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.
Cape Sounio, A Grecotel Resort to Live

Cape Sounio, A Grecotel Resort to Live

5 out of 5
Sounio
Price was CA $4,239, price is now CA $2,760 per person
CA $2,760
per person
Apr 6 - Apr 12
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Athens (ATH)
9.2/10 Wonderful! (444 reviews)
The location is absolutely beautiful, the food delicious and the staff were amazing and helpful. They even packed us takeaway breakfasts when we had early morning excursions. Not to mention the stunning beach and the wonderful view of the Temple of Poseidon. We visited at the end of the September and the water was still so warm. Such a hidden gem. We didn't want to leave.

Reviewed on Nov 24, 2025

91 Athens Riviera, The Resort

91 Athens Riviera, The Resort

5 out of 5
Price was CA $6,303, price is now CA $3,944 per person
CA $3,944
per person
May 5 - May 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Athens (ATH)
9.6/10 Exceptional! (35 reviews)
The staff were outstanding. Warm and friendly and nothing was too much trouble. Room was clean and cosy and food excellent.

Reviewed on Nov 20, 2025

Phōs The Boutique Luxury Hotel & Villas

Phōs The Boutique Luxury Hotel & Villas

5 out of 5
Price was CA $5,127, price is now CA $3,266 per person
CA $3,266
per person
Apr 10 - Apr 16
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Thira (JTR)
9.6/10 Exceptional! (39 reviews)
The staff was incredible, the rooms were phenomenal, the breakfast served into your room was extraordinary. I’ve been to a lot of nice hotels and this is the first that served it daily to the room! Everything was above and beyond here!

Reviewed on Sep 9, 2025

The Pinnacle Athens

The Pinnacle Athens

5 out of 5
Athens City Centre
Price was CA $4,812, price is now CA $3,193 per person
CA $3,193
per person
Apr 20 - Apr 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Athens (ATH)
9.6/10 Exceptional! (1,185 reviews)
Spotless. Friendly and helpful staff. Was very comfortable for five days.

Reviewed on Jan 24, 2026

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Cyclades Islands Hotel Deals

Super Paradise Hotel

Super Paradise Hotel

Super Paradise Beach Mykonos Mykonos Island
9.4/10 Exceptional! (446 reviews)
This is a beautiful hotel with an amazing view over the ocean, the pool is out of this world, the beach is steps away. Very friendly, welcoming and helpful staff. Rooms have its’ own sitting and lounging area outside, very nice bathroom. The only downfall for me was the thumping music that was playing ...

Reviewed on Oct 10, 2025

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Super Paradise Hotel
Rocabella Santorini Hotel & SPA

Rocabella Santorini Hotel & SPA

4 out of 5
Imerovigli Santorini Cyclades
Fully refundableReserve now, pay when you stay
The price is CA $92 per night from Feb 16 to Feb 17
CA $92
CA $109 total
Feb 16 - Feb 17
includes taxes & fees
9.2/10 Wonderful! (637 reviews)
Balcony offered a nice view :)

Reviewed on Jan 15, 2026

Rocabella Santorini Hotel & SPA
Hill Suites

Hill Suites

Fira Santorini Santorini Island
The price is CA $127 per night from Feb 27 to Feb 28
CA $127
CA $145 total
Feb 27 - Feb 28
includes taxes & fees
9.6/10 Exceptional! (327 reviews)
Loved my stay!

Reviewed on Feb 6, 2026

Hill Suites
See all 14,215 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

Paradise Beach

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
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

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.