About this trip
Eight days sailing through the Greek Islands aboard a 57 ft yacht, moving between Santorini and Mykonos with plenty of open water in between. Days mix time on deck under sail with stops ashore for hiking, swimming and wandering harbour towns.
It's a small-group trip with a fully guided crew, so you're not left working out navigation or logistics — you can focus on the islands, the water, and the food.
What you'll do
- Sail aboard a 57 ft yacht between Santorini and Mykonos
- Snorkel and swim in open water stops along the route
- Hike sections of coastline on various islands
- Wander taverna-lined harbours in the evenings
- Visit ancient archaeological sites en route
- Eat fresh seafood at island tavernas
- Moderate pace, with days structured around sailing and shore stops
- Good fit if you want a mix of activity and downtime rather than a packed sightseeing schedule
- Fully guided, so the sailing and route planning are handled for you
Worth it if you want to see multiple Greek islands without repacking and enjoy group camaraderie. Think twice if you need guaranteed sailing time or a fixed itinerary.
- No daily accommodation changes; wake up each morning ready to sail to a new island without unpacking.
- Guide quality makes or breaks it; standout skippers like Max created genuine friendships and managed the whole experience seamlessly.
- Wind conditions can force heavy motoring instead of sailing, and itinerary changes mean you may finish 3 days early and miss intended stops.
- Brochure should clarify that prevailing northerly winds mean mostly motor use; administrative delays on day one are possible despite regular departures.
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 Oct is cheapest — from £1,250, about 12% below the priciest month (Sep).
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 · 2 Oct – 3 Oct
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