This trip is a lifetime experience! Sail through some of the most beautiful, yet non-touristy Greek islands. Explore them by sea and land. Begin your adventure like a modern Odysseus or Jason and hike through amazing sceneries. This tour is the only one in Greece that gives you the opportunity to experience the unique feeling of your own boat waiting for you in a marvelous cove at the end of your hike.

Level Requirements:
Relatively easy walks (3–5 hours per day), good start for a first trekking holiday. Walking is a mixture of dirt tracks and well – constructed stone mule paths.
Our trips are designed for active people who enjoy trekking, even going up steep hills. We expect participants to be in good physical condition. We typically walk along either dirt roads or stony footpaths, some of which can be irregular underfoot. On the coast, we also walk on sand and shingle for some stretches. A walking pole may be useful.

Any type of sailing skills is welcomed. Individuals familiar with the concept of sailing are more than welcomed to assist our certified skipper throughout the journey. This journey is also a magnificent opportunity for people with no experience to learn basic and fundamental principles of the art of sailing.

Happiness and the Art of Life Balance Sessions
You will come away with…

  • Clarity on working smarter, not harder
  • Staying out of the overwhelm
  • Focusing on getting your priorities straight
  • Managing your stress
  • Setting you up for success
  • Enjoying optimal health
  • Finding serenity and calmness
  • Having better control of your life
  • and yes, happiness, sustainable happiness

Daily meditation, restorative yoga, and energizing breathwork.


    • Day 1 Athens

      Upon arrival settle to our hotel in Athens. In the evening meet with your guide for a short walking tour of Athens and enjoy a welcome dinner in a traditional Greek tavern in the old part of Athens, in Plaka, overlooking the Acropolis.King George hotel Athens – Deluxe Acropolis view room
    • Day 2 Athens – Aegean sea – Island of Serifos

      After breakfast, half day sightseeing tour of Athens, the hostess of the Olympic Games in 2004. Visit Acropolis, the greatest monument in the Western world, the Parthenon and Panathinaikon Stadium, the stadium where the first Olympic games were held in 1896, and the New Acropolis museum. Lunch at the Acropolis museum restaurant. Early in the afternoon (approximately at 15:00 o’clock) we head to the island of Serifos by high- speed ferry from Piraeus. (Duration of trip approximately 2 hours). After disembarkation we begin to experience an amazing hike from the port, through the amazing Chora (town) of Serifos, ending in the evening at the beach of Psili Ammos, where our sailing boat will be waiting for us! After we settle to our cabins, we will enjoy our first wonderful dinner on board. (Duration of trekking: appx.3.5 hours) (B, L, D) Overnight on board (Catamaran Lagoon 450)
    • Day 3 Aegean Sea – Milos island

      Early in the morning we sail to Milos. Milos is a volcanic island in the southwestern corner of the Cycladic islands. It is mostly famous from the statue of Venus of Milo (Aphrodite), a fine piece of Greek ancient art, that was discovered on this island and is today hosted in the Louvre Museum, Paris. Our catamaran will disembark us at the fishing village of Pollonia, where our hike starts for today. This trail gives us the chance to see the infamous Sarakiniko, with its lunar landscape and Papafraga, the famous archaeological site of Filakopi (one of the most important cities of the Greek prehistoric era with ruins of the magnificent cyclopean walls) and the beautiful settlement of Mandrakia where we will end our expedition at its stunning beach with white sand and turquoise crystal clear waters. After our swim (optional), our boat will pick up us up in order to take us to the bay of Adamas, the largest natural harbor in Greece and one of the safest anchorage places in the entire Mediterranean. Tonight, we will have the opportunity to visit the beautiful town of Adamas, and have the opportunity to sample the local cuisine in a local tavern. O/N in Adamas bay. (Duration of sail ca.4.5 hours, Duration of hike ca. 4 hours) (B, L, D) Overnight on board (Catamaran Lagoon 450)
    • Day 4 Milos island

