Greece Sailing Adventure: Cyclades Islands

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Description

Summary

Starts
Santorini
Duration
10 days
Languages
English
Difficulty
Medium
Minimum age
15 years

Description

Embark on an unforgettable 10-day sailing adventure through the mesmerizing Greek islands. This multi-day tour offers a perfect blend of relaxation, exploration, and cultural immersion. From the iconic sunsets of Santorini to the vibrant nightlife of Mykonos, each day presents a new opportunity to discover the rich history and natural beauty of the Cyclades. Enjoy comfortable accommodations aboard your yacht, savor delicious local cuisine, and explore charming villages, ancient ruins, and pristine beaches. Whether you're a history enthusiast, a nature lover, or simply seeking a serene escape, this tour promises an enriching experience in the heart of the Aegean Sea.

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Included

ACCOMMODATION ON BOARD THE YACHT:

This trip is accommodated entirely on board a yacht of between 54ft to 56ft. The yacht can accommodate up to 11 traveller’s in the following cabin types:

double bed cabins (x2)

twin bunk bed cabins (x2)

triple bunk bed cabin (x1)

There are 5 shared bathrooms. Our boats are real yachts, and this is a real sailing trip. Yachts are designed to keep sleeping areas to the absolute minimum of space, while maximising common areas as much as possible. Everyone including the skipper shares the bathrooms on board.

Solo customers can choose to book either a twin bunk bed cabin or a triple bunk bed cabin and will be matched up with other solo customers of the same gender. If you’d prefer not to share a cabin, a single cabin supplement is available at an additional charge when booking either a twin or double cabin.

Rooms are allocated on arrival by our skipper according to group composition, which means it is not possible to reserve or guarantee any specific berth. If you are booking a bunk bed cabin you must be willing to sleep on the top bunk.

Double bed cabins can only be booked by 2 people travelling together or a solo customer who pays for a single supplement.

While not everyone may feel entirely comfortable living in such close quarters, those who are looking to revel in the adventure and exhilaration of an authentic sailing trip usually find any discomfort from cramped living conditions is more than made up for by the whole experience.

ADDITIONAL ACCOMMODATION:

Please note that the majority of our sailing trips start and/or finish at a marina or port. For most of our destinations, we can provide transfers between the airport/hotel and the port/marina. Please check the joining and finish point information in the trip notes for details.

ELECTRICITY:

While there should be electricity on board throughout your trip the voltage is likely to vary widely, from 12V to 220V, and when in port or moored we are dependent on the supply available. Please be aware that the supply may not be sufficient to power some electronic devices all the time and that you may need a voltage adapter or similar (such as portable inverter used in cars). On some trips it may be possible to charge devices ashore at restaurants or resorts, however this is not guaranteed.

WI-FI:

Please note that our sailing boats do not have Wi-Fi. You will be getting off the boat and visiting towns regularly so you will be able to connect with the outside world then.

Overnight boat (9 nights)

berth-cabin: 9 night(s);

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On this trip you will be accompanied by one of our skippers. Your skipper's role involves taking charge of the sailing, the safety of the vessel and safety for all passengers on board. Skippers all hold a Yacht Master Offshore license or higher and have completed an intense training and review process before sailing with us. They are also fully qualified in

CPR :

and First Aid. The aim of the skipper is also to take the hassle out of your travels by organizing the overall operation and smooth-running of the trip, managing trip logistics and coordinating the kitty (where applicable). Your skipper will provide information on the places you are travelling through, offer suggestions for things to do and see, recommend great local eating venues and introduce you to our local friends. While not being guides in the traditional sense you can expect skippers to have a broad general knowledge of the places visited on the trip, including historical, cultural, religious and social aspects.

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This is a sailing adventure so our time is spent on board a monohull yacht. You may be asked to assist on-deck, particularly when coming into or leaving port. No experience is necessary, but getting to know some 'sailing language' might help to get you into the spirit of the adventure.

