Cyclades Islands Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to €900 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Top Flight + Hotel Deals in Cyclades Islands

Price found within the past 48 hours. Click for updated prices.
Astarte Suites

Astarte Suites

€772
per person
17 Oct - 24 Oct
found 1 day ago
Return flight included
Dublin (DUB) to Thira (JTR)
9.4/10 Exceptional! (163 reviews)
The staff and the environment was amazing. The views were outstanding. And food 10 out of 10.

Reviewed on 28 Jul 2026

Grand Ambassador Santorini Hotel

Grand Ambassador Santorini Hotel

€1,385
per person
8 Oct - 13 Oct
just found
Return direct flight included
Dublin (DUB) to Thira (JTR)
9.4/10 Exceptional! (256 reviews)
Hotel isn’t very modern. For guests who stay out of the country, you have to bring your own outlet to charge your things or do your hair (women). Also, the upstairs part of the room (where the bed is) is SUPER HOT! A/c isn’t strong enough. We stayed there 5 days and on night 3, the hot water to shower wasn’t working and everyday we showered, the drain didn’t drain quick enough so I was standing in my own dirty shower water. Had to rinse my feet at the end. Also, free breakfast was mid. The 2 times we had breakfast there, the waiter would forget something that I had ordered and had to remind him again.

Reviewed on 6 Aug 2026

Kalisti Hotel & Suites

Kalisti Hotel & Suites

€901
per person
15 Sept - 20 Sept
found 6 hours ago
Return direct flight included
Dublin (DUB) to Thira (JTR)
8.6/10 Excellent! (285 reviews)
Family friendly amenities and in a great location in proximity to the supermarket, pharmacy, restaurants and shops all within walking distance. The hotel staff was friendly and helpful and 2 bedroom suite and balcony with hot tub was perfect for our family of 4.

Reviewed on 11 Aug 2026

Aeonic Suites and Spa

Aeonic Suites and Spa

€943
per person
8 Oct - 13 Oct
just found
Return direct flight included
Dublin (DUB) to Mykonos (JMK)
10/10 Exceptional! (181 reviews)
Beautiful resort, lovely staff. Made our trip memorable

Reviewed on 9 Aug 2026

Art Maisons Aspaki Exclusive Suites

Art Maisons Aspaki Exclusive Suites

€2,503
per person
24 Oct - 31 Oct
just found
Return flight included
Dublin (DUB) to Thira (JTR)
9.8/10 Exceptional! (143 reviews)
The room service meals were so good!! No need to even go out to a restaurant when you can be in the privacy, comfort of your own room with a balcony and the best views ever, I had the blue domes views, could see the ocean, all the beautiful white buildings, no need to deal with packed, busy restaurants crowded with people. Both are cool options! But I loved just eating in and being comfy with peaceful quietness. The hotel staff were so accommodating!! Even helped me find a photoshoot with the super long satin dress & the blue domes as my background. The immediate hotel transportation that I accidentally last minute requested, they were right on it! Helped carry our huge suitcases up tons of stairs. Constantly kept our room stocked & clean! Love this hotel soo much, I’d recommend to everyone seriously! The room & everything they supplied in the room was great. Thank you so much for making my Santorini trip the best ever.

Reviewed on 1 Aug 2026

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
A coastal town with white buildings, a dock, and a boat.

Adamas

Adamas is popular for its waterfront views, and if you're looking for more to see and do, you might think about a trip to Milos Mining Museum or Papikinou Beach.

A densely packed white village with terraced buildings on a hillside.

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.

A coastal landscape with white cliffs and the ocean.

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.

A coastal village with white buildings, a prominent mountain, and a clear blue sky.

Plaka

The beaches and restaurants are a few reasons travellers visit Plaka. Want to see more of the surrounding area? Catacombs of Milos and Plathiena Beach are a few top sights nearby.

A calm sea with a clear sky and a hilly landscape in the distance.

Tripití

Visitors highly recommend Tripití for its waterfront views, and you can make a stop by Milos Folk and History Museum while you're in town.

Things to do near Cyclades Islands

The Cyclades Islands offer a perfect blend of beach relaxation, cultural exploration, and romantic settings. Visitors can indulge in stunning sunsets, enjoy sailing holidays, and embark on boat or ferry trips. Exploring Athens is a must, while the islands also boast tranquil beaches for those seeking peace and serenity. These activities ensure a memorable experience in this idyllic Greek paradise.

Shopping

For a delightful shopping experience in the Cyclades Islands, visit Old Market Street, located 33.8km away. This vibrant area offers a charming mix of family-run shops and local boutiques, perfect for finding unique gifts and souvenirs that capture the essence of the islands.

Recreation

Experience rejuvenation at Paros Fish Therapy, a unique body treatment just 8.0km away, where you can relax and unwind in a tranquil setting. For cultural enrichment, visit the Odysseas Elytis Theatre, located 38.6km away, offering a delightful blend of romance and entertainment for the whole family.

Adventure

Aqua Paros Water Park, located 24.1km from Cyclades Islands, offers thrilling water slides and family-friendly attractions for an exhilarating day. Meanwhile, Aqua Fun Water Park, situated 30.6km away, features exciting pools and fun activities, ensuring adventure and entertainment for visitors of all ages.

