Dodecanese Sailing Explorer

DAY 1: Embark in Rhodes
Your sailing adventure begins on the magnificent island of Rhodes. Boarding commences after 4:00 PM, giving you ample time to settle into your cabin before the journey unfolds. Please note that our voyage is a round-trip experience, with disembarkation scheduled for 09:00 AM exactly one week later.

Before we set sail, immerse yourself in the vibrant atmosphere of Rhodes Harbour. The waterfront is a sensory delight, lined with authentic Greek tavernas serving fresh seafood, colorful markets brimming with local spices and olive oil, and charming antique shops perfect for finding a hidden treasure.

Just steps away lies the UNESCO World Heritage-listed Old Town. Step through its massive gates to discover a medieval marvel of cobblestone alleyways, Gothic architecture, and timeless history. As the sun sets, we will gather for a welcome dinner and spend our first night docked in the calm waters of Rhodes New Marina, resting up for the voyage ahead.

OVERNIGHT:
On board gulet

MEALS:
Dinner

EXTRAS:
None

DAY 2: Nanou Bay - Symi
Between 10:00 and 13:00, once port formalities and refueling are complete, we bid farewell to Rhodes and set our compass toward Symi. Often cited as one of the most breathtaking islands in the Aegean, Symi is a true hidden gem waiting to be discovered.

Our first destination is the secluded paradise of Nanou Bay. Accessible primarily by boat, this pristine cove offers a stunning contrast of crystal-clear turquoise waters against a backdrop of lush forests and verdant hills. It is the perfect spot for a refreshing midday swim and snorkeling session in total tranquility.

By late afternoon (around 16:00), we will make our grand entrance into Symi Port. Have your cameras ready for this moment—the approach is spectacular. You will be greeted by a fairytale amphitheater of Neoclassical mansions painted in warm pastel hues of ochre, terracotta, and indigo, cascading down the hillsides to the water’s edge.

Symi marina is lined with idyllic tavernas that capture the essence of Greek hospitality and the perfect place to enjoy dinner.

OVERNIGHT:
On board gulet

MEALS:
Breakfast, Lunch

EXTRAS:
None

DAY 3: St George Bay - Panormitis/Pedi
After a leisurely breakfast, we bid farewell to Symi Port between 09:00 and 10:00 AM. Our journey continues along the island’s dramatic coastline to one of the most spectacular swimming spots in the Aegean: St. George Bay. Accessible only by sea, this bay is famous for the towering sheer cliffs that rise directly behind the turquoise water. Here, we will drop anchor for a few hours of swimming, snorkeling, and a delicious lunch served on deck surrounded by nature’s grandeur.

Around 4:00 PM, we set a course for the southern tip of the island to visit Panormitis. As we approach the bay, the magnificent bell tower of the Monastery of the Archangel Michael Panormitis comes into view. Built in the early 18th century, this historic Greek Orthodox site is still inhabited by monks and houses two small museums. It is a place of deep spiritual significance, attracting pilgrims from all over the world who come to pay homage to the island’s Patron Saint.

Note: To preserve the sanctity and tranquility of this holy site, loud music is strictly prohibited in the bay. If sea conditions are not optimal, we may need to cancel our visit to Panormitis and go to Pedi instead.

OVERNIGHT:
On board gulet

MEALS:
Breakfast, Lunch

EXTRAS:
None

DAY 4: Symi - Akrogiali Bay - Tilos
After a fresh breakfast on deck, we depart between 09:00 and 10:00 AM toward Tilos. This ecological haven creates a dramatic silhouette against the horizon with its high rocky mountains, steep coastlines, and hidden caves.

We will spend the best part of the day at Akrogiali Bay. Here, the water is remarkably transparent, offering a serene setting to swim, snorkel, or simply relax on board surrounded by rugged natural beauty.

By late afternoon (around 16:00), we dock at Tilos Harbor (Livadia). This gives you the perfect opportunity to stretch your legs and wander through the charming, quiet streets of the port town.

The Ghost Village Experience For a truly unique experience, we recommend a visit to Mikro Chorio. Located in the center of the island and accessible by a short taxi or bus ride, this is an abandoned "ghost village" deserted since the 1950s. By night, the ruins are eerily and beautifully illuminated, and a small bar operates within the old stone walls, offering drinks in an unforgettable atmosphere.

This evening we recommend immersing yourself in local culture by enjoying dinner at a traditional tavern in the harbor. Tilos is known for its farm-to-table approach and delicious goat dishes.

OVERNIGHT:
On board gulet

MEALS:
Breakfast, Lunch

EXTRAS:
None

DAY 5: Trakhia Bay - Chalki port
Today, we set our course for the captivating island of Chalki, a jewel located northwest of Rhodes. Depending on sea conditions, we may depart as the sun rises or enjoy a leisurely start, setting sail between 06:00 and 10:00 AM.

Chalki is the epitome of serenity. With tourism largely undeveloped here, it remains a sanctuary for those seeking true privacy. Our day is dedicated to the island’s crystal-clear waters, anchoring at the stunning Trakhia Bay (or a similarly secluded cove). Here, you can immerse yourself in the untouched beauty of the Aegean.

