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.
Santo Mangata Boutique Hotel - Adults only

Santo Mangata Boutique Hotel - Adults only

5 out of 5
Save 100% on your flight
per person
Oct 7 - Oct 13
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

Rocabella Santorini Hotel & SPA

Rocabella Santorini Hotel & SPA

4 out of 5
per person
Sep 10 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) 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
Save 100% on your flight
per person
Sep 12 - Sep 17
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Thira (JTR)
9.8/10 Exceptional! (103 reviews)
The staff was excellent and made us feel very welcome! The property was gorgeous and we had the best views for drinks and dinner/meals every day.

Reviewed on Jun. 28, 2025

Tropicana Hotel , Suites & Villas Mykonos

Tropicana Hotel , Suites & Villas Mykonos

4 out of 5
Save 100% on your flight
per person
Aug 25 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Mykonos (JMK)
9.8/10 Exceptional! (540 reviews)
Huge property! Great views! Rooms were just ok! Stay here or old town. Did not disappoint.

Reviewed on Jul. 19, 2025

Saint John Hotel Villas & Spa

Saint John Hotel Villas & Spa

5 out of 5
Save 100% on your flight
per person
Aug 25 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Mykonos (JMK)
9/10 Wonderful! (537 reviews)
Exceptional views and property, far nicer than the pictures. The views are some of the best in Mykonos with the islands of Delos and Rineia in center view right across. Excellent staff, very accommodating and family friendly.

Reviewed on Jul. 18, 2025

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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 $205 per night from Jul 22 to Jul 23
CA $205
CA $249 total
Jul 22 - Jul 23
includes taxes & fees
8.8/10 Excellent! (717 reviews)
"The staff was nice and the hotel is beautiful."

Reviewed on Jul. 16, 2025

Santorini Palace
Desiterra Resort & Spa

Desiterra Resort & Spa

5 out of 5
Fira, Santorini
The price is CA $218 per night from Jul 21 to Jul 22
CA $218
CA $271 total
Jul 21 - Jul 22
includes taxes & fees
9.6/10 Exceptional! (170 reviews)
"Very hospitable and accommodating staff . Very nice views from the villas and privacy in the villas."

Reviewed on Jul. 8, 2025

Desiterra Resort & Spa
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 $457 per night from Jul 31 to Aug 1
CA $457
CA $543 total
Jul 31 - Aug 1
includes taxes & fees
9.6/10 Exceptional! (127 reviews)
"Amazing property with the friendliest staff and most clean facilities"

Reviewed on Jul. 15, 2025

Radisson Blu Zaffron Resort, Santorini
See all 14,340 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

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Discover the most popular places to visit in Cyclades Islands

Mykonos New Port

Mykonos New Port

4/5(59 reviews)

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

Mykonos New Port
Ornos Bay which includes general coastal views, tropical scenes and a coastal town

Ornos Beach

4.5/5(37 reviews)

If a restful vacation is part of your travel plans, Ornos Beach might be the perfect place to seek out during your trip to Ornos. While in this romantic area, you can savor the top-notch restaurants.

Ornos Beach
Paradise Beach

Paradise Beach

4.5/5(59 reviews)

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 $1,964. 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.