Kalypso Vacations from $617

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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.
SanSal Boutique Hotel

SanSal Boutique Hotel

4 out of 5
Chania Town
Price was $707, price is now $617 per person
$617
per person
Nov 27 - Dec 1
found 23 hours ago
Roundtrip non-stop flight included
New York (NYC) to Chania (CHQ)
9.8/10 Exceptional! (289 reviews)
The Breakfast was really delicious, location was perfect and having parking made everything so convenient. I really enjoyed the stay.

Reviewed on Oct 9, 2025

Hyperion City Hotel

Hyperion City Hotel

4 out of 5
Chania Town
Price was $746, price is now $635 per person
$635
per person
Nov 27 - Dec 1
found 23 hours ago
Roundtrip non-stop flight included
New York (NYC) to Chania (CHQ)
9.6/10 Exceptional! (331 reviews)
Very good and delicious breakfast! Maple syrup fromCanada for pancakes. bacon , eggs , excellent presentation. Spiritual setting, very peaceful and beautiful place.

Reviewed on Oct 19, 2025

Dorian Boutique Hotel-Apartments

Dorian Boutique Hotel-Apartments

3 out of 5
Price was $2,529, price is now $2,201 per person
$2,201
per person
Nov 29 - Dec 2
found 2 hours ago
Roundtrip flight included
New York (NYC) to Heraklion (HER)
6/10 (1 review)
Amirandes, A Grecotel Resort to Live

Amirandes, A Grecotel Resort to Live

5 out of 5
Price was $1,374, price is now $1,247 per person
$1,247
per person
Nov 24 - Nov 26
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Heraklion (HER)
9.4/10 Exceptional! (195 reviews)
We have visiting many hotels and although they were impressive, this hotel left me wanting more. The service everywhere was amazing. Everything was spotless and everywhere you looked the surroundings made you smile! We can’t wait to come back❤️

Reviewed on Oct 18, 2025

Aquila Atlantis Hotel

Aquila Atlantis Hotel

5 out of 5
Price was $1,090, price is now $992 per person
$992
per person
Nov 29 - Dec 2
found 2 hours ago
Roundtrip flight included
New York (NYC) to Heraklion (HER)
9/10 Wonderful! (1,004 reviews)
Stayed there in June 2025. Staff were fantastic. Hotel really good. Only thing I would have slightly criticised was the lack of water heating in the swimming pools. Still able to enjoy a swim, though. Otherwise, I couldn’t fault it at all.

Reviewed on Oct 16, 2025

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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
$49 nightly
The price is $68 total per night from Oct 26 to Oct 27
$68 total
Oct 26 - Oct 27
Total with taxes and fees
6.8/10 (153 reviews)
Staff was great we enjoyed the food I think the main draw back was it’s a very popular spot on hot days and there isn’t designated parking for people staying at the resort, so sometimes when we would come back it was really hard to find a parking spot

Reviewed on Sep 21, 2025

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
Fully refundableReserve now, pay when you stay
$141 nightly
The price is $165 total per night from Nov 7 to Nov 8
$165 total
Nov 7 - Nov 8
Total with taxes and fees
9.6/10 Exceptional! (336 reviews)
The staff was very friendly and the yoga teacher was excellent. The property is beautiful and the restaurant is very good. We were disappointed in the private outdoor hot tub because it really wasn't private. Also, the shower in our room only had a 1/2 wall enclosure so the floor was very wet when ...

Reviewed on Oct 12, 2025

Nautilux Rethymno by Mage Hotels
Grecotel LUXME White

Grecotel LUXME White

5 out of 5
Kambos Pigis, Adelianos Kampos, Rethymno, Crete Island
Fully refundableReserve now, pay when you stay
$264 nightly
The price is $318 total per night from Oct 30 to Oct 31
$318 total
Oct 30 - Oct 31
Total with taxes and fees
8.8/10 Excellent! (167 reviews)
Amazing resort and beach. Food was epic and the service around the pool really great. Just make sure to download the group app and book your restaurants as soon as you are confirmed. Got upgraded to a swim up room too so that was pretty special.

Reviewed on Oct 12, 2025

Grecotel LUXME White
See all 3,917 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 $617 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.