Sail the Greek Cyclades Islands

Embark on a 5 day sea and land adventure of a lifetime around the dazzling Cyclades islands, an undiscovered hiking paradise, renowned for its pristine beaches, rich history and culture, traditional cuisine and friendly locals. No prior sailing experience is required in this multi-level experience in the Aegean Sea. Along with like-minded travelers, you will have the opportunity to learn navigating our steadfast sailing boats, hike scenic trails, try SUP (stand up paddle boarding), and connect with local communities, whilst enjoying the caresses of the Aegean winds.

per adult from




5 days


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  • What's included :
    • Accommodation included: 4 nights
    • Accommodation as per itinerary (51 or 56 feet sailing yacht with 5 double or twin bed cabins)
    • Single timed transfer to/from Athens airport to Lavrio port on days 1 and 5
    • Activities: Guided walking, Sailing, SUP (Stand up paddle board), snorkeling,swimming
    • Breakfast on-board
    • Lunch on-board
    What's excluded :
    • Alcoholic drinks (available to purchase)
    • Hotel pickup and drop-off
    • Travel insurance (required)
    • Gratuities

  • Day 1: Kea island

    Stop At: Athens International Airport, Attiki Odos, Spata Artemida 190 04, Greece
    Welcome to this unique adventure to the Cyclades! Our team will be waiting to greet you at Athens International Airport for your transfer to Lavrio port.
    Duration: 30 minutes

    Stop At: Port Police Lavrio, Lavreotiki 195 00, Greece
    where your captain will guide you to your sailing yacht. Settle in while your skipper briefs you life-on-board and all operational aspects of the trip.

    Set sails to the lush green island of Kea, which is favoured by hikers in the know. You should arrive just about the perfect time for a delicious dinner based on local specialities. Kali orexi!
    Duration: 2 hours

    No meals included on this day.
    Accommodation included: Sailing Yacht

    Day 2: Kythnos island / Loutra

    Stop At: Kythnos Hot Springs, Main Street Greece
    Kalimera! After a hearty breakfast, head off sailing to Poles bay in Kea, overlooking ancient Karthea. Your guide will take you to follow in the footsteps of travelers who have been visiting Kea since the 17th century exploring Karthea, the most important of the ancient Tetrapolis of Kea in the antiquity.

    After a dip at one of Kea’s most beautiful beaches, Aeolus, God of wind, will blow into the sails of your yacht as you set off for a relaxing afternoon sailing across to the picturesque port of Loutra on Kythnos, known for its natural warm springs, which you will have the chance to experience!
    Duration: 1 day

    No meals included on this day.
    Accommodation included: Sailing Yacht

    Day 3: Serifos

    Stop At: Serifos Beach, Livadi 840 05, Greece
    After breakfast, your hike will take you around the striking, arid countryside around Loutra in Kythnos, where you will discover hidden centuries-old castles and whitewashed churches while coming across farmers and shepherds who live off this dramatic landscape.

    After a refreshing dip and a light lunch, the voyage continues to Serifos island, an integral part of Greek mythology, since its name is associated with two of the most famous mythical heroes: Ulysses and Perseus. You can mull over this yarn and other local legends whilst sipping a traditional Greek coffee and enjoying a local sweet at the sparkling port of Livadi. If you’re up for it, you can try your balance at paddleboarding in of Serifos’ secluded beaches.
    Duration: 1 day

    No meals included on this day.
    Accommodation included: Yacht

    Day 4: Kythnos island (Kolona)

    Stop At: Kythnos, Kithnos 840 06, Greece
    In the morning explore Serifos Chora’s narrow whitewashed alleys, colored with the lush green, pink and purple of overflowing bougainvillea. A steep walk up to the peak will bring you to Ag. Konstantinos chapel. Enjoy amazing views of the Aegean Sea islands of Kythnos, Kimolos, Milos, and Sifnos.

    The next stage of the trip takes you back to Kythnos, but this time on the western side to the gold-sanded beaches of Apokrousi and Kolona, which are basically the edges of a narrow bar connecting the main island of Kythnos to the islet of Agios Loukas.

    A local tavern is always the best way to conclude the day and share the myths lived and future plans dreamed of with your co-sailors.
    Duration: 1 day

    No meals included on this day.
    Accommodation included: Yacht

    Day 5: Kythnos - Trip end

    Stop At: Kythnos, Kithnos 840 06, Greece
    Good morning Kythnos! Take a spectacular loop hike which leads you to a hilltop from where you can admire this astonishing natural phenomenon, which from up high looks much like a column standing-out from a cobalt blue background. Today, we will swim or go stand up paddle boarding, before we set sail in the early afternoon, back to Lavrio port, where we will arrive by 3.30pm. A single timed transfer is scheduled to the Athens International Airport.
    Duration: 12 hours

    No meals included on this day.
    No accommodation included on this day.
  • Departure Point :
    Athens International Airport, Spata Loutsa 190 04, Greece
    Departure Time :
    4:00 PM
    Return Detail :
    Returns to original departure point
    Hotel Pickup :
    • Confirmation will be received at time of booking
    • Not wheelchair accessible
    • Minimum age is 18 years
    • The weather conditions during spring and autumn are on average ideal for sailing and hiking: moderate breezes combined with pleasantly warm temperatures. Air temperature in spring is 16-23 degrees and in autumn 19-26 degrees. All sailing routes are designed based on statistically most probable wind speed and direction in the Cyclades islands. However, should adverse conditions prevail (too strong winds or opposite direction winds that prevent us from anchoring in specific bays, it is up to the judgement of the skipper to alter a sailing route for reasons of safety and comfort.
    • Each traveler is allowed a maximum of 1 suitcase and 1 carry-on bag. Over sized or excessive luggage (e.g. surfboards, golf clubs or bikes) may have certain restrictions, please inquire with the operator prior to travel to confirm if your excess luggage is acceptable
    • Near public transportation
    • Not recommended for travelers with back problems
    • Not recommended for pregnant travelers
    • No heart problems or other serious medical conditions
    • Most travelers can participate
    • If your flight arrived on a previous day or you are already in Athens city or for any reason you do not prefer to join our scheduled transfer to Lavrio port on Day 1, please arrange your own taxi or bus transfer to Lavrio port Marina A' at 'Mikis Theodorakis' avenue. Our meeting point is at cafe 'Petrino' in Lavrio at 3.15pm.
    • This tour/activity will have a maximum of 10 travelers
    • Hand sanitizer available to travelers and staff
    • Social distancing enforced throughout experience
    • Regularly sanitized high-traffic areas
    • Gear/equipment sanitized between use
    • Transportation vehicles regularly sanitized
    • Guides required to regularly wash hands
    • Temperature checks for travelers upon arrival
    • Our yachts are fully sanitized after each charter with certified products based on COVID19 related cleaning protocols. The captain is wearing a mask at all times while being indoors, whereas our guests are advised to wear a mask In minibus airport transfers, the maximum size per van is 5 guests.
  • You can present either a paper or an electronic voucher for this activity.
  • If you cancel at least 7 day(s) in advance of the scheduled departure, there is no cancellation fee.
    If you cancel between 3 and 6 day(s) in advance of the scheduled departure, there is a 50 percent cancellation fee.
    If you cancel within 2 day(s) of the scheduled departure, there is a 100 percent cancellation fee.



Age Req.


Fitness Req.


Group Size



Activity ID: V-59500P2

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