Kalypso Vacations from $1,010

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Your Kalypso Vacation

Take away the hard part of planning your next grand adventure with a Kalypso vacation package. Whether you're in town for its history, food or something else, this city offers limitless opportunities for discovery. If a sightseeing tour is part of the program during your trip to Kalypso, visit major attractions like Plakias Beach, Preveli Beach and Monastery of Preveli. Stop daydreaming and start doing. Browse the range of options on Expedia today and finally put your Kalypso vacation plans into gear!

The Latest Kalypso vacation packages

Price found within the past 48 hours. Click for updated prices.
Sensus Experience by Lavris

Sensus Experience by Lavris

3 out of 5
Price was $1,313, price is now $1,010 per person
$1,010
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Tel Aviv (TLV) to Heraklion (HER)
10/10 Exceptional! (2 reviews)

Lagon Life Spirit Design Villas - Adults Only

Lagon Life Spirit Design Villas - Adults Only

4 out of 5
Price was $2,371, price is now $1,615 per person
$1,615
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chania (CHQ)
9.6/10 Exceptional! (5 reviews)

Paralos Kosta Alímia

Paralos Kosta Alímia

5 out of 5
Price was $2,646, price is now $1,813 per person
$1,813
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Heraklion (HER)
9.6/10 Exceptional! (48 reviews)
Great experience, very clean, amazing food. Only wish the pool remained open into the evening.

Reviewed on Jul 24, 2026

Cayo Exclusive Resort & Spa

Cayo Exclusive Resort & Spa

5 out of 5
Price was $3,377, price is now $2,371 per person
$2,371
per person
Sep 19 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Heraklion (HER)
9.8/10 Exceptional! (106 reviews)

Solimar Topaz - Adults Only

Solimar Topaz - Adults Only

4 out of 5
Price was $2,107, price is now $1,481 per person
$1,481
per person
Sep 5 - Sep 11
found 14 hours ago
Roundtrip non-stop flight included
New York (NYC) to Chania (CHQ)
8/10 Very Good! (1 review)
The toilet seat was broken, and we had to wait half a day for it to be fixed. The Wi-Fi was terrible, and we couldn’t get a 5G signal at all. The soundproofing in the room was awful. On our last night, a couple staying in the room above us were fighting and shouting, waking us up at 4 a.m. We informed the manager, but he was unable to resolve the situation. As a result, the noise, shouting, and arguing continued, and we weren’t able to fall back asleep. Since it was our check-out day, we asked if it was possible to extend our stay in the room. The manager said they could only extend it by one hour, which wasn’t helpful. In the end, our entire day before the flight was ruined because we were exhausted from the lack of sleep. A few more downsides: It takes more than an hour to get to Chania from the hotel, and the bus is usually overcrowded. There are no shops nearby. On the positive side, the area is very peaceful, the beach is within walking distance, and the food offers a good variety to suit different tastes. Other than that, it’s pretty much the same as any standard all-inclusive hotel.

Reviewed on Jul 27, 2026

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What to do in Kalypso

Arkadi, Melidoni, Margarites Half day

Arkadi, Melidoni, Margarites

$28
per adult
Arkadi, Melidoni, Margarites
Crete: Elounda Boat Trip with BBQ

Crete: Elounda Boat Trip with BBQ

$28
per adult
Crete: Elounda Boat Trip with BBQ
Elafonisi Beach Trip from Rethymno

Elafonisi Beach Trip from Rethymno

$57
per adult
Elafonisi Beach Trip from Rethymno
See all activities in Kalypso

Kalypso Hotel Deals

Kalypso Cretan Village Resort and Spa

Kalypso Cretan Village Resort and Spa

4 out of 5
Karavos Beach Plakias Agios Vasileios Crete
$100 nightly
The price is $125 total per night from Sep 3 to Sep 4
$125 total
Sep 3 - Sep 4
Total with taxes and fees
6.8/10 (162 reviews)
"La vue, la mer et les piscines sont très belles. Mais les chambres étaient belles il y a 20 ans... pas du tout un hôtel chic... De plus, la formule déjeuner et souper inclu c'est un buffet de "tout inclu" vraiment très ordinaire.... Les chaises longues ne sont pas ajustables. On aurait voulu faire ..."

