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All-Inclusive Semi-Private Sailing Cruise

Recommended by 100% of travelers
Badge of Excellence
Skiathos, Greece
Popular pick
Booked 10+ times last week!
  • 7 hours (approx.)
  • Mobile ticket
  • Offered in: English

Overview

There’s no better way to discover Skiathos’ stunning coast and the blue Aegean than by a sailing cruise. Soak up the sights and discover hidden gems on this intimate adventure. Your day includes snacks, fruit, a meal, free-flow water and soft drinks, plus alcoholic drinks in moderation (think 3–4 drinks per person over the day). Snorkeling gear plus a stand-up paddleboard (SUP) let you get even closer to the ocean.
  • Feel the sun on your face and the wind in your hair on a sailing cruise
  • Get personal attention from your crew thanks to the small group size
  • Keep your eyes peeled for the marine life that inhabits the area
  • Enjoy a varied route that’s tailored to make the most of the conditions

What's Included

  • recreation, swimming, sailing, beautiful beaches, music, drinking,

    Meeting and Pickup

    Meeting point

    • PlainSailing.com Yacht Charter
      Skiathos Port, Paraliakos, Skiathos 370 02, Greece

      New Port of Skiathos. Boat Name: Nireas | NIREAS

    End point

    This activity ends back at the meeting point.

    Operating hours
    .9:30 am

    What To Expect

    Additional Info

    • Confirmation will be received at time of booking, unless booked within 14 hours of travel. In this case confirmation will be received as soon as possible, subject to availability
    • Not wheelchair accessible
    • Near public transportation
    • Infants must sit on laps
    • No heart problems or other serious medical conditions
    • Travelers should have a moderate physical fitness level
    • This tour/activity will have a maximum of 15 travelers

    Cancellation Policy

    You can cancel up to 24 hours in advance of the experience for a full refund.

    Traveler Photos

    Gallery picture 1 (from a traveler's review)
    Gallery picture 2 (from a traveler's review)
    Gallery picture 3 (from a traveler's review)
    Gallery picture 4 (from a traveler's review)
    Gallery picture 5 (from a traveler's review)

    Featured review

    Valerie_H
    A wonderful day hosted by the beautiful, hardworking Maria. She and captain George were so friendly and so obliging , the food provided was amazing, the atmosphere on board made up of a mixture of nationalities was very good and the group numbers kept to a comfortable 15 . All in all 5 star

    Reviews

    5.0
    based on 72 reviews
    Total reviews and rating from Viator & Tripadvisor
    Sort by: Most insightful

    Relaxing day

    Mark_G, Jul 2026
    Trip was good gave 4 stars as only stopped 3 times. Lunch was very nice but did not get breakfast really. No info from the crew ethier about the islands but very relaxing.

    Skiathos boat tour - memories made

    Zoe_H, Jul 2026
    I’d read the reviews prior to this trip and reiterate what everyone else said! Maria was the consummate host making sure we all enjoyed our day which we absolutely did! The tour takes you to beaches and coves unreachable by car - basically you swim, eat, drink and sleep in a way that makes you feel you’re with good friends rather than complete strangers. The traditional Greek food served is exquisite and we all returned back salty hair, sun-kissed, full bellied and very happy! The perfect day. Thank you Maria and Captain George.

    Exceptional

    Alicia_S, Jul 2026
    Amazing day, its a full day and they deserve all the positive reviews. Lots of space, friendly and food was amazing.

    Great daytrip

    Frank_R, Jun 2026
    We had a wonderful day out on the water. There were only 9 people on the boat. Maria’s food was delicious, and communication via WhatsApp went really smoothly. We made a total of 4 stops for swimming. The team was very well organized. I highly recommend it.

    Wonderful Day out on the Sea!

    Kathryn_F, Feb 2026
    This was such an amazing day! So peaceful and fun! We set sail around the island of Skiathos in August! We were able to jump in the clear blue sea and swim. The water was warm and amazingly clear. Great food! Excellent Mousaka. I am a Greek American exploring as much of Greece as possible, and I have highlighted this beautiful cruise in my travel vlog on YouTube! I highly recommend this excursion.

    Brilliant Day Out on a Boat

    Elisabeth_R, Sep 2025
    This was a brilliant trip - I was travelling solo but felt totally at ease and met some lovely people on board including our wonderful host Maria and sailor George. The boat is spotlessly clean and very comfortable with plenty of shade if needed. The food was plentiful and excellent quality. We made several stops in coves for swimming and snorkelling. It was all very relaxed. I thoroughly recommend this trip.

    Thank you Captain George and Maria

    Valerie_H, Jul 2025
    A wonderful day hosted by the beautiful, hardworking Maria. She and captain George were so friendly and so obliging , the food provided was amazing, the atmosphere on board made up of a mixture of nationalities was very good and the group numbers kept to a comfortable 15 . All in all 5 star

    Nereas boat trip Skiathos

    Helen_D, Jul 2025
    Fantastic day out with Merry & George the captain! The boat is beautiful and very clean and tidy. The day was fabulous with lots of swim stops against beautiful Greek island backdrops!! The food was also exceptional and lovingly homemade and plenty of it!

    Great experience, too bad about the wind

    LAVINIA_d, Jul 2026
    Maria is wonderful; she looked after the whole crew and gave us a beautiful experience. The boat is very nice and the number of people is just right. Too bad about the wind, as we couldn't see almost any of the beaches in the description.
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    Great day at sea!

    Lena_R, Jun 2026
    Small group, beautiful boat with friendly and service-oriented crew, delicious home-cooked food and - not least - unforgettable swimming in hidden coves! Felt more like being invited on lovely friends boat than a commercial boat trip. Memory for life! Many thanks to all involved.
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    Beautiful wooden boat...

    ALESSANDRO_G, Aug 2025
    Beautiful wooden boat different from the others very comfortable and welcoming very kind staff and great food
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    Likely to Sell Out

    From $151.52

    per person

    up to 24 hours before the experience starts (local time)

    Book ahead!
    On average, this is booked 24 days in advance.

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