Kalypso Vacations from $971

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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.
Enorme Epavli Urban Living

Enorme Epavli Urban Living

$971
per person
Oct 27 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Porto (OPO) to Heraklion (HER)
10/10 Exceptional! (1 review)
Hotel ist neu und sehr zentral gewesen. Dementsprechend sehr sauber. Viele Mitarbeiter sind sehr hilfsbereit. Pool Größe ist in Ordnung, aber nicht so groß. Zu unserem Pech hatte Dachterasse eine Woche lang ein Problem und man konnte nicht hoch. Das war nicht so toll. Es gibt nicht so viel Auswahl für Vegetarier beim Frühstück. Im a la Carte Prinzip. Zimmer ohne Balkon nicht zu empfehlen im Sommer. Im Hotel ist noch eine Boulangerie, wo man für den Kleinen Hunger immer etwas bekommt. Der Mitarbeiter dort ist super nett gewesen und hatte viele Tipps für uns. Viele Restaurants sind zu Fuß erreichbar. Strände in der Nähe sind etwas überfüllt und klein. Im Umkreis gibt es schönere. Vor Ort haben wir ein Auto ohne Probleme gemietet. Und ein Taxi hat das Hotel für uns organisiert.

Reviewed on Jul 27, 2026

Creta Blue Boutique Hotel

Creta Blue Boutique Hotel

Save 100% on your flight
$1,382
per person
Oct 27 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Porto (OPO) to Heraklion (HER)
9.4/10 Exceptional! (260 reviews)
A bit outdated. Great breakfast and good location.

Reviewed on Sep 4, 2026

Castello Boutique Resort & Spa - Adults Only

Castello Boutique Resort & Spa - Adults Only

$1,166
per person
Oct 27 - Nov 3
found 9 hours ago
Roundtrip non-stop flight included
Porto (OPO) to Heraklion (HER)
9/10 Wonderful! (92 reviews)
Ventale Island Breeze Resort

Ventale Island Breeze Resort

$1,357
per person
Oct 20 - Oct 26
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Chania (CHQ)
9.6/10 Exceptional! (36 reviews)
Our stay at Vertali was made truly special by the outstanding customer service. Every member of the team was warm, welcoming, and genuinely committed to making our vacation memorable. From the moment we arrived until the day we left, we felt cared for and appreciated. A very special thank you to Kiki, whose kindness, professionalism, and positive energy stood out every single day. She consistently went above and beyond and made us feel like valued guests rather than just another room number. I’d also like to recognize the incredible breakfast team. Their friendliness and attention to detail did not go unnoticed. Exceptional service is what transforms a great hotel into an unforgettable experience, and the team at Vertali did exactly that. Thank you for making our holiday so enjoyable. We will consider back again and create beautiful memories at Ventali.

Reviewed on Jul 9, 2026

Lagon Life Spirit Design Villas - Adults Only

Lagon Life Spirit Design Villas - Adults Only

$1,456
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Chania (CHQ)
9.8/10 Exceptional! (8 reviews)
The room was very clean & private and the pool and views were great.

Reviewed on Aug 8, 2026

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What to do in Kalypso

Arkadi, Melidoni, Margarites Half day

Arkadi, Melidoni, Margarites

$29
per adult
Arkadi, Melidoni, Margarites
Crete: Elounda Boat Trip with BBQ

Crete: Elounda Boat Trip with BBQ

$29
per adult
Crete: Elounda Boat Trip with BBQ
Elafonisi Beach Trip from Rethymno

Elafonisi Beach Trip from Rethymno

$58
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

Karavos Beach Plakias Agios Vasileios Crete
Fully refundableReserve now, pay when you stay
$59 nightly
$79 total
Oct 16 - Oct 17
Total with taxes and fees
Kalypso Cretan Village Resort and Spa
Nautilux Rethymno by Mage Hotels

Nautilux Rethymno by Mage Hotels

Australon Polemiston 23 Rethymno Crete
$178 nightly
$220 total
Oct 3 - Oct 4
Total with taxes and fees
9.8/10 Exceptional! (404 reviews)
"The best hotel I have been too! Great service and food! Would definitely return"

Reviewed on Sep 16, 2026

Nautilux Rethymno by Mage Hotels
Nalu Resort & Spa

Nalu Resort & Spa

Adelianos Kampos Rethymno Crete
$165 nightly
$205 total
Oct 11 - Oct 12
Total with taxes and fees
9/10 Wonderful! (43 reviews)
"It was a great experience. The hotel also organised a birthday cake which was a wonderful surprise. Thank you all."

Reviewed on Aug 11, 2026

Nalu Resort & Spa
See all 4,119 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 $971 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.