      Today’s sailing around the whole island takes us to colorful beaches, inviting sea caves, rare and extraordinary geological formations and amazing spots that can be only reached by boat. We get the opportunity to see the spectacular rock formations of Glaronissia, Arkoudes, Sikia and Kleftiko and also swim in breathtaking turquoise waters. Later in the evening we will sail to either Kimolos or Polyaigos in order for us to set anchor and be ready for our next day’s departure. Lunch on board. Dinner either on board or in Kimolos. (B, L, D) Overnight on board (Catamaran Lagoon 450)
    • Day 5 Aegean Sea – Sifnos

      Today we begin our sailing experience headed to Sifnos, one of the most “fulfilled” Greek islands. Sifnos has very pleasant beaches, idyllic villages and a large variety of beautiful hikes. We have selected the best of them. Our boat will reach Platys Gialos, which is our hiking starting point. Today’s walk takes us away from modern civilization! It is a loop walk containing one of the best parts of the whole Sifnos trails’ network. Afterwards we will settle at our accommodation. Then get ready for a wonderful Greek dance lesson experience! (Sailing duration: 2 hours, Hiking: ca. 4.5 hours) (B, L, D) Verina Hotel

Greek Islands,
Aegean Sea

Sept 15th – 23th, 2017

+1-800-869-0538 | Email

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  • Day 6 Sifnos island

    Our hike takes us today from Kastro, the ancient capital of Sifnos and one of the best preserved ancient capitals of the Cyclades, to the modern capital of Sifnos, Apollonia. It is considered to be the cosmopolitan spot of Sifnos, full of shops, cafes and taverns. We will walk along the narrow, principal streets of the settlement. It is a pleasant walk with architectural elements to be noticed, as well as some interesting churches. Our trail leads us to a hidden valley with the name of “Skafi”, ruined monasteries, caves, spectacular sea views as the one from the beautiful church of Panagia tou Niliou, with its “Aegean balcony”, where we will rest and have our picnic lunch. We continue to mavro Chorio (“Black Village”) with its impressive huts, terraces and magnificent gates. Our path leads us to the spring of Kalamitsi and between two huge crags, the “Froudia baronas” crags. On top of the larger crag, there is a prehistorical citadel. Through this ancient trail we continue our hike descending to the bay of Vathy, the most beautiful beach village on the island, where our boat awaits for us. Then time for a wonderful dip into the sea, and a marvelous cooking class on board!!! (Hiking duration: 6 hours) (B, L, D) Verina Hotel
  • Day 7 Aegean Sea – Kythnos

    Today, we sail to Kythnos (sailing duration ca. 5 hours) where we will relax and enjoy a “beach day” in Kolones, one of the most photographed beaches in Greece. Later in the evening we head to the Port of Merichas, which is going to be our anchorage for tonight. Lunch on board, and dinner in Merichas. Total sailing time: 5.5 hours. (B, L, D) Overnight on board (Catamaran Lagoon 450)
  • Day 8 Kythnos – Aegean Sea – Sounio

    After our lovely breakfast on board we depart by private motor coach or taxis to the Chora of Kythnos, where our hike begins. This exceptional and long hike is considered to be one of the best in the Cycladic islands! After a short exploration of Chora and Panagia tou Nikous we will walk through amazing paths with wonderful views to the neighboring islands, crossing large flat stones toward Aghios Georgios and visit the virgin sandy beach of Aghios Ioannis. This loop walk takes us back to Chora, where our transfers will take us back to Merihas for a lovely afternoon sail to Sounio to visit the stunning temple of Poseidon at sunset… Picnic lunch / Farewell dinner on board under Poseidon’s temple or in Grecotel Cape Sounio Hotel. (Hiking duration: 3.5 hours / Sailing duration: 3.2 hours (B,L,D) Overnight on board (Catamaran Lagoon 450)
  • Day 9 Sounio – Athenian Riviera – Alimos

    Breakfast on board while we sail along the Athenian Riviera to reach the Alimos marina – end of services. Sailing duration: 3 hours (B)

Sail and Hike Aegean Sea, Greece

May 25th - June 2nd, 2018

+1-800-869-0538 | Email

Reserve Now

Price per person:

*Prices are in USD Per Person based on a minimum of X traveling together

Please call for special international airfares.

*The above trip cost has been discounted by 3% for check payment, which is not applicable if credit card is used. Though a bank wire fees will still apply. *Sojourn Explorers will also donate $75 to St. Sophia out of our proceeds.

