up to 8 travelers
8 days – 7 nights
April – October





Upon arrival at the Olympic Marina in Lavrion, our skipper and tour leader will be there to welcome you. You’ll board the sailboat with them and they will check you in your cabins and introduce you to the itinerary, after a short orientation.
Late afternoon we leave the marina, enjoying views of the southern suburbs of Athens. We head south, towards one of the most iconic landmarks or both the ancient and the modern world. The Temple of Poseidon, built high on a cliff over the dark blue waters at Cape Sounion, is the place where the Aegean archipelagos gets its name from.
Our destination for the night is the island of Poros, gateway to the Saronic gulf islands. Poros  boasts a lively main town, some insane local eateries, as well as postcard perfect views of the Methana volcano from its famous clock tower built high up in the cliffs.
We’ll dock at the marina and your guide will take you on a private walking tour of the old town before you head to dinner.  

Early in the morning, after breakfast, we leave Poros behind us and sail through the Tselevinia straits towards the uninhabited island of Dokos. The island is famous as the spot of the world’s oldest known shipwreck off its northeastern coast.
We’ll drop anchor in a bay with turquoise waters and have plenty of time to swim, snorkel and paddle board. The island’s only residents are a local shepherd, 2 donkeys and more than a few wild goats that usually hang around the beach, by the tiny chapel of St Nicolas.
Early evening we’ll leave the island and sail northwest to the nearby Hermione peninsula. Hermioni is a quaint little Greek town with an archaeological site and some fantastic dining options.
If savoring deliciously fresh seafood right on the water is your thing, this is the place to be. 

In the morning you have time to hit one of the best bakeries in Greece, while we prepare the sailing boat for yet another amazing sailing experience.
Our first destination of the day is the uninhabited, tiny island of Hinitsa close to the Peloponnesian coast. We’ll drop anchor there for a swim and we encourage you to snorkel, as it’s a great place to spot Mediterranean sea turtles foraging in the green waters of the bay.
Early afternoon we’ll set sail west towards the town of Nafplio, modern Greece’s first capital. Upon docking at the marina our guide will take you on a 3 hour private walking tour of the many sights in town. You’ll start by visiting the church of St George, with its magnificent renaissance fresco of the last supper, continue through the cobblestone alleys of the old town to the Constitution square, before heading uphill towards the medieval fortress of Akronafplia for some panoramic views of the bay and the island fortress of Bourtzi.
On your way down you’ll walk along the water and back into the old town for a truly authentic Greek dinner in one of the many highly rated (and recommended) restaurants.  

Your day will start with a morning hike to the Venetian fortress of Palamidi, overlooking the old town. The 999 step climb is as demanding as you want it to be, and we’ll have plenty of photo opportunities along the way to immortalize the bay of Argolis and the Peloponnesean mountains in the distance.
Upon your return to the sailboat, you’ll be treated to a hands-on sailing class by our skipper as you sail south towards the coastal village of Astros, our destination for the night. You can participate as much or as little as you wish to and our skippers will adjust the class to suit your needs or abilities.
We’ll dock at the marina of Astros and have plenty of time to relax on the 6km sandy beach, swim, paddleboard or hike to the medieval fortress that dominates the landscape to the north.
Whether it’s savoring insane seafood on the water or relaxing on the beach with a cocktail at sunset, Astros delivers. Always.  

After breakfast we leave Astros behind us and head east towards the cosmopolitan island of Spetses. We dock at the old port and spend the day exploring the island. Home to some magnificent 400 year old mansions built on the waterfront right on the palm tree dotted boulevard, the architecture in Spetses is imposing and definitely impressive.
We’ll have the option to rent e-bikes and loop around the whole island. We’ll cycle through rolling hills, see a ton of semi-domesticated grouse and stop at 3 different beaches for a swim and snacks and enjoy both rugged landscapes and unique 17th century architecture.
In the evening Spetses’ upscale restaurants will satisfy your inner foodie and the numerous bars in the old port often host live music so feel free to take advantage. 

