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.
Dimargio Luxury Hotel & Spa

Dimargio Luxury Hotel & Spa

CA $1,516
per person
Nov 11 - Nov 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Heraklion (HER)
9.8/10 Exceptional! (59 reviews)
Beautiful hotel, centrally located and very comfortabky appointed. The rooms had all the amenities one needs. I especially appreciated the clothes steamer in the closet, a variety of outlets on both sides of the bed, confortable bed, The staff were welcoming and helpful and breakfast delicious.

Reviewed on Sep 9, 2026

Creta Blue Boutique Hotel

Creta Blue Boutique Hotel

CA $1,540
per person
Nov 11 - Nov 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Heraklion (HER)
9.4/10 Exceptional! (260 reviews)
A bit outdated. Great breakfast and good location.

Reviewed on Sep 4, 2026

Lagon Life Spirit Design Villas - Adults Only

Lagon Life Spirit Design Villas - Adults Only

CA $1,708
per person
Nov 11 - Nov 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chania (CHQ)
9.8/10 Exceptional! (9 reviews)
The room was very clean & private and the pool and views were great.

Reviewed on Aug 8, 2026

Amirandes, A Resort to Live

Amirandes, A Resort to Live

CA $2,031
per person
Dec 9 - Dec 12
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Heraklion (HER)
9.4/10 Exceptional! (234 reviews)
We had an absolutely wonderful stay at Amirandes Hotel and would highly recommend it. The hotel itself is beautiful, and our bungalow room was lovely. We especially enjoyed being able to walk straight out and look at the sea. The main pool is huge, with plenty of space to relax, and there are lots of activities available throughout the week. We particularly loved the padel, olive oil tasting and pottery making. I also had the signature massage, which was a full-body treatment. I love a massage, and this was probably one of the best I’ve ever had. The poolside team were always so smiley and attentive, regularly bringing us drinks and making us feel very well looked after. The cleaners were equally friendly, and our room was immaculate every day. We ate at the buffet most evenings, but we also visited Blue Monkey. If you are staying on a half-board basis, they offer a €20-per-person credit against the bill, which was a lovely bonus. The food there was delicious. The buffet staff were extremely friendly and attentive, and we especially loved the pancake lady! The morning team were also fantastic, taking our coffee orders as soon as we sat down. Every member of staff helped make our stay so enjoyable. We would highly recommend Amirandes Hotel and would love to return.

Reviewed on Sep 19, 2026

Crete Golf Club Hotel

Crete Golf Club Hotel

CA $2,299
per person
Nov 2 - Nov 7
found 4 hours ago
Roundtrip flight included
Toronto (YTO) to Heraklion (HER)
9.8/10 Exceptional! (56 reviews)
Great all around. The golf course is amazing

Reviewed on Sep 9, 2026

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5* Luxury holidays in Chrissi Island

Price found within the past 48 hours. Click for updated prices.
Dimargio Luxury Hotel & Spa

Dimargio Luxury Hotel & Spa

CA $1,516
per person
Nov 11 - Nov 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Heraklion (HER)
9.8/10 Exceptional! (59 reviews)
Beautiful hotel, centrally located and very comfortabky appointed. The rooms had all the amenities one needs. I especially appreciated the clothes steamer in the closet, a variety of outlets on both sides of the bed, confortable bed, The staff were welcoming and helpful and breakfast delicious.

