Cyclades Islands Vacation Packages

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Your Cyclades Islands Vacation

Make organizing your next great adventure easy with a Cyclades Islands vacation package. If it's culture, gift and craft shops and views you're searching for, you won't be disappointed. Start your trip to Cyclades Islands with some time in Oia visiting popular sights like Kamari Beach and Santorini Caldera. Platis Gialos is another top city that lures crowds from near and far. Ornos Beach and Paradise Beach are two of the top places to see in this destination. Start packing your suitcase, because your Cyclades Islands vacation is just clicks away with Expedia.

Top Cyclades Islands Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Saint John Hotel Villas & Spa

Saint John Hotel Villas & Spa

5 out of 5
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Mykonos (JMK)
9/10 Wonderful! (537 reviews)
Wish the service at breakfast was bet

Reviewed on Jul. 28, 2025

Rocabella Santorini Hotel & SPA

Rocabella Santorini Hotel & SPA

4 out of 5
per person
Aug 31 - Sep 6
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Thira (JTR)
9.4/10 Exceptional! (619 reviews)
The property is beautiful but the terracotta/ orange sand that blew in from the desert was all over the floor in our room. Our luggage being wheeled in, also carried the orange sand into our room, so our socks and feet turned orange. When I went to use a very white towel, there was a dark “something” folded into it. I thought it was a bug. Thankfully when my husband checked, it turned out to be granola that wasn’t cleaned in their wash.

Reviewed on Jul. 14, 2025

Art Maisons Aspaki Exclusive Suites

Art Maisons Aspaki Exclusive Suites

5 out of 5
per person
Aug 31 - Sep 5
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Thira (JTR)
9.8/10 Exceptional! (103 reviews)
Amazing boutique hotel nestled near the famous blue domes. Beautiful design. Amazing staff and incredible views.

Reviewed on Jul. 25, 2025

Virtu Suites

Virtu Suites

3 out of 5
per person
Sep 25 - Sep 29
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Naxos (JNX)
9.6/10 Exceptional! (27 reviews)
We stayed in one of the beautiful villa suites and had the most amazing experience! The room and private pool were stunning. The entire hotel was gorgeous and the access to the private beach/loungers was key to having an amazing relaxing time. The breakfast was incredibly gourmet and delicious. However, the best part of our stay was the staff. Everyone was so incredibly friendly, helpful, and genuinely seemed to enjoy working/helping us out. We would happily stay here again!

Reviewed on Jul. 15, 2025

Santo Mangata Boutique Hotel - Adults only

Santo Mangata Boutique Hotel - Adults only

5 out of 5
per person
Sep 6 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Thira (JTR)
10/10 Exceptional! (28 reviews)
All I can say is wow! The hotel was beautiful, the staff was super friendly, & the drinks & food were amazing. My boyfriend and I absolutely loved our room, hanging by the pool, and going to the beach lounge that the hotel partners with. We will definitely be returning & can’t imagine staying anywhere else!

Reviewed on Jul. 16, 2025

Ready to book your vacation to Cyclades Islands?

 

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Cyclades Islands Hotel Deals

Santorini Palace

Santorini Palace

4 out of 5
Fira town, Santorini, Santorini Island
The price is CA $203 per night from Aug 4 to Aug 5
CA $203
CA $246 total
Aug 4 - Aug 5
includes taxes & fees
8.8/10 Excellent! (722 reviews)
"What an incredible spot! The service and staff were top-notch. Loved the rooms—and the location couldn’t be better. Just a 30-second walk up the hill and you’re treated to a stunning view of the blue dome and three bells. The pool area was a total vibe perfect for relaxing before a day of exploring. ..."

Reviewed on Jul. 27, 2025

Santorini Palace
Radisson Blu Zaffron Resort, Santorini

Radisson Blu Zaffron Resort, Santorini

5 out of 5
Apollonos & Makedonias str., Kamari, Santorini, Santorini
Fully refundableReserve now, pay when you stay
The price is CA $423 per night from Aug 1 to Aug 2
CA $423
CA $505 total
Aug 1 - Aug 2
includes taxes & fees
9.6/10 Exceptional! (131 reviews)
Amazing in Santorini.
"Amazing place to stay. Excellent service. Private beach. Great food. Wonderful breakfast. Would highly recommend."

