Sailing Greece - Mykonos to Mykonos

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Sailing, yachting and motor boating Natural landmarks sightseeing Cultural, religious and historic sites Self Guided

Carbon neutral

10 daysDuration

Small Group TourUsually 8-12 participants, maximum 18 travelers

2 peopleMaximum group size

16 - 100 yearsAge range for participants

EnglishGuide language

Moderate

Involves sustained activity requiring a reasonable level of fitness and endurance.

Starts

Mykonos, Greece

Ends

Mykonos, Greece

Highlights

Explore the hills of Folegandros and city of Hora.

Discover Santorini your way with hiking or vineyard tours.

Relax on the famous Magganari Beach.

Get up close to the blue-roofed buildings of Ios.

Experience the nightlife on Mykonos

Sailing Greece - Mykonos to Mykonos

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Jane Andersen

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Rasmus Juul Olsen

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Itinerary

Cruise through Greece’s dazzling Cyclades with the "Sailing Greece - Mykonos to Mykonos" tour package, a 10-day sailing adventure designed for experienced travelers seeking both relaxation and discovery. Set sail from Mykonos, exploring lesser-known gems like Syros and Ios alongside iconic Santorini. Whether you’re lounging on sun-kissed beaches, wandering age-old ruins, or sampling craft brews at a local microbrewery, every day is shaped by the whims of the wind and the expertise of your skipper aboard a modern 57 ft yacht. Witness the legendary windmills of Mykonos and bask in the awe-inspiring caldera views as you glide into Santorini. This sailing tour provides the perfect balance of leisure, exploration, and cultural highlights, all with the comfort of included accommodation, transport, meals, and a small group setting. The standout feature? The freedom to explore the Cyclades’ best spots at your own pace, guided by local insight and the ever-changing Aegean breeze.

day 1 - Mykonos/Cyclades

Arrival day. Join the group at 11am for a welcome meeting and safety briefing before beginning the journey through the Cyclades.
We highly recommend booking pre-tour accommodation in order to have time to explore the island of Mykonos. You may also have time to explore Mykonos island on the last day of the trip.

Transport:17m (57 ft) Mediterranean Sailing Yacht

Included Activity:Arrival Day and Welcome Meeting with G Representative

day 2 - 4 - Cyclades - Syros/Paros/Folegandros

Spend time in the Greek Isles with your experienced Skipper and a flexible schedule. The coming days will be tailored to meet the desires of the group and weather conditions. Stops might include remote Rinnia island, Paros and Folegandros/ Syros.
Explore the Venetian ruins in Paros.

Walk and hike through the main port and discover the Church of a Hundred Doors.

Hike to the top of the stunning cliffs on Folegandros, overlooking the beautiful village and views over to Santorini and western cyclades

Transport:17m (57 ft) Mediterranean Sailing Yacht

Included Activities:Paros Island Excursion, Folegandros Island Excursion

day 5 - Santorini

While on Ios, relax on famous Magganari Beach and don't forget to visit Homers tomb, or head out on an optional all-day adventure with your fellow yacht-mates.
While a visit to Santorini's main island is not a core part of the sailing itinerary, there may be an opportunity to take a short ferry across from nearby Ios for those especially interested. The skipper will lead a group discussion to assess interest and feasibility.

Transport:17m (57 ft) Mediterranean Sailing Yacht

Included Activity:Santorini Island Excursion

day 6 - 8 - Ios/Small Cyclades/Naxos

Spend the next few days enjoying more of the Cyclades. Depending on where the wind will take us, stops might include Ios, the Small Cyclades, and Naxos.
The islands of the Cyclades offer a range of different experiences on each island.

Settle in for a deeper dive into the magical culture of the Cyclades, with a highlight being a two-night stay on the vibrant island of Naxos. Rich in culture, history, and local flavour, Naxos offers something for every traveller, from the sweeping views of Mt Zeus and golden beaches, to the charming artisan shops and some of the best cuisine in the Aegean.

Join the highlight and an unforgettable full-day tour led by a G Adventures approved local guide and ecologist, including a visit to the Temple of Dimitra, a local Microbrewery, Olive Oil press and secret island discoveries. This immersive experience, including transport, is around 70-80EUR, well worth it for the insights and access you'll gain.

With time to also explore Syros or nearby hidden gems of the Small Cyclades, this stretch of the journey balances relaxed island living with rich, meaningful exploration. Find countless treasures and must-grab deals while strolling through the markets of Syros, and it's lovely, lively towns. Do the 3 church challenge!

Transport:17m (57 ft) Mediterranean Sailing Yacht

Included Activities:Ios Island Excursion, Naxos Island Excursion, Naxos Wildlife and Conservation Awareness Experience Duration : 0.5 hr

day 9 - Mykonos

Arrive to Mykonos and opt to visit the local windmills and enjoy a cocktail on a veranda overlooking Little Venice.
The beaches and nightlife add excitement to this picturesque island.

Transport:17m (57 ft) Mediterranean Sailing Yacht

Included Activity:Mykonos Island Excursion

day 10 - Mykonos

Depart after breakfast.
We highly recommend booking post-tour accommodation on the island.

Included Activity:Departure Day

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Laurie WVerified Traveler

Jun 11, 2025

5.0

5.0 out of 5

Excellent

I had such a great time. Never wanted the trip to end. Was exactly what I needed to recharge and regain life perspective. Although my first trip with G Adventures I get the impression that it attracts like minded individuals wanting adventure and it didn't disappoint. Got along with everyone on the team. Would highly recommend, and already have!

J

Judith WVerified Traveler

May 29, 2025

5.0

5.0 out of 5

Excellent

I booked this trip to continue to explore my interest in sailing. I thought I could practice some skills I had begun to learn in a stunning and interesting sailing environment. Then instead I had to have major surgery just beforehand and could do almost nothing but watch others during the trip. And yet I learned and enjoyed and felt part of things. I therefore particularly note and appreciate the generous and clever way both Mack and Phil were able to orchestrate a wonderful experience for all aboard, whether turning the winches or not.

B

Betty LVerified Traveler

May 24, 2025

5.0

5.0 out of 5

Excellent

This Greece Islands sailing adventure was so memorable! It exceeded all of our expectations, every day sailing to explore a different island and experience local culture and food as well as gain knowledge about the history and culture of the region. Our skipper CEO Mack was highly knowledgeable about the region and very passionate about sailing as well as sharing his knowledge and providing opportunities for each of us to learn and experience it for ourselves. Our only recommendation is for G Adventures to include more information about the need to pay in cash at restaurants and establishments in the Greek islands (Euros). We thought we would be using our credit card for dinners but learned we really needed to have cash instead.

K

Karen HVerified Traveler

May 14, 2025

5.0

5.0 out of 5

Excellent

This was our second sailing adventure with gadventures and I didn’t think we could top the first one but we did! It is all about the skipper and the group and we have had the best on both. Can’t wait for trip 3!

L

LauraVerified Traveler

Oct 16, 2024

5.0

5.0 out of 5

Excellent

Miguel was an excellent and knowledgeable guide who worked hard to tailor the trip to meet everyone?s expectations.