Home Destinations Athens to Athens

Athens to Athens

Embark on a breathtaking 7-day sailing journey from Athens through the Aegean, discovering the hidden gems of Greece. Begin in tranquil Dokos and artsy Hydra, then stroll the neoclassical charm of Spetses. Wander the medieval castle town of Monemvasia before exploring Milos’ volcanic beaches and ancient catacombs. Enjoy the untouched beauty of uninhabited Polyaigos and laid-back Kimolos, then take in Sifnos’ whitewashed villages and rich history. Conclude in stunning Kythnos, with its natural hot springs, exotic Kolona Beach, and underwater wonders—before returning to Athens, full of unforgettable memories.
East Mediterranean
PERFECT FOR FAMILIES
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Athens to Athens
Table of Contents
Last updated on April 3, 2025
Key Takeaways
  • A Blend of History and Nature: The journey offers a perfect balance between exploring ancient landmarks—like Monemvasia’s medieval castle, Milos’ catacombs, and Kimolos’ archaeological sites—and enjoying Greece’s natural wonders, such as volcanic beaches, hot springs, and scenic sea caves.

  • Culinary and Cultural Delights: Each stop features standout local cuisine—from seafood tavernas in Milos to chic restaurants in Hydra and Sifnos—along with cultural highlights like art exhibitions, historic mansions, and picturesque villages.

  • Diverse Island Landscapes: Travelers will experience a wide variety of environments—from Hydra’s car-free rocky terrain and Spetses’ horse-drawn charm to Kythnos’ unique double-sided beach and Sifnos’ terraced olive groves—making each day feel fresh and unique.


DAY ONE MORNING


DOKOS


The tiny island of DOKOS is an incredibly beautiful spot in the ARGO-SARONIC Gulf.

The island has calm bays and turquoise waters and has become quite famous due to the discovery of the oldest underwater shipwreck known to man, dated back to 2700-2200 B.C.


DAY ONE EVENING


HYDRA


Explore the enchanting BEAUTY of Hydra, a tiny GREEK island that has captivated the INTERNATIONAL jet set and served as an inspiration for poets, writers, and artists like Chagall and Picasso.
Located just a short distancefrom Athens, Hydra is a small,rocky island with a rugged
charm that feels untouched by the modern world. The absence of cars on the island adds to its unique atmosphere as everything is transported by hand, mules, or trolleys.

SIGHTSEEING  TOURS / EXCURSIONS

Windmills

Ascend to the oldest district of Hydra, Kiafa, perched high above the harbor.
Wander through its narrow streets,admire the imposing mansions, explore old grocery stores, and discover charming small hotels. Continue your ascent to the highest point of Agios Athanasios Hill, where you’ll encounter seven windmills offering breathtaking views.

Deste

Deste is a renowned foundation established by the world-famous Greek collector, Dakis Ioannou. Housed in the old slaughterhouses of Hydra, the DESTE Foundation organizes exhibitions and events of international appeal that attract prominent visitors from around the world each summer. In 2018, the Deste Foundation presented the works of artist David Shrigley.

Kaminia

Take a scenic walk from the town to Kaminia, overlooking the sea. In thispicturesque little harbor, you’ll find the “Red House,” an important site on the island. Built in 1786, it was the residence of Admiral Miaoulis and now serves as an exhibition space.

The Mansions

Hydra boasts several magnificent mansions that bear architectural elements influenced by the Genoese style. These grand four-story buildings are closely linked to the island’s glorious history and were constructed during the late 18th and early 19th centuries when Hydra experienced economic prosperity due to trade and shipping. Visit the Mansion of Lazarus
Tsamados on the east side of the harbor, currently housing the Merchant Marine Academy. On the west side, overlooking the waterfront, you’ll find the historic Mansion of Lazarus Kountouriotis, which now operates as an annex of the National Historical Museum.

RESTAURANTS, BARS & NIGHTCLUBS

Omilos

As the most famous Bar-Restaurant in Greece, Omilos has welcomed illustrious guests such as The Beatles,Rolling Stones, Jackie Kennedy, Mary Kallas, and Aristotelis Onasis.
This iconic establishment sets the standard with its unique taste and design.

