Sailing in Greece
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95 Sailing trips in Greece with 389 reviews
Compiled by
MelissaGreece travel expert at TourRadar
- Sail Greece: Santorini to Mykonos
- Sail Greece: Mykonos to Santorini
- Sailing Greece - Mykonos to Athens
- Cyclades Luxury Sailing Adventure (Catamaran)
- Southern Cyclades Sailing Cruise 2026
- Saronic Sailing Luxury Adventure
- Sailing the Ionian Islands
- Greece: Sail & Swim
- Greece Sailing Adventure: Cyclades Islands
- Sailing Greece - Santorini to Mykonos
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
- NZ$2,855+$203 local payments
Sail Greece: Mykonos to Santorini
15 Reviews by TourRadar travelers“This was an amazing experience and Fotis was a fantastic skipper who had a wealth of knowledge about sailing and the islands we were sailing through.”
Justin, 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, Syros, Naxos, Amorgos, Ios, Santorini Age Range Ages 15+ Operator Intrepid Travel From
- NZ$2,950+$203 local payments
Sailing Greece - Mykonos to Athens
20 Reviews by TourRadar travelers“First time sailing and it was amazing!”
Michael, traveled in July
The 57-ft yacht sails from cosmopolitan Mykonos through the Cyclades. Your skipper guides visits to Hydra's car-free harbor, Kythnos' therapeutic springs, and Aegina's ancient temples. Eight-day adventure includes snorkeling gear.
Duration 8 days Destinations Mykonos, Syros, Kea, Kythnos, Hydra, Aegina, Athens Age Range Ages 16+ Operator G Adventures From $2,379
15% Off- NZ$2,022You save $357
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 Operator Trails Beyond From
15% Off- NZ$4,948
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
15% Off- NZ$8,700+$801 upfront costs
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+ Operator Trails Beyond From
15% Off- NZ$4,806
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$1,780
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 18-32 Operator Topdeck From $4,079
11% Off- NZ$3,629You save $450
Greece Sailing Adventure: Cyclades Islands
20 Reviews by TourRadar travelers“Amazing Tour with an amazing skipper.”
Kaja, 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, Oia, Amorgos, Katapola, Cyclades, Koufonisia, Iraklia, Naxos, SyrosSee all destinations Age Range Ages 15+ Operator Intrepid Travel From
11% Off- NZ$3,995+$223 local payments
Sailing Greece - Santorini to Mykonos
20 Reviews by TourRadar travelers“I highly recommend this trip and will definitely be coming back for future adventures.”
Hannah, traveled in June
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 Ages 16+ Operator G Adventures From $2,399
10% Off- NZ$2,159You save $240
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
- 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.
- Cyclades Luxury Sailing Adventure (Catamaran)
Trip was amazing and defiantly the trip of a lifetime. Mike and Danae were fantastic! We had such a great time and made new lifetime friendships with not only the crew but the others that were on the boat. HIGHLY recommended.
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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