Nightlife

The Cyclades Islands offer vibrant nightlife, especially in Mykonos, where bars like Cavo Paradiso and JackieO' Beach Club pulsate with music. In Santorini, Fira boasts lively tavernas and cocktail bars with stunning caldera views, while Naxos features a more laid-back atmosphere with charming waterfront bars.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Cyclades Islands

The Cyclades Islands offer a perfect blend of beach, culture, and romance for any traveller. With picturesque beaches, charming harbours, and nudist spots, these islands cater to those seeking a vibrant city experience or a serene escape. Explore the beauty of Mykonos Town and the enchanting Little Cyclades, making your visit truly memorable amidst Greece's stunning landscapes.

  • Naousa Harbour: Located 24.1km from the Cyclades Islands, Naousa Harbour offers stunning scenery and a lively beach atmosphere. Enjoy the picturesque views of fishing boats and indulge in fresh seafood at charming tavernas lining the waterfront.
  • Kolymbithres Beach: Situated 22.5km away, Kolymbithres Beach is famous for its unique rock formations and crystal-clear waters. The beach vibe here is relaxed, making it perfect for sunbathing and swimming in a serene environment.
  • Psaraliki Beach: Just 6.4km from the Cyclades Islands, Psaraliki Beach is a popular nudist spot, renowned for its welcoming atmosphere. Embrace the freedom of sunbathing au naturel while enjoying the beautiful surroundings.

Best time to go to Cyclades Islands

The best time to visit Cyclades Islands is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are high and weather is sunny with no rain. January is its coolest month on average. At this time, visitor numbers are low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January54.3°F (12.4°C)Light RainMostly SunnyLowModerately Low
February54.7°F (12.6°C)Light RainMostly SunnyLowModerately Low
March56.1°F (13.4°C)No RainMostly SunnyAverageAverage
April59.9°F (15.5°C)No RainSunnyAverageAverage
May65.8°F (18.8°C)No RainSunnyAverageAverage
June72.5°F (22.5°C)No RainSunnyAverageModerately High
July76.6°F (24.8°C)No RainSunnyHighModerately High
August77.4°F (25.200000000000003°C)No RainSunnyHighModerately High
September73.6°F (23.1°C)No RainSunnyHighAverage
October67.6°F (19.8°C)No RainSunnyAverageAverage
November62.8°F (17.1°C)No RainMostly SunnyAverageAverage
December57.6°F (14.2°C)Light RainMostly SunnyLowModerately Low

Tips to save on your trip to Cyclades Islands

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling during the off-peak season (typically December to February) for more affordable package holidays to Cyclades Islands.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Top hotels in Cyclades Islands

Santorini Palace

Santorini Palace

Fira town Santorini Santorini Island
€172
22 Aug - 23 Aug
includes taxes & fees
9/10 Wonderful! (807 reviews)
"Beautiful place to stay. In a prime part of Santorini would definitely recommend and the breakfast is delicious."

Reviewed on 15 Aug 2026

Santorini Palace
DIAMOND on the cliff Hotel &Suites

DIAMOND on the cliff Hotel &Suites

imerovigli 1 Santorini Cyclades
8.4/10 Very good! (18 reviews)
"Great staff and management. Heavenly view"

Reviewed on 7 Aug 2026

Get rates
DIAMOND on the cliff Hotel &Suites
Cresanto Luxury Suites

Cresanto Luxury Suites

Imerovigli Santorini
€261
31 Aug - 1 Sept
includes taxes & fees
Cresanto Luxury Suites
See all 14,920 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.

Stay near popular Cyclades Islands attractions

A marina with numerous yachts docked, a large cruise ship, and a coastal town with white buildings.

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.
See properties
A coastal road with a steep drop-off, a clear blue sea, and rocky cliffs.

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.
See properties
A pebbled beach with sun loungers and thatched umbrellas.

Kamari Beach

9.0/10 (3,927 reviews)
Nothing says holiday like spending a lazy day at Kamari Beach, a popular beach in Santorini. Wander the seaside or discover the area's volcano viewpoints.
See properties
A coastal view with waves crashing onto the shore and a distant shoreline with buildings.
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 through the beautiful beaches and waterfront in this quaint area.
See properties
A coastal town with white buildings, a harbor with boats, and a stone wall.

Port of Parikia

9.0/10 (825 reviews)
Explore the waterfront in Parikia with a trip to Port of Parikia. Wander through the beautiful beaches and waterfront in this quaint area.
See properties
A coastal town with white buildings, a beach, and boats in the water.

Ornos Beach

9.0/10 (1,946 reviews)
Nothing says holiday like spending a lazy day at Ornos Beach, a popular beach in Ornos. While in this romantic area, you can savour the top-notch restaurants.
See properties

Frequently asked questions

How much does a Cyclades Islands holiday package cost?
Chart your own course with our Cyclades Islands holiday packages, which start from only €772. 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 holiday 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 holiday 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 travellers 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 holiday?
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 holiday 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 holiday 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 holiday 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.