Sissi Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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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, Balos and Milatos Cave. 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.
Domus Renier Boutique Hotel, Member of Domus Elegance Collection

Domus Renier Boutique Hotel, Member of Domus Elegance Collection

4 out of 5
Old Town Chania
Price was CA $2,185, price is now CA $1,757 per person
CA $1,757
per person
Jan 10 - Jan 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chania (CHQ)
10/10 Exceptional! (249 reviews)

Lagon Life Spirit Design Villas - Adults Only

Lagon Life Spirit Design Villas - Adults Only

4 out of 5
Price was CA $2,796, price is now CA $1,914 per person
CA $1,914
per person
Jan 10 - Jan 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chania (CHQ)
9.8/10 Exceptional! (15 reviews)
From the moment we arrived, the staff was amazing and very helpful. The property is new, very clean, quiet, and everything you need for a very relaxing vacation. We are looking forward to staying at the Villa again soon. We couldn't have asked for a more warm welcome and great hospitality.

Reviewed on Oct 28, 2026

Galini Palace Resort Hotel - All Inclusive

Galini Palace Resort Hotel - All Inclusive

5 out of 5
Save 100% on your flight
Price was CA $416,239, price is now CA $318,034 per person
CA $318,034
per person
Jan 10 - Jan 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chania (CHQ)
8/10 Very good! (109 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

Amirandes, A Resort to Live

Amirandes, A Resort to Live

5 out of 5
Price was CA $3,696, price is now CA $2,960 per person
CA $2,960
per person
Dec 15 - Dec 20
found 8 hours ago
Roundtrip flight included
Toronto (YYZ) to Heraklion (HER)
9.4/10 Exceptional! (240 reviews)

Sun and Sea Plus Resort Hotel

Sun and Sea Plus Resort Hotel

4 out of 5
Price was CA $2,273, price is now CA $1,961 per person
CA $1,961
per person
Jan 10 - Jan 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chania (CHQ)
9.4/10 Exceptional! (74 reviews)

Ready to book your vacation to Sissi?

 

Choose your dates

Sissi Hotel Deals

Enorme Santanna Island - Premium All Inclusive

Enorme Santanna Island - Premium All Inclusive

5 out of 5
Sissi Lasithiou Agios Nikolaos Crete
The price is CA $259 per night from Oct 31 to Nov 1
CA $259
CA $317 total
Oct 31 - Nov 1
includes taxes & fees
Enorme Santanna Island - Premium All Inclusive
Castello Boutique Resort & Spa - Adults Only

Castello Boutique Resort & Spa - Adults Only

5 out of 5
Sissi Agios Nikolaos Crete Island
The price is CA $123 per night from Nov 1 to Nov 2
CA $123
CA $146 total
Nov 1 - Nov 2
includes taxes & fees
9/10 Wonderful! (97 reviews)
"Great location near the centre of Sisi, yet nice and quiet. Helpful friendly staff and well maintained hotel"

Reviewed on Sep 30, 2026

Castello Boutique Resort & Spa - Adults Only
Enorme Infinity Elounda - Adults Only

Enorme Infinity Elounda - Adults Only

5 out of 5
Elounda Agios Nikolaos Crete
The price is CA $216 per night from Oct 31 to Nov 1
CA $216
CA $269 total
Oct 31 - Nov 1
includes taxes & fees
Enorme Infinity Elounda - Adults Only
See all 3,249 properties in Sissi
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Stay near popular Sissi attractions

Sissi Mini Golf

6.0/10 (7 reviews)
You can take time to visit Sissi Mini Golf during your travels to Sissi. Wander the beautiful beaches and seaside in this quaint area.
See properties

What to do in Sissi

Agios Nikolaos: Sailing Trip Catamaran Lunch and Water Toys

Agios Nikolaos: Sailing Trip Catamaran Lunch and Water Toys

CA $188
per adult
Agios Nikolaos: Sailing Trip Catamaran Lunch and Water Toys
Hersonissos: Rent A Boat - No License Required

Hersonissos: Rent A Boat - No License Required

CA $243
per traveller
Hersonissos: Rent A Boat - No License Required
Crete: Voulisma Beach Day Trip

Crete: Voulisma Beach Day Trip

CA $46
per adult
Crete: Voulisma Beach Day Trip
See all activities in Sissi

Frequently asked questions

How much does a Sissi vacation package cost?
You'll find cheap prices from CA $1,757 on Expedia for your Sissi getaway. However, factors like your choice of hotel, the season and length of stay will determine how much your vacation to Sissi costs.
What are the cheapest months to go to Sissi?
Plan your trip for the off-peak season and you're likely to score cheap Sissi vacation packages. Bear in mind that public holidays and major events and festivals can impact prices, so do a little research before you go.
How many days is enough for Sissi?
With a well-organized travel plan, you can easily visit the main Sissi sights in a handful of days. But if you want to discover hidden spots or go on day tours, think about booking your Sissi vacation for longer.
Is it worth booking a vacation package to Sissi?
Sissi has all the ingredients you need for an awesome break — history, views and watersports are just the start. Whether you want to visit attractions like Sissi Mini Golf and Palm Bay Beach, or take the road less travelled, you'll find plenty to experience on your Sissi vacation.
How to find the best Sissi package deals?
Start your search for a Sissi package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select some filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect Sissi package deal straight away, simply tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Sissi adventure underway.
Is it cheaper to book a Sissi vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll generally snag a better deal than booking each component individually. And you'll still enjoy the flexibility to create a personalized Sissi vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Sissi?
Land fantastic discounts by booking your flights ahead of time with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for an impromptu Sissi escape.
How to plan a trip to Sissi?

  1. Choose when to go: Check your schedule and get packing. Your favourite time of year and the activities available will also help you decide when to visit Sissi.
  2. Plan your budget wisely: On top of the price of your hotel, you'll need to factor in other expenses. These include flights, food and transportation. Also, put aside some extra funds for unexpected expenses that may come up during your trip to Sissi.
  3. Decide how many days away: Start by compiling a list of the attractions you want to experience in Sissi. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a tailored Sissi vacation package.

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.