Veranda

With refined courtesy, an atmospheric decor, stylish ambience, and delightful flavors, Veranda offers Hydra’s ultimate dining experience. Situated on the rooftop of an old traditional Hydraian house, overlooking the island’s harbor and beach, the restaurant presents magnificent views.
The owner and chef, known for their care and use of high-quality fresh ingredients, create a diverse array of excellent and delicious dishes infused with classic Italian and Greek flavors.

Sunset

Thanks to its excellent location, Sunset is an ideal venue for various activities.
Whether you’re seeking a romantic dinner or planning your wedding, the restaurant guarantees excellent quality products, outstanding recipes, and impeccable service. Sunset provides
all the necessary elements for creating unforgettable moments.

Techne Restaurant & Social

Situated by the sea in a beautifully renovated historic building with a picturesque courtyard, Téchnē offers carefully crafted dishes of modern Greek cuisine with Mediterranean influences. The restaurant combines elegant food with warm hospitality, sophisticated drinks, and magnificent views of the Aegean Sea, providing a relaxed dining experience.


DAY TWO


SPETSES


Spetses, with its captivating Argosaronic backdrop, is a charming island known for its association with captains and kings.
The town of Spetses exudes elegance reminiscent of the “good old days,” with its neoclassical houses and the presence of horse-drawn carriages.
Discover old coffee shops, restaurants, patisseries and shops as you wander around the picturesque harbour.

SIGHTSEEING

Museum of Bouboulina

This private museum showcases the personal belongings and household furnishings of Bouboulina, a prominent female hero of the Greek Revolution.
The museum is located within the traditional Spetsiote mansion, offering visitors a glimpse into the life of this heroic woman.

Church of Panagia Armata

The lovely white and yellow chapel islocated on a hill above the old port of Spetses.
This lovely church was built to commemorate and honour the defeatof the Ottoman fleet in 1822. From this chapel, visitors can enjoy a magnificent sunset over the harbour and the town
of Spetses.

RESTAURANTS, BARS & NIGHTCLUBS

Verandah – Poseidonion(dinner)

Encounter classic seafront dining steeped in old world grace, with soft lighting and sunset views complementing the refined cuisine.

Tarsanas Seafood

Another excellent dinner option at the Old Port.

Orloff Restaurant

Traditional ouzeri for late lunch.

Bikini Cocktails & Snacks

A trendy brunch spot in the morning which transforms into a vibrant club at night.


DAY THREE


MONEMVASIA


The CASTLE Town of Monemvasia is among the most IMPRESSIVE places in Greece. Monemvasia was entirely carved on the back side of a GIANT SEA ROCK in the Medieval times in order for the LOCALS to avoid enemy attacks.
This fortified city with the one and only gate as its name suggests (Moni=sole,Emvasia=entrance) has been inhabited continuously since the Middle Ages. The church of Agia Sofia is one of the most beautiful worship spots in Greece.
A walk around the Castle Town transports you into the past, while the sea view from the castle top is breathtaking.

SIGHTSEEING  TOURS / EXCURSIONS

The Castle

As soon as you walk through the gate, you will begin to uncover the secrets ofthis mediaeval castle. Duck in and out of the arched alleyways of Monemvasia and pass the quaint homes and crumbling churches until you reach thesea wall. Look up and see the grand mansions of the Upper Town where the nobility lived.

Kinsterna Spa and Resort

With roots in the Byzantine, Ottoman and Venetian eras, crowned by olive trees, vineyards and citrus trees, the Kinsterna Hotel complex overlooks the magnificent view of the castle of
Monemvasia.

CHRISOVOULO

RESTAURANTS

Chrisovoulo

Chrisovoulo holds a golden seal of excellence that will delight even the most demanding connoisseur.

Sterna

Traditional Greek recipes combine perfectly with the latest culinary craft and techniques, giving you the opportunity to taste creative Greek – Mediterranean cuisine.


DAY FOUR


MILOS


Thanks to its VOLCANIC origin,Milos boasts a magnificent colourfullandscape and a coastline that counts more than 40 EXOTIC BEACHES.
The civilisation of Milos is considered to be at least 5.000 years old.

