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Cyclades Island Hopping
Greek island harbor
Sailing in the Aegean
IntermediatePZŻ ~80h

Cyclades Island Hopping

Cyclades · 10 July – 24 July 2026 · 14 days · 2 spots left

Route

1
Day 1: Paros

Base port for provisioning

5
Day 5: Mykonos

The cosmopolitan island

10
Day 10: Santorini

Anchor in the caldera

About this trip

Two weeks exploring the iconic Cyclades archipelago in the heart of the Aegean Sea. Sail between whitewashed villages, volcanic landscapes, and some of the most photographed harbors in the world. From the caldera of Santorini to the windmills of Mykonos, the marble quarries of Paros to the ancient ruins of Delos — this trip combines serious sailing with Greek island magic. The Meltemi wind provides reliable sailing conditions with exhilarating reaches between islands. You'll develop real passage-making skills across open water while experiencing the best of Greek maritime culture.

What's included

Boat charter, fuel, marina fees, skipper, bed linen

What's not included

Flights, food, drinks, personal expenses, travel insurance

Experience level:Intermediate

The Boat

Aegean WindBavaria 46 (2021)

Length

14.2m

Berths

8

Cabins

4

Engine

Volvo Penta D2-55 (55 HP)

Safety equipment

Life raft (8 person), EPIRB, AIS, Fire extinguishers, Life jackets, Harnesses, First aid kit

Your Organizer

Nikos Papadopoulos

Nikos Papadopoulos

Greek sailing instructor with 15 years of Aegean experience. Nikos grew up on Paros and knows every cove in the Cyclades. He holds an RYA Yachtmaster Offshore certificate.

Cost breakdown

This is a fixed-price trip

€1,600 per person

What's included: Boat charter, fuel, marina fees, skipper, bed linen

What's not included: Flights, food, drinks, personal expenses, travel insurance

What to expect

Active sailing with daily passages of 20–40nm. The Meltemi can blow 20–30 knots so expect sporty conditions. Morning strategy sessions, afternoon sailing, evening anchorages. Crew participates in all aspects of boat handling.

€1,600

2 spots left

Cyclades Island Hopping — SailSpot