Enjoy the Greek sun and sparkling waters of the Aegean as you sail the Cyclades Islands
The shining sapphire waters of the Aegean sea invite you to come and explore on the exciting Cyclades Islands Sailing Adventure. Board the sailing yacht that you’ll call home for the week and discover the freedom of boat life!
During this amazing tour, you’ll visit historic villages and ancient sites while you explore the islands. Sail to hidden coves and secluded beaches to swim, snorkel, and kayak in the turquoise waters. Experience the unique character of each island from lively Mykonos to laid-back Kythnos and Serifos. This island-hopping sailing adventure is the perfect way to experience the incredible Cyclades.
Your tour begins at the dock in Athens where you’ll board the sailboat and get settled in your cabin. The crew will give you a tour of the boat and a safety briefing before you set sail. The destination for your first sail will be Kythnos Island.
When you arrive at the port in Loutra you can visit the natural hot springs and enjoy dinner on this lovely island.
This morning you’ll wake up to a beautiful day in Kythnos. Go on a hike from the port to visit the ancient Castle of Oria, explore the historic site, and take in the beautiful views of the Aegean. After your hike, you’ll return to the boat for an afternoon sail and a swim on your way to Syros island.
When you arrive you’ll have plenty of time to explore the beautiful churches and Cycladic architecture of the town of Ermoupoli.
After an early morning sail, you’ll soon see the famous white buildings of Mykonos rising on the horizon. Spend the day exploring this amazing island and visiting its lively beaches on your own or book one of the many exciting tours. Some possibilities are a guided tour of the archeological sites on Delos, a walking tour of Mykonos, or even a cooking class to learn some secrets of Mediterranean cuisine.
This morning you’ll enjoy the crystal waters and quiet beaches on the tiny island of Rinia. Swim, snorkel, or just relax in the sun and take in the views of this island paradise.
Next you’ll sail to Naousa on Paros island. Explore this small fishing village and visit the Venetian fortress or book a horseback riding or wine tour on the island. Paros is also the perfect spot for a hike or to rent a sea kayak to paddle the coast.
Today you have a day filled with incredible Greek scenery ahead of you! After a short sail to Antiparos, you’ll discover another secluded island paradise for you to enjoy.
Later you’ll hop over to the island of Serifos, where you can take a scenic hike to Chora. You’ll be awestruck by the amazing views on your way to the city, and then you’ll have dinner and soak in the atmosphere at a local taverna.
Sail back to Kythnos in the morning and dock in Merichas. From here you’ll take a hike to explore the historic sites of the island including Vryokastro, an archaeological site that unearthed important finds from the Mesolithic period. Then it’s on to the spectacular Kolona Beach where you’ll enjoy a swim and can have a picnic lunch.
Finally, you can decide if you want to spend more time exploring Merichas or Chora, which both offer great spots for you to have dinner.
This morning you’ll start sailing back to Athens. Go for a final swim or snorkel during a stop on the way and enjoy a delicious lunch onboard.
When you arrive at the Lavrio marina you can visit some of the sights in Athens, and then return for your last night on the sailing yacht.
You’ll have to check out of your cabin this morning and begin your journey home or continue on your Greek adventure. Book ahead to spend some extra time in Athens!
Pricing for this sailing tour of the Cyclades depends on whether you choose to join an existing group on a specific date or if you prefer a custom tour for your group only, as well as the kind of cabin and dates of travel you choose. Note that for fixed-departure dates, a minimum of 4 travellers is required to run the tour.
Have your own private tour with just your group! There are various boat rentals available for groups from 4 to 8 (with some catamaran models that can fit up to 12). The price depends on the group size, chosen yacht category and your travelling dates. Please contact us with your preferred dates and group size to learn about all the options available. Please note that the departures are on every Saturday.
