Cyclades Islands Vacations from $985
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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.
The Latest Cyclades Islands vacation packages
Price found within the past 48 hours. Click for updated prices.
Zannos Melathron
Save 100% on your flight
Price was $1,714, price is now $985 per person
$985
per person
Sep 23 - Sep 29
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Thira (JTR)
7.8/10 Good! (64 reviews)
The staff are friendly and helpful and the place is very nice and cozy.
Reviewed on Sep 18, 2024
Ira Hotel & Spa - Adults Only
Save 100% on your flight
Price was $2,344, price is now $1,313 per person
$1,313
per person
Sep 23 - Sep 29
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Thira (JTR)
9.4/10 Exceptional! (979 reviews)
⭐️⭐️⭐️⭐️
Great hotel overall. nice vibe, good location, and we really enjoyed our time here. Only thing we noticed was that the bathroom had a smell from the moment we walked in. I think the place might run on a septic system. We didn’t want to bother reception or let it affect our vacation, so we just left it alone. Other than that, everything was smooth and comfortable.
Reviewed on Aug 18, 2025
Santo Mangata Boutique Hotel - Adults only
Save 100% on your flight
Price was $2,728, price is now $1,546 per person
$1,546
per person
Sep 23 - Sep 28
found 18 hours ago
Roundtrip flight included
New York (JFK) to Thira (JTR)
10/10 Exceptional! (38 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
Save 100% on your flight
Price was $2,370, price is now $1,370 per person
$1,370
per person
Oct 10 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Thira (JTR)
9.4/10 Exceptional! (625 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
Iria Blue Mykonos
Save 100% on your flight
Price was $2,438, price is now $1,430 per person
$1,430
per person
Sep 22 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Mykonos (JMK)
8.4/10 Very Good! (18 reviews)
Iria Blue Mykonos is a really well managed property and I would recommend for any families coming over to Mykonos. The front staff, especially Nikki and Ionna were very warm and welcoming and provided us all the information a first time traveler to Mykonos would need. Breakfast was great and fresh and transfers provided by the hotel were reliable and often came at a lower cost than comparable Uber or taxi options.
Reviewed on Aug 18, 2025
Don't see what you're looking for?
See all available trips from Columbus to Cyclades Islands
View all tripsDiscover the most popular places to visit in Cyclades Islands
Mykonos New Port
Explore the waterfront in Tourlos with a trip to Mykonos New Port. Wander the beautiful beaches and seaside in the area.
Athinios Port
Explore the waterfront of Athinios Port and enjoy activities such as boating in Órmos Athiniós. Stroll along the beautiful beaches or discover the area's beautiful sunsets.
Port of Naxos
Explore the waterfront in Old Town Naxos with a trip to Port of Naxos. Wander the beautiful beaches and waterfront in this quaint area.
Cyclades Islands Hotel Deals
Santorini Palace
Fira town, Santorini, Santorini Island
$146 nightly
The price is $178 total per night from Aug 22 to Aug 23
$178 total
Aug 22 - Aug 23
Total includes taxes and fees
8.8/10 Excellent! (730 reviews)
"Really enjoyed the hospitality and the front staff, especially Christina."
Reviewed on Aug 17, 2025
Tropicana Hotel , Suites & Villas Mykonos
Paradise Beach, Mykonos
$136 nightly
The price is $167 total per night from Sep 17 to Sep 18
$167 total
Sep 17 - Sep 18
Total includes taxes and fees
9.8/10 Exceptional! (580 reviews)
You need to just go!!
"Been to this hotel twice this year and will definatly be back, the hotel is beautiful and clean, the breakfast 10/10 the room service is some of the best I’ve ever had"
Reviewed on Aug 17, 2025
Myconian Korali
Main Street, Mykonos Town, Mykonos
Fully refundableReserve now, pay when you stay
$375 nightly
The price is $445 total per night from Sep 4 to Sep 5
$445 total
Sep 4 - Sep 5
Total includes taxes and fees
9.4/10 Exceptional! (504 reviews)
"Amazing hotel & staff !! Highly recommend it . Had a wonderful time ."
Reviewed on Aug 3, 2025
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.