Sailing in Greece
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82 Sailing trips in Greece with 359 reviews
Compiled by
MelissaGreece travel expert at TourRadar
- 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 the Ionian Islands
- Sailing & Hiking the Dodecanese Islands
Greece Sailing Adventure: Cyclades Islands
18 Reviews by TourRadar travelers“Varied and interesting itinerary. Got the whole group to bond together really well.”
Stephen, 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
- US$2,575+$119 local payments
Sail Greece: Mykonos to Santorini
14 Reviews by TourRadar travelers“We had an excellent professional friendly delightful experience of a life time...we will never forget.”
Maureen, 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 15 to 99 year olds Operator Intrepid Travel From $1,870
25% Off- US$1,402+$108 local paymentsYou save $468
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
25% Off- US$2,577
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
25% Off- US$750+$271 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
25% Off- US$750+$271 local payments
Saronic Sailing Luxury Adventure
5 Reviews by TourRadar travelers“Beautiful boat, water, islands, and villages. You can't beat the money value of this trip.”
Beverly, traveled in May
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
25% Off- US$2,414
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 $2,159
5% Off- US$2,051You save $107
A traditional gulet carries you from Zakynthos to iconic Greek destinations. The route includes Fiskardo's white pebble beaches, Meganisi's hidden coves, and the famous Shipwreck Beach. Seven nights at sea with ensuite cabins and authentic Greek cuisine.
Duration 8 days Destinations Zakynthos, Agia Efimia, Ithaca, Meganisi, Fiskardo Age Range up to 99 year olds Operator Encounters Travel From
5% Off- US$980
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 up to 99 year olds Operator Encounters Travel From
5% Off- US$900
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 10 to 80 year olds Operator Trekking Hellas Rhodes From
5% Off- US$3,970
Greece Sailing Tour Reviews
- Greece Sailing Adventure: Cyclades Islands
The trip was the best holiday I have ever done . Great skipper who made sure we all mingled and got along. Recommended great things to do on each island , weather was beautiful and sailing a lot of fun . The skipper Kutte joined in and a lot of laughs had by all. Very professionally organised ,rate it 0 out of 10
- Sail Greece: Mykonos to Santorini
Fantastic trip! Highly recommend
- 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."