforgettable trip to Alessano together.
  4. Decide how many days away: Start by compiling a list of the activities and attractions you'd like to experience in Alessano. Then, estimate how long you'll need for each, along with any travel time.
  5. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a customized Alessano vacation package.
  6. Book experiences or activities in advance: Whether it's entrance to a major attraction or a day trip, you won't have to worry about missing out on Alessano's best offerings. Find all the fun things to do in Alessano with our dedicated travel guide.

Does Expedia offer Book Now, Pay Later Alessano vacation packages?
Your Alessano getaway is meant to be a relaxing escape from your busy life, not a source of money-related stress. So to give you a bit more flexibility, we've teamed up with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there are no 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.