Sailing in Greece
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99 Sailing trips in Greece with 380 reviews
Compiled by
MelissaGreece travel expert at TourRadar
- Greece Sailing Adventure: Cyclades Islands
- Sail Greece: Mykonos to Santorini
- Sailing Greece - Mykonos to Santorini
- Sailing Greece - Santorini to Santorini
- Saronic Sailing Luxury Adventure
- Cyclades Luxury Sailing Adventure (Catamaran)
- Sailing the Ionian Islands
- Sail & Swim: Greece
- Sailing & Hiking the Dodecanese Islands
- Med Sailing in Greece - Ionian Sea
Greece Sailing Adventure: Cyclades Islands
18 Reviews by TourRadar travelers“The whole experience was brilliant. We were a very happy group together and because of that enjoyed many many more experiences than we could have imagined at the outset.”
Rhonda, 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 Ages 15+ Operator Intrepid Travel From $3,955
25% Off- NZ$2,966+$216 local paymentsYou save $989
Sail Greece: Mykonos to Santorini
15 Reviews by TourRadar travelers“Booking was easy and the Intrepid booking staff were helpful and efficient. The trip itself was great.”
Amy, traveled in May
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 Ages 15+ Operator Intrepid Travel From $2,935
20% Off- NZ$2,348+$196 local paymentsYou save $587
Sailing Greece - Mykonos to Santorini
51 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 $2,679
25% Off- NZ$2,009You save $670
Sailing Greece - Santorini to Santorini
30 Reviews by TourRadar travelers“The Captain is superb.”
Julianne, traveled in July
The modern 57-foot yacht reveals secluded bays and ancient harbors throughout Greek waters. Stops include Magganari Beach on Ios, Mykonos' Little Venice, and Naxos' Temple of Dimitra. Rated 4.5/5 by previous travelers.
Duration 10 days Destinations Santorini, Ios, Naxos, Mykonos, Syros, Paros, Sifnos, Folegandros Age Range Ages 16+ Operator G Adventures From $2,999
25% Off- NZ$2,249You save $750
Saronic Sailing Luxury Adventure
5 Reviews by TourRadar travelers“The fresh hand-prepared breakfast and lunch served each day was delicious and filling, with a nice variety.”
Daniel, 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 Ages 6+ Operated in English, Spanish Operator Trails Beyond From
25% Off- NZ$4,351
Cyclades Luxury Sailing Adventure (Catamaran)
3 Reviews by TourRadar travelers“It is impossible to express how much we loved our trip. This was a once in a lifetime trip for us.”
Marla, traveled in May
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 Operated in English, Spanish Operator Trails Beyond From $4,645
15% Off- NZ$3,949You save $697
The 25-passenger gulet awaits in Corfu's UNESCO Old Port for a trip costing around $1,100. Highlights include Sivota's Blue Lagoon, Antipaxos's Voutoumi beach, and Paxos's hidden coves. The 8-day voyage features snorkeling, beachfront taverna dinners, and Ionian Sea views.
Duration 8 days Destinations Corfu, Sivota, Parga, Antipaxos Island Age Range All Ages Welcome Operator Encounters Travel From
15% Off- NZ$1,635
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 Ages 18-39 Operator Topdeck From
15% Off- NZ$3,899
The Hanse 370 yacht Armida sails 26 nautical miles from Kos to Nisyros. The route includes Symi's cosmopolitan harbor and secluded Alimia bay. Professional crew guides through 120 nautical miles of Aegean waters over 7 adventure-filled days.
Duration 7 days Destinations Kos, Gyali Island, Nisyros Island, Tilos, Alimia, Chalki, Symi, Rhodes Age Range Ages 10+ Operator Trekking Hellas Rhodes From
15% Off- NZ$7,154
Med Sailing in Greece - Ionian Sea
8 Reviews by TourRadar travelers“The destinations were great, and our accommodations were good with a comfortable bed and private bathroom.”
Karen, traveled in June
The Lagoon 42 catamaran takes you through pristine Ionian waters to Blue Caves and Porto Katsiki beach. An 8-day voyage from Lefkada visits historic harbors like Vathi and Fiskardo. Half-board dining showcases local cuisine.
Duration 8 days Destinations Lefkada, Meganisi, Ithaca, Sami, Fiskardo, Lefkas, Kalamos Age Range Ages 18+ Operator Med Sailing Holidays From
15% Off- NZ$3,117
Greece Sailing Tour Reviews
- 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
- Sail Greece: Mykonos to Santorini
Fantastic trip! Highly recommend
- 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.
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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