Alessano Vacations from $942

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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.

The Latest Alessano vacation packages

Price found within the past 48 hours. Click for updated prices.
Relais Masseria Le Cesine - CDSHotels

Relais Masseria Le Cesine - CDSHotels

4 out of 5
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip flight included
New York (NYC) to Brindisi (BDS)
9.2/10 Wonderful! (26 reviews)
ROBINSON APULIA - All Inclusive

ROBINSON APULIA - All Inclusive

3 out of 5
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip flight included
New York (NYC) to Brindisi (BDS)
8.6/10 Excellent! (38 reviews)
Could not be bettered. Outstanding standard of food catering for gluten-free. dairy-free and vegetarians as well. Great atmosphere. The property is marketed entirely to the German market so, if your first language is other than German, you need to be aware of this. As English speakers we did not find this a problem but some might.

Reviewed on Oct 13, 2019

La Sommità Relais & Chateaux

La Sommità Relais & Chateaux

5 out of 5
Ostuni Historic Centre
per person
Aug 16 - Aug 19
found 13 hours ago
Roundtrip non-stop flight included
New York (JFK) to Brindisi (BDS)
9.4/10 Exceptional! (170 reviews)
Unbelievable stay and experience all around

Reviewed on Jul 3, 2025

Paragon 700 Boutique Hotel & SPA

Paragon 700 Boutique Hotel & SPA

5 out of 5
per person
Sep 12 - Sep 15
found 2 hours ago
Roundtrip non-stop flight included
New York (NYC) to Brindisi (BDS)
9.6/10 Exceptional! (27 reviews)
Divine boutique hotel. Beautiful rooms, fabulous pool area and garden. Helpful staff. A perfect 10!!!!

Reviewed on Jun 13, 2025

VISTA Ostuni

VISTA Ostuni

5 out of 5
per person
Sep 12 - Sep 15
found 2 hours ago
Roundtrip non-stop flight included
New York (NYC) to Brindisi (BDS)
No reviews
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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: three-hour cave tour

Santa Maria di Leuca: Cave Tour with Aperitif

$41
per adult
Santa Maria di Leuca: Cave Tour with Aperitif
Santa Maria di Leuca: sailing trip with lunch

Santa Maria di Leuca: sailing trip with lunch

$150
per adult
Santa Maria di Leuca: sailing trip with lunch
Salento by E-Bike from Lecce to Santa Maria di Leuca

Salento by E-Bike from Lecce to Santa Maria di Leuca

$346
per adult
Salento by E-Bike from Lecce to Santa Maria di Leuca
See all activities in Alessano

Alessano Hotel Deals

Hotel ristorante Colibrì
Hotel ristorante Colibrì
Via Boceti 1/3, Alessano, LE
8.8/10 Excellent! (7 reviews)
"Anche se la struttura non nuovissima tenuta bene, personale cortese ed accogliente, semba di essere in famiglia. Posizione strategica per poter raggiungere molte località. Lo consiglierei vivamente."

Reviewed on Jul 4, 2025

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Hotel ristorante Colibrì
Villa Grotta Azzurra (B), with private parking and Pool
Villa Grotta Azzurra (B), with private parking and Pool
Alessano
Ferienhaus mit traumhaftem Meerblick und sehr netten Vermietern
"Wir haben drei Wochen in der Villa Grotta Azzura B verbracht und hatten eine wunderschöne Zeit. Von den verschiedenen Terrassen hat man einen traumhaften Meerblick und sowohl das Haus als auch die Außenanlagen sind sehr sauber und top gepflegt. Der Pool wird regelmäßig sehr gründlich gereinigt und ..."

Reviewed on Aug 26, 2024

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Villa Grotta Azzurra (B), with private parking and Pool
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
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

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Messapia Hotel & Resort
See all 7,749 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

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Frequently asked questions

How much does an Alessano vacation package cost?
You can snap up a vacation package to this top destination from $942 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.