Chrissi Island Luxury Vacations

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Flight and Luxury hotel deals in Chrissi Island

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

Infinity City Boutique Hotel

CA $1,648
per person
Nov 27 - Dec 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Heraklion (HER)
8.8/10 Excellent! (355 reviews)
Excellent hotel within walking distance of the port for our short stop over in Heraklion . Staff very helpful and allowed us to have early breakfast before our ferry .

Reviewed on Sep 6, 2026

Lagon Life Spirit Design Villas - Adults Only

Lagon Life Spirit Design Villas - Adults Only

CA $2,542
per person
Dec 28 - Jan 2
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to Chania (CHQ)
9.8/10 Exceptional! (10 reviews)
Amirandes, A Resort to Live

Amirandes, A Resort to Live

CA $2,738
per person
Dec 4 - Dec 9
found 1 day ago
Roundtrip flight included
Vancouver (YVR) 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

Dimargio Luxury Hotel & Spa

Dimargio Luxury Hotel & Spa

CA $1,839
per person
Nov 27 - Dec 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Heraklion (HER)
9.8/10 Exceptional! (59 reviews)
A small, first class and very well presented hotel centrally located in a quiet street. Beautifully maintained to a very high standard throughout. My bedroom was a decent size with a balcony. Good quality linen. The bathroom was also a very decent size equipped with up market toiletries and with a roomy walk-in shower. Light and airy dining room. External dining also possible in a delightful and interesting courtyard. Excellent breakfast well presented and with a wide choice of options. Friendly and helpful staff who maintained the high quality standards of the hotel and were a pleasure to deal with. I have no hesitation in recommending this excellent hotel.

Reviewed on Oct 10, 2026

Domus Renier Boutique Hotel, Member of Domus Elegance Collection

Domus Renier Boutique Hotel, Member of Domus Elegance Collection

Old Town Chania
CA $2,530
per person
Dec 28 - Jan 2
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to Chania (CHQ)
10/10 Exceptional! (244 reviews)
This place is special, now I know why Mick Jagger stays here, the amenities, the staff, the location at the harbor, this is truly a 5 star resort, the food is outstanding, start your day off with an incredible breakfast at the hotel, the restaurant Zepos which is owned and managed by Litsa who is an amazing lovely woman, you will feel at home and with family, the menu is extensive and the food is all 5 star, extremely accommodating and everyone is fantastic which adds to making your stay memorable, we travelled all around Greece and this was our last stop and we did save the best for last, luxury at it’s finest.

Reviewed on Oct 8, 2026

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5* Luxury holidays in Chrissi Island

Price found within the past 48 hours. Click for updated prices.
Manili Boutique Suites & Villas, an SLH Hotel

Manili Boutique Suites & Villas, an SLH Hotel

CA $1,739
per person
Nov 27 - Dec 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Heraklion (HER)
9.6/10 Exceptional! (37 reviews)
Amirandes, A Resort to Live

Amirandes, A Resort to Live

CA $2,738
per person
Dec 4 - Dec 9
found 1 day ago
Roundtrip flight included
Vancouver (YVR) 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

Dimargio Luxury Hotel & Spa

Dimargio Luxury Hotel & Spa

CA $1,839
per person
Nov 27 - Dec 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Heraklion (HER)
9.8/10 Exceptional! (59 reviews)
A small, first class and very well presented hotel centrally located in a quiet street. Beautifully maintained to a very high standard throughout. My bedroom was a decent size with a balcony. Good quality linen. The bathroom was also a very decent size equipped with up market toiletries and with a roomy walk-in shower. Light and airy dining room. External dining also possible in a delightful and interesting courtyard. Excellent breakfast well presented and with a wide choice of options. Friendly and helpful staff who maintained the high quality standards of the hotel and were a pleasure to deal with. I have no hesitation in recommending this excellent hotel.

Reviewed on Oct 10, 2026

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3 Night Luxury holidays in Chrissi Island

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

Infinity City Boutique Hotel

CA $2,055
per person
Dec 28 - Dec 31
found 6 hours ago
Roundtrip flight included
Toronto (YYZ) to Heraklion (HER)
8.8/10 Excellent! (355 reviews)
Excellent hotel within walking distance of the port for our short stop over in Heraklion . Staff very helpful and allowed us to have early breakfast before our ferry .

