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RAA TravelGreece sailing adventure: Cyclades Islands, Intrepid

Mon - Fri, 8am to 6pm
Sat, 9am to 4pm
Sun, 12am to 4pm

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Overview

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Greece sailing adventure: Cyclades Islands, Intrepid

9 days and 8 nights Intrepid sailing

Early Bird Sale 15% off - save $494 per person* Included

Jan - Nov 2027 Select departures and seasonal surcharges apply

Book by 1 October 2026

What to expect

Sunsets, seafood and seaside views on this sailing trip in the Mediterranean.

Sail through the gorgeous Greek Islands on a ten-day seafaring adventure around the Cyclades. Setting off from Santorini, you’ll cruise the Aegean Sea in search of ancient towns, secluded coves and holiday hotspots like Mykonos and Paxos. Throw in some freshly caught seafood, local wines and a laidback way of life, and you’re set to drift and roll to the patterns of the ocean. Cool off with regular swims in turquoise seas and get the lay of the land from a local leader who’s got all the people in the right places.

Why you’ll love this trip:

Sail the Aegean Sea on your small group yacht and island-hop through the Cyclades, taking regular stops to swim off the side of your boat and letting the pitch and roll of the ocean help you sleep at night.
Walk along the volcanic rim of Santorini, past white villages that cling to cliffs and watch as day turns to night during sunset at the caldera – this is a memory you’ll bring home!
Feast on fresh seafood at a sleepy waterfront taverna in the Small Cyclades islands – far away from tourist crowds and deep in the local way of life.
Step back in time among the Venetian architecture of Naxos and consider learning about rural life with a daytrip to a country village.
Visit Mykonos for the quintessential Greek Islands experience. Embrace your hedonistic side with the boutique culture and nightlife or relax on one of the many beaches dotted along the coast.

You'll love

Beautiful beaches

Culture and history

Outdoor activities

Stunning landscapes and sights

Perfect for

Close to transport

Couples getaway

Friends getaway

Solo travellers

What's included

10 day Intrepid Greece sailing adventure, Santorini return
Accommodation: Overnight boat (9 nights)
Transport: Boat

Your route

Greece sailing adventure: Cyclades Islands, Intrepid

Options and details

Ocean Star 56 - 11 passengers

The Ocean Star 56 is a classic sailboat, combining timeless design, exceptional seaworthiness and unmatched comfort. Fashioned with a traditional wood interior, the Ocean Star 56 has an impressive saloon and offers spacious [for a sailing boat] cabins. Equipped with 2 double cabins, 2 twin cabins and 1 triple cabin, the Ocean Star 56 is the perfect yacht for novices to learn the ‘ropes’.

Cabin options:

Triple bunk bed cabin
Twin bunk bed cabin
Double bed cabin

Terms and conditions

*Early Bird Sale offers apply to new bookings made and deposited between 12:01am AEST 16 September 2026 to 11:59pm AEST 1 October 2026, for select trips departing between 15 January 2027 – 30 November 2027 unless otherwise specified. For a full list of inclusions/exclusions, please speak to your travel agent. Offer prices have been discounted from the lowest price available for each individual departure online 15 days prior to 16 September 2026. All offers apply to the land price only. Price correct as at 7 September 2026. Ask your RAA Travel Advisor for more details.