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.
Rocabella Mykonos Hotel

Rocabella Mykonos Hotel

5 out of 5
Price was CA $4,253, price is now CA $2,515 per person
CA $2,515
per person
Jun 5 - Jun 11
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Mykonos (JMK)
9.4/10 Exceptional! (396 reviews)
The staff at Rocabella was nothing short of amazing. They treated us so spectacular. Service was amazing , food was amazing, anything we needed we received and then some. I truly want to thank the staff for making our stay in Mykonos and at the Rocabella special.

Reviewed on Nov 14, 2025

West East Suites

West East Suites

5 out of 5
Price was CA $6,641, price is now CA $3,355 per person
CA $3,355
per person
Jun 8 - Jun 14
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Thira (JTR)
9.8/10 Exceptional! (183 reviews)
Fantastic stay and I would love to return!

Reviewed on Sep 28, 2025

Art Maisons Oia Castle

Art Maisons Oia Castle

5 out of 5
Price was CA $10,029, price is now CA $5,858 per person
CA $5,858
per person
May 16 - May 22
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Thira (JTR)
9.6/10 Exceptional! (113 reviews)
We were upgraded to a lovely "cave style" 2-bedroom set into the cliffside, with superlative balcony and outdoor jetted tub serviced daily. Staff attention, particularly porters and front desk, was top-notch with regard to tour booking and dining. Travelers should be aware that while villa's have courtyard door outside the room door, pedestrian selfie traffic for the 200+ steps from the bay and donkey traffic as well, pass by outside. The villa for all that was remarkably quiet and sunsets spectacular. Fantastic experience for us, thank you! Would stay again!

Reviewed on Sep 21, 2025

Abyss

Abyss

5 out of 5
Price was CA $6,403, price is now CA $3,910 per person
CA $3,910
per person
Jun 9 - Jun 14
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Thira (JTR)
9.2/10 Wonderful! (7 reviews)
Ocean view was great! Staff was very responsive. If you ever don’t know what to do, just ask them!

Reviewed on Oct 12, 2025

Grand Ambassador Santorini Hotel

Grand Ambassador Santorini Hotel

5 out of 5
Price was CA $4,872, price is now CA $3,061 per person
CA $3,061
per person
Jun 10 - Jun 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Thira (JTR)
9.2/10 Wonderful! (242 reviews)
Excellent staff and great scenery

Reviewed on Oct 1, 2025

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Cyclades Islands Hotel Deals

Ira Hotel & Spa - Adults Only

Ira Hotel & Spa - Adults Only

4 out of 5
Firostefani Santorini Santorini Island
The price is CA $195 per night from Apr 2 to Apr 3
CA $195
per night
Apr 2 - Apr 3
9.4/10 Exceptional! (1,002 reviews)
Nice location, beautiful room and everything is updated

Reviewed on Mar 24, 2026

Ira Hotel & Spa - Adults Only
Argo Boutique Hotel

Argo Boutique Hotel

4 out of 5
Saint George Beach Naxos
Fully refundableReserve now, pay when you stay
The price is CA $81 per night from Mar 26 to Mar 27
CA $81
per night
Mar 26 - Mar 27
9/10 Wonderful! (456 reviews)
Searching for the hotel was very difficult. It's located between other hotels and homes. It's next to another hotel which becomes confusing when following the directions the GPS gives you and if you ask people, they don't know where the hotel is. Once we found the hotel the staff and stay were amazing! ...

Reviewed on Dec 21, 2025

Argo Boutique Hotel
Hotel Alkyon

Hotel Alkyon

4 out of 5
Dexamenes Mykonos Mykonos Island
9.4/10 Exceptional! (732 reviews)
The staff was so friendly here! Hotel was very clean, rooms had everything you needed and were very clean and spacious. The views from the hotel are 10/10. Hotel is about a 10 minute walk from Little Venice.

Reviewed on Oct 11, 2025

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Hotel Alkyon
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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.
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Discover the most popular places to visit in Cyclades Islands

Aerial drone bird's eye view photo of busy new port of Mykonos island, Cyclades, Greece

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
Panoramic view of Naoussa village, Paros

Port of Parikia

Explore the waterfront in Parikia with a trip to Port of Parikia. Wander the beautiful beaches and waterfront in this quaint area.

