Sail from Mykonos and Santorini on this Greek Island adventure

Move between the boat, the beach and inviting Greek villages on this relaxing Greece sailing adventure. Wile away days swimming in turquoise waters, lazing on white-sand beaches, sampling mouth-watering local cuisine and exploring coastal villages seeped in history, mythology and beauty. Watch spectacular sunsets and enjoy Greek hospitality before returning to the boat to be rocked gently to sleep at night.

Mykonos, Greece
Santorini, Greece
Physical rating
Cultural rating
Min 12
Group size
Min 1 Max 8
Carbon offset
0kg pp per trip


  • Relax on Santorini's black-sand beaches


Arrive on the resplendent shores of Mykonos, an island that blends mythology and modernity amid one of the world’s most naturally beautiful landscapes. Get this Greece sailing adventure underway with a jaunt to Syros and check out the ancient village of Ano Syros. Why not end the day with a meal at one of the island’s many waterfront tavernas before settling in on board and falling asleep to the sound of gentle waves.
Sail across the Bay of Gaidharos to Naxos, stopping for a refreshing dip and bite to eat en route. Spend time exploring the evocative old quarter, get active with some water sports or learn of the region’s colourful history at the Archaeological Museum. Take the chance to unwind on the beach, chat with locals and perhaps join them for a shot of kitron – a traditional lemon liquor.
After another morning spent at sea, drop anchor and disembark on Small Cyclades. Discover charming fishing villages where the locals enjoy a simple lifestyle.
Head across to Amorgos, better known as the backdrop for the film The Big Blue. Explore cobbled pathways that thread their way through small villages, stopping to enjoy warm local hospitality. Pay a visit to the cliff top Moni Hozoviotissis Monastery and, in free time, why not settle in at a waterfront cafe to watch the sun set beyond this incredible landscape.
Sail to Paradisi Beach for a spot of lunch and swimming before continuing to the party hub of Ios. After a day spent exploring ancient ruins or blissing out on the beach, perhaps take in another mind-blowing sunset from the hilltop Church of the Virgin. Once the light fades from the sky, perhaps join the crowds for a night on the tiles.
Make tracks to the stunning stretch of white sand that is Manganari Beach before wrapping up this sailing adventure on Santorini. Before the tour is over, take in more beachside spoils or historic attractions or, if time permits, stay a few extra days to experience all Santorini has to offer.
View trip notes to read full itinerary


7 breakfasts, 6 lunches
Overnight boat (7 nights)


There are currently no departures for this trip.

{{departure_day.departure_date | date:'EEE d MMMM yyyy'}} {{departure_day.arrival_date | date:'EEE d MMMM yyyy'}}

Style: {{}}

Boat/Ship: {{departure.vehicle_name}}
On sale Hot deal Departure guaranteed On request
{{product.currency_code}} {{room.base_price | noFractionCurrency:product.currency_symbol}}
{{product.currency_code}} {{room.discount_price | noFractionCurrency:product.currency_symbol}}
Fully booked Bookings closed

Total price per person {{room.room_type | lowercase}}
Includes {{departure.kitty_currency_code}} {{departure.kitty | noFractionCurrency:departure.kitty_currency_symbol}} kitty
Includes {{extra.extras_code}} {{extra.extras_symbol}}{{extra.extras_value}} in local payments Single supplement available from {{product.currency_code}} {{departure.single_supp | noFractionCurrency:product.currency_symbol}}

Contact us to arrange an alternative departure for you

Book {{departure.places_left}} spaces left! space left!

If you can’t find the dates you’re after here, click on the button below to find options for the next season. Please bear in mind that some of our itineraries can change from year to year, so this trip may differ slightly next season to the information shown on this page.

Next Season Dates

Important notes

The trip commences on day 1 in Mykonos at 4pm and finishes in Santorini on day 8 at approx 10am

Trip notes

Want an in-depth insight into this trip? Your trip notes provide a detailed itinerary, visa info, how to get to your hotel, what’s included - pretty much everything you need to know about this adventure and more.

View trip notes


Our Sail Greece - Mykonos to Santorini trips score an average of 4.86 out of 5 based on 43 reviews in the last year.

Sail Greece - Mykonos to Santorini , September 2015

Sail Greece - Mykonos to Santorini , September 2015