Calimera Vacations from $2,371

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Your Calimera Vacation

Lock in a Calimera vacation package and get set for an exciting adventure. Renowned for its welcoming locals and spectacular views, there's plenty to keep you on the move in this fascinating city. Can't wait to see the sights? Spend your days exploring popular attractions such as Kalos Archeodromo del Salento during your trip to Calimera. A couple of clicks is all it takes to build your dream Calimera vacation on Expedia.

The Latest Calimera vacation packages

Price found within the past 48 hours. Click for updated prices.
Tenuta Moreno

Tenuta Moreno

4 out of 5
Price was $2,631, price is now $2,371 per person
$2,371
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Brindisi (BDS)
8.6/10 Excellent! (72 reviews)
My Sons Wedding. Perfect in all ways. Super helpful staff, lovely, clean rooms, Outstanding food, Young man on the bar was brilliant, well kept grounds and pool area, Thank you! A beautiful experience for all our family.

Reviewed on Sep 10, 2026

Paragon 700 Boutique Hotel & SPA

Paragon 700 Boutique Hotel & SPA

5 out of 5
Price was $3,236, price is now $2,982 per person
$2,982
per person
Dec 27 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Brindisi (BDS)
9.6/10 Exceptional! (46 reviews)

Borgo Egnazia

Borgo Egnazia

5 out of 5
Price was $4,015, price is now $3,753 per person
$3,753
per person
Dec 27 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Brindisi (BDS)
9.6/10 Exceptional! (346 reviews)

Vinilia Wine Resort

Vinilia Wine Resort

4 out of 5
Price was $2,851, price is now $2,681 per person
$2,681
per person
Dec 27 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Brindisi (BDS)
9.4/10 Exceptional! (91 reviews)

Chiostro dei Domenicani

Chiostro dei Domenicani

4 out of 5
Price was $2,623, price is now $2,470 per person
$2,470
per person
Dec 27 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Brindisi (BDS)
9.6/10 Exceptional! (116 reviews)
The property is a gem and the staff is wonderful. Only ‘issue’ is that they don’t have on site parking but there is free parking in a public lot about 50 yards away and that was fine.

Reviewed on Sep 18, 2026

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Calimera Hotel Deals

Arthotel & Park Lecce

Arthotel & Park Lecce

4 out of 5
Via Giorgio de Chirico, 1 Lecce LE
Fully refundableReserve now, pay when you stay
$62 nightly
The price is $75 total per night from Nov 12 to Nov 13
$75 total
Nov 12 - Nov 13
Total with taxes and fees
8.4/10 Very Good! (185 reviews)
"We were looking forward to this 3 night stay (14 - 17 Oct) in a modern hotel with lots of facilities, however the reality was very different. The outdoor pool was closed, and the indoor pool was not open until 3pm (this information was not provided in advance). Indoor pool use was restricted to 1 ..."

Reviewed on Oct 18, 2026

Arthotel & Park Lecce
Pollicastro Boutique Hotel

Pollicastro Boutique Hotel

4 out of 5
Via dei Perroni, 14 Lecce LE
Fully refundableReserve now, pay when you stay
$189 nightly
The price is $214 total per night from Nov 15 to Nov 16
$214 total
Nov 15 - Nov 16
Total with taxes and fees
9.8/10 Exceptional! (194 reviews)
"Very nice hotel with comfortable beds. I would definitely return."

Reviewed on Nov 10, 2026

Pollicastro Boutique Hotel
Sangiorgio Resort & Spa

Sangiorgio Resort & Spa

5 out of 5
Prov.le Noha-Collepasso Cutrofiano LE
Fully refundableReserve now, pay when you stay
$134 nightly
The price is $148 total per night from Dec 5 to Dec 6
$148 total
Dec 5 - Dec 6
Total with taxes and fees
Sangiorgio Resort & Spa
See all 6,276 properties in Calimera
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 Calimera Vacation Packages

Calimera Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Population
7,200
Max Temp Winter
55ºF
Max Temp Summer
85ºF
Top Sights
Grotta della Poesia, Cathedral of Lecce and Torre SantAndrea Beach

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Frequently asked questions

How much does a Calimera vacation package cost?
You'll find cheap prices from $2,371 on Expedia for your Calimera escape. However, factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Calimera costs.
What are the cheapest months to go to Calimera?
You can usually find lower rates and greater availability in October, November and December. Check out our cheap Calimera vacation packages and you could score some great off-season deals.
How many days is enough for Calimera?
Typically, a handful of days is enough to see the major attractions during your Calimera vacation. However, if you want to have some time to relax or take day tours, think about extending your trip.
How to find the best Calimera package deals?
Begin your search for a Calimera package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply some filters, like "Popular locations" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Calimera package deal straight away, just switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Calimera escape off to a flying start.
Is it cheaper to book a Calimera vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll generally score a better deal than booking each component individually. And you'll still enjoy the flexibility to create a personalized Calimera vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Calimera?
If you're planning a spontaneous Calimera getaway, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can find sensational deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Calimera vacation packages?
Your Calimera trip is meant to be an escape from your daily routine, not a source of money-related stress. So to give you more 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 spread 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.