Calimera Vacations from $1,309

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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.
Hotel Sierra Silvana

Hotel Sierra Silvana

4 out of 5
Price was $1,730, price is now $1,309 per person
$1,309
per person
Sep 8 - Sep 13
found 4 hours ago
Roundtrip non-stop flight included
New York (NYC) to Brindisi (BDS)
8.6/10 Excellent! (309 reviews)

Bianco Riccio Suite Hotel

Bianco Riccio Suite Hotel

5 out of 5
Save 100% on your flight
Price was $3,465, price is now $2,168 per person
$2,168
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Brindisi (BDS)
9.4/10 Exceptional! (71 reviews)
Spotless hotel! Even always smelled so clean. Alexandro was wonderful along with all the staff! From check in to breakfast everyone was kind and friendly. If we had good weather it would have been a perfect trip! Thank you to everyone that went above and beyond for us! Grazie Mille❣️

Reviewed on Oct 9, 2025

Sangiorgio Resort & Spa

Sangiorgio Resort & Spa

5 out of 5
Price was $2,157, price is now $1,650 per person
$1,650
per person
Aug 26 - Sep 1
found 3 hours ago
Roundtrip non-stop flight included
New York (NYC) to Brindisi (BDS)
9.6/10 Exceptional! (54 reviews)
-

Reviewed on Jun 28, 2026

Relais Corte Palmieri

Relais Corte Palmieri

4 out of 5
Gallipoli Historic Center
Price was $1,905, price is now $1,514 per person
$1,514
per person
Sep 11 - Sep 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Brindisi (BDS)
9/10 Wonderful! (265 reviews)
Great location in historical centre. Staff very helpful and professional. Lovely seating area around plunge pool with views across the city and coastline. Enjoyable breakfast in a very pleasant setting.

Reviewed on Jun 28, 2026

Paragon 700 Boutique Hotel & SPA

Paragon 700 Boutique Hotel & SPA

5 out of 5
Price was $2,696, price is now $2,147 per person
$2,147
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Brindisi (BDS)
9.6/10 Exceptional! (39 reviews)
Beautiful Hotel with amazing service and standards. It’s an experience itself just to stay in the iconic property.

Reviewed on May 10, 2026

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Calimera Hotel Deals

Hotel Vittoria Resort Pool & Spa

Hotel Vittoria Resort Pool & Spa

4 out of 5
via Catona Otranto LE
Fully refundableReserve now, pay when you stay
$188 nightly
The price is $214 total per night from Jul 10 to Jul 11
$214 total
Jul 10 - Jul 11
Total with taxes and fees
8.8/10 Excellent! (211 reviews)
"The room was spacious and clean with a great bathroom."

Reviewed on Jun 30, 2026

Hotel Vittoria Resort Pool & Spa
19 Summer Suites

19 Summer Suites

4 out of 5
Via Borsellino snc Santa Cesarea Terme LE
9/10 Wonderful! (20 reviews)
"Nice location, suites could have with more cupboard space and utensils to self good. The pool area was the highlight, fantastic pool and plenty of sunbeds."

Reviewed on Sep 1, 2025

Get rates
19 Summer Suites
Tivoli Palazzo 1880 Lecce Hotel

Tivoli Palazzo 1880 Lecce Hotel

5 out of 5
Via Augusto Imperatore, 19 Lecce LE
Fully refundableReserve now, pay when you stay
$301 nightly
The price is $342 total per night from Jul 14 to Jul 15
$342 total
Jul 14 - Jul 15
Total with taxes and fees
9.2/10 Wonderful! (496 reviews)
"Great location for exploring Lecce. Francesca was a lovely host and made our stay perfect, Erik was also very nice and the breakfast was amazing. Highly recommend for anyone planning a visit to Lecce we would not stay anywhere else and plan to return in the future."

Reviewed on Jun 27, 2026

Tivoli Palazzo 1880 Lecce Hotel
See all 6,708 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 $1,309 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.