Its fame spread throughout the civilised world thanks to the master piece of the Venus of Milos which can now be found in the Louvres Museum in Paris.
The capital of the island, Plaka stands on a hillside overlooking the sea at the foot
of the castle.

SIGHTSEEING  TOURS / EXCURSIONS

Sarakiniko

Sarakiniko’s lunar landscape is formed by white volcanic rocks, devoid of vegetation.

Papafragas

Located in the north, Papafragas features three narrow channels thatpass through towering rocks, creating fascinating caves and arches.

Phylakopi

This ancient settlement is one of the most significant prehistoric sites in the Aegean.

Plaka

Situated high on the foothills of the Castle, Plaka is the charming capital of Milos. Its white streets, flowerfilled courtyards, and picturesque taverns and cafes create an inviting
atmosphere for exploration.

Ancient Roman Theatre

The remnants of Milos’ ancient marbleopen-air theatre date back to the 3rdcentury. From the theatre, visitors can enjoy a breathtaking view of the port of Adamas.

Catacombs

The Catacombs of Milos hold greathistorical and religious significance.Dating back to the 1st century, they are considered among the three most important catacombs of Christianity,
alongside those in the Holy Land and Rome

RESTAURANTS

Armenaki

Located by the sea, Armenaki is renowned as one of the best fish taverns on the island, offering delightful seafood dishes.

Armira

Situated in Pollonia, Armira stands out with its interesting gourmet seafood delicacies,
providing a memorable dining experience.


DAY FIVE MORNING


POLYAIGOS


Polýaigos is an uninhabited Greek island in the CYCLADES near Milos and Kimolos. It is part of the community of KIMOLOS. Its name means «many goats», since it is inhabited
only by goats.

The island is to a great extent privately owned by the Greek Orthodox church,which sublets parts of it to local herdsmen from the nearby islands of Milos and Kimolos.
The island has some magnificent beaches, mainly on the southern part of the island, as well as many seasurface caves, which serve as a refuge to a dwindling population of Mediterranean
monk seals.


DAY FIVE EVENING


KIMILOS


Kimolos is a volcanic Greek island in the CYCLADES and one of the hottest alternative destinations in Greece, known for its TRANQUIL ATMOSPHERE, traditionalarchitecture, and unspoiled beaches. The island’s biggest GEMS are without doubt its beaches!
Prassa, Aliki, Agios Georgios, and Kalamitsi are the best beaches on the island anddebatably in the Cyclades!Aliki and Kalamitsi lie on the southern side of the island, while Agios Georgios can be found on the northern side. Kimolos also has archaeological sites
showcasing its history. It’s an ideal destination for relaxation and experiencing authentic
Greek island life.

SIGHTSEEING TOURS / EXCURSIONS

Chorio

In Chorio, you can visit the Medieval Castle, the Archaeological and Folklore Museum, and numerous post-Byzantine churches, many of which are protected by the Ministry of Culture.
The entire village exudes Cycladic charm, and you can uncover its unique character as you stroll through its winding alleys.

Castle

Located at the foothills of Xaplovouni,the only settlement on the island not called Chora but Chorio, boasts a magnificent medieval castle at its center. This historic fortress adds to the island’s allure and offers a glimpse into its past.

Skiadi

Situated atop the “Sklavos” hill, Skiadi is a rare geological monument. This giant mushroom-shaped stone stands proudly in the middle of an open plateau, providing breathtaking views
and serving as a prominent landmark of the island.

Prasa Beach

Considered by many as the most beautiful beach on Kimolos, Prasa is a haven for Monachus Monachus seals during winter. Located on the eastern
side of the island, this beach enchants visitors with its white sand and turquoise waters. The locals also refer to it as the White Beach. Don’t miss the opportunity to enjoy a natural spa experience by the hot springs located near the beach.


DAY SIX


SIFNOS


Sifnos has a DREAMLIKE quality.Three WHITEWASHED villages, anchored by the capital Apollonia, sit like PEARLS on a STRING along the crest of the island.
As you explore the slopes of the central mountains you’ll discover abundant terraced olive groves, almond trees,oleander and aromatic herbs.Each of the island’s bays offers deep blue waters and breathtaking vistas.

