Kalypso Vacations from $289

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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.
Creteco Hotel & Suites

Creteco Hotel & Suites

4 out of 5
Save 100% on your flight
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip flight included
Athens (ATH) to Heraklion (HER)
8.6/10 Excellent! (34 reviews)
Everything here was great. Staff was exceptionally nice and did their best to assist with whatever we needed. For me the only thing is that the pool is open to the public so we didn’t have chairs for the pool poolside and it was busy (weekend) and my kids did not want to swim, this may be ok for others. The local beach was beautiful and the sunsets were amazing.

Reviewed on Jul 30, 2025

Ventale Island Breeze Resort

Ventale Island Breeze Resort

5 out of 5
per person
Sep 8 - Sep 15
found 2 hours ago
Roundtrip flight included
Frankfurt (FRA) to Chania (CHQ)
9.6/10 Exceptional! (27 reviews)
Beautiful property and excellent staff. There was so much to love, but as others have mentioned

Reviewed on Jul 3, 2025

Kalypso Hotel

Kalypso Hotel

4 out of 5
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip flight included
Athens (ATH) to Heraklion (HER)
7.8/10 Good! (26 reviews)
Creta Blue Boutique Hotel

Creta Blue Boutique Hotel

4 out of 5
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip flight included
Athens (ATH) to Heraklion (HER)
9.4/10 Exceptional! (239 reviews)
Gorgeous hotel with wonderful staff in a lovely village full of charm and delightful restaurants and bars.

Reviewed on Jun 26, 2025

Daios Cove

Daios Cove

5 out of 5
per person
Sep 14 - Sep 18
found 1 day ago
Roundtrip flight included
Frankfurt (FRA) to Heraklion (HER)
9.4/10 Exceptional! (233 reviews)
This hotel, like many others marked as “VIP Access,” offers no real benefits. Despite clear upgrade availability the night before check-in, we were told nothing was available once we mentioned VIP status—a recurring pattern where upgrades are consistently denied using vague excuses. If a non-VIP guest wanted to pay, I’m certain a room would have been available. There was no recognition, no perk, no welcome amenity—nothing. Even after raising the issue with guest relations, no effort was made to address it. Additionally, the advertised valet parking doesn’t exist and isn’t needed—it’s just misleading. This feels more like a marketing trick than a real program. I strongly urge you to review and remove this hotel from the VIP Access list.

Reviewed on Jul 25, 2025

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Discover the most popular places to visit in Kalypso

Focus on the journey. On our long drive to Vai

Kourtaliotiko Gorge

Explore the great outdoors at Kourtaliotiko Gorge, a lovely green space in Agios Vasileios. Wander the beautiful beaches in this relaxing area.

Kourtaliotiko Gorge

Monastery of Preveli

Learn about the local history of Yianniou when you spend time at Monastery of Preveli. Wander the beautiful beaches in this quaint area.

Monastery of Preveli

Spili Monastery

Find out about the history of Spilion with a stop at Spili Monastery. While in this relaxing area, you can enjoy the local cheese shops.

Spili Monastery

What to do in Kalypso

From Rethymno: Kourtaliotiko, Preveli Palm Beach, & Damnoni

From Rethymno: Kourtaliotiko, Preveli Palm Beach, & Damnoni

$23
per adult
From Rethymno: Kourtaliotiko, Preveli Palm Beach, & Damnoni
From Georgioupoli: Easy Hiking Day-Trip to Imbros Gorge

From Georgioupoli: Easy Hiking Day-Trip to Imbros Gorge

$34
per adult
From Georgioupoli: Easy Hiking Day-Trip to Imbros Gorge
Rethymno: Balos &Gramvousa Day Trip With/Without Boat Ticket

Rethymno: Balos &Gramvousa Day Trip With/Without Boat Ticket

$18
per adult
Rethymno: Balos &Gramvousa Day Trip With/Without Boat Ticket
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
$127 nightly
The price is $156 total per night from Aug 28 to Aug 29
$156 total
Aug 28 - Aug 29
Total includes taxes and fees
6.8/10 (144 reviews)
"Lovely location. Nice resort, though a little dated and some degree of shabbiness. But the food was generally good, service excellent, the room was nice. We enjoyed our time here and would visit again."

Reviewed on Oct 13, 2024

Kalypso Cretan Village Resort and Spa
Grecotel Creta Palace

Grecotel Creta Palace

5 out of 5
Missiria, Rethymno, Crete Island
$308 nightly
The price is $368 total per night from Sep 1 to Sep 2
$368 total
Sep 1 - Sep 2
Total includes taxes and fees
8.6/10 Excellent! (95 reviews)
"The most wonderful staff you will meet. I felt truly welcome at the hotel. We will miss Christof and Nefeli."

Reviewed on Jul 28, 2025

Grecotel Creta Palace
Nautilux Rethymno by Mage Hotels

Nautilux Rethymno by Mage Hotels

5 out of 5
Australon Polemiston 23, Rethymno, Crete
$286 nightly
The price is $343 total per night from Sep 1 to Sep 2
$343 total
Sep 1 - Sep 2
Total includes taxes and fees
9.6/10 Exceptional! (296 reviews)
"Beautiful property, great breakfast buffet, pool was very nice. Beach was also very nice. Fantastic location. Only negative was the Wifi was very poor and needs to be improved."

Reviewed on Jul 25, 2025

Nautilux Rethymno by Mage Hotels
See all 3,937 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.

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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 $289 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.