Sail through the gorgeous Greek Islands on a ten-day seafaring adventure around the Cyclades.
Setting off from Santorini, you’ll cruise the Aegean Sea in search of ancient towns, secluded coves and holiday hotspots like Mykonos and Paxos. Throw in some freshly caught seafood, local wines and a laidback way of life, and you’re set to drift and roll to the patterns of the ocean. Cool off with regular swims in turquoise seas and get the lay of the land from a local leader who’s got all the people in the right places.
Why you'll love this adventure
- Sail the Aegean Sea on your small group yacht and island-hop through the Cyclades, taking regular stops to swim off the side of your boat and letting the pitch and roll of the ocean help you sleep at night.
- Walk along the volcanic rim of Santorini, past white villages that cling to cliffs and watch as day turns to night during sunset at the caldera – this is a memory you’ll bring home!
- Feast on fresh seafood at a sleepy waterfront taverna in the Small Cyclades islands – far away from tourist crowds and deep in the local way of life.
- Step back in time among the Venetian architecture of Naxos and consider learning about rural life with a daytrip to a country village.
- Visit Mykonos for the quintessential Greek Islands experience. Embrace your hedonistic side with the boutique culture and nightlife or relax on one of the many beaches dotted along the coast.

Dates
This trip can be tailor made for your perfect travel dates. Please make a booking enquiry for more information.
Itinerary
This trip includes an action packed itinerary! Please make an enquiry and we'll send you the full itinerary for each day including meals, activities, travel and accommodation.

What's included
- 0 breakfasts, 0 dinners and 0 lunches
- Overnight boat (9 nights)
- Boat
Trip notes
Price
Min age
Accommodation
Meals
Who is this trip for?
Additional notes
Tour operator
We love this operator for the freedom and flexibility they give travellers to get off the tourist trails and really experience local cultures. Their style of small group travel is perfect for solo travellers, couples or small groups of friends and their grassroots style of travel seeks to have a positive impact on the communities they visit.
They use local leaders, local accommodation & transport and support local community projects, ensuring sustainability is at the centre of everything they do.
In addition, they expect their staff and travellers to demonstrate the principles of responsible travel – respecting people, cultures and local environments; in the distribution of wealth; in good will and cross-cultural sharing; and in contributing to sustainable development.

Enquire today
Greece Sailing Adventure: Cyclades Islands
Please complete the enquiry form above with as much detail as you can and we will send you all the trip information and connect you with the operator so you can make a booking directly.
If you have queries and questions about the trip include those in your form and we’ll personally reply to you within 24 hours.
Why Book with Another World Adventures?
Book direct with the tour operator. No mark-ups, no fees.
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A most helpful, friendly and knowledgeable travel company!
Very helpful and provided lots of research material and excellent personal perspectives on the tall ship sailing trip I was interested in taking.— Martin
Excellent thoughtful service.
They were prompt and friendly, and so thorough and helpful in connecting me with my adventure.— Tina
One of a Kind Service!
From the very beginning of reaching out to AWA, they were super helpful, enthusiastic and informative.— Matt