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From 990€ per person
From 990 € /person
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Adventure offered by George

7 days
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Relaxing shared sailing holidays in Greece. The perfect blend between exploring, sailing, swimming, being active, enjoying the nightlife, and having fun with new friends. The best way to explore -and live like a local- around the most stunning islands of Greece, for a week of pure authenticity. Scheduled departures the whole summertime.

For Solos, Couples, Small group of friends:
Booking a berth or a whole cabin you get the chance to be part of open minded people ready to share the fun, the experience and the unforgettable memories

Starting from the heart of Cyclades:
Syros island is positioned at the heart of Cyclades with all the stunning places just around the corner. Take full advantage of your time on board with direct access to fun.

Well thought route to best places:
The Greek islands is our backyard and we have carefully engineered a route that offer pleasant sailing experience, lots of swimming, relax and on land time and plenty of optional activities
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  • Plan
    Day 1:
    Welcome to Syros right at the heart of Cyclades. We are equally excited and looking forward to spending an unforgeable sailing week together around the hidden gems of the Greek islands.
Arriving at the beautiful Finikas Marina where our trip starts, you can drop your luggage at the boat and enjoy a splash in the nearby crystal clear water or a tasteful lunch right in front of the marina, awaiting the check-in time, which is at 13:30 at the all-day restaurant Baobab right in front of the marina . Everyone is on board and after a short briefing we sail out to Paros island. Our first overnight takes place in the beautiful bay of Naousa on an anchorage or docked at the port. We enjoy the local cuisine for our dinner at the little local port village.

    Day 2:
    Taking advantage of the morning wind we sail after breakfast to Iraklia island. A population of approximately 80 people during the winter, kept this little paradise off the beaten tack of mainstream tourism. Enjoy a really picturesque place. Relaxing on the beach, having drinks with view to the boat, walking at the top of the hill for the sunset. The team will gather for an unforgettable dinner in a family tavern, experiencing the Greek hospitality and approachability.

    Day 3:
    Koufonisi is our next destination, just a few nautical miles away for our morning relaxing sail. Grab your towel and explore the simply stunning island. Walking north on the coastline you experience the one of a kind magic beaches, you take a dip in natural lagoon made of rocks, try the local snacks at Pori beach at the very north of the island. Enjoy this well-deserved blessed piece of land.

    Day 4:
    A morning swim or walk on the beautiful coastline of Koufonisi is great way to start your day. Today we will be sailing to the third special member of the Small Cyclades named Schinousa. The beauty of this place cannot be described with words. The protected waters of this passage offers a perfect sailing arena, a great place to understand why people for in love with sailing.
    At your arrival in the small picturesque port of Schinousa, you can choose from swimming in the the nearby beach, explore the village at the top of the hill or enjoy the sun and the tranquil atmosphere on the boat. A seafront dinner for all the group at the end of the day.

    Day 5:
    Early start to Naxos, the largest -in surface- island of the Cyclades. An endless sandy beach on the west side of the island and the sea front picturesque main village. No doubt you could literally spend days and days to explore. Take a glimpse to the Greek history walking up the white washed alleys, experience history, art, different tastes of local goodies, discover inspired gifts for your beloved ones back home. Rent bike and reach the nearby beaches, let your skipper organise windsurfing lessons for you or a half day road trip to the inland villages. After a whole day exploring we gather all for our dinner, sharing the fun, the thoughts and the highlights.

    Day 6:
    Off we go towards Syros. Enjoy an interim swim stop on the route. A few hours later, sailing for lunch to Ermoupoli the capital of Cyclades your skipper drops you so that you take full advantage of the day and sails the boat to Finikas Marina, where you will rejoin late in the evening for dinner.
Ermoupoli with its 19th-century architecture, is always full of life. Explore the pedestrianized streets and some of the finest tastes in Cyclades. You can optionally visit Ano Hora, the old town on the top of the hill. The end of the day will find you all back to Finikas for your last dinner in front of the water.

    Day 7:
    Time to say goodbye. Sharing and sailing a full week in all those new fascinating places created new friends and triggered lifetime unforgettable memories.
Morning 08:30am we do checkout at Marina Finikas of Syros just where we started. We will help you with your luggage to the taxi which can take you to Syros airport or ferry station at Ermoupoli.
    We can optionally organise for you a private sea transfer to Athens (2hrs) or any other island with our in-house all-weather motor boat.
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Other information
All crew members are welcome, even if they do not know the language spoken on board (english)

How to get to Syros, our starting point:
- By plane from Athens International Airport (you can book at airtickets24.com). Usual airfare is less than 100e/person if you book early.
- By ferry from Piraeus or Lavrio (you can book at ferryhopper.gr and receive your ticket in your mailbox). Usual ferry ticket price is 45-65e/person. Only some days of the week there is much cheaper Lavrio-Syros connection (18-20e/person) which takes 1-2hrs more.
- By private sea transfer We can arrange this service for your group with a motorboat from Lavrio. Quite pricey but exciting.

Calculating your overall budget:
Provisioning from the local market with fresh fruits, salads, snacks for breakfast and light lunch on board is highly recommended during the trip to make the most out of the day.

Dinners take place in chosen quality places on land. Usual spendings are approx 30-50€/person for the whole trip’s provisioning and usual dinner cost approx 25€/person for each dinner.

Final figure depends on the group’s appetite and spending style. Food allowance for the skipper is 40€/day, alternatively he shares meals with group.

Tipping the skipper (and the hostess, if applicable) is customary when you receive excellent service during your holiday. Our crew are dedicated professionals who rely on this work to support their families, and gratuities represent an important part of their income.

The amount is entirely at your discretion. As a guideline:

Shared departures: €7–10 per day, per booked guest.
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Itinerary
George
Meet George, the coordinator
At Sailwiz since 2025
It all began with a childhood dream of becoming a sailor. Fast forward a few decades, and that dream has become a reality. Today, we proudly operate as a team a fleet of six company-owned 56′ and 51′ sailing yachts, one 45ft luxury catamaran. Personal hand crafted service combined with local knowledge.
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Boat details

The most versatile and seaworthy charter yacht ever built
Our Ocean Stars are true sailing boats, not made to stay in the ports. They are made to be out there and take you to your next island, in full comfort and with an unparalleled seakeeping. The secret is based on the rigid construction of high displacement, the forgiving hull design and generous sailplan. A real mile-eater with the power of the wind.

A private bow sundeck and an aft swim platform for easy access to the water. Under the rich shade of the bimini, a very spacious cockpit which includes a big table for your seafront meals.

The versatility between double beds and bunk beds in the five cabins, the separate WC for each cabin, the very wide saloon and galley area and the well ventilated, sunny interior is hard to match

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Specifications
  • Model: Ocean Star - 51.2
  • Capacity: 8 spots
  • Length: 15.60 m
  • Cabins: 4
  • Year: 2002
  • Bathrooms: 4
Features
  • GPS
  • Life jackets
  • VHF
  • Electric windlass
  • Autopilot
  • Wind equipment
  • EPIRB
  • Generator
  • Tender
  • Bow thruster
  • Shower
  • Bimini
  • HI-FI equipment
  • Equipo de snorkel

Additional Information

Included
  • Final cleaning
  • Costs of mooring and anchoring
  • Professional skipper
  • Bed linens
  • Paddle Surf
  • Equipo de snorkel
Not included
  • Meals on board
  • Airport transfer
Payment methods
  • Credit/debit card
  • Wire transfer
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Frame 2
7% discount
Only for Share & Sail ex-Syros, 7days/6nights. Write your email and we will send you a discount coupon valid for 7 days.
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