Sailing in Greece
Set sail for a Greek island odyssey. Discover Mykonos, with its famous windmills, wander through the ancient temples of Naxos, and check out Syros's beautiful architecture. Of course, don't forget to get some R&R on Ios's pristine beaches. Watch spectacular sunsets from Santorini's caldera, tour Athens' Acropolis, swim in turquoise waters at Paros and the Saronic Gulf, and savor fresh seafood at harbor-side taverns. What a life!
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Débora • traveled in July
The sailing experience was pretty incredible! There was a little technical problem with the boat on the first couple of days which delayed our trip but the crew and the skipper kept a nice vibe so overall it was a really great experience and everything else run smoothly. Amazing views, great restaurants and it was very interesting to learn more about sailing.
Sailing Greece - Athens to Mykonos - M
Marla • traveled in May
It is impossible to express how much we loved our trip. By the end Mike and Andreas were like family. We stayed in Greece a week after and I got great advice on where we should go. This was a once in a lifetime trip for us. We saved up for our 25th anniversary and we made the right choice. Big thanks to the guys and Danae.
Cyclades Luxury Sailing Adventure (Catamaran) - P
Peter • traveled in October
We had a great time meeting lots of new friends who all got on from many nationalities. At a restaurant one evening another group asked if we were a family which is how we ended up but without the disputes! Our skipper, Rita displayed wonderful leadership & sailing skills telling many interesting stories. Twice we has difficult dockings in strong crosswinds & other boats were messing it up big time but Rita nailed it both times & I was informed she received applause at Mykonos from the people on the dock. She also spent lot of time producing a video of our trip that she gave to us all. If your other CEO’s are half as good as her you have a very good team. Please note that you may only use my first name publically for this review, Peter!
Sail Greece: Santorini to Mykonos
86 Sailing trips in Greece with 391 reviews
Compiled by
MelissaGreece travel expert at TourRadar
- Sailing Greece - Mykonos to Santorini
- Sailing Greece - Athens to Mykonos
- Cyclades Luxury Sailing Adventure (Catamaran)
- Sail Greece: Santorini to Mykonos
- Greece Sailing Adventure: Cyclades Islands
- Southern Cyclades Sailing Cruise 2026
- Saronic Sailing Luxury Adventure
- Greece: Sail & Swim
- Set sail from Zakynthos
- Pride Sailing in Greece (Ionian Sea)
Sailing Greece - Mykonos to Santorini
54 Reviews by TourRadar travelers“Great itinerary. Great crew/passengers and great skipper.”
Wayne, traveled in September
A modern 57-foot yacht takes you through Greece's crystal waters to secluded coves and hidden beaches. The skipper shares sailing expertise while visiting eight islands, including Naxos's ancient temples and Antiparos's caves.
Duration 8 days Destinations Mykonos, Naxos, Paros, Antiparos, Ios, Sifnos, Folegandros, Santorini Age Range Ages 18+ Operator G Adventures From $1,849
40% Off- US$1,109You save $740
Sailing Greece - Athens to Mykonos
27 Reviews by TourRadar travelers“Absolutely loved it. Competent captain, very confident in his ability.”
Beverley, traveled in December
Your luxurious 57-ft yacht visits 7 unique Greek islands. The itinerary features Hydra's donkey rides, Kythnos' thermal springs, and Aegina's ancient temples before concluding in Mykonos. Rated 4.8/5 by previous sailors.
Duration 8 days Destinations Athens, Aegina, Hydra, Kythnos, Kea, Syros, Mykonos Age Range Ages 16+ Operator G Adventures From $1,799
25% Off- US$1,349You save $450
Cyclades Luxury Sailing Adventure (Catamaran)
3 Reviews by TourRadar travelers“Trip was amazing and defiantly the trip of a lifetime. HIGHLY recommended.”
Kimberly, traveled in August
The luxury catamaran departs Athens Marina for the Cyclades archipelago. The route includes Milos's volcanic formations, Sifnos's medieval Kastro, and Kythnos's thermal springs. Professional skipper guides 209-nautical-mile adventure over 8 days.