Port of Parikia
Wide aerial panorama of the town of Mykonos island, Greece, with the little venice district, the famous windmills and the old port

Mykonos Old Port

Explore the waterfront in Mykonos Town with a trip to Mykonos Old Port. Stroll along the area's waterfront or simply enjoy its restaurants.

Mykonos Old Port

Frequently asked questions

Can I cancel my flight booking to Cyclades Islands due to COVID-19?
Many airlines now offer more flexibility due to COVID-19. Our convenient Customer Service Portal will help answer most questions about which policies apply to your Cyclades Islands flight. It's also worth scanning over the terms and conditions of your preferred carrier — preferably before booking!
What's the best way to find cheap flights to Cyclades Islands that have flexible change policies?
At Expedia, we've been channeling our inner yogi to deliver you the most flexible airfares in town. Just tick the "No change fee" box directly below the filter subheading "Flexible change policies" to find your dream flight to Cyclades Islands.
What are some of the general tips for travelers to Cyclades Islands during the COVID-19 outbreak?
COVID-19 may have changed how we travel, but it hasn't curbed our eagerness for exploring. Here are some tips on how to cope with travel's new challenges:
  • Before you lock in a flight, check if any travel restrictions apply — in both your destination and origin. Get the latest updates by reviewing government websites.
  • When you go through airport checkpoints, keep your face mask on. You will be required to lower it briefly for ID purposes. Passengers who refuse to wear a mask may face civil penalties and may also be denied boarding.
  • Avoid handing your boarding pass directly to a TSA employee. Instead, you should position the pass on the reader and then hold it up to allow the agent to visually inspect it.
  • You are now permitted to take one container of hand sanitizer up to 12 oz (350 ml) in your carry-on luggage. This will need to be removed for screening.
  • Remove items from your pocket, such as your phone, keys and wallet, and put them in your carry-on instead of the bins. This will reduce handling during screening.
  • Separate any food you're carrying for X-ray scanning. Food items often set off the alarm. Placing them in a clear plastic bag and into a bin reduces the need for a TSA employee to touch and inspect your belongings.

Which airlines fly to Cyclades Islands?
Olympic Air is a major air carrier servicing Cyclades Islands. Search for airfares to Mykonos Island National Airport (JMK) and you'll have 217 Olympic Air flights every month to pick from.
How can I find cheap tickets to Cyclades Islands?
A useful strategy for nabbing cheap fares is to be flexible with your travel dates. Start by searching for your flight to Cyclades Islands, then click on the "flexible dates" link to see prices for nearby days. Want another good tip? Book well in advance. To give you an idea of costs, was the lowest price for a flight to Cyclades Islands in the last seven days.
How much is a flight to Cyclades Islands?
In the last seven days, round-trip tickets to Cyclades Islands sold for as low as and reached a maximum cost of . For one-way fares taking off from (), the cheapest seat during this same period was only .
What are the most popular airports to fly into in Cyclades Islands?
Fly into Mykonos Island National Airport (JMK) and enjoy all that Cyclades Islands has to offer. As the region's primary entry point, around 1562 flights land here each month.
When is the cheapest time to fly to Cyclades Islands?
Jetting off on a Tuesday, followed by a Monday, is usually the best way to score the cheapest fare. Steer clear of weekends if you can, because Saturday is typically the costliest day. Spend the dollars you saved having an awesome time in Cyclades Islands instead!
How much is a plane ticket to Cyclades Islands?
In the last seven days, flights to Cyclades Islands varied from to .
Which airlines with flights to Cyclades Islands employ COVID-19 cleanliness policies?
In an effort to lessen the contact between passengers and flight crew during the COVID-19 outbreak, the majority of airlines have taken physical distancing and other strategies to the skies. A good example of these are:
  • Olympic Air - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Sky Express - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Aegean Airlines - this airline is known for cleaning with disinfectant and providing passenger masks.

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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.