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Calimera Vacations from $1,426

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The Latest Calimera Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Land view from property
    Aug 23 - Aug 28

    Tenuta Centoporte + Flight

    Giurdignano
    4 nights
    4.0 star property
    9.2/10 - Wonderful (110 reviews)
    "Gorgeous place!"
    Reviewed September 4, 2025
    Roundtrip • New York (NYC) - Brindisi (BDS)
    JFK - BDS • 1 stop BDS - JFK • 1 stop
    $1,737
    $1,426
    per traveler
    found 12 hours ago
    Tenuta Centoporte
  • Free daily buffet breakfast
    Sep 13 - Sep 18

    Bianco Riccio Suite Hotel + Flight

    Fasano
    4 nights
    5.0 star property
    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 October 9, 2025
    Roundtrip • New York (NYC) - Brindisi (BDS)
    JFK - BRI • 1 stop BRI - JFK • 1 stop
    Save 100% on your flight
    $3,747
    $2,714
    per traveler
    found 8 hours ago
    Bianco Riccio Suite Hotel
  • Couples treatment rooms, sauna, hot tub, steam room, Turkish bath
    Aug 23 - Aug 28

    Nohasi Palace + Flight

    Galatina
    4 nights
    5.0 star property
    9.8/10 - Exceptional (8 reviews)
    Roundtrip • New York (NYC) - Brindisi (BDS)
    JFK - BDS • 1 stop BDS - JFK • 1 stop
    $2,419
    $1,957
    per traveler
    found 12 hours ago
    Nohasi Palace
  • Premium bedding, minibar, in-room safe, desk
    Aug 23 - Aug 28

    Sangiorgio Resort & Spa + Flight

    Cutrofiano
    4 nights
    5.0 star property
    9.6/10 - Exceptional (55 reviews)
    "-"
    Reviewed June 28, 2026
    Roundtrip • New York (NYC) - Brindisi (BDS)
    JFK - BDS • 1 stop BDS - JFK • 1 stop
    $1,788
    $1,465
    per traveler
    found 12 hours ago
    Sangiorgio Resort & Spa
  • Aerial view
    Aug 23 - Aug 28

    Hotel La Roccia + Flight

    Castro
    4 nights
    4.0 star property
    8.6/10 - Excellent (39 reviews)
    "Awesome little hotel, perfect location, very big negronis."
    Reviewed May 8, 2026
    Roundtrip • New York (NYC) - Brindisi (BDS)
    JFK - BDS • 1 stop BDS - JFK • 1 stop
    $1,738
    $1,530
    per traveler
    found 12 hours ago
    Hotel La Roccia

Calimera Hotel Deals

Beach

B&B Il Geranio

B&B Il Geranio
< 0.1 mi from Calimera
9.4 out of 10, Exceptional, (14 reviews)
"This is an excellent place to stay in Calimera. The property is perfectly located in the center, steps away from the old town square where you’ll find great cafes, pastry shops and restaurants. Necessities like the supermarket, bank, pharmacy are all a short walk away as well. The property itself is very clean, quiet and well-managed. It’s the perfect place to rest in between day trips. The hosts are excellent: gracious, responsive and accomodating. 10 out of 10, highly recommended!"
$71 nightly
The price is $78
Jul 25 - Jul 26
Total with taxes and fees
B&B Il Geranio
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.
See all properties in Calimera

Frequently Asked Questions

How much does a Calimera vacation package cost?

You'll find cheap prices from $1,426 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.