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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.
Cyclades Islands Sailing Adventure
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.
Sail to secluded beaches and amazing islands including Kythnos and iconic Mykonos.
Hike to amazing ancient archaeological sites and on beautiful island trails as you explore the Cyclades.
Swim in the turquoise waters of the Aegean and sail to secluded beaches.
Enjoy delicious local cuisine as you explore authentic restaurants and tavernas at your island ports.
Trip map
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Why book with 10 Adventures?
We know adventure
Founded by experienced travellers, active and adventure vacations are all we do.
Experience the trip of a lifetime organized by a team of travel specialists who combine knowledge and passion for adventure travel.
Self-guided specialists
With over 600 tours across 30+ countries, we specialize in self-guided tours.
Combine the freedom of travelling on your own with the confidence that all of your logistics are taken care of.
Packed with value
Get everything you need for your next vacation with one easy booking.
We take care of accommodations, luggage transfers, gear rentals, and more - so you can focus on making memories.
World Class support
Get unbeatable support at every step of your journey.
Whether you are planning or travelling, no matter what your question, a real human is always a call or click away.
Hassle free bookings
Have peace of mind for when travel plans change.
Explore our flexible booking, payment, and cancellation options, as well as our Lifetime Deposits program.
This guided tour is run as a mixed group on a scheduled departure. Private departures are available on request.
Prices below are per person:
| Start | Finish | Duration | Places Left | Price | ||
|---|---|---|---|---|---|---|
2025-06-07 Athens, Greece 8 days / 5+ Spaces Left | 2025-06-14 Athens, Greece | 8 | 5+ | $2,795USD | ||
2025-07-05 Athens, Greece 8 days / 5+ Spaces Left | 2025-07-12 Athens, Greece | 8 | 5+ | $2,975USD | ||
2025-09-06 Athens, Greece 8 days / 5+ Spaces Left | 2025-09-13 Athens, Greece | 8 | 5+ | $2,975USD | ||
2025-09-20 Athens, Greece 8 days / 5+ Spaces Left | 2025-09-27 Athens, Greece | 8 | 5+ | $2,795USD |
Meals
6 breakfasts and 3 lunches are included. Dinners, drinks, and alcoholic beverages are not included.
Accommodations
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 during the Tour
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.
Also Included
- Sailboat with skipper and group leader
- Hiking tour on Kythnos on Day 1 and 6 and optional Serifos hike
- Use of onboard snorkelling equipment
- Port taxes, gas, electricity, water, and port charges
- Bed linens and towels
- Cleaning fee
- VAT, Yacht and liability insurance
Not included
- Flights
- Visas if required
- Meals, drinks, or snacks not previously mentioned
- Anything not mentioned as included
- Gratuities for tour guides or other staff if desired
- Travel insurance
- Security deposit of 200 EUR in cash (fully refunded during the disembarking)
Optional Extras
- Additional nights before or after the tour
- Single occupancy upgrades
- Optional activities or excursions (guided tour to Delos, cooking class in Mykonos, and optional activities in Paros)
Accommodation for Cyclades Islands Sailing Adventure
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 {price currency="EUR" value="580"}-{price currency="EUR" value="620"} (depending on the departure date) to have a private cabin on scheduled departure tours. Solo travellers may be required to pay a supplement.
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.