Cyclades Islands Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ₩1,660,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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
Adamas
1 out of top 10 points of interest in this area
Adamas is known for its waterfront views, and you can plan a trip to Papikinou Beach and Adamas Port while you're in town.
Old Town Naxos
1 out of top 10 points of interest in this area
The pristine beaches and captivating waterfront views are top of the list for many visitors to Old Town Naxos. A stop by Port of Naxos or Naxos Kastro might round out your trip.
Plaka
The beaches and restaurants are a few reasons travelers visit Plaka. Though there aren't many top sights in the neighborhood, you can visit Catacombs of Milos and Plathiena Beach, a few notable attractions nearby.
Apollonia
Unique features of Apollonia include the beaches and restaurants. Make a stop by Pollonia Beach or Pollonia Dock while you're exploring the area.
Tripití
Tripití is popular for its waterfront views, and you can check out Milos Folk and History Museum, a top attraction in the neighborhood.
Find the Best Cyclades Islands Vacation Packages
Cyclades Islands Hotel Deals
Santorini Palace
Fira town Santorini Santorini Island
₩230,864
₩278,365 total
Aug 26 - Aug 27
includes taxes & fees
9/10 Wonderful! (812 reviews)
"Rooms need update. Missing USB ports. Staff is excellent and helpful."
Reviewed on Aug 24, 2026
Cresanto Luxury Suites
Imerovigli Santorini
₩368,740
₩443,036 total
Sep 6 - Sep 7
includes taxes & fees
9.6/10 Exceptional! (431 reviews)
"Excellent experience that started as soon as we got there. Attentive service, incredible facilities, perfectly clean, and great location that's close enough to Imerovigli for anything you need but just separated enough for the hotel to feel like its own community. If I went back to Santorini I would ..."
Reviewed on Aug 23, 2026
DIAMOND on the cliff Hotel &Suites
imerovigli 1 Santorini Cyclades
₩500,210
₩571,301 total
Sep 14 - Sep 15
includes taxes & fees
8.4/10 Very Good! (20 reviews)
"This property was in the perfect spot with amazing views of Skaros rock. Many restaurants nearby and only about a 15 minute walk to Fira. Staff was very friendly and helpful. Only slight negative is that parts of the room are very low so if you’re taller then 6 feet you may find yourself hitting ..."
Reviewed on Aug 17, 2026
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.
Stay near popular Cyclades Islands attractions
Mykonos New Port
8.8/10 (3,440 reviews)
Explore the waterfront in Tourlos with a trip to Mykonos New Port. Wander the beautiful beaches and seaside in the area.
Athinios Port
8.4/10 (4,035 reviews)
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.
Kamari Beach
9.0/10 (3,927 reviews)
Nothing says vacation like spending a lazy day at Kamari Beach, a popular beach in Santorini. Wander the seaside or discover the area's volcano viewpoints.
Photo by Lillian Phua
Port of Naxos
9.0/10 (1,141 reviews)
Explore the waterfront in Naxos Town with a trip to Port of Naxos. Wander the beautiful beaches and waterfront in this quaint area.
Port of Parikia
9.0/10 (825 reviews)
Explore the waterfront in Parikia with a trip to Port of Parikia. Wander the beautiful beaches and waterfront in this quaint area.
Ornos Beach
9.0/10 (1,946 reviews)
Nothing says vacation like spending a lazy day at Ornos Beach, a popular beach in Ornos. While in this romantic area, you can savor the top-notch restaurants.
Mykonos Old Port
9.2/10 (3,631 reviews)
Explore the waterfront in Mykonos Town with a trip to Mykonos Old Port. Stroll along the area's waterfront or simply enjoy its restaurants.
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 . 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.
