Mississippi Travel Advisors, LLC
✆: 1-662-874-1742

Greece Sailing Adventure: Cyclades Islands

Product Image
Greece Sailing Adventure: Cyclades Islands

Fulfil your dreams of sailing the Greek Islands on a ten-day seafaring adventure around the renowned Cyclades. Setting off from Santorini, 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 the Aegean’s turquoise seas and get the lay of the land from a local leader who’s got all the people in the right places. Trust us – it’s all smooth sailing from here.

    • A Santorini sunset around the caldera is a sight to behold. Walk along the volcanic rim of the island past white villages that cling to plunging cliffs and watch as day turns to night in the most stunning of ways.
    • 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.
    • 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. This is island living, Greek style.
    • Step back in time among the Venetian architecture of Naxos and consider learning about rural life with a daytrip to a country village – a couple of the many experiences to be had around the Cyclades.
    • No Greek island adventure is complete without a stop in Mykonos. Embrace your hedonistic side with its boutique culture and nightlife or relax on one of the many beaches dotted along the coast.
    • Adventure and Active
    About Intrepid Travel
    Intrepid Travel  logo
    We get it – travel’s a big decision. It’s not every day you fly across the world to wander the souks of Marrakech or enjoy a dreamy Angkor sunrise. But for us, it’s been our everyday for the past three decades (whew, we’re old). Let’s just say we know what travellers really want: a balance of inclusions and free time, a mix of classic highlights and local secrets you won’t find on Google. And of course, an authentic real life experience.

    Our leaders are born and raised in-count ...
    May 06, 2023 through
    May 15, 2023
    May 2, 2023 7:00 PM
    9 Nights from
    $1,835.00 (USD)
    Per Person
    May 16, 2023 through
    May 25, 2023
    May 12, 2023 7:00 PM
    9 Nights from
    $1,914.00 (USD)
    Per Person
    May 26, 2023 through
    Jun 05, 2023
    Jun 1, 2023 7:00 PM
    9 Nights from
    $1,801.00 (USD)
    Per Person
    Various departures
    More Departure Dates
    Itinerary Image


    Day Destination
    1 Santorini – Ios
    2 Amorgos
    3 Small Cyclades
    4 Naxos
    5-6 Syros
    7 Mykonos
    8 Sifnos
    9 Folegandros
    10 Santorini
    Prices are per-person based on double occupancy, unless otherwise noted.