After breakfast, it’s time to leave Spetses behind us and sail further east towards the marvel that is the island of Hydra.
Made famous through the centuries as the epicenter of our revolution in 1821 as well as the place where European royal families, musicians like Leonard Cohen, patrons to the arts and politicians call home, Hydra’s GDP rivals that of a small nation.
The island’s wealth is evident as we approach the main port, with medieval pirate mansions, impressive fortifications, windmills and a clock tower made out of Athenian marble. There is a ban of motorized vehicles on Hydra meaning sightseeing is mostly done by walking, unless a donkey ride is on your bucket list.
Upon arrival our guide will take you on a private walking tour of the main sights on the island, starting by exploring the narrow alleys of the old town, before heading inland for a visit to the Kountouriotis mansion, the naval museum and the town’s oldest pharmacy.
There’s some excellent dining options on the island, one of them truly stands out as it’s been run by the same family for over 200 years and still serves inexpensive island food under a huge vine. If enjoying cocktails on a trendy bar on top of a cliff at sunset is your thing, Hydra delivers.

After a cup of traditionally brewed coffee in the port, we Hydra behind us and set sails towards the mainland and Cape Sounion, home to the temple of Poseidon.
We drop anchor in one of the numerous bays close to the cliffs where the temple is built on and use the dinghy to get to shore. Once there, we’ll hike to the temple and visit one of the most important archeological sites this side of the world.
In the early evening we’ll set sails north towards the Olympic marina, our destination for the night. Our crew will be there to have one last dinner with you before we settle in our cabins for the night.

Early in the morning we pack our bags and bid farewell to the sailing boat that’s been our home for the past week and our adventure ends.


 1. What are accommodations like on your tours?

In order to guarantee a memorable overall experience throughout your adventure with Bearing True South, we have carefully handpicked a mix of family-run, boutique hotels for your accommodation. On your sailing adventures with Bearing True South, we operate a fleet of 4 or 5 cabin sailing yachts with a large sundeck and a comfortable indoor galley for meals and relaxing. There are three/four double bed cabins available for our guests, depending on the sailboat you choose, under the main deck of the yacht and separate crew quarters.
In all our trips, land or sailing, accommodation is operated on a twin share basis. This means that traveling as an individual, you will be sharing accommodation and room facilities with another person of the same sex or your partner, spouse, family, friend etc. 


    2. What are meals like on your tours?

When traveling with Bearing True south, you’ll experience a great variety of delicious food, based on traditional Greek cuisine. Emphasizing on the regional cuisine of our destinations, we have carefully selected local, family run, restaurants for our groups.
On our land trips, breakfasts are always included in the total price and are provided at the hotels. On an outdoor activity day, when a picnic lunch is mentioned in the day to day itinerary, we usually buy local cheeses, vegetables, cured meat, bread, local pies from local markets so you don’t miss out on the specialities of the region. Picnic lunches are always included in the price of the tour.
On our sailing trips, all breakfasts and “light lunches” are provided by us on board on a self-serving basis.  “Light lunch” and “breakfast” usually refers to fresh Mediterranean salads, pasta, milk, coffee, tea, juice, cereal, bread, sandwiches, omelets or fresh fruit, local cheeses and cold cuts. You have access to a fully equipped kitchen to prepare your meals on your own or together with the crew.
Dinners are usually in local restaurants and are not included in the tour price. This gives our groups the flexibility to either eat together or explore the destination on their own and enjoy a larger variety of local dishes after a long day. When a meal is not included feel free to ask your tour leader to suggest a local restaurant in the village or town you are staying.
For the meal plan of the tour please refer to the day to day itinerary and the extra info of the tour. If you are a vegan or vegetarian, have any food allergies or any special requests when it comes to food, please let us know at the time of booking.



    3. What are some extra services you provide?

Upon request we can arrange for taxi or minivan transfers from and to the airport and the marina, paddleboard and SUP rental on our sailing tours, shopping for personal supplies from guests prior to their arrival. Should you require a private guided tour of the Acropolis and the historical center of Athens we work with government registered archaeologists and can arrange half or full day tours. Should you require a private full or half day sightseeing tour of Athens with one of our guides we can also arrange that. 