Make new friends and join a group sailing in Greece. Prices below are per person:
| Start | Finish | Duration | Places Left | Price | ||
|---|---|---|---|---|---|---|
2023-06-17 Athens, Greece 8 days / 5+ Spaces Left | 2023-06-24 Athens, Greece | 8 | 5+ | $2,295USDBook Now | Book Now | |
2023-07-01 Athens, Greece 8 days / 5+ Spaces Left | 2023-07-08 Athens, Greece | 8 | 5+ | $2,295USDBook Now | Book Now | |
2023-09-02 Athens, Greece 8 days / 5+ Spaces Left | 2023-09-09 Athens, Greece | 8 | 5+ | $2,295USDBook Now | Book Now | |
2023-09-23 Athens, Greece 8 days / 5+ Spaces Left | 2023-09-30 Athens, Greece | 8 | 5+ | $2,175USDBook Now | Book Now |
Your accommodations on this tour will be on a crewed sailing yacht. The boat can accommodate 8 to 10 guests. You’ll be able to swim and relax on the boat, or lend the skipper a hand and help with the sailing.
In some cases, the accommodation listed below may need to be substituted for other comparable accommodations.
Single Rooms and Solo Travellers
Rooms are double occupancy. You can pay a supplement of $650USD-$695USD (depending on the departure date) to have a private cabin on scheduled departure tours. Solo travellers may be required to pay a supplement.
The size of the boat depends on the numbers of guests, but you can expect to sail in a yacht from 43 to 51ft long that has 3-6 cabins with 2-5 wc’s. The examples of yacht model are Bavaria 49 and Oceanis 43.
This type of yacht offers 4-6 cabins with 2-5 WC’s (depending on your group size) and ranges from 38 to 52ft. The examples of models are Bavaria Cruiser 48, Bavaria Cruiser 51 and Bavaria Cruiser 46.
The size of the boat depends on the numbers of guests, but you can expect to sail in a catamaran yacht from 28 to 52ft long that has 3-6 cabins with 2-5 wc’s. The examples of yacht model are Lagoon 39 and Lagoon 380.
The size of boat starts from 42ft and some models meant for bigger groups offer en suite facilities. Also, these yachts are newer (build between 2015 and 2021). Some examples are Lagoon 42 and Lagoon 50.
6 breakfasts and 3 lunches are included. Dinners, drinks, and alcoholic beverages are not included.
Accommodations for 7 nights are included. Accommodations before and after the tour in Athens are not included but can be added as a supplement.
Transportation for you and your luggage are included throughout the tour on the sailing yacht. Transfers from the airport or central Athens to the marina are not included.
How hard is the Cyclades Islands Sailing Adventure?
We rate this tour as a 1/5. This tour has a flexible itinerary that allows you to choose how much you want to hike, swim, and explore. Accommodations are on a sailboat, so it is most suitable for people who are comfortable on a small boat and confident in their swimming abilities.
Do I need a visa to travel to Greece?
Check with your local country about visa requirements. You could also try this website, though you should verify with your government.
Are meals included on the Cyclades Islands Sailing Adventure?
6 breakfasts and 3 lunches are included. Dinners, drinks, and alcoholic beverages are not included.
What does partially-guided mean?
Booking a partially-guided tour is a perfect choice for those who like to be in charge of some of their time while travelling, but also don’t want to be on their own during activities. In most cases, a partially- guided tour doesn’t have a tour leader assigned to a group, but some or most of the activities, such as hikes, city walks, or historic site visits, are led by different guides. Also, in most cases, booking a partially-guided tour is way cheaper than booking a fully-guided tour!
Do I need insurance?
Yes, it is mandatory to have health and medical insurance to join this trip, and your insurance should cover all included activities. Get your Travel Insurance.
How do I get to Athens to start this tour?
You’ll meet the tour group in central Athens. Fly into Athens International Airport (ATH). If you would prefer to fly to another airport please request this at the time of booking.
Is the Cyclades Islands Sailing Adventure in English?
Yes, the tour guide and boat staff are English-speaking.
Where does the Cyclades Islands Sailing Adventure end?
This tour ends in Athens. You can depart from Athens International Airport (ATH).
