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Santorini in October

25°C, half the crowds, golden light

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Santorini
Santorini27°

Volcanic sunsets

Mykonos
Mykonos28°

Cosmopolitan vibes

Paros
Paros27°

Traditional & trendy

Naxos
Naxos26°

Family beaches

Milos
Milos26°

Moon landscapes

Ios
Ios27°

Beach parties

Cultural & Northern

Syros
Syros26°

Capital elegance

Tinos
Tinos25°

Sacred pilgrimage

Andros
Andros25°

Green hiking

Kea
Kea24°

Athens escape

Kythnos
Kythnos25°

Hot springs

Antiparos
Antiparos26°

Cave & coast

Hidden Gems

Sifnos
Sifnos25°

Gastronomy capital

Folegandros
Folegandros26°

Cliffside drama

Amorgos
Amorgos26°

Big Blue island

Serifos
Serifos25°

Untamed beauty

Kimolos
Kimolos26°

Volcanic charm

Koufonisia
Koufonisia26°

Turquoise paradise

24 islandsFerry hubs from AthensYear-round travel

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Trending route

Athens → Santorini

From €25 · 5h high-speed

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Ferries & Helicopters

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From €18
Helicopter TransfersPremium
From €280
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Athens → Santorini Heli
From €440
Mykonos → Santorini Heli
From €280
Athens to Santorini Ferry
From €25
Mykonos to Santorini Ferry
From €28

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From €22/day
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Stay collection

Caldera-view suites

Hand-picked luxury, from €280/night

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Popular Islands

Santorini Hotels
Santorini Hotels27°

Caldera & cliffs

From €180/night

Mykonos Hotels
Mykonos Hotels28°

Beach clubs & glam

From €220/night

Paros Hotels
Paros Hotels27°

Classic & relaxed

From €120/night

Naxos Hotels
Naxos Hotels26°

Family-friendly

From €95/night

Milos Hotels
Milos Hotels26°

Unspoiled coast

From €110/night

Ios Hotels
Ios Hotels27°

Sun & party

From €85/night

More Islands

Sifnos Hotels
Sifnos Hotels25°

Gastronomy stays

Folegandros Hotels
Folegandros Hotels26°

Cliffside retreat

Amorgos Hotels
Amorgos Hotels26°

Back to nature

Tinos Hotels
Tinos Hotels25°

Art & marble

Syros Hotels
Syros Hotels26°

Neoclassical charm

Andros Hotels
Andros Hotels25°

Green & quiet

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Must-do

Santorini catamaran cruise

Sunset sail · From €85 · 4.9 ★

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Top Activities

Catamaran CruisesMust Do
From €85
Wine Tasting
From €45
Volcano Tours
From €32
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Cyclades Aerial View
🏆 1 Winner • 5 Nights • All Included

Turn Your Booking Into a Free Cyclades Vacation

To celebrate the launch of DiscoverCyclades.gr and Touristas.AI before our global expansion, we're giving away a fully covered 5-night trip for Summer 2026 or 2027.

👉 Enter the Giveaway👉 Start Booking Now
⏳

Celebrate With Us

2 months limited celebration giveaway.

🎥

Live Draw Selection

Winner announced live on DiscoverCyclades.gr.

☀️

2026 / 2027

Travel valid for the 2026 or 2027 season.

How It Works

Four simple steps to your dream vacation.

1

Make a Booking

Book a hotel, ferry, or car rental through our platform.

2

Fill the Form

Enter your booking details in the form below.

3

Get Entered

You are automatically entered into the draw.

4

Watch & Win

Watch the live draw to see if you won!

Your Cyclades Dream Package Includes:

  • 🏨

    5 Nights Hotel Accommodation

    Stay in a premium hotel on the island of your choice.

  • ⛴️

    Round-trip Ferry Tickets

    Comfortable travel to and from your destination.

  • 🚗

    Car or Scooter Rental

    Explore the island at your own pace.

  • 🗺️

    Choose Any Cyclades Island

    Select from 24 beautiful destinations.

Cyclades Vacation

Need to make a booking first?

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Book Hotels

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⛴️

Book Ferries

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🚗

Rent a Vehicle

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Submit Your Entry

Already booked? Enter your details below to join the draw.

⚠️Exclusion Period: The complimentary vacation excludes the peak period from July 15th to August 31st. Winners can choose any other dates within their preferred season.

By submitting, you agree to the Terms & Conditions.

No Hidden Tricks. Just a Real Giveaway.

🔒

No data used for marketing

🚫

No spam, no resale of info

✅

Verified bookings only

💯

100% Fully Funded

Key Terms Snapshot

  • 1 winner only.
  • Winner can bring 1 additional person.
  • Prize not exchangeable for money.
  • Excludes July 15th – August 31st.
  • Travel dates arranged with organizer based on availability.
  • Extra expenses (food, daily expenses) not included.
Read Full Terms & Conditions →

Explore the Cyclades Islands

ParosNaxosSantoriniMykonosMilosSifnosSyrosTinosAndros

Frequently Asked Questions

Do I need to book to enter?

Yes, a valid booking (hotel, ferry, or car rental) through DiscoverCyclades.gr or our partners is required.

Can I choose the island?

Yes! The winner can choose to stay on any of the 24 available Cyclades destinations.

When is the winner announced?

The winner will be announced after the campaign ends via a live draw hosted on our platform.

Can I exchange the prize for money?

No, the prize is non-transferable, non-cash, and cannot be exchanged for any monetary alternative.

Touristas AI

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