Reviewed on Jul 13, 2026

Kalypso Cretan Village Resort and Spa
Nautilux Rethymno by Mage Hotels

Nautilux Rethymno by Mage Hotels

5 out of 5
Australon Polemiston 23 Rethymno Crete
$364 nightly
The price is $432 total per night from Aug 7 to Aug 8
$432 total
Aug 7 - Aug 8
Total with taxes and fees
9.8/10 Exceptional! (379 reviews)
"Amazing stay at the resort! The pool and beach were both amazing, very comfortable sunbeds and very clean. Service was slightly lacking at the pool and restaurant and the prices for drinks by the pool were quite high. The buffet dinner was excellent, and the breakfast was good as well. The room was ..."

Reviewed on Aug 4, 2026

Nautilux Rethymno by Mage Hotels
Grecotel LUX ME White

Grecotel LUX ME White

5 out of 5
Kambos Pigis Rethymno Crete Island
$626 nightly
The price is $730 total per night from Sep 1 to Sep 2
$730 total
Sep 1 - Sep 2
Total with taxes and fees
9/10 Wonderful! (182 reviews)
"Had an amazing time and amazing staff!"

Reviewed on Jul 28, 2026

Grecotel LUX ME White
See all 4,127 properties in Kalypso
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 Kalypso Vacation Packages

Kalypso Essential Information

Language
Greek
Currency
Euros
Local Welcome
Ya su
Local Goodbye
Yiá sou
Closest Airport
Ioannis Daskalogiannis Airport (CHQ)
Top Sights
Plakias Beach, Ammoudaki Beach and Damnóni Beach

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Frequently asked questions

How much does a Kalypso vacation package cost?
You can snap up a vacation package to this popular destination from $1,010 on Expedia. However, how much your vacation to Kalypso costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Kalypso?
If you'd like to book a cheap Kalypso vacation package, consider planning a trip in November, December and January. You'll typically find lower rates on hotels and airfares during these quieter months — ideal for budget-conscious travelers.
How many days is enough for Kalypso?
With a well-organized itinerary, you can easily tick off the most popular Kalypso attractions in a handful of days. But if you'd like to discover lesser-known spots or take day trips, think about booking your Kalypso vacation for longer.
How to find the best Kalypso package deals?
Begin your search for a Kalypso package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add some filters, like "Guest rating" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Kalypso package deal straight away, simply play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Kalypso escape underway.
Is it cheaper to book a Kalypso vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll usually score a better deal than booking each component separately. And you'll still enjoy the freedom to create a tailored Kalypso vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Kalypso?
If you're considering a spur-of-the-moment Kalypso getaway, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can score amazing deals on your hotels and flights by booking ahead.
How to plan a trip to Kalypso?

  1. Choose your dates: What you want to do in Kalypso and your favorite season will help you decide when to go.
  2. Calculate your budget: Make sure you have enough money to pay for everything from transportation and meals to activities and flights. Your accommodations will probably be the biggest expense during your trip to Kalypso.
  3. Organize your Kalypso getaway with Expedia's trip planning tool: Look for and book stays and things to do all in one place. You can also collaborate with friends and family to plan an unforgettable trip to Kalypso together.
  4. Decide how many days away: Start by compiling a list of the attractions you'd like to experience in Kalypso. Then, estimate how long you'll need for each, as well as any travel time.
  5. Combine your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to find a Kalypso vacation package that brings all your bookings together.
  6. Book activities and experiences ahead of time: Whether it's a ticket to a major attraction or a walking tour, you won't have to worry about missing out on Kalypso's highlights. Find all the incredible things to do in Kalypso with our dedicated travel guide.

Does Expedia offer Book Now, Pay Later Kalypso vacation packages?
Your Kalypso getaway is meant to be an escape from your busy life, not a reason for money-related stress. So to allow you a little more flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.