Keep scrolling down for items include/excluded, booking conditions, etc.

Group Size

Price in USD

6-7-8 pax (1 Catamaran, 1 Skipper, 1 Guide)

$ 5,548



  • -  9 days/ 8 nights,
  • -  One night in DBL/TWIN Deluxe Acropolis view room in Athens at the King George hotel
  • -  2 nights at the Verina hotel in Sifnos
  • -  DBL cabins on board, on BB basis
  • -  Boat rental (catamaran lagoon 450) with skipper
  • -  Port fees
  • -  English speaking tour leader / Professional guide during sightseeing
  • -  Trekking and sailing activities mentioned in the program
  • -  Full board (Breakfast on board, picnic or regular lunches and dinner in local taverns/on board)
  • -  Coffee, tea, juices and water on board
  • -  All transfers by private A/C buses and/or taxis
  • -  Half-day sightseeing tour of Athens (entrance fees included)
  • -  Sightseeing tour in Sounio (Temple of Poseidon – entrance fees included)
  • -  Cooking class
  • -  Mindfulness and Meditation sessions
  • -  Greek dancing lesson
  • -  Ferry tickets to Serifos on high speed ferry
  • -  Transfers (incl. luggage transfers)EXCLUDED:
  • -  International flights
  • -  Travel insurance (recommended)
  • -  Personal Expenses
  • -  Anything not mentioned in above program
  • -  Personal Insurance
  • -  Alcoholic drinks
  • -  Optional gratuities to leader, guides and local staff
  • -  Arrival and departure transfers upon arrival from Athens International Airport
  • -  Bank and service charges for payment; 3% for credit card, and $75 for each wire transaction from Sojourn Explorers to our travel partners Greece.Booking ConditionsSojourn Explorers: Terms and Conditions applicable on all tours. Cancellation insurance is highly recommended.
    Deposit Requirements: 25% per person deposit is required to confirm your booking. Final payment is due 60 days prior to departure.Additional Trip InformationA detailed packing list, medical information, and other pertinent travel information will be sent to you once your trip is fully booked.
    All of our trips can be customized to suit your specific interests, timeframe and budget. Please contact us to talk about other options for you, as this is one of many choices we offer.
    Safeguard your trip with travel insurance. Unexpected events or accidents can leave you with cancelled plans and sometimes significant expenses. Travel insurance can help you cover yourself, your belongings and your travel investment against any surprises.

Sail and Hike Aegean Sea, Greece

May 25th - June 2nd, 2018

Reserve Now

King George hotel Athens – Deluxe Acropolis

Dating back to 1930 and located in the center of Athens, the 5-star King George, a Luxury Collection Hotel, represents the absolute essence of a fascinating boutique hotel. Perfectly situated for captivating experiences, a truly inspiring and gracious venue, King George is located within walking distance from the wonders of Athens. The Acropolis, Agora, Plaka and Thission are nearby, so too are upmarket boutiques, world-renowned museums, and the city’s vibrant business district. With 102 rooms and suites, the awarded Tudor Hall Restaurant featuring authentic Greek cuisine and incomparable views of the city’s landmarks, King George finds its best expression in their outstanding personalized service.

Verina Hotel – Sifnos

Sprawling on the side of a steep hill with nothing between you and the endless Aegean blue, Verina Astra leaves you speechless and transcendent. The impressive panoramic view will take your breath away, especially at night when the stars are lit and you feel like every corner was designed to invite you to infinite star gazing. It is no wonder that this stunning complex has taken its name from the Greek word for stars – Astra – and each suite is named after a constellation. The complex consists of 7 separate buildings, creating an atmosphere of small independent villas, surrounded by beautiful gardens. An open lounge area with this same unbelievable view provides the perfect spot to enjoy a cocktail in the evening. Or enjoy your breakfast, which is a real experience, either you take it in the lounge area or in your room. Prepared with local produce and with emphasis on local delicacies, this breakfast is a godsend you will never forget: homemade cookies and jams, pancakes with honey, omelets prepared with free range eggs – a real treat that will spoil you forever! Spend some time around the infinity pool that creates a new dimension for the notion infinite blue.
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