Bow - front of the boat

Stern - rear of the boat

Port - left

Starboard - right

Deck - outside, upper area of the boat

Hull - the main part or body of the boat

Keel - part of the boat under water that keeps the boat stable and stops it capsizing

Mainsail - the large sail attached to the mast and boom

Mast - the big vertical pole that supports the mainsail

Boom - the big horizontal pole attached to the mainsail, coming off the rear of the mast (swing from side to side)

Jib, headsail, genoa, foresail - smaller sail near the front of the boat

Sheet - ropes used to control the sails

Booty - another word for pirate treasure

Lines - other ropes on the boat (ropes are never called ropes on yachts)

Spinnaker - large extra sail

Trim the sails - adjust the position of the sails when the wind changes strength or direction

Tiller or wheel or helm - used to steer the boat

Helmsman - person steering the boat

Running - sailing with the wind

Tack - turning the bow of the boat when sailing through the wind

Jibe - turning the stern of the boat when sailing through the wind

Figure-eight knot - the stopper: often used at the end of lines to stop them getting away.

Bowline (knot) - strong and dependable knot that is commonly used

Clove Hitch (knot) - not as secure it is often used to attach an object to a line

Boat

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Destinations

Photo of beautiful Naxos island over sunset, Greece, Cyclades.Naxos
Photo of beautifull view over Mykonos from the sky with drone at the whitewashed village Greece.Mykonos

Map

Attractions

Pellicano Petros
Pyrgos Sanoudos-Kastro
Παραλία Λιβάδι
Paralia Nerea
RARITY GALLERY, Municipality of Mykonos, Mykonos Regional Unit, South Aegean, Aegean, GreeceRARITY GALLERY
Castle of OiaCastle of Oia
Kastanas Beach, Municipality of Milos, Milos Regional Unit, South Aegean, Aegean, GreeceKastanas Beach
photo of view of The famous Paraportiani Church in Mykonos Town, Cyclades, Greece, on a sunny summer day without people, Mykonos, Greece.Paraportiani
The Eye of the Devil, Municipality of Naxos and the Lesser Cyclades, Naxos Regional Unit, South Aegean, Aegean, GreeceThe Eye of the Devil
ΘηρασίαΘηρασία
ΠΙΝΑΚΙΔΑ
Volcano of Santorini
Ano Koufonisi
Vittle veneci
Romantic Sunset
photo of view Cycladic figurines and stone vessels, Naxos, 3200-2300 BC, Naxos, Greece.Archaeological Museum of Naxos
Mine de milos
Hatzidakis Winery - Οινοποιείο Χατζηδάκη, Thira Municipal Unit, Municipality of Thira, Thira Regional Unit, South Aegean, Aegean, GreeceHatzidakis Winery - Οινοποιείο Χατζηδάκη
Donkey Gallery
Industrial museum of Ermoupolis, Municipality of Syros and Ermoupoli, Syros Regional Unit, South Aegean, Aegean, GreeceIndustrial museum of Ermoupolis
Church of Panagia Gremniotissa

Daily Itinerary

Day1

Day 1
Day 1: Santorini to Ios

  • Castle of Oia
  • Θηρασία
  • Volcano of Santorini
  • Hatzidakis Winery - Οινοποιείο Χατζηδάκη
  • More

Begin your Greek odyssey in the enchanting island of Santorini. Meet your fellow travelers and skipper at Athinios Port, where your yacht awaits. Before setting sail, explore the vibrant town of Thira, renowned for its exquisite restaurants and shops. Wander along the caldera's rim for breathtaking views, especially at sunset. As you embark on your journey, sail towards the lively island of Ios, where you can unwind on the beaches or explore the charming town of Hora.

Day2

Day 2
Day 2: Ios to Amorgos

  • Παραλία Λιβάδι
  • The Eye of the Devil
  • Ano Koufonisi
  • More

Set sail for the rugged beauty of Amorgos, a cinematic paradise featured in 'The Big Blue.' Enjoy a refreshing swim at Paradisi Beach before docking at Katapola. Discover the island's rich history by visiting the ancient Minoan Settlement or the awe-inspiring Moni Hozoviotissis monastery. Wander through the picturesque village of Hora, where Byzantine churches and stone laneways create a timeless atmosphere.

Day3

Day 3
Day 3: Amorgos to the Small Cyclades

  • ΠΙΝΑΚΙΔΑ
  • Ano Koufonisi
  • Donkey Gallery
  • More

Sail towards the serene Small Cyclades, a cluster of islands known for their crystal-clear waters and quaint fishing villages. Explore the tranquil beauty of Koufonisia, Iraklia, Schinoussa, and Donousa, each offering a unique glimpse into traditional island life. As the sun sets, savor fresh seafood at a waterfront taverna, embracing the peaceful ambiance of the Mediterranean.

