Title: Kalypso Vacation Packages & Trips 2026 from CA $1,667 | Expedia.ca

[Hotels in Kalypso](https://expedia.ca/Kalypso-Hotels.d3000702558.Travel-Guide-Hotels)[Vacation Rentals in Kalypso](https://expedia.ca/Kalypso-Vacation-Rentals.d3000702558.Travel-Guide-VacationRentals)[Kalypso Car Rentals](https://expedia.ca/Car-Rentals-In-Kalypso.d3000702558.Car-Rental-Guide)

![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium)

# Kalypso Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

- ##  
Plan, book, travel with confidence
- ###  
Better together  
Save up to CA $1,096 when you book a flight and hotel together\*
- ###  
Find the right fit  
With over 300,000 hotels worldwide, it's easy to create a perfect package
- ###  
Rest easy  
Plan, book, and manage your trip all in one place

#### 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](https://www.expedia.ca/Plakias-Beach-Crete.d6322325.Vacation-Attraction), [Preveli Beach](https://www.expedia.ca/Preveli-Beach-Crete.d6322327.Vacation-Attraction) and [Monastery of Preveli](https://www.expedia.ca/Monastery-Of-Preveli-Crete.d6062131.Vacation-Attraction). 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.

![Kiani Beach Resort Family](https://images.trvl-media.com/lodging/4000000/4000000/3998400/3998357/f35b3fde_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Kiani Beach Resort Family

CA $1,667

per person

May 4 - May 10

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Chania (CHQ)

8.4/10 Very Good! (708 reviews)

Cleanliness, friendly, hospitality

Reviewed on Nov 8, 2025

![Ventale Island Breeze Resort](https://images.trvl-media.com/lodging/106000000/105850000/105841600/105841578/0c9aafe8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Ventale Island Breeze Resort

CA $2,099

per person

May 6 - May 11

found 23 hours ago

Roundtrip flight included

Toronto (YYZ) to Chania (CHQ)

9.6/10 Exceptional! (32 reviews)

Beautiful property and excellent staff. There was so much to love, but as others have mentioned

Reviewed on Jul 3, 2025

![Castello Boutique Suites by the sea - Adults Only](https://images.trvl-media.com/lodging/112000000/111120000/111117400/111117326/b3bc1022_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Castello Boutique Suites by the sea - Adults Only

CA $2,288

per person

Mar 29 - Apr 4

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Heraklion (HER)

7.6/10 Good! (5 reviews)

Beautiful Hotel in a Great Location, But Some Details Let It Down We recently stayed at Castello Boutique Suites in Sissi, Crete to celebrate our anniversary, and overall, we had a very good holiday. The hotel made a wonderful gesture by upgrading us to a larger suite with a private side pool, which felt so special and really set the tone for our stay. The suite itself was stylish and comfortable, the breakfast was excellent every morning, and the staff were consistently warm, welcoming, and genuinely kind. The location couldn’t be better — just a 2-minute walk from the charming port of Sissi, with plenty of tavernas and shops nearby. That said, as this is marketed as a five-star hotel, we were a little disappointed by some details. Positives: – Thoughtful anniversary upgrade to a suite with private pool. – Beautiful, modern, and spacious room. – Fantastic location (2 minutes from Sissi port). – Excellent breakfast with plenty of choice and quality. – Friendly, professional, and welcoming staff. – Relaxed, peaceful atmosphere throughout. Negatives: – Private pool jets and lights didn’t work; nothing was fixed during our stay. – Pool needed topping up and sides had algae. – No towel hooks in the bathroom; “do not disturb” system broken. – Daily housekeeping, but balcony wasn’t cleaned in 8 nights. – Cups and glasses not refreshed — had to wash them ourselves. No blinds/curtains: poolside window let in sun at 5am, back window was lit at night, affecting sleep and

Reviewed on Aug 23, 2025

![Creta Blue Boutique Hotel](https://images.trvl-media.com/lodging/2000000/1920000/1916100/1916067/93b2c2a2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Creta Blue Boutique Hotel

CA $2,112

per person

Mar 29 - Apr 4

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Heraklion (HER)

9.4/10 Exceptional! (246 reviews)

The rooms and property exceeded my expectations. Well maintained and beautifully appointed. The staff couldn't have been more welcoming and friendly. The property is on the hillside giving gorgeous views. I was nervous about dragging my suitcase up the hill but I was met in the parking area and everything was taken care of for me proactively. They have a lovely bar/restaurant area with a good selection of food and wine. You can't go wrong booking this wonderful property.

