Greek Islands Sailing Adventure Santorini to Santorini

From$1500USD
Was $1999.00  — Savings of 25% on select departures.
10 days,Santorini to Santorini
Trip Code: GVSS

Capturing the ultimate Greek snapshot on Santorini, wandering whitewashed villages on Paros, enjoying the party on Mykonos, discovering Venetian architecture on Naxos.

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Departures

All Departures Guarnteed

All departures on this trip are guaranteed to operate as scheduled once you have booked.

Room Prices

  • From$1500USD Standard Double
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Promotions & Specials

25% off Mediterranean Sailing

A yacht adventure is the ideal way to experience what many consider the world’s most beautiful islands—the Greek Islands. Sail aboard our 50-foot yachts, with time for hiking, snorkelling and relaxing. Explore ancient archaeological sites and taverna-lined harbours, dine on fresh seafood and don’t forget to try the Ouzo! This 10-day round trip from Santorini will give you the chance to explore some of the treasures of the Greek Islands.

What's Included

  • Fully licensed skipper, Snorkelling equipment, 9 nights aboard our yacht
  • No meals are included but basic items on the boat will be covered by a food kitty (Allow EUR200-350 for meals not included.)
  • Our yachts are equipped with 5 twin-share cabins, 3 shared bathrooms and 2 showers.
  • 50 ft sailing yacht.
  • Skipper throughout.
  • Small group experience; Max 8
Map of the route for Greek Islands Sailing Adventure Santorini to Santorini
Places Visited
  • Greece

Learn more about Greek Sailing

Visit our Greek Sailing Product Page to view interactive maps highlighting many of the islands in the region, deckplans of our sailing ship, and to see photos of this beautiful region.

Day 1 Santorini

Arrive in Santorini by 11am to embark on our first day of sailing, setting off in the afternoon for the island of Ios. On arrival, explore the picturesque harbour town at leisure or enjoy some of the island's famed nightlife in one of its lively bars or discos.

Day 2 Ios–Small Cyclades

Spend the morning on the fantastic island of Ios, famous for its beaches and chapels. Around noon, leave Ios to cruise to the unique chain of islands known as the 'Small Cyclades'—the perfect hideaway for an overnight stay.

Day 3 Small Cyclades–Naxos

Enjoy the life of a sailor on your way to Naxos. Hang out on deck and watch for dolphins or try your hand at sailing with the Skipper!

Day 4 Naxos

Explore the beautiful island of Naxos. Join your Skipper on an optional excursion around the island as he shows you some of its hidden gems. Check out the Temple of Demeter, have lunch in a local tavern high up in the hills and end the day on a spectacular golden beach.

Day 5 Naxos–Mykonos

Set sail from Mykonos and dock in the bustling port of Mykonos Town. There are plenty of options on this popular and charmingly elegant island. Take a trip out to Delos, birthplace of Apollo—or, for a more relaxing day, lounge in one of its trendy bars on the waterfront. If shopping is your thing, the boutiques of Mykonos Town are the place for you!

Day 6 Mykonos–Syros

Set sail for Syros, stopping en route for a lunch break at the uninhabited island of Didimi for some spectacular snorkelling and swimming opportunities. Moor for the night at the old Cycladic capital city of Ermoupolis, with plenty of time to explore.

Day 7 Syros–Paros

Sail to Parikia, on Paros, and explore this charming little port town or take an optional excursion to visit Antiparos with its shallow beaches and wonderful caves.

Day 8 Paros–Sifnos

Set sail for Sifnos—so secluded and charming that Ernest Hemingway himself might well have chosen to stay for a while. Soak up the magnificent setting and relax—away from the crowds.

Day 9 Sifnos–Folegandros

After a morning swim, set sail for Folegandros. In the evening, an optional bus ride into the town of Hora will allow you to explore one of the most beautiful areas in the Cyclades.

Day 10 Santorini

Set sail for the last port of call—Santorini. Depart the boat around 12pm. We recommend, however, that you do not book outgoing transport until 3pm.

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