Three months moving through the Greek islands. Solo travelers who travel together—designed for people with time, curiosity, and zero interest in tours or packages.

Whitewashed villages on hilltops. Monasteries clinging to cliffs. Water so clear you see the bottom at 20 meters. Islands where the last bus left an hour ago and nobody cares. Blue Aegean when the UK is still waking up into spring, or going to sleep for winter. Tavernas where the menu is whatever they caught this morning. Ferries that connect everything, slowly. Hiking trails between villages that have been walked for centuries. Food so simple it's just tomatoes, feta, olive oil, and somehow perfect.

One day a week is planned together—monastery visits in Patmos, hiking the Amorgos ridge trail, island-hopping by local ferry through the Cyclades and Dodecanese. The rest of the time you shape your own days and tell everyone about it later. Accommodation is characterful and well-chosen—small hotels in island villages, family-run guesthouses, places where locals actually stay.

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This trip works if

You want adventure travel through Greece's lesser-known islands beyond Santorini and Mykonos, are happy on slow ferries as you are on island buses, find joy not boredom in villages where nothing happens, and approach things like Greek meal times or island ferry schedules with curiosity even if they're outside your everyday.Most people on this trip are over 50, done with work or taking a break from it, and treating this like the gap year they never had. Unlike rushed Greek island tours, you'll spend weeks in places, not days.