SIGHTSEEING TOURS / EXCURSIONS

The Church of Seven Martyrs

This small church is situated on a rocky peninsula just before the entrance to Kastro, a fortified village.

Monastery of Chrysopigi

Located on a small rocky peninsula connected to the rest of the island by a bridge,
the Monastery of Panagia Chrissopigi was established in 1650.
It is considered the protector of the island and offers beautiful views of the surrounding area.

RESTAURANTS / BAR

Omega 3

Located at Platys Gialos beach, Omega 3 is a recommended spot for lunch or dinner.

Rambagas

For an excellent dinner in Apollonia, Rambagas is a recommended option.

Cosi

Located in Apollonia, Cosi is a cozy bar where you can relax and enjoy a drink.


DAY SEVEN


KYTHNOS


Lying on the western part of the CYCLADES, in the heart of the Aegean sea, Kythnos is unarguably one of the most BEAUTIFUL islands close to Athens. Kolona in Kythnos is a stunning bay known for its NATURAL beauty and popularity among visitors.
With picturesque scenery and clear waters, it is a paradise for water sports enthusiasts. The
bay’s unique formation, with a sandy strip of land stretching into the sea, gives it the name
“Kolona,” meaning “column” in Greek. This natural landmark enhances its charm, making it a must-visit destination on Kythnos Island for swimming, snorkelling, and beach relaxation.

SIGHTSEEING TOURS / EXCURSIONS

The church of Panagia Kanala

Panagia Kanala is a picturesque church in Kanala village, known for its stunning sea view and unique architecture, including stone arches, an atrium, and a charming garden.
Once a significant Byzantine monastery, it now serves as the island’s patron saint and protector, celebrated annually on August 15th.

Hot Springs of Kythnos

Kythnos Island’s hot springs in Loutra village have played a crucial role in its development. Agioi Anargyroi, a hydro infirmary established during King Otto’s reign, and a free-flowing hot spring merging with the sea at Loutra Beach offer visitors the opportunity toenjoy them freely and indefinitely..

Katafyki Cave

Katafyki Cave, located in the center of the island, is a remarkable sight that combines natural and anthropogenic elements. Situated in the southern end of the village of Dryopida, at Fyres, this underground area encompasses a vast natural cave and artificialmine arches. It stands at an altitude of 190 meters above sea level and is considered one of the most importantand impressive attractions on the island.

Beaches

Kythnos Island boasts approximately 99 beaches, each with its own unique charm. Among them, Colona stands out as the most exotic, with a small strip of land connecting Kythnos to the
island of St. Luke. The largest beach on the island is Apokrousi, surrounded by an area rich in archaeological treasures.

Tip

Kythnos Island’s unique classical Aegean beauty is reflected in its sea and seabed. The strong currents and waves sculpt stunning underwater landscapes, creating beautiful coastlines and reefs. These dynamic waters teem with life, providing divers with a spectacular experience rarely found elsewhere in Greece.

RESTAURANTS / BARS

Arias

Captain Konstantis Vlastaris, lighthouse keeper, and landlord of the small bay of Agia Irini left his small fish tavern as a legacy to his children. They offer an unforgettable Mediterranean dining experience complemented with exceptional service in a relaxed atmosphere.

Akrotiri

As the sun sets, a refreshing cocktail by the sea is a perfect way to relax! Music and dance keep you going until the morning hours, where renowned DJs from Greece and live events tag along the entire summer.


DISEMBARKATION


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Embark on a breathtaking 7-day sailing journey from Athens through the Aegean, discovering the hidden gems of Greece. Begin in tranquil Dokos and artsy Hydra, then stroll the neoclassical charm of Spetses. Wander the medieval castle town of Monemvasia before exploring Milos’ volcanic beaches and ancient catacombs. Enjoy the untouched beauty of uninhabited Polyaigos and laid-back Kimolos, then take in Sifnos’ whitewashed villages and rich history. Conclude in stunning Kythnos, with its natural hot springs, exotic Kolona Beach, and underwater wonders—before returning to Athens, full of unforgettable memories.

East Mediterranean

PERFECT FOR FAMILIES