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.
Elite City Resort

Elite City Resort

4 out of 5
Price was CA $4,289, price is now CA $2,374 per person
CA $2,374
per person
Aug 1 - Aug 7
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Athens (ATH)
8.6/10 Excellent! (214 reviews)
Traveled solo ad felt safe at hotel and surrounding area Friendly professional Staff Clean facilities Several dining options surrounding hotel Large Pool with friendly pool staff- Restaurant at the pool to order food and drinks Breakfast had several options Would definitely stay at this hotel again! Highly recommend!

Reviewed on Sep 29, 2025

Aria Suites

Aria Suites

4 out of 5
Price was CA $5,201, price is now CA $2,696 per person
CA $2,696
per person
Aug 10 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Thira (JTR)
10/10 Exceptional! (305 reviews)
We had the Rigoletto suite and it was spectacular! The views were simply amazing and the room was large and well-appointed. Two balconies,, comfortable bed and great views from every window. But what makes Aria Suites extra special is the staff- the customer service and hospitality was exceptional. Luca was so genuinely kind and helpful as was everyone with whom we interacted. The breakfast was so wonderful (it had so many choices, it basically became breakfast and lunch since we couldn’t eat it all in one sitting). Highly recommend this wonderful place!

Reviewed on May 26, 2026

Mykonos Riviera Hotel & Spa a member of Small Luxury Hotels of the World

Mykonos Riviera Hotel & Spa a member of Small Luxury Hotels of the World

5 out of 5
Price was CA $7,490, price is now CA $4,281 per person
CA $4,281
per person
Aug 25 - Aug 31
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Mykonos (JMK)
9.8/10 Exceptional! (115 reviews)
Breakfast was great. Service was very good? Friendly and helpful staff. The personalized check in was wonderful. Free shuttle to the beach and old town was very good. Room was lovely. Overall had a great stay.

Reviewed on Jun 14, 2026

Kalisti Hotel & Suites

Kalisti Hotel & Suites

4 out of 5
Price was CA $4,656, price is now CA $2,757 per person
CA $2,757
per person
Aug 1 - Aug 7
found 15 hours ago
Roundtrip flight included
Toronto (YTO) to Thira (JTR)
8.6/10 Excellent! (275 reviews)
Joulia and Basilikh and manager were amazing. I would definitely visit again. See you girls soon

Reviewed on Apr 21, 2026

Aelia Luxury Suites Thalassa

Aelia Luxury Suites Thalassa

5 out of 5
Price was CA $4,366, price is now CA $2,595 per person
CA $2,595
per person
Sep 5 - Sep 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Thira (JTR)
10/10 Exceptional! (1 review)

Where to stay in Cyclades Islands

Find the best Cyclades Islands areas and neighborhoods for the activities you enjoy most. Learn more about Cyclades Islands
Adamantas Adamas harbor town of Milos island, Greece

Adamas

Adamas is known for its waterfront views, and you can plan a trip to Adamas Port and Papikinou Beach while you're in town.

Find hotels in Adamas

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Cyclades Islands Hotel Deals

Cresanto Luxury Suites

Cresanto Luxury Suites

5 out of 5
Imerovigli Santorini
The price is CA $350 per night from Jul 9 to Jul 10
CA $350
CA $422 total
Jul 9 - Jul 10
includes taxes & fees
9.6/10 Exceptional! (343 reviews)
"The property is stunning, lots of pool options. The staff were incredible and treated us amazing. Lots of great restaurants within walking distance, a little bit uphill to get there."

Reviewed on Jun 24, 2026

Cresanto Luxury Suites
Volcano View Hotel Santorini

Volcano View Hotel Santorini

5 out of 5
Fira Santorini Santorini Island
The price is CA $302 per night from Jun 28 to Jun 29
CA $302
CA $367 total
Jun 28 - Jun 29
includes taxes & fees
9.4/10 Exceptional! (1,000 reviews)
"Everything is perfect here. The views are amazing! The staff are very friendly and helpful. Beautiful rooms and the buffet breakfast was great"

Reviewed on Jun 23, 2026

Volcano View Hotel Santorini
CAVO TAGOO MYKONOS

CAVO TAGOO MYKONOS

5 out of 5
TAGOO MYKONOS Mykonos
The price is CA $2,238 per night from Jul 8 to Jul 9
CA $2,238
CA $2,572 total
Jul 8 - Jul 9
includes taxes & fees
9.4/10 Exceptional! (48 reviews)
"Beyond extraordinary! Wow."

Reviewed on Jun 23, 2026

CAVO TAGOO MYKONOS
See all 14,966 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.
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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
A coastal town with a beach, clear blue waters, and pink flowers.

Paradise Beach

Nothing says vacation like spending a lazy day at Paradise Beach, a popular beach in Paradise. You can enjoy the bars while in the area.

Paradise Beach
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

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.