Reviewed on Oct 25, 2025

![Elounda Gulf Villas by Sandglass](https://images.trvl-media.com/lodging/2000000/1050000/1046400/1046315/8dec13a8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Elounda Gulf Villas by Sandglass

CA $2,034

per person

May 4 - May 10

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Heraklion (HER)

9.2/10 Wonderful! (55 reviews)

Beautiful salt water infinity pool, the view was fabulous. A great deal, the room and grounds could use some care, peeling paint, weeds, etc. the staff did not know about local weavers on the island. I tried to find them while I was there, but later on the plane found an article!! I would suggest tours of the local area through the front desk.

Reviewed on May 10, 2025

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

The Annual Vacation Sale 

Members save up to 40% on hotels and homes. Plan this year’s big trip and save. 

[Book now](https://expedia.ca/deals?rfrr=PKG_SPRING_PROMO_3000702558)

## Ready to book your vacation to Kalypso?

Choose your dates

## Kalypso Hotel Deals

![Kalypso Cretan Village Resort and Spa](https://images.trvl-media.com/lodging/2000000/1860000/1854000/1853964/ffb10b26_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Kalypso Cretan Village Resort and Spa

Karavos Beach Plakias Agios Vasileios Crete

6.8/10 (155 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

[Get rates](https://expedia.ca/Hotel-Search?startDate=02%2F03%2F2026&endDate=03%2F03%2F2026&selected=1853964&PinnedHotelID=1853964&HadPinnedHotel=true&regionId=3000702558)

[](https://expedia.ca/Hotel-Search?startDate=02%2F03%2F2026&endDate=03%2F03%2F2026&selected=1853964&PinnedHotelID=1853964&HadPinnedHotel=true&regionId=3000702558)

![Menta City Boutique Hotel](https://images.trvl-media.com/lodging/32000000/31080000/31070800/31070774/39798d7b_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Menta City Boutique Hotel

Psichountaki S. 26 Rethymno Crete

Fully refundableReserve now, pay when you stay

CA $72

CA $85 total

Mar 19 - Mar 20

includes taxes & fees

9.8/10 Exceptional! (112 reviews)

Super clean hotel, and the staff was beyond friendly! Especially the guy who helped us at the front desk - super patient and eager to make sure we enjoyed our visit. Would definitely stay again!

Reviewed on Dec 29, 2025

[](https://expedia.ca/Hotel-Search?startDate=19%2F03%2F2026&endDate=20%2F03%2F2026&selected=31070774&PinnedHotelID=31070774&HadPinnedHotel=true&regionId=3000702558)

![Grecotel Creta Palace](https://images.trvl-media.com/lodging/2000000/1110000/1100800/1100705/5d727f9c_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Grecotel Creta Palace

Missiria Rethymno Crete Island

8.8/10 Excellent! (122 reviews)

Incredible staff! They can’t do enough for you and very polite! Hotel is beautiful and well kept! Very large pool and great Beach with amenities

Reviewed on Oct 31, 2025

[Get rates](https://expedia.ca/Hotel-Search?startDate=02%2F03%2F2026&endDate=03%2F03%2F2026&selected=1100705&PinnedHotelID=1100705&HadPinnedHotel=true&regionId=3000702558)

[](https://expedia.ca/Hotel-Search?startDate=02%2F03%2F2026&endDate=03%2F03%2F2026&selected=1100705&PinnedHotelID=1100705&HadPinnedHotel=true&regionId=3000702558)

[See all 3,846 properties in Kalypso](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=17%2F02%2F2026&endDate=18%2F02%2F2026&regionId=3000702558)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

### What to do in Kalypso

![e-Bike Guided Tour to Myli Gorge with Lunch included](https://mediaim.expedia.com/localexpert/4725858/8a462ee8-6863-40c9-9fdd-535f0fbe6a93.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### e-Bike Guided Tour to Myli Gorge with Full Lunch included

CA $113

per adult

[](https://expedia.ca/things-to-do/e-bike-guided-tour-to-myli-gorge-with-full-lunch-included.a4725858.activity-details)

![Crete Horse Riding: Cretan Countryside Ride](https://mediaim.expedia.com/localexpert/50475721/b6a6f1ae-8e6d-4f65-b2ed-7064f680f8d6.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Crete Horse Riding: Cretan Countryside Ride

CA $94

per adult

[](https://expedia.ca/things-to-do/crete-horse-riding-cretan-countryside-ride.a50475721.activity-details)

![ Rethymno Cycling Tour](https://mediaim.expedia.com/localexpert/3483583/5926f2b6-078e-4540-8a2a-f465a00224d0.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Rethymno Guided eBike Tour to Mili Gorge

CA $89

per adult

[](https://expedia.ca/things-to-do/rethymno-guided-ebike-tour-to-mili-gorge.a3483583.activity-details)

[See all activities in Kalypso](https://expedia.ca/things-to-do/search?rid=3000702558)

## Explore a world of travel with Expedia

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

![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg)

## Go further with the Expedia app

Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app