Title: Sissi Vacation Packages & Trips 2026 from CA $1,474 | Expedia.ca

[Hotels in Sissi](https://expedia.ca/Sissi-Hotels.d6127916.Travel-Guide-Hotels)[Vacation Rentals in Sissi](https://expedia.ca/Sissi-Vacation-Rentals.d6127916.Travel-Guide-VacationRentals)[Flights to Sissi](https://expedia.ca/Cheap-Flights-To-Sissi.d6127916.Travel-Guide-Flights)[Sissi Car Rentals](https://expedia.ca/Car-Rentals-In-Sissi.d6127916.Car-Rental-Guide)

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# Sissi 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\*
- ###  
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With over 300,000 hotels worldwide, it's easy to create a perfect package
- ###  
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#### Your Sissi Vacation

When you book a Sissi vacation package, you can kick back and enjoy your adventure to the fullest. Delve into the best things about this exciting city knowing that all the travel planning has been taken care of in advance. You'll want to do some exploring during your trip to Sissi. Carve out some time for leading attractions such as [Malia Ruins](https://www.expedia.ca/Malia-Ruins-Crete.d553248621532502126.Vacation-Attraction), [Balos](https://www.expedia.ca/Balos-Agios-Nikolaos.d553248635997385326.Vacation-Attraction) and [Milatos Cave](https://www.expedia.ca/Milatos-Cave-Crete.d553248635928403548.Vacation-Attraction). Whoever you're escaping with and whatever your budget, your dream Sissi vacation is just clicks away with Expedia.

## Top Sissi Vacation Deals

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

![Dimargio Luxury Hotel & Spa](https://images.trvl-media.com/lodging/92000000/91370000/91365800/91365739/50f09aa2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Dimargio Luxury Hotel & Spa

CA $1,474

per person

Mar 31 - Apr 4

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Heraklion (HER)

9.6/10 Exceptional! (42 reviews)

Great area and stay.

Reviewed on Oct 29, 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 $1,657

per person

Mar 31 - Apr 4

found 1 day ago

Roundtrip 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 $1,769

per person

Mar 11 - Mar 17

found 21 hours ago

Roundtrip flight included

Montreal (YUL) 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

![Castello Infinity Suites - Adults Only](https://images.trvl-media.com/lodging/64000000/63070000/63061800/63061738/be9a3032_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Castello Infinity Suites - Adults Only

CA $1,806

per person

Mar 31 - Apr 4

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Heraklion (HER)

9.2/10 Wonderful! (44 reviews)

Super place, great staff

Reviewed on May 23, 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 $1,934

per person

Apr 6 - Apr 11

found 1 day ago

Roundtrip 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

## Ready to book your vacation to Sissi?

Choose your dates

## Sissi Hotel Deals

![Enorme Santanna Island](https://images.trvl-media.com/lodging/101000000/100620000/100617000/100616969/7f773cf2_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Enorme Santanna Island

Sissi Lasithiou Agios Nikolaos Crete

8.4/10 Very Good! (26 reviews)

Lovely modern hotel offering plenty of areas to relax with fantastic food. The staff were all great (except maybe the reception team!)

Reviewed on Aug 16, 2025

[Get rates](https://expedia.ca/Hotel-Search?startDate=29%2F01%2F2026&endDate=30%2F01%2F2026&selected=100616969&PinnedHotelID=100616969&HadPinnedHotel=true&regionId=6127916)

[](https://expedia.ca/Hotel-Search?startDate=29%2F01%2F2026&endDate=30%2F01%2F2026&selected=100616969&PinnedHotelID=100616969&HadPinnedHotel=true&regionId=6127916)

![Castello Boutique Suites by the sea - Adults Only](https://images.trvl-media.com/lodging/112000000/111120000/111117400/111117326/b3bc1022_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Castello Boutique Suites by the sea - Adults Only

I. Papatheodorou Agios Nikolaos Lasithiou

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 ...

Reviewed on Aug 23, 2025

[Get rates](https://expedia.ca/Hotel-Search?startDate=29%2F01%2F2026&endDate=30%2F01%2F2026&selected=111117326&PinnedHotelID=111117326&HadPinnedHotel=true&regionId=6127916)

[](https://expedia.ca/Hotel-Search?startDate=29%2F01%2F2026&endDate=30%2F01%2F2026&selected=111117326&PinnedHotelID=111117326&HadPinnedHotel=true&regionId=6127916)

![Creta Maris Resort - All Inclusive](https://images.trvl-media.com/lodging/1000000/550000/541900/541819/04d3f8f1_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Creta Maris Resort - All Inclusive

Hersonissou Hersonissos Crete Island

9.2/10 Wonderful! (891 reviews)

Great facilities and great weather

Reviewed on Nov 5, 2025

[Get rates](https://expedia.ca/Hotel-Search?startDate=29%2F01%2F2026&endDate=30%2F01%2F2026&selected=541819&PinnedHotelID=541819&HadPinnedHotel=true&regionId=6127916)

[](https://expedia.ca/Hotel-Search?startDate=29%2F01%2F2026&endDate=30%2F01%2F2026&selected=541819&PinnedHotelID=541819&HadPinnedHotel=true&regionId=6127916)

[See all 3,092 properties in Sissi](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=16%2F01%2F2026&endDate=17%2F01%2F2026&regionId=6127916)

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)

### Discover the most popular places to visit in Sissi

#### Istro Beach

Why not spend a carefree afternoon at Istro Beach during your travels in Agios Nikolaos? Wander the sandy beaches in this romantic area. 

[](https://expedia.ca/Istro-Beach-Agios-Nikolaos.d6322294.Vacation-Attraction)

### What to do in Sissi

![Sailing Trips with Cretan Sailing](https://mediaim.expedia.com/localexpert/2689152/0949716c-2b6b-4d85-864f-053dba8c62f2.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Sailing Trips with Cretan Sailing

CA $72

per adult

[](https://expedia.ca/things-to-do/sailing-trips-with-cretan-sailing.a2689152.activity-details)

![Horse Riding & Cretan Traditional Lunch](https://mediaim.expedia.com/localexpert/2000994/a88fec48-0182-4cd3-8255-ad8f97498997.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Horse Riding & Cretan Traditional Lunch

CA $129

per adult

**100%** of travellers recommend

[](https://expedia.ca/things-to-do/horse-riding-cretan-traditional-lunch.a2000994.activity-details)

![ Historical Crete: Self-Guided Drive from Malia to Agios Nikolaos](https://mediaim.expedia.com/localexpert/48967371/57655421-db2b-4664-968a-c7392bb525be.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Historical Crete: Self-Guided Drive from Malia to Agios Nikolaos

CA $20

per traveller

[](https://expedia.ca/things-to-do/historical-crete-self-guided-drive-from-malia-to-agios-nikolaos.a48967371.activity-details)

[See all activities in Sissi](https://expedia.ca/things-to-do/search?rid=6127916)

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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.

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