Duration 8 days Destinations Athens, Sounio, Serifos, Kimolos, Polyaigos, Milos, Sifnos, Kythnos Age Range All Ages Welcome Operator Trails Beyond From $2,831
18% Off- US$2,321You save $510
Sail Greece: Santorini to Mykonos
1 Review by TourRadar travelers“We had a great time meeting lots of new friends who all got on from many nationalities. Without the disputes!”
Peter, traveled in September
The modern 56ft yacht carries you along Greece's most scenic routes. Highlights include Santorini's Red Beach, Ios's Manganari Beach, and Naxos's ancient temples. Seven nights of authentic maritime life guided by skilled skippers.
Duration 8 days Destinations Santorini, Ios, Amorgos, Koufonisia, Iraklia, Naxos, Syros, Mykonos Age Range Ages 15+ Operator Intrepid Travel From
18% Off- US$1,715+$116 local payments
Greece Sailing Adventure: Cyclades Islands
20 Reviews by TourRadar travelers“The natural beauty of Greek Islands and amazing local experiences offered us friendship and camaraderie.”
Simon, traveled in May
Your 54-56ft yacht connects 9 islands over 10 days, from Santorini's dramatic caldera to Mykonos' vibrant harbors. The journey includes secluded beaches like Paradisi and Gaidharos Bay, with basic sailing instruction throughout.
Duration 10 days Destinations Santorini, Oia, Ios, Amorgos, Katapola, Koufonisia, Iraklia, Schoinousa, Naxos, SyrosSee all destinations Age Range Ages 15+ Operator Intrepid Travel From
18% Off- US$2,555+$128 local payments
Southern Cyclades Sailing Cruise 2026
1 Review by TourRadar travelers“cozy tour that i would like to repeat next year.”
Igor, traveled in May
Duration 8 days Destinations Athens, Milos, Folegandros, Santorini, Astypalaia, Ios, Serifos Age Range Ages 8+ Operator Running On Waves From
18% Off- US$4,903+$425 upfront costs
Saronic Sailing Luxury Adventure
5 Reviews by TourRadar travelers“This trip was fantastic. Definitely 5/5 stars.”
Liam, traveled in August
A luxury yacht carries you through Greece's Saronic Gulf to the Temple of Aphaea and Ancient Epidaurus. The route connects Poros, Hydra, and Spetses islands, with swimming stops at secluded beaches. Limited to 8 guests.
Duration 8 days Destinations Athens, Poros, Ermioni, Spetses, Hydra, Aegina, Agkistri, Palaia Epidavros Age Range Ages 6+ Operator Trails Beyond From
18% Off- US$2,976
What our customers ask about Sailing in Greece
What is the best time of year to go sailing in Greece?
Greece's sailing season peaks from May to September with each month offering distinct advantages. The Ionian Sea maintains gentle winds throughout summer while the Cyclades experiences stronger gusts during July and August. Most travelers find June and September offer the best combination: temperatures hover between 25-30°C with less crowded ports in popular stops like Santorini and Mykonos. A TourRadar traveler notes: "We went in June and we had the perfect balance of wind for sailing and calm seas for swimming."
What are the top destinations covered on Greek sailing itineraries?
Greek sailing routes typically focus on two main island groups. The Cyclades circuit includes Mykonos Santorini and Naxos featuring distinctive white architecture and significant archaeological sites like Ancient Delos. The Ionian journey covers Lefkada Kefalonia and Ithaca offering sheltered waters and historical landmarks including Odysseus's home in Vathi. A TourRadar traveler shared: "Exploring hidden coves in Milos and visiting the Blue Caves of Lefkada were highlights - each island offered something unique and special."
How many people typically share a sailing vessel?
Greek sailing tours maintain small group sizes for comfort and personalization. Standard vessels like the Lagoon 42 catamaran host 8-10 guests while larger traditional boats such as the Running On Waves accommodate slightly more passengers. One TourRadar traveler observed: "Having just 8 people on board created a perfect dynamic - we became like family by the end of the trip."
What's the typical budget needed beyond the tour price?
Daily expenses beyond the tour cost average 50-60 USD covering non-included meals (mainly dinners) optional activities and local transport. Port fees may add around 395 USD per person on certain tours. Popular destinations like Mykonos and Santorini command higher restaurant prices. A TourRadar traveler advises: "Plan for around 30-40 USD per dinner at local tavernas plus extra for activities like wine tastings or archaeological site visits."
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