Traveling to Syros in May 2027? We offer 10+ tours, trips and vacation packages to Syros in May 2027. Our Syros in May 2027 tour packages and trips have 30+ customer reviews. All the Syros May 2027 tour packages and trips are carried out by hand-picked, qualified local and international Syros tour operators.
Overall it was an amazing experience combining the exploration of several beautiful Greek islands with the excitement of travelling on a yacht . The guests on board all worked together well to help sail the yacht under the careful eye and patient tuition of Captain Phil
Sailing, yachting and motor boating
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
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.
Sailing, yachting and motor boating
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
This was the absolute best trip ever. Ive traveled many times. I have to say this was one of the best experiences and adventures of all. Our skipper, Rita was simply amazing. The best! Wonderful skipper, skilled sailor, knowledgeable, so friendly, helpful, genuinely caring of her boat mates. Shes a dream to sail with! If anyone sails, Id highly recommend requesting her.
Sailing, yachting and motor boating
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
Picture yourself cruising the cerulean waters of the Cyclades—this Greece Sailing Adventure offers a ten-day island-hopping tour from Santorini, weaving through Amorgos, Ios, Mykonos, and other gems of the Aegean Sea. Travelers can expect a blend of relaxed yachting, regular swims in turquoise bays, and insider access to ancient towns and lively beachside hotspots.
Guided by a knowledgeable local, you’ll enjoy the freedom to explore secluded coves, indulge in fresh seafood, and sip local wines as sunsets paint the horizon. The trip’s moderate activity level keeps the pace lively—perfect for those seeking a balance of exploration and relaxation, with opportunities for snorkeling, walking tours, and cultural immersion.
What sets this sailing tour apart is its seamless blend of adventure and local flavor, ensuring every day reveals a new facet of Greek island life. If you’re after a trip that combines iconic destinations with the spontaneity and comfort of life at sea, this package is your ticket to an unforgettable Mediterranean escape.
Sailing, yachting and motor boating
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
Accommodation
Hotel, Yacht Cabin
Age Range
15-99 yrs
Operated in
english
Destinations
Santorini, Amorgos, Small Cyclad
Santorini, Amorgos, Small Cyclades, Naxos, Syros, Mykonos, Sifnos, Folegandros
Spend eight sun-kissed days island-hopping, swimming and hiking your way through the Cyclades. Kick things off in the port town of Lavrio near Athens, then set sail across the Aegean on a private yacht. Dropping anchor at some of Greece's lesser-known islands, you’ll hike through sleepy villages and along craggy cliffs, share a homemade dinner with a local family in Syros and uncover the stories of ancient civilisations on the UNESCO-listed Delos. With an experienced skipper leading the way, daily sea dips and plenty of free time to soak up the slower rhythm of island life, this is the Cyclades at their best.
Sailing, yachting and motor boating
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
Spend eight salty-skinned days sailing, hiking and swimming your way through some of the lesser-known Cyclades. Starting in lively Mykonos, you’ll cruise the sparkling Aegean Sea aboard a private yacht and drop anchor at islands that seem unchanged by time. Hike to a clifftop castle in Kythnos, share a homemade dinner with a local family in Syros and unearth the stories of legendary gods and ancient civilisations on the UNESCO-listed Delos. With a passionate skipper at the helm, daily swims and plenty of free time to enjoy the Cyclades’ laidback pace, this is Greek island hopping done right.
Sailing, yachting and motor boating
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
