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Greek Isles Vacation

A  great way to explore some of the best that Greece has to offer

The highlights from our previous trips include snorkeling an ancient city in 7’ of water, climbing an extinct volcano, dinner at a country taverna where the owner made his own wine and olive oil. Just watching the beautiful mountains rising up out of the sea as you sail by islands steeped in thousands of years of history is amazing.

Let us take you on an amazing sailing vacation. A typical day will start with breakfast on board the boat. Then we will set sail to our next island stop, maybe anchoring along the way to swim or snorkel in the clear waters of the Mediterranean. Lunch is served Tapas Style along with local beer and wine. Some days we’ll sail to a new destination in the morning and then you’ll have the afternoon to relax or explore a nearby village at your leisure.  Dinner will be ashore in a local traverna where you’ll get to choose from local delicacies and fresh fish.  The evening is free to do some dancing, relax with an after dinner drink on the boat, take a walk through town or along the water front.  

We Sail From Athens

You will fly into Athens, Greece. You may want arrive in Athens a day or two early to enjoy the sites and to get acclimated to the time change. Plan on boarding the yacht in the afternoon of Saturday, September 22nd.  We’ll familiarize you with the boat and later you’ll get the chance to enjoy the night life of the Plaka.  We’ll set sail the next morning for the trip of a lifetime.  Upon our return to Athens, you will disembark the boat on Friday, September 28th.  Guests will need a hotel for Friday evening and can plan to catch a flight as early as Saturday morning.

From Athens you can visit two island groups, the Saronic Gulf Islands which include Ageina, Poros, Hydra and Spetsis and the Cyclades Islands which include Kea, Kythnos, Syros and Serifos to name a few. Both island groups have beautiful harbors and bays and can give you everything from lively tavernas, to shopping, cultural sites and quiet secluded anchorages. Both island groups have their charms and we will base our choice on the weather and your input .   

Some Places We Like to Stop in the Saronic Gulf:

Poros- When you sail into Poros you see the town built on the rocky slopes of the island and as you approach you say to yourself “this is a Greek island!” It’s one of the most beautiful approaches in Greece. There are several beautiful bays for swimming, some with ruins dating back centuries. In town are a marine academy, wonderful tavernas, great night life and beautiful markets for stocking up on fresh fruits and veggies. And... a secret bakery down an alley way with the most amazing bread ever! There is no sign; you have to know where it is. The father and son don’t speak English so brush up on your Greek or sign language.

Spetsis-  This history-rich island of tranquil pine forests was the setting for John Fowles' The Magus.  This is a charming island and a great area to rent a bicycle and explore the coast line.

Hydra- An artists' hideout and not a car to be seen on the whole island. One of my favorite stops where you can take a donkey ride to the top of the island for a spectacular view and photo opts, later join the nightly sunset party at “Hydronetta” on the side of the cliffs, listen to classical music, sip a cocktail and applaud the sun making it's daily dip into the sea! Hydra is a great “2 day” island if we want to spend some more time soaking up the beauty and culture.

Methana- Here today is a spa with thermal baths that have been known since acient times. Here you can get a massage, hike on an extinct volcano, and have dinner at a Taverna in the hills where they make wine from their own grapes and olive oil from the fruit of their own olive trees.

Epidavoros- Located on the Peloponnese peninsula, this charming town is near one of  the best preserved of all ancient Greek theatres, close to  the ruins of a city in 7’ of clear water where you can snorkel, and home to an active fishing community. The fresh fish at the Posiden Taverna is truly amazing.

Agenia- The island of pistachios and octopus offers us a well protected anchorage. Hire a scooter or taxi and ride over to Agia Marina harbor for lunch and a hike up to the Temple of Aphaia, one of the finest Doric Temples remaining in all of the Greek Isles.

Heading Back- We can leave early morning  for a beautiful deserted island for swimming and sunning before sailing back to Alimos Marina in Athens. Alternatively we can choose to spend the morning doing some sight seeing before sailing back to Athens for a late afternoon arrival.

This Year We’ll be saling on a Beneteau Cyclades 50.5

Our sailboat has 4 double guest cabins, 2 with private heads and one storage cabin for luggage, the captains also have their own cabin.

Our Favorite Month is September -  Join us from September 22nd to 28th in 2018

Why do we like September the best?  Well, the weather is great! It is still warm (80’s) but not hot like the middle of summer. The Meltemi winds have settled down making sailing more comfortable. It is less crowded than the peak European  summer vacation months of July and August. The water is still great for swimming or snorkeling.

Greek Island Rates

Includes provisioning, meal preparation, boat expenses, fuel and marina fees. Guest cabins are doubles and all linens are provided. Not included are dinners, transportation and on-shore excursions. Your charter will start Saturday in the late afternoon and end Friday late afternoon.


Rates Per Person  

$1,980 per person

Based on double occupancy

$300 additional for private head

Contact us for group rates


Payment: A deposit of 50% required to confirm your booking, with balance paid 90 days before sailing. Cash, checks and credit cards are accepted.

Rates:  Live aboard rates are based on double occupancy and include provisioning and meal preparation.

Cancellation:  If you cancel the charter, the fees are not refundable unless the vessel is re-booked by another party. If we are able to re-book a charter for the same dates, the deposit will be refunded less a 10% fee. If you need to change your booking dates, a fee may be charged. We strongly recommend trip insurance to cover unexpected circumstances. If a trip is canceled due to weather, we will refund the fees for the unused part of your trip.

Alcoholic Beverages:  Lunch and afternoon beer and wine included in charter fees.

Gratuity:  After your charter, if you feel we have done a wonderful job, a gratuity is welcomed and always appreciated.  

What our guests have to say;

“Captains Harold & Margie made our trip to Greece a wonderful, relaxing and informative trip.

Sailing, snorkeling and dining in the Northern Cyclades Islands was a dream come true.

The local people were welcoming and full of smiles.

We felt at home on the boat as well as on the islands. We also enjoyed getting to know our sailing companions from Texas. Thanks a million Harold & Margie!”

Happy sailing,

Tom & Cynthia Atha

Granville, Ohio

“Terrific husband-&-wife co-captains, Harold & Margie(also a great chef) Ochstein, Hoosiers who moved to FL! Took us on a hike to the top of a volcano, ate at taverna along the way. The 6 of us clicked right away(same age) -- Harold kept buying sweets/had radar for bakeries & chocolate shops. Drank Mythos & Fix beer with Margie, who shared recipes & sailing tips.”

Pat and Maribel P.

Is it Safe?

The Greek government is recovering from a trying time, the Greek people are as welcoming as ever. We feel comfortable everywhere we go in Greece. People are very helpful and since English is taught to the kids in schools at a very young age it is easy to communicate. The memories from this trip will last a lifetime.