Cyclades Islands Vacation Packages 2026 from $1,086

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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.

Heritage Hill

$1,086

per person

Nov 29 - Dec 5

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Athens (ATH)

9.2/10 Wonderful! (233 reviews)

Perfect location - just outside of the super touristy areas and close to a central metro location. Some reviews complain about the street noise, but compared to major metropolitan cities in the US, the street noise was minimal. If you want a central location, this place is great!

Reviewed on Oct 6, 2026

Nosteo

Athens City Centre

$1,199

per person

Nov 29 - Dec 5

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Athens (ATH)

9.8/10 Exceptional! (136 reviews)

Zero issues nor complaints. Was great.

Reviewed on Oct 3, 2026

Aether Athens

$1,263

per person

Nov 29 - Dec 5

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Athens (ATH)

10/10 Exceptional! (21 reviews)

Very nice new hotel. Not far from a metro and then to the centre of the city. The room is nice and very clean. The bed is comfy and the shower is good. The staff are very friendly and helpful. The breakfast is good.

Reviewed on Sep 28, 2026

Regal Hotel Mitropoleos

Athens City Centre

$1,248

per person

Nov 29 - Dec 5

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Athens (ATH)

9.4/10 Exceptional! (229 reviews)

Elite City Resort

$1,148

per person

Nov 20 - Nov 25

found 1 day ago

Roundtrip flight included

Boston (BOS) to Athens (ATH)

8.6/10 Excellent! (231 reviews)

Great resort. Definitely worth visiting

Reviewed on Oct 1, 2026

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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

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.

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 Archaeological Museum might round out your trip.

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

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.

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.

Colorful seaside houses with balconies, a rocky shoreline, and a clear blue sky.

Klima

Though Klima might not have many top sights, you can venture to the surrounding area to see attractions like Catacombs of Milos and Plathiena Beach.

Stay near popular Cyclades Islands attractions

A coastal view with waves crashing onto the shore and a distant shoreline with buildings.

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.

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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 seaside or discover the area's volcano viewpoints.

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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.

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A coastal town with a marina filled with boats, a road along the coast, and hills in the background.

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.

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A pebbled beach with sun loungers and thatched umbrellas.

Kamari Beach

9.0/10 (3,927 reviews)

If a restful vacation is part of your travel plans, Kamari Beach might be the perfect place to seek out during your trip to Santorini. Wander the seaside or discover the area's beautiful sunsets.

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A coastal town with white buildings, a beach, and boats in the water.

Ornos Beach

9.0/10 (1,946 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.

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A coastal town with a beach, clear blue waters, and pink flowers.

Paradise Beach

8.8/10 (2,477 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.

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Cyclades Islands Hotel Deals

Poseidon Hotel & Suites

Mykonos Town Mykonos Mykonos Island

$145 nightly

$176 total

Oct 19 - Oct 20

Total with taxes and fees

9.6/10 Exceptional! (1,002 reviews)

"Excellent Hotel. Breakfast was superb."

Reviewed on Oct 7, 2026

El Greco Resort

Fira Santorini Santorini Island

$72 nightly

$93 total

Oct 29 - Oct 30

Total with taxes and fees

Mykonos Adonis Hotel

Chora Mykonos Mykonos Island

Fully refundableReserve now, pay when you stay

$97 nightly

$114 total

Nov 8 - Nov 9

Total with taxes and fees

See all 14,911 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.

Find the Best Cyclades Islands Vacation Packages

Things to do near Cyclades Islands

The Cyclades Islands offer an ideal getaway for beach lovers, culture enthusiasts, and couples seeking romance. Enjoy stunning sunsets and embark on sailing trips to explore the beautiful waters. Don't miss the chance to join sightseeing tours and embrace the unique Cycladic adventure that awaits you. With plenty of options for beach vacations and sailing tours, the Cyclades promise an unforgettable experience filled with relaxation and exploration.

Shopping

Discover the charm of Old Market Street, a vibrant shopping area located 21 miles from the Cyclades Islands. Enjoy a mix of local boutiques and artisanal shops, perfect for finding unique gifts and souvenirs that capture the essence of Greek culture.

Recreation

Experience the soothing waters at Paros Fish Therapy, where you’ll unwind as tiny fish gently exfoliate your skin. For a dose of culture, visit the Odysseas Elytis Theatre, where you can enjoy captivating performances in a romantic setting, perfect for families and couples alike.

Adventure

Aqua Paros Water Park, located 15 miles from Cyclades Islands, offers thrilling slides and family-friendly fun, ensuring a day packed with excitement. Similarly, Aqua Fun Water Park, situated 19 miles away, promises wave pools and adventure activities perfect for all ages, creating unforgettable memories in the sun.

Nightlife

The Cyclades Islands offer vibrant nightlife, especially in Mykonos, where you can dance at iconic clubs like Cavo Paradiso. For a more laid-back vibe, Santorini's bars, such as the trendy Koo Club, provide stunning sunset views and cocktails. Enjoy a memorable evening under the stars.

*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 in Greece are perfect for beach, culture, and romantic getaways. Visitors can explore beautiful beaches, nudist spots, and charming harbors. Key highlights include the vibrant Mykonos Island and the serene Syros Island, offering a mix of relaxation and cultural experiences. Whether you seek sun-soaked shores or rich history, the Cyclades cater to every traveler’s desire for an unforgettable vacation.

Agios Nikolaos Beach: Experience the perfect beach vibes at Agios Nikolaos Beach, just 6 miles from Cyclades Islands. Relax on the soft sands, swim in the crystal-clear waters, and soak up the sun while enjoying stunning views of the Aegean Sea.
Cave of Antiparos: Venture 2 miles away to the Cave of Antiparos, an adventurous destination filled with impressive stalactites and stalagmites. Explore the mystical underground chambers and feel the thrill of discovery in this natural wonder.
Butterfly Valley: Located 7 miles from Cyclades Islands, Butterfly Valley is a serene nature reserve where you can witness thousands of butterflies during the summer months. Stroll along the peaceful trails and enjoy the vibrant flora and fauna.

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.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	54.3°F (12.4°C)	Light Rain	Mostly Sunny	Low	Moderately Low
February	54.7°F (12.6°C)	Light Rain	Mostly Sunny	Low	Moderately Low
March	56.1°F (13.4°C)	No Rain	Mostly Sunny	Average	Average
April	59.9°F (15.5°C)	No Rain	Sunny	Average	Average
May	65.8°F (18.8°C)	No Rain	Sunny	Average	Average
June	72.5°F (22.5°C)	No Rain	Sunny	Average	Moderately High
July	76.6°F (24.8°C)	No Rain	Sunny	High	Moderately High
August	77.4°F (25.200000000000003°C)	No Rain	Sunny	High	Moderately High
September	73.6°F (23.1°C)	No Rain	Sunny	High	Average
October	67.6°F (19.8°C)	No Rain	Sunny	Average	Average
November	62.8°F (17.1°C)	No Rain	Mostly Sunny	Average	Average
December	57.6°F (14.2°C)	Light Rain	Mostly Sunny	Low	Moderately 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.