What are the accommodations like on the sailboat?
You will have a private cabin based on double occupancy. There is a communal kitchen and sitting area and shared washroom facilities. You can upgrade your cabin to have more privacy and separate facilities.
Do I need special vaccines to travel to Greece?
Check with your family doctor.
Are there any travel restrictions for Greece?
Please check with your local government about travel restrictions before you book your tour. This map from the US Department of State provides an overview of the current status in countries around the globe. The UK‘s Foreign Office and Government of Canada also provide advice on foreign travel. Note that the travel advice may change depending on your nationality.
All tours on 10Adventures are operated by highly vetted local tour operators and guides.
Having local tour operators and guides means you get a more authentic experience, and your booking creates jobs in the local communities you visit.
Details of the local tour operator will be listed on your booking invoice. If you have questions about the local operator prior to booking, please click the “Ask a Question” button below.
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Google ReviewStephen L.
I’ve been using 10Adventures route guides for a while, but had never booked a tour. My wife and I booked a self-guided hike in Greece and were so impressed with how we were able navigate the route without a guide with the detailed and easy to follow itinerary. We enjoy travelling independently, and 10Adventures made that happen.
Melinda S.
I was going through a tough time and really needed a getaway so I decided to book a tour through 10Adventures. My trip to Peru changed my life in so many positive and eye-opening ways. I am so thankful for the kind, empathetic team at 10Adventures.
Lina K.
I’ve adventured around a lot of Canada and the US, but I’ve always wanted to explore other parts of the world. I felt a bit scared before booking my trip to Israel, but my conversations with the team at 10Adventures helped ease any worry. I can’t wait to explore more of the world!
Gabriela H.
Travel companies have had to go through a lot during the pandemic but 10Adventures were super flexible and accommodating nonetheless. I had to cancel my tour in France due to the pandemic. 10Adventures was great and let me reschedule for a later date!
Mikael V.
My wife Sarah and I had a great experience booking our 7-day cycling trip through Portugal via 10Adventures. The communication between us and Nadine leading up the trip was top-notch!
Alexandra D.
Communicating with 10Adventures feels like talking with a family-run business. I love to explore and travel, and exploring with the comfort of knowing I can talk to the team at 10Adventures with almost immediate feedback helps to ease any stress that comes with adventuring!
Eric S.
Whenever I’m looking for my next adventure 10Adventures never fails. Their routes all over England are my main go to for exploring and I have only had great experiences booking both guided and self-guided trips in Europe and South America with them. I am looking into Africa next.
Valeria R.
I tend to have a lot of questions before travelling and was so happy to find that the team at 10Adventures responded to every single one of my inquiries in a timely fashion. I was never left waiting and waiting for a response. This was much appreciated!
Isabella N.
I have horrible dietary issues making it super hard to book a pre-planned trip sometimes, but the communication through 10Adventures helped me navigate this situation! I am so grateful for all of their help. I cant wait to book with them again!
Erika S.
I just got back from backpacking in the Sierra Nevada, and WOW. What an unreal journey! The alpine meadows, waterfalls, and the lakeside camping spot were memorable highlights! I wonder what other tours 10Adventures has to offer. That one went so well that I am now convinced I need to book another!
Robert D.
I'm not a big fan of traveling because of my fear of flying, but my girlfriend convinced me to go on the Aurora Borealis Tour in the Yukon. I will never forget the mesmerizing northern lights. Such a romantic (and cold) getaway. I would highly recommend it.
Monica L.
Wow! I am so happy with the experience I had with booking through 10Adventures for my tour in Italy! I worked with Nadine and she was super easy-going and helpful when it came to tweaking the itinerary provided on the website. 10/10 would book through 10Adventures again.
We rate this tour as a 1/5. This tour has a flexible itinerary that allows you to choose how much you want to hike, swim, and explore. Accommodations are on a sailboat, so it is most suitable for people who are comfortable on a small boat and confident in their swimming abilities.
Read about our scale for Tour Difficulty Ratings.
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