Destinations / Cyclades Islands (Naxos & Santorini), Greece

Cyclades Islands (Naxos & Santorini), Greece

1 itinerary · 0 open departures · 0 missions

The Cyclades are a group of islands in the Aegean Sea, forming one of Greece's most iconic island groups, with Naxos and Santorini among their standout destinations. Santorini is world-famous for its dramatic caldera views, whitewashed clifftop villages like Oia and Fira, volcanic beaches, and vibrant sunset-watching culture. Naxos, the largest of the Cyclades, offers a more grounded experience — fertile landscapes, Venetian-era architecture, mountain villages, long sandy beaches, and excellent local produce including cheese and kitron liqueur. Together, they attract travellers drawn to a mix of striking scenery, ancient history, island hopping, watersports, and the relaxed rhythm of Aegean life.

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Itineraries

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£1,495 retail with Trails Beyond → £1,045 self-launched

Cyclades Islands (Naxos & Santorini), Greece · 7 days

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Cyclades Islands Multi-Activity Adventure — Self-Launched

A self-launched 7-day island-hopping version of Trails Beyond's fully guided Cyclades multi-activity tour: hike Mount Zas and the marble villages of inland Naxos, then ferry south to Santorini for the Fira-to-Oia caldera walk, a sunset catamaran sail with hot-spring swim, wine tasting and the archaeological sites of Akrotiri and Ancient Thera. You book the Blue Star ferries yourself, stay in family-run guesthouses and hostels instead of tour hotels, and join small-group or self-guided activities via GetYourGuide, Klook or direct with local operators. All costs are rough per-person backpacker/budget estimates in GBP and assume shared or dorm accommodation, self-catered breakfasts and taverna lunches — Santorini in high season is the one place where budget rooms need booking 2–3 months ahead.

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Travel Crew

~£1,045

Missions

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