Sailing in the Greek Islands is hard to beat. White washed buildings, warm blue sea, amazing food and fascinating history, this is a holiday that will make your friends envious. Our 50-foot sailing boat can comfortably accommodate up to eight people, making it perfect for families, singles, couples or groups of friends (if you want a private booking just for your party, speak to us about suitable dates). Under the guidance of your skipper and crew, you’ll explore picture postcard islands in the Saronic Gulf. Try your hand on the helm and learn the art of sailing; take a swim off the boat in one of our many tranquil anchorages; get stuck into local tavernas with an ouzo and souvlaki in local ports; and explore ancient sites like the amphitheatre at Epidavros and the Acropolis and Parthenon in Athens. If you have ever wanted to explore the Greek Islands by sail boat, this could be your next holiday.
Arrive into Athens International Airport and be greeted by your skipper, who will escort you to your hotel.
Included: Dinner
Explore the fascinating city of Athens for the day. With so many sights to see, we can highly recommend a sunset trip to the Acropolis
Included: Breakfast & Dinner
We are up early to take the 45 minute drive to Piraeus where we step on board our 45 foot yacht. You’ll get a safety briefing from your skipper and be issued with your cabins before we set sail (wind permitting) to Poros, a wonderful sheltered island.
Included: All meals
After a swim and breakfast onboard the yacht, we depart for the gorgeous trip to Hydra. The afternoon is yours to explore this wonderful town and we’ll get to sample one of the many amazing restaurants here.
Included: All meals
Today we’ll make our way from Hydra to Porto Cheli, a stunning sheltered bay where we can hike, explore the town and take a swim to cool off.
Included: All Meals
Today, we’ll sail from Porto Cheli towards Methana and onto Epidavros where we explore the ancient theatre dating back to the 4th century. Enjoy the amazing moorings here and the many wonderful restaurants.
Included: All meals
A built in extra day to give us the flexibility to explore this wonderful area.
Included: All meals
Our final day on the water. We’ll sail from Epidavros to Aegina for lunch before heading back to Piraeus for dinner and onto our hotel.
Included: All meals
After breakfast, you depart for your flight home.
Included: Breakfast
Dates & Reserve Spot | Duration |
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Friday 18 July 2025 - Saturday 26 July 2025 Total Cost: $5950 | £4695 | €5595 | 9 days |
Friday 29 August 2025 - Saturday 6 September 2025 Total Cost: $5950 | £4695 | €5595 | 9 days |
Friday 17 October 2025 - Saturday 25 October 2025 Total Cost: $5950 | £4695 | €5595 | 9 days |
We find most of our clients have in their possession already what is needed for a sailing trip. We have broken down here the items into what you’ll need on the yacht, on the river and in camp. An equipment list of what you will require for your adventure will be sent to you prior to your departure.
Download equipment fileThis was truly a trip of a lifetime! Sailing with Hamish was a wonderful experience. His competence, humor, and knowledge of the area made for a relaxed and fun-filled adventure. We explored coastlines and islands that we would never have seen on our own. The food on board was delicious, and the dinners at local Tavernas was a high point of the trip. The itinerary is well planned with time to explore the Acropolis and museums in Athens before setting sail for the Peloponnese. Once at sea, we swam each day, walked around ancient villages, and had plenty of beautiful days to sail on the Aegean. I fully recommend this trip to anyone interested in exploring Greece by boat. You will be well cared for and will not be disappointed!