A white-washed village with blue doors and windows, a pool, and a staircase leading to a rooftop.

Cyclades Islands Holidays

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    Save up to S$1,300 when you book a flight and hotel together*
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The Latest Cyclades Islands Holiday Packages

Price found within the past 48 hours. Click for updated prices.
  • 9 Oct - 14 Oct

    San Antonio + Flight

    Santorini
    4 nights
    4.0 star property
    9.8/10 - Exceptional (278 reviews)
    "Amazing !!!!!"
    Reviewed July 27, 2026
    Return Singapore (SIN) - Santorini (JTR)
    SIN - JTR2 stops JTR - SIN2 stops
    S$2,434
    S$1,877
    per traveller
    found 11 hours ago
    San Antonio
  • 9 Oct - 14 Oct

    Grand Ambassador Santorini Hotel + Flight

    Santorini
    4 nights
    5.0 star property
    9.4/10 - Exceptional (257 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..."
    Reviewed August 6, 2026
    Return Singapore (SIN) - Santorini (JTR)
    SIN - JTR2 stops JTR - SIN2 stops
    Save 100% on your flight
    S$3,663
    S$2,158
    per traveller
    found 11 hours ago
    Grand Ambassador Santorini Hotel
  • 9 Oct - 14 Oct

    West East Suites + Flight

    Santorini
    4 nights
    5.0 star property
    9.8/10 - Exceptional (210 reviews)
    Return Singapore (SIN) - Santorini (JTR)
    SIN - JTR2 stops JTR - SIN2 stops
    S$2,943
    S$2,059
    per traveller
    found 11 hours ago
    West East Suites
  • 9 Oct - 14 Oct

    Kapari Natural Resort + Flight

    Santorini
    4 nights
    5.0 star property
    9.6/10 - Exceptional (169 reviews)
    "The hotel is set on various levels and can feel strange at first the pool and restaurants are over one part with other hotels in between its like a maze. Very helpful friendly staff room was excellent resort is hard to get to unless you walk or use taxis which can be expensive. The island is lacking a good local bus service. 2 miles to fira which is beautiful and a lovely walk along various paths and steps"
    Reviewed August 3, 2026
    Return Singapore (SIN) - Santorini (JTR)
    SIN - JTR2 stops JTR - SIN2 stops
    S$3,025
    S$2,231
    per traveller
    found 11 hours ago
    Kapari Natural Resort
  • 9 Oct - 14 Oct

    North Santorini - A Luxury Spa Hotel + Flight

    Santorini
    4 nights
    5.0 star property
    9.8/10 - Exceptional (97 reviews)
    "Our room was incredible with beautiful views, the spa was excellent - we had an amazing time!"
    Reviewed July 29, 2026
    Return Singapore (SIN) - Santorini (JTR)
    SIN - JTR2 stops JTR - SIN2 stops
    S$2,705
    S$2,045
    per traveller
    found 11 hours ago
    North Santorini - A Luxury Spa Hotel

Discover the most popular places to visit in Cyclades Islands

Cyclades Islands Hotel Deals

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.

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 S$1,877. 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.

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Things to do near Cyclades Islands

The Cyclades Islands offer a perfect blend of beach relaxation, cultural experiences, and romantic getaways. Enjoy breathtaking sunsets while sailing or embark on boat and ferry trips to explore the stunning archipelago. Don't miss the chance to discover Athens and unwind on its tranquil beaches, making for an unforgettable holiday in this beautiful Greek paradise.

Shopping

For a delightful shopping experience in the Cyclades Islands, visit Old Market Street, located 33.8km from the main attractions. Wander through its charming shops offering unique gifts and souvenirs, all while enjoying a vibrant atmosphere perfect for families and business travellers alike.

Recreation

Experience the rejuvenating Paros Fish Therapy, where tiny fish gently exfoliate your skin, leaving you refreshed. For a cultural escape, enjoy a performance at the Odysseas Elytis Theatre, a charming venue that offers a blend of romance and entertainment, perfect for families and culture enthusiasts alike.

Adventure

Aqua Paros Water Park, located 24.1km from Cyclades Islands, offers thrilling waterslides and family-friendly attractions, ensuring a day filled with adventure and laughter. Similarly, Aqua Fun Water Park, situated 30.6km away, provides an exciting atmosphere with various rides for all ages, perfect for an unforgettable family outing.

Nightlife

In the Cyclades Islands, experience vibrant nightlife in Mykonos with its beach clubs and lively bars in Mykonos Town. Santorini offers stunning sunset views at Oia's bars, while Naxos features traditional tavernas with live music. Each island presents a unique blend of excitement and charm for an unforgettable evening.

Find the best attractions near Cyclades Islands

The Cyclades Islands offer an enchanting blend of beach, culture, and romance, making it an ideal destination for various travellers. Explore stunning beaches, charming harbours, and even nudist spots. Don't miss out on Mykonos Town and discover the allure of Little Cyclades. With a comprehensive Greek island holiday guide, you'll experience the perfect balance of city life and serene coastal beauty.

  • Kolymbithres Beach: A stunning beach renowned for its unique rock formations and crystal-clear waters, Kolymbithres offers a relaxing atmosphere perfect for sunbathing and swimming. The picturesque surroundings provide a serene escape, ideal for enjoying the natural beauty of the Cyclades.
  • Glifades Beach: Glifades Beach is a charming spot with golden sands and inviting waves. Its calm vibe makes it perfect for families and those seeking a peaceful day by the sea. Snorkelling opportunities abound in the clear waters, showcasing the vibrant marine life.
  • Cave of Antiparos: Located just a short distance away, the Cave of Antiparos is an adventurous marvel. With impressive stalactites and stalagmites, exploring this natural wonder offers a thrilling experience amid stunning underground formations.

Best time to go to Cyclades Islands

The best time to visit Cyclades Islands can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around Cyclades Islands falls in August, when visitor numbers are high and weather is sunny with no rain. The coolest average temperature around Cyclades Islands falls in January, visitor numbers are low and weather is mostly sunny with light rain.

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 to Cyclades Islands during the low season (December to February) for more affordable options.
  • 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.