Sailing in Greece
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84 Sailing trips in Greece with 359 reviews
Compiled by
MelissaGreece travel expert at TourRadar
- Sailing Greece - Mykonos to Santorini
- Sailing Greece - Santorini to Mykonos
- Greece Sailing Adventure: Cyclades Islands
- Sail Greece: Mykonos to Santorini
- Cyclades Luxury Sailing Adventure (Catamaran)
- Sailing the Greek Mediterranean
- Greece Sailing Tour
- Saronic Sailing Luxury Adventure
- Sail & Swim: Greece
- Set sail from Zakynthos
Sailing Greece - Mykonos to Santorini
50 Reviews by TourRadar travelers“Loved this sailing adventure and plan to do another one in the near future. Our group gelled well and we all had fun.”
Cynthia, traveled in August
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 18 to 99 year olds Operator G Adventures From
- NZ$2,039
Sailing Greece - Santorini to Mykonos
20 Reviews by TourRadar travelers“He created a great camaraderie among those on the trip. He was infallible ;)”
Timothy, traveled in May
Your 57-ft yacht adventure spans from Santorini's caldera to Mykonos's windmills. The route connects islands like Folegandros and Sifnos, revealing hidden coves and remote beaches. Traditional harbors and local tavernas showcase spectacular Cyclades sailing.
Duration 8 days Destinations Santorini, Folegandros, Sifnos, Ios, Antiparos, Paros, Naxos, Mykonos Age Range 16 to 70 year olds Operator G Adventures From
- NZ$2,039
Greece Sailing Adventure: Cyclades Islands
18 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, Ios, Amorgos, Cyclades, Naxos, Syros, Mykonos, Sifnos, Folegandros Age Range 15 to 99 year olds Operator Intrepid Travel From $3,775
25% Off- NZ$2,831+$211 local paymentsYou save $944
Sail Greece: Mykonos to Santorini
14 Reviews by TourRadar travelers“We had a great time on the boat. Made us feel very welcome and showed us all the relevant stuff.”
Lukas, traveled in June
A modern yacht carries you from Mykonos through Greece's maritime treasures. The route includes Little Venice and the Church of Panagia Paraportiani, plus hidden gems in the Small Cyclades. Traditional Greek sailing meets secluded bay exploration.
Duration 8 days Destinations Mykonos, Naxos, Syros, Cyclades, Amorgos, Ios, Santorini Age Range 15 to 99 year olds Operator Intrepid Travel From $2,730
20% Off- NZ$2,184+$191 local paymentsYou save $546
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 4 to 88 year olds Operated in English, Spanish Operator Trails Beyond From $4,546
8% Off- NZ$4,182You save $363
Sailing the Greek Mediterranean
1 Review by TourRadar travelers“This sailing tour was quite possibly one of the most unique experiences of my life. I would highly recommend to anyone looking to sail around the Greek isles!”
Taylor, traveled in May
The voyage from Lavrion through the Cyclades introduces sailing fundamentals while showcasing Hydra's historic port and Poros's scenic harbor. The trip includes expert instruction, yacht accommodation, and routes tailored to group preferences.
Duration 8 days Destinations Lavrion, Kea, Serifos, Milos, Sifnos Age Range 20 to 40 year olds Operated in English, German Operator sailwithus From
8% Off- NZ$1,400+$479 local payments
A sailing adventure from Alimos takes you through crystal-clear Greek waters to car-free Hydra and scenic Poros. Drop anchor in secluded bays for swimming and cliff jumping, while learning sailing basics from expert skippers. Suitable for ages 20-39.
Duration 8 days Destinations Alimos, Ermioni, Spetses, Hydra, Poros Age Range 20 to 39 year olds Operated in English, German Operator sailwithus From
8% Off- NZ$1,400+$479 local payments
Saronic Sailing Luxury Adventure
5 Reviews by TourRadar travelers“Beautiful islands, ports, great food and drink. Highly recommend this tour.”
Sean, traveled in September
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 6 to 89 year olds Operated in English, Spanish Operator Trails Beyond From
8% Off- NZ$4,258
A traditional motorized vessel takes you through Greece's Saronic Gulf to six distinct islands. The itinerary features Aegina's Temple of Apollo, swimming in Poros' secluded bays, and walks through Hydra's car-free streets. Daily swim stops and fresh Greek cuisine included.
Duration 8 days Destinations Athens, Aegina, Poros, Ermioni, Spetses, Hydra Age Range up to 39 year olds Operator Topdeck From $3,519
5% Off- NZ$3,343You save $175
Duration 8 days Destinations Zakynthos, Agia Efimia, Ithaca, Meganisi, Fiskardo Age Range up to 99 year olds Operator Encounters Travel From
5% Off- NZ$1,635
Greece Sailing Tour Reviews
- Sailing Greece - Mykonos to Santorini
It was a very good experience to visit the islands of Greece by boat. The team was very nice and the leader very helful with everything.
- Sailing Greece - Santorini to Mykonos
Max was an amazing Skipper and went to great lengths to ensure we all had an amazing experience. I highly recommend this trip and will definitely be coming back for future adventures.
- Greece Sailing Adventure: Cyclades Islands
My daughter and I just got back from sailing around 9 greek islands starting in Santorini n finishing there. The whole experience was sensational and I highly recommend it. The group got on really well we had a blast of a time. The Skipper Antonios was totally awesome in assuring our safety n explaining the different parts of the yatch n he gave us an opportunity to sail the boat I totally loved sailing the boat what an experience it was. Ill never forget the deep blue sea i was mesmorised by the colour. Antonios did great job at telling us about the islands n where to catch the bus if we wanted n guided us in best way possible. I loved everything about this holiday the only downfall was how tiny the cabins were pretty tight n squishy but we survived, we were there for 3wks but it felt like 3 months in a fantabulous way. Will definately do it again 1 day. Love love loved it. Cat and Bonnie xo
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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