Reviewed on Sep 6, 2026

Amirandes, A Resort to Live

Amirandes, A Resort to Live

CA $2,704
per person
Dec 28 - Dec 31
found 6 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

Dimargio Luxury Hotel & Spa

Dimargio Luxury Hotel & Spa

CA $2,060
per person
Dec 28 - Dec 31
found 6 hours ago
Roundtrip flight included
Toronto (YYZ) to Heraklion (HER)
9.8/10 Exceptional! (59 reviews)
A small, first class and very well presented hotel centrally located in a quiet street. Beautifully maintained to a very high standard throughout. My bedroom was a decent size with a balcony. Good quality linen. The bathroom was also a very decent size equipped with up market toiletries and with a roomy walk-in shower. Light and airy dining room. External dining also possible in a delightful and interesting courtyard. Excellent breakfast well presented and with a wide choice of options. Friendly and helpful staff who maintained the high quality standards of the hotel and were a pleasure to deal with. I have no hesitation in recommending this excellent hotel.

Reviewed on Oct 10, 2026

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Plan the perfect luxury Chrissi Island vacation with Expedia

What are some benefits when booking luxury Chrissi Island vacations?

When you book a luxury Chrissi Island vacation, you get to enjoy some of the best amenities and special features available. Luxury vacation options often feature spa facilities right in your accommodation, along with room service and an on-site restaurant. The quality of the bedding and even the water pressure tends to be better, so it's the perfect solution for travellers looking to put their feet up and relax.

How can I find all-inclusive luxury vacations in Chrissi Island?

If you're looking for something luxurious in Chrissi Island, all you have to do is take advantage of our search filters. You can implement a filter to only show 5-star accommodations as well as some amenities you may be interested in, like spa facilities and hot tubs. When you opt for an all-inclusive package, you can enjoy luxury alongside a potential discount for booking your accommodation and flight together.

Can I book a cheap luxury vacation?

While luxury vacations tend to be on the more costly end of the spectrum, ranging from CA $1,648, there are a few methods you can try to lower the price as much as possible. When booking a flight and accommodation together, you can enjoy savings of up to 15. After implementing filters for luxury features, you can also sort by price to list the cheapest luxury packages first.

Are there luxury spa vacations?

Yes, luxury spa vacations are available and quite popular in Chrissi Island. When you book one of these experiences, it's easier than ever to relax, unwind and recharge in between excursions. Either way, you can easily find spa vacations by implementing the spa filter in your search.

What should I look for in a luxury family vacation in Chrissi Island?

When booking something for the whole family, it's important to consider exactly what kind of experience your family will want.Luxury packages make it easy to keep everyone happy with creature comforts. Kids especially enjoy features like pools, a delicious breakfast and plenty of space. Suites tend to offer your family members a bit more privacy and comfort compared to simple rooms throughout Chrissi Island.

Can I book last-minute luxury vacations?

Yes, last-minute bookings are often available in Chrissi Island. All you have to do is enter your travel dates to see what's available. Sometimes, you'll even find additional discounts for booking last-minute, as accommodations are desperate to fill their last remaining spaces.

What can help me find the best luxury vacation deals in Chrissi Island?

You can use a few strategies to find the best deals on luxury vacation packages. Consider travelling during the off-season to take advantage of the typically lower overall prices. Additionally, staying in the less popular parts of Chrissi Island or travelling to more obscure destinations altogether can often lead to lower prices.

Can I book a luxury vacation that is fully refundable?

Yes, fully refundable reservations are sometimes available on luxury vacation packages in Chrissi Island. You can implement a filter for it specifically or check out the policy section on any one of your search results. It should clearly state what's necessary to qualify for a fully refundable booking.

Why should I book my luxury vacation with Expedia?

When you book with Expedia, you can enjoy a one-stop shop for all your travel planning needs. We offer accommodations as well as flights, and you may even be able to enjoy discounts by booking them together. Of course, Expedia Rewards members will find even more discounts and earn points that can be put toward discounts on future bookings.

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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.