Two Weeks Cyclades

Two Weeks Cyclades

Athens ——→Athens · Kea · Syros · Mykonos · Paros · Folegandros · Milos · Sifnos · Kythnos · Athens ——→Athens
14 nights/15 days
Island hopping · Aegean Sea
Temple of Poseidon at sunset
Mykonos · Naxos · Paros
Professional skipper included
All skill levels welcome
Island hopping · Aegean Sea
Temple of Poseidon at sunset
Mykonos · Naxos · Paros
Professional skipper included
All skill levels welcome
THE ESSENTIALS OF YOUR JOURNEY

BASIC INFORMATIONS

The Cyclades are Greece's most iconic sailing ground — over 220 islands scattered across the heart of the Aegean Sea, each with its own character, whitewashed villages, and impossibly blue water. Departing from Athens, you'll sail south past the Temple of Poseidon at Cape Sounion before striking out into the open Aegean, island-hopping between Kythnos, Syros, Mykonos, Naxos and Paros. Steady summer winds, crystal-clear anchorages, fresh fish in harbourside tavernas, and the kind of sunsets that make you forget what day it is — this is Greek sailing at its finest.

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DATES & PRICES

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Prices are per person based on shared cabin. Single cabin occupancy available upon request at additional cost. Port fees and fuel are shared equally among guests and are not included in the listed price.
Day by day

ROUTE PLAN

Check-in Athens
Day 1 Athens — Departure
Day 2 Kea
Day 3 Kea to Syros
Day 4 Syros to Mykonos
Day 5 Mykonos to Koufonisia
Day 6 Koufonisia to Naxos
Day 7 Naxos to Paros
Day 8 Paros
Day 9 Paros - Sifnos
Day 10 Sifnos - Kimolos - Milos
Day 11 Milos
Day 12 Milos - Serifos
Day 13 Serifos - Kythnos
Day 14 Kythnos - Athens
Day 15 Athens
Check-out Athens
Check-in

Athens

Your journey begins. Arrive, meet your crew and get settled onboard.

Day 1

Athens — Departure

Boarding at Alimos Marina at 17:00, welcome drink, briefing with your skipper.

Day 2

Kea

Morning sail south to Kea. Swim in the famous Koundouros bay - a narrow sandbar connecting two turquoise bays. Dinner at a taverna.

Day 3

Kea to Syros

Sail to Syros. Moor in Ermoupoli, a grand neoclassical port with marble squares and a lively waterfront. Evening walk through the old town, dinner in Ano Syros.

Day 4

Syros to Mykonos

Full day sail northeast to Mykonos. Arrive in the afternoon, explore the famous narrow streets of Hora - windmills, whitewashed walls, great food and nightlife.

Day 5

Mykonos to Koufonisia

Sail south to Koufonisia - passing Donousa, with stops for swimming in crystal clear water. Dinner with fresh seafood in the old town.

Day 6

Koufonisia to Naxos

Morning sail to Naxos - visit Portara (Temple of Apollo), explore the Venetian castle or relax on sandy beaches.

Day 7

Naxos to Paros

Arrive and stay in Paros for the end of the first week. Final evening on board before the new boarding starts the next day.

Day 8

Paros

Boarding starts at 17:00 in Paros. Meet your skipper and crew, settle into your cabin, and go through a short briefing about the route and safety. Spend the evening in Paros and get ready for the sailing week.

Day 9

Paros - Sifnos

Sail from Paros to Sifnos, a charming Cycladic island known for its villages, local food, and relaxed atmosphere. Enjoy a swim stop along the way and spend the evening in a traditional island setting.

Day 10

Sifnos - Kimolos - Milos

Continue toward Kimolos for a beautiful swim stop, then sail to Milos. Milos is one of the highlights of the route, with unique coastline, volcanic beaches, and crystal-clear water.

Day 11

Milos

Spend the day around Milos, exploring its famous bays, sea caves, and dramatic landscapes. This is a perfect day for swimming, relaxing on board, and enjoying one of the most scenic islands in Greece.

Day 12

Milos - Serifos

Sail toward Serifos, a wilder and more authentic Cycladic island with beautiful beaches and a hilltop Chora. Spend the evening exploring the village or enjoying dinner by the sea.

Day 13

Serifos - Kythnos

Continue toward Kythnos, a calm island with protected bays and a relaxed atmosphere. This is a great final island stop before returning to Athens.

Day 14

Kythnos - Athens

Sail back to Athens and arrive in the marina. Spend the final night on board and enjoy a farewell dinner with the crew.

Day 15

Athens

Breakfast and check-out. End of the trip after a memorable sailing week through the Cyclades.
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Check-out

Athens

Your adventure ends. Safe travels home!

What's covered

INCLUDED

  • Boat
  • Professional skipper
  • Dinghy & outboard
  • Bed linen
  • Final cleaning
  • Navigation equipment
  • Safety gear
  • Route planning
  • Fuel for dinghy
What's extra

NOT INCLUDED

  • Fuel & port fees (shared between guests)
  • Food & drinks
  • Skipper tips (optional)
  • Transfers
★★★★★
RATED 4.8/5 BY GUESTS WHO SAILED WITH US
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