Sailing in Greece
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90 Sailing trips in Greece with 372 reviews
Compiled by

MelissaGreece travel expert at TourRadar
- Sail Greece: Mykonos to Santorini
- Sailing Greece - Mykonos to Santorini
- Sailing Greece - Santorini to Mykonos
- Saronic Sailing Luxury Adventure
- Cyclades Luxury Sailing Adventure (Catamaran)
- Sailing the Greek Mediterranean
- Greece Sailing Tour
- Sail & Swim: Greece
- Set sail from Zakynthos
- Sailing the Ionian Islands
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 15 to 99 year olds Operator Intrepid Travel From $2,905
25% Off- NZ$2,179+$192 local paymentsYou save $726
Sailing Greece - Mykonos to Santorini
50 Reviews by TourRadar travelers“Great people, swimming spots and got to experience a lot of different islands.”
Abby, 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 $2,299
25% Off- NZ$1,724You save $575
Sailing Greece - Santorini to Mykonos
20 Reviews by TourRadar travelers“The sailing was an incredible experience and the best way to see Greece in my opinion. I also met some phenomenal people who have now become travel friends.”
Leigh, 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 $2,299
20% Off- NZ$1,839You save $460
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
20% Off- NZ$4,263
Cyclades Luxury Sailing Adventure (Catamaran)
3 Reviews by TourRadar travelers“The views were unbeatable, and everything was smoothly run!”
Marley, traveled in July
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
20% Off- NZ$4,551
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
20% Off- NZ$1,478+$480 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
20% Off- NZ$1,478+$480 local payments
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 $3,899
10% Off- NZ$3,509You save $390
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
10% Off- NZ$1,635
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
10% Off- NZ$1,635
Greece Sailing Tour Reviews
- Sail Greece: Mykonos to Santorini
Fantastic trip! Highly recommend
- Sailing Greece - Mykonos to Santorini
Excellent sailing tour! Had some great time!
- 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.
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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