Day4

Day 4
Day 4: Small Cyclades to Naxos

  • Naxos
  • More
  • Pyrgos Sanoudos-Kastro
  • Romantic Sunset
  • Archaeological Museum of Naxos
  • More

Journey to Naxos, the largest of the Cycladic Islands, where ancient history and natural beauty converge. Explore the medieval charm of Kastro, with its winding laneways and historic mansions. Visit the Roman Catholic Cathedral and the Archaeological Museum for a glimpse into the island's rich past. For a taste of rural life, venture into the countryside and enjoy a traditional lunch at a family tavern.

Day5

Day 5
Day 5: Naxos to Syros

  • Naxos
  • More
  • Pellicano Petros
  • RARITY GALLERY
  • Industrial museum of Ermoupolis
  • More

Sail to the captivating island of Syros, renowned for its neo-classical architecture and relaxed ambiance. Stop for a swim at the Bay of Gaidharos before exploring the fortress-like village of Ano Syros. In Ermoupoli, the island's capital, immerse yourself in authentic Greek culture and cuisine. As night falls, enjoy a group dinner at a local family's home, savoring homemade dishes with a view of the sea.

Day6

Day 6
Day 6: Syros Exploration

  • Pellicano Petros
  • Industrial museum of Ermoupolis
  • More

Continue your exploration of Syros, delving deeper into its rich history and vibrant culture. Visit the hilltop village of Ano Syros for panoramic views of the Aegean Sea. In Ermoupoli, discover the town's architectural gems, including the impressive town hall in the main square. Relish the island's culinary delights and enjoy a leisurely day soaking in the local atmosphere.

Day7

Day 7
Day 7: Syros to Mykonos

  • Mykonos
  • More
  • Paraportiani
  • Vittle veneci
  • More

Embark on a journey to the glamorous island of Mykonos, steeped in myth and history. Explore the island's unique architecture, including the iconic Church of Panagia Paraportiani. Relax on the pristine beaches or wander through the vibrant streets of Mykonos Town. As evening falls, head to Little Venice for a cocktail with a view, and experience the island's legendary nightlife.

Day8

Day 8
Day 8: Mykonos to Sifnos

  • Mykonos
  • More
  • Paralia Nerea
  • Kastanas Beach
  • Mine de milos
  • More

Set sail for the island of Sifnos, celebrated for its exquisite ceramics and lush landscapes. Relax on the sandy shores of Kamares Beach or explore the charming village of Apollonia. Visit the Museum of Popular Art to admire traditional crafts and artifacts. Climb to the fortress of Kastro for panoramic views of the Aegean, and savor the island's culinary delights.

Day9

Day 9
Day 9: Sifnos to Folegandros

  • Kastanas Beach
  • Church of Panagia Gremniotissa
  • More

Sail to the tranquil island of Folegandros, a hidden gem with a rich history. Relax at the port of Karavostasis or explore the ancient village of Hora, one of the oldest in the Cyclades. As the day draws to a close, ascend to the Church of the Panagia for a breathtaking sunset view, capturing the island's serene beauty.

Day10

Day 10
Day 10: Folegandros to Santorini

  • Hatzidakis Winery - Οινοποιείο Χατζηδάκη
  • More

Conclude your Greek island adventure as you sail back to Santorini. Arrive at Athinios Port, where your unforgettable journey began. With no further activities planned, bid farewell to your fellow travelers and the enchanting Aegean Sea. Extend your stay in Santorini or head to the airport for your onward journey.

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From ancient cities to alpine peaks, we’re here for you 24/7 with local expertise and support, wherever your travels take you.
Secure your spot
Book instantly and lock in your place on one of Europe’s top-rated tours. Enjoy the best price and secure checkout so you can focus on the fun.
Get instant confirmation
Receive your e-ticket and booking summary immediately after checkout, with all meeting points and schedules included.
Easily make changes
Plans changed? No problem. Our team is just seconds away—ready to help with any adjustments quickly and smoothly.
Explore with confidence
From ancient cities to alpine peaks, we’re here for you 24/7 with local expertise and support, wherever your travels take you.

We guarantee

Your trip is protected, personalized, and priced right. No surprises, no stress.

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