Reviewed on Sep 9, 2026

Amirandes, A Resort to Live

Amirandes, A Resort to Live

CA $2,031
per person
Dec 9 - Dec 12
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Heraklion (HER)
9.4/10 Exceptional! (234 reviews)
We had an absolutely wonderful stay at Amirandes Hotel and would highly recommend it. The hotel itself is beautiful, and our bungalow room was lovely. We especially enjoyed being able to walk straight out and look at the sea. The main pool is huge, with plenty of space to relax, and there are lots of activities available throughout the week. We particularly loved the padel, olive oil tasting and pottery making. I also had the signature massage, which was a full-body treatment. I love a massage, and this was probably one of the best I’ve ever had. The poolside team were always so smiley and attentive, regularly bringing us drinks and making us feel very well looked after. The cleaners were equally friendly, and our room was immaculate every day. We ate at the buffet most evenings, but we also visited Blue Monkey. If you are staying on a half-board basis, they offer a €20-per-person credit against the bill, which was a lovely bonus. The food there was delicious. The buffet staff were extremely friendly and attentive, and we especially loved the pancake lady! The morning team were also fantastic, taking our coffee orders as soon as we sat down. Every member of staff helped make our stay so enjoyable. We would highly recommend Amirandes Hotel and would love to return.

Reviewed on Sep 19, 2026

Crete Golf Club Hotel

Crete Golf Club Hotel

CA $2,299
per person
Nov 2 - Nov 7
found 4 hours ago
Roundtrip flight included
Toronto (YTO) to Heraklion (HER)
9.8/10 Exceptional! (56 reviews)
Great all around. The golf course is amazing

Reviewed on Sep 9, 2026

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3 Night Luxury holidays in Chrissi Island

Price found within the past 48 hours. Click for updated prices.
Creta Blue Boutique Hotel

Creta Blue Boutique Hotel

CA $1,580
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Heraklion (HER)
9.4/10 Exceptional! (260 reviews)
A bit outdated. Great breakfast and good location.

Reviewed on Sep 4, 2026

Lagon Life Spirit Design Villas - Adults Only

Lagon Life Spirit Design Villas - Adults Only

CA $1,587
per person
Dec 9 - Dec 12
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chania (CHQ)
9.8/10 Exceptional! (9 reviews)
The room was very clean & private and the pool and views were great.

Reviewed on Aug 8, 2026

Amirandes, A Resort to Live

Amirandes, A Resort to Live

CA $2,031
per person
Dec 9 - Dec 12
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Heraklion (HER)
9.4/10 Exceptional! (234 reviews)
We had an absolutely wonderful stay at Amirandes Hotel and would highly recommend it. The hotel itself is beautiful, and our bungalow room was lovely. We especially enjoyed being able to walk straight out and look at the sea. The main pool is huge, with plenty of space to relax, and there are lots of activities available throughout the week. We particularly loved the padel, olive oil tasting and pottery making. I also had the signature massage, which was a full-body treatment. I love a massage, and this was probably one of the best I’ve ever had. The poolside team were always so smiley and attentive, regularly bringing us drinks and making us feel very well looked after. The cleaners were equally friendly, and our room was immaculate every day. We ate at the buffet most evenings, but we also visited Blue Monkey. If you are staying on a half-board basis, they offer a €20-per-person credit against the bill, which was a lovely bonus. The food there was delicious. The buffet staff were extremely friendly and attentive, and we especially loved the pancake lady! The morning team were also fantastic, taking our coffee orders as soon as we sat down. Every member of staff helped make our stay so enjoyable. We would highly recommend Amirandes Hotel and would love to return.

Reviewed on Sep 19, 2026

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4 Night Luxury holidays in Chrissi Island

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

Vespera City Hotel

CA $1,412
per person
Nov 11 - Nov 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Heraklion (HER)
9.2/10 Wonderful! (42 reviews)
Very nice beach centric boutique hotel with extremely helpful staff

Reviewed on Aug 25, 2026

Creta Blue Boutique Hotel

Creta Blue Boutique Hotel

CA $1,540
per person
Nov 11 - Nov 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Heraklion (HER)
9.4/10 Exceptional! (260 reviews)
A bit outdated. Great breakfast and good location.

Reviewed on Sep 4, 2026

Lagon Life Spirit Design Villas - Adults Only

Lagon Life Spirit Design Villas - Adults Only

CA $1,708
per person
Nov 11 - Nov 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chania (CHQ)
9.8/10 Exceptional! (9 reviews)
The room was very clean & private and the pool and views were great.

Reviewed on Aug 8, 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 $1,412, 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.