About this trip
Ten days aboard a 57ft yacht, sailing round-trip from Santorini through the Greek islands. Days mix time at the helm with stops to swim, hike and wander harbour towns.
Expect a rhythm of sailing, snorkelling stops, and evenings ashore at taverna-lined harbours, with fresh seafood and a glass of ouzo part of the routine.
This is a small group trip with a private cabin for you, moderate in pace — active enough with hikes and time on deck, but built around the sailing itself rather than a packed itinerary.
What you'll do
- Sail round-trip from Santorini aboard a 57ft yacht
- Snorkel in coves and bays along the route
- Hike stretches of coastline and island trails
- Visit ancient archaeological sites
- Eat fresh seafood in taverna-lined harbours
- Try ouzo in a harbourside taverna
- Moderate pace — a mix of sailing, hiking and downtime rather than constant activity
- Private cabin included, but you're sharing yacht life with the rest of the group
- Days are shaped by wind and weather as much as by plan
Worth it if you're keen on sailing, don't mind tight quarters, and want a skipper-led adventure. Think twice if you need privacy or creature comforts.
- Skippers are genuinely excellent teachers—guests learned hands-on sailing, navigation, and mooring, not just sightseeing.
- Small group dynamic works. Solo travellers and strangers bonded quickly; skippers knew local spots and arranged meals, swimming, snorkelling.
- Cabin accommodation is austere and spartan; expect bunk-style sleeping quarters, not comfortable private cabins.
- Trip avoids tourist crowds by design; you get quieter islands and authentic experiences, not Santorini town bustle.
Distilled from real traveller reviews on TourRadar — we don't edit out the bad bits.
The same-vibe trips, side by side — price, value per day, and how each is moving. Only we can lay two operators' trips out honestly.





Sorted by fit — never by who paid. Price moves and availability come from our own daily tracking.
Departing in Aug is cheapest — from £1,210, about 63% below the priciest month (Jun).
Getting there
Opens Trip.com, pre-filled — one-way so you can book your return whenever. Prices & booking shown there.
Where to stay
A night before your tour in Santorini · 9 Aug – 10 Aug
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