Reviewed on Jul. 28, 2025

Radisson Blu Zaffron Resort, Santorini
Costa Grand Resort & Spa

Costa Grand Resort & Spa

5 out of 5
Kamari Beach, Santorini, Santorini Island
Fully refundableReserve now, pay when you stay
The price is CA $290 per night from Aug 31 to Sep 1
CA $290
CA $354 total
Aug 31 - Sep 1
includes taxes & fees
9/10 Wonderful! (347 reviews)
"We had a great overall experience in the costa grand resort. The studio room was great, early morning sunshine experience from the balcony with sea right in front of you, the nice breeze in the evening, walking by the sea, shops and restaurants in Kalmari area which is happening till midnight. Swimming ..."

Reviewed on Jul. 19, 2025

Costa Grand Resort & Spa
See all 14,257 properties in Cyclades Islands
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
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Beach Vacations
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Family Vacations
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Discover the most popular places to visit in Cyclades Islands

Mykonos New Port

Mykonos New Port

Explore the waterfront in Tourlos with a trip to Mykonos New Port. Wander the beautiful beaches and seaside in the area.

Mykonos New Port
Kamari Beach

Kamari Beach

If a restful vacation is part of your travel plans, Kamari Beach might be the perfect place to seek out during your trip to Santorini. Wander the seaside or discover the area's volcano viewpoints.

Kamari Beach
Paradise Beach

Paradise Beach

If a restful vacation is part of your travel plans, Paradise Beach might be the perfect place to seek out during your trip to Paradise. You can enjoy the bars while in the area.

Paradise Beach

Frequently asked questions

How much does a Cyclades Islands vacation package cost?
Chart your own course with our Cyclades Islands vacation packages, which start from only CA $2,263. Pick the flights and hotels that suit your style. Then, add on a few sightseeing tours for an amazing adventure.
How do I get a cheap travel package to Cyclades Islands?
Combine your flights and hotels, add extras such as tours, and save with a Cyclades Islands vacation package. You won't just enjoy big discounts on your escape — you'll have loads of choice within your reach too. When you book through Expedia, you'll have your pick of over 550 airlines and 1,000,000 hotels across the globe. Your dream vacation begins right here, right now!
Where should I stay in Cyclades Islands?
Fira is a terrific city to include in your itinerary. This is where you'll find popular sights such as Museum of Prehistoric Thira and Archaeological Museum of Thera. Mykonos Town also lures many globetrotters eager to explore some of the best attractions in Cyclades Islands. They include Windmills of Mykonos and Church of Panagia Paraportiani.
What are the top hotels in Cyclades Islands?
Have a look at Palladium Hotel and Grand Beach Mykonos. They're top picks for many travelers to Mykonos Town. If Oia is next stop on your itinerary, De Sol Spa Hotel and Caldera Premium Villas - Adults Only are a couple of welcoming options.
How far in advance should I book my Cyclades Islands vacation?
It's difficult to pick the ideal time for airfares, but we generally say the earlier, the better. Most international journeys on Expedia become available up to 12 months in advance. If you can't book ahead, don't stress. Budget prices appear from time to time within a few weeks of departure dates.
What does an Expedia Cyclades Islands travel package include?
Expedia has all you need to lock in Cyclades Islands escape, but what your package looks like is your call. Select from a combination of rental cars, hotels and flights. After some activities or tours to fill in your time? Once you've made your booking, you can add them on too. Whatever your budget or style, there's a deal to meet your needs.
What should I know before booking a Cyclades Islands travel package?
Whether it's relaxation or adventure you're chasing, a Cyclades Islands vacation package lets you plan your escape your way. Plus, you'll get access to great discounts just for combining your hotel with your rental car and flights. The more you bundle, the more you'll save!
Can I choose my airline with a Cyclades Islands Expedia vacation package?
Yes — that's one of the best things about an Expedia package. You can pick and choose your flights, hotels and more. We have more than 550 partner airlines globally, so you have lots of choice when creating your Cyclades Islands getaway.
If I'm not able to travel, can I cancel my Cyclades Islands vacation package?
You can cancel your Cyclades Islands booking if your plans have been upended. Whether you'll incur a fee or not depends on your airline, hotel or car rental company. It may be possible to change or cancel your booking free of charge if you booked in the last 24 hours. Head to our Customer Service Portal for more information.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.