Kalypso Vacation Packages

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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!

Top Kalypso Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Vespera City Hotel

Vespera City Hotel

CA $1,796
per person
Dec 6 - Dec 12
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Heraklion (HER)
9.2/10 Wonderful! (44 reviews)
Lagon Life Spirit Design Villas - Adults Only

Lagon Life Spirit Design Villas - Adults Only

CA $2,311
per person
Jan 3 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Chania (CHQ)
9.8/10 Exceptional! (15 reviews)
Excellent accommodation, close to Chania if you have a car, and close to the hotel that operates the villas. Very spacious villas, pool, very good views from the balcony. The mini-kitchen and the big fridge were very welcome - enough to cook a quick meal and store whatever you bring from the city and surrounding areas. The cleaning staff are very attentive, and seem to always be in a good mood - adds positively to the atmosphere. You can make use of the hotel services like spa/massage. You may want to bring earplugs with you if you are a sensitive sleeper - the cocks from the nearby farm were loud from ~06:00.

Reviewed on Oct 25, 2026

Amirandes, A Resort to Live

Amirandes, A Resort to Live

CA $3,647
per person
Dec 28 - Jan 4
found 11 hours ago
Roundtrip flight included
Toronto (YYZ) to Heraklion (HER)
9.4/10 Exceptional! (239 reviews)
I'm actually quite disappointed with this hotel. I wished I complained when we arrived. First of all, the hotel grounds itself is amazinggggg. Food is amazing. The only let down was the room. The room is so basic for what you pay at this hotel. Everything else is so well thought of but then you go into your room and it's so meh. Nothing speculatar about the room itself. Very underwhelming. We got the pool with private garden and there was no access way to the garden. You have to swim to get to the private garden. The pool itself is so small, what's the point. You can't have a proper swim. The pool was dirty too. The room was also dirty although it is daily cleaned on the surface. Under the bed was Dusty! And under the table cabinet was Dusty. I was quite disappointed to be honest for whats advertised. I think they purposely do not show the room and instead use a floor plan. If I saw the room, I would have picked a different hotel. Everything else is perfect though, it's just the room that was underwhelming for me.

Reviewed on Sep 30, 2026

Galini Palace Resort Hotel - All Inclusive

Galini Palace Resort Hotel - All Inclusive

CA $337,217
per person
Dec 6 - Dec 12
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Chania (CHQ)
8.2/10 Very good! (103 reviews)
As per other reviews- really not a 5 star but we went there knowing this. Food is decent enough, drinks are poor and furnishings very average

Reviewed on Oct 14, 2026

Metropole Urban Hotel

Metropole Urban Hotel

CA $2,090
per person
Dec 6 - Dec 12
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Heraklion (HER)
9.2/10 Wonderful! (317 reviews)
Property was good and breakfast at the restaurant in the morning was plentiful as well (leave a lot of time for it). Area was quiet and nice. The thing that was annoying, however, was tha light in the washroom was turning on at night when you tried using it, waking up both yourself and your family members.

Reviewed on Oct 18, 2026

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Kalypso Hotel Deals

Kalypso Cretan Village Resort and Spa

Kalypso Cretan Village Resort and Spa

Karavos Beach Plakias Agios Vasileios Crete
CA $75
CA $101 total
Oct 27 - Oct 28
includes taxes & fees
6.8/10 (170 reviews)
"Loved the room and pools. The lagoon was pretty epic and the hiking trails were well maintained. The resort itself is a bit dated and had the cost been higher than what we paid I probably wouldn't review it as highly. However everything was clean so thats kind of my main expectations with hotels. ..."

Reviewed on Oct 23, 2026

Kalypso Cretan Village Resort and Spa
Nautilux Rethymno by Mage Hotels

Nautilux Rethymno by Mage Hotels

Australon Polemiston 23 Rethymno Crete
Fully refundableReserve now, pay when you stay
CA $275
CA $337 total
Oct 31 - Nov 1
includes taxes & fees
9.6/10 Exceptional! (426 reviews)
"Over all hotel is nice , Everyone working here was nice and kind . Anyhow for 5 star hotel shower enclosure is only 2 stars…. It is no door from living area to the bathroom,so it is crazy cold when you get out from the shower,and enclosure itself is ridiculously uncomfortable, Other thing -guests ..."

Reviewed on Oct 26, 2026

Nautilux Rethymno by Mage Hotels
Aristea Hotel Rethymnon

Aristea Hotel Rethymnon

110 Martyron Sq. Rethymno Crete
Aristea Hotel Rethymnon
See all 4,106 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.

What to do in Kalypso

Arkadi, Melidoni, Margarites Half day

Arkadi, Melidoni, Margarites, olive oil factory

CA $40
per adult
Arkadi, Melidoni, Margarites, olive oil factory
Rethymno: Melidoni Cave and Arkadi Monastery Half-Day Trip

From Rethymno: Arkadi Monastery, Melidoni Cave and Margarites

CA $40
per adult
From Rethymno: Arkadi Monastery, Melidoni Cave and Margarites
Crete: Elounda Boat Trip with BBQ

Crete: Elounda Boat Trip with BBQ

CA $40
per adult
Crete: Elounda Boat Trip with BBQ
See all activities in Kalypso

Frequently asked questions

How much does a Kalypso vacation package cost?
You'll find cheap prices from CA $1,796 on Expedia for your Kalypso escape. However, a range of factors like the season, length of stay and your choice of hotel will determine how much your vacation to Kalypso costs.
What are the cheapest months to go to Kalypso?
Plan your trip for the low or shoulder season and you're likely to get cheap Kalypso vacation packages. Remember that public holidays and major events and festivals can impact prices, so do your research before booking.
How many days is enough for Kalypso?
Kalypso vacations come in various shapes and sizes, but to really sink your teeth into this place, we reckon 4 days is about right. In this timeframe, you can fit in major attractions like Kourtaliotiko Gorge and Skinaria Beach as well as underrated gems. Don't forget to explore cool neighbourhoods such as Souda and Schinaria either. If you plan wisely, you can even schedule a day trip or two from Kalypso too.
How to find the best Kalypso package deals?
Landing a cheap Kalypso package deal is easy with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, apply a few filters and browse what's available. You can tweak your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to discover the most affordable Kalypso package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Kalypso vacation as a package?
You can enjoy significant savings on your next Kalypso getaway by booking a customized vacation package. Click on the "Package" heading, then select your travel dates and destination to view the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Kalypso?
If you're considering a spur-of-the-moment Kalypso vacation, check out 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 land terrific deals on your hotels and flights by booking ahead.
How to plan a trip to Kalypso?
  1. Choose the best time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to go to Kalypso.
  2. Work out your budget: Ensure you have enough money to cover everything from meals and transportation to experiences and flights. Your accommodations will likely be the largest expense during your trip to Kalypso.
  3. Decide your trip length: Consider how much time you'd like to spend exploring Kalypso. Plan your itinerary so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Bundle your accommodations and airfare: After you've settled on your travel dates and duration, book the right Kalypso vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.