    4. What equipment is provided while sailing?

On all our sailing tours there’s enough snorkeling gear for everyone onboard. That includes masks, breathers and fins. There’s also an inflatable dinghy available to take guests to shore or on short rides when we’re anchored in various bays. 

Upon request we can also arrange the rental of paddle boards (SUPs) at an extra charge per week.  



    5. How physically demanding are your tours? 

Our tours are catered to all ages and the level of physical excretion can be adjusted to reflect each group’s specific dynamics. We expect our guests to be able to walk on their own, as, unfortunately, sightseeing in the mainland and sailing on the islands isn’t ideal for wheelchair dependent guests. We also expect our guests to have a reasonable level of fitness, i.e. to be able to walk unassisted for a couple of hours on a daily basis during our tours. 



    6. Are the itineraries set? 

The style of travel in our adventures provides us a great deal of excitement, however it is dependent on several factors, such as weather, terrain conditions and technical problems with transportation. These may create unexpected circumstances throughout our tours that we have to deal with by making minor changes to the tour itinerary or the activities included in a particular day. For that reason the described day to day itinerary is used as a guideline which gives us the flexibility to make changes when needed.


    7. What does a typical sailing day look like? 

After a self serving breakfast on the sailboat the crew informs you of our first destination of the day. This could be another island or a different part of the same island. We sail there, drop anchor and have plenty of time to explore the bay, snorkel, swim, paddleboard or relax on the deck. In the early afternoon, after a light lunch is served onboard we set sails once again for our next destination of the day. That’s usually an island’s marina, where we dock and have time to relax and unwind until the early evening. Your tour leader will then take you on a private walking tour of the local sights. These tours focus on culture, history, architecture and of course food. We hike or use public transportation or on occasion private taxis. The tours, depending on the place, last between 1 and 3 hours and usually end just before it’s time for dinner. Dinner options are aplenty and our tour leader is always there 


    8. What is the tipping culture in Greece? 

Tips are welcome and ideally presented in cash. It is customary to tip your tour leader and skipper for their services throughout the trip. 


    9. Do you offer post tour extensions / add-ons?

We do offer tour extensions and add-ons for our guests. We realize that your time here is limited and some people want to see as much as possible without the hassle of figuring things out as they come.

If you feel like exploring more of the mainland we offer 2-3 day tours of the Monasteries of Meteora and the Delphi archaeological site. We also offer tours to the Peloponnese and Ancient Olympia as well as Kalamata, Nafplion and the Mani Peninsula. We operate those tours ourselves and have had nothing but great feedback over the years. 


    10. What is the weather usually like?

Greece in general has warm and humid summers lasting from May till October. In May and October weather can be less predictable with some rain and chilly temperatures being possible especially in the Greek mainland. Greek summers are generally hot, with temperatures rarely getting lower than 25 degrees Celsius in most of our destinations, while temperatures of over 40 degrees Celsius during the day are not unheard of in July and August. In the open sea, weather can be tough to predict all year round, but in the summer the seas are generally calm and ideal for sailing. Generally, cool temperatures and occasional rainfalls occur often at night, especially in the mountains, a fact that you have to take into account when packing for your adventure. 


    11. What should I pack for my tour?

Being as light as possible is always important on an adventure tour plus space is limited on board a sailboat so our travelers are expected to bring with them a backpack or suitcase as well as a daypack for personal items and valuables. A sample packing list will be provided by us upon booking your adventure with us. Feel free to use it as a general guideline on how to pack sensibly for that specific tour at that specific time of year. 




up to 8 travelers

7 days - 6 nights

starting from

2200 EUROS

up to 10 travelers

3 days - 2 nights

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up to 8 travelers

8 days - 7 nights

starting from

1900 EUROS

up to 8 travelers

8 days - 7 nights

starting from

1900 EUROS

up to 14 travelers

7 days - 6 nights

starting from

2200 EUROS



+30 698 416 99 94

+30 697 743 33 91