By late afternoon (around 16:00), we arrive at Nimporio, the island’s only village and main port. As you approach, you will be charmed by the picture-perfect harbor lined with colorful mansions. The waterfront promenade is the heart of the island, dotted with inviting cafeterias and taverns.

For a touch of local culture, we recommend visiting the village church, where a traditional mass is held between 7:30 and 8:00 PM. Afterwards, surrender to the island's slow pace by enjoying dinner at one of the family-run taverns along the water. The local fishermen take great pride in their catch, ensuring a seafood meze experience you won't soon forget.

OVERNIGHT:
On board gulet

MEALS:
Breakfast, Lunch

EXTRAS:
None

DAY 6: Chalki Port - Anthony Quinn Bay - Kalithea Beach
We begin our final day with an early departure, setting a course back toward the coastline of Rhodes. Depending on the weather, you will enjoy a fresh breakfast while cruising the open sea or upon our arrival at the celebrated Anthony Quinn Bay. This stunning inlet is named after the legendary actor who fell in love with the location—and purchased it—while filming The Guns of Navarone. It is a place of Hollywood history and breathtaking natural beauty.

From there, we continue to Kalithea, a coastal gem renowned for its thermal springs history and vibrant atmosphere. We will spend the rest of the day here, exploring its network of beautiful coves. Whether you choose to swim in the emerald waters or simply relax on deck, the surroundings provide a picturesque backdrop for the end of our journey.

As the sun sets on our last full day, we will gather for a special dinner and spend the night anchored in Kalithea, soaking up the magic of the Aegean one last time.

OVERNIGHT:
On board gulet

MEALS:
Breakfast, Lunch, Dinner

EXTRAS:
None

DAY 7: Rhodes Port
We arrive back at Rhodes New Marina between 09:00 and 10:00 AM. As we dock, the day is yours to seize. This is your opportunity to lose yourself in the magic of the Medieval Old Town. As one of the best-preserved medieval settlements in the world and a UNESCO World Heritage Site, walking its cobblestone streets feels like stepping onto a movie set. Explore the Palace of the Grand Master, wander the Street of the Knights, or simply enjoy a gelato in the shadow of ancient walls.

For our final night, we invite you to join the group for an optional Farewell Dinner. We will head into town to a traditional taverna for a feast of Greek delicacies, music, and laughter—the perfect way to toast to new friendships and unforgettable memories. We return to the gulet for one last sleep aboard our floating home.

OVERNIGHT:
On board gulet

MEALS:
Breakfast, Lunch

EXTRAS:
None

DAY 8: Departure
As the sun rises over the marina, our journey around Rhodes and the Dodecanese comes to a close. Take your time to savor a final, delicious Mediterranean breakfast on board, soaking in the view one last time.

Disembarkation takes place at 09:00 AM where we say our final goodbyes.

OVERNIGHT:
N/A

MEALS:
Breakfast

EXTRAS:
None

DAY 1: Embark in Rhodes
Your sailing adventure begins on the magnificent island of Rhodes. Boarding commences after 4:00 PM, giving you ample time to settle into your cabin before the journey unfolds. Please note that our voyage is a round-trip experience, with disembarkation scheduled for 09:00 AM exactly one week later.

Before we set sail, immerse yourself in the vibrant atmosphere of Rhodes Harbour. The waterfront is a sensory delight, lined with authentic Greek tavernas serving fresh seafood, colorful markets brimming with local spices and olive oil, and charming antique shops perfect for finding a hidden treasure.

Just steps away lies the UNESCO World Heritage-listed Old Town. Step through its massive gates to discover a medieval marvel of cobblestone alleyways, Gothic architecture, and timeless history. As the sun sets, we will gather for a welcome dinner and spend our first night docked in the calm waters of Rhodes New Marina, resting up for the voyage ahead.

OVERNIGHT:
On board gulet

MEALS:
Dinner

EXTRAS:
None

DAY 2: Nanou Bay - Symi
Between 10:00 and 13:00, once port formalities and refueling are complete, we bid farewell to Rhodes and set our compass toward Symi. Often cited as one of the most breathtaking islands in the Aegean, Symi is a true hidden gem waiting to be discovered.

Our first destination is the secluded paradise of Nanou Bay. Accessible primarily by boat, this pristine cove offers a stunning contrast of crystal-clear turquoise waters against a backdrop of lush forests and verdant hills. It is the perfect spot for a refreshing midday swim and snorkeling session in total tranquility.

By late afternoon (around 16:00), we will make our grand entrance into Symi Port. Have your cameras ready for this moment—the approach is spectacular. You will be greeted by a fairytale amphitheater of Neoclassical mansions painted in warm pastel hues of ochre, terracotta, and indigo, cascading down the hillsides to the water’s edge.

Symi marina is lined with idyllic tavernas that capture the essence of Greek hospitality and the perfect place to enjoy dinner.

OVERNIGHT:
On board gulet

MEALS:
Breakfast, Lunch

EXTRAS:
None

DAY 3: St George Bay - Panormitis/Pedi
After a leisurely breakfast, we bid farewell to Symi Port between 09:00 and 10:00 AM. Our journey continues along the island’s dramatic coastline to one of the most spectacular swimming spots in the Aegean: St. George Bay. Accessible only by sea, this bay is famous for the towering sheer cliffs that rise directly behind the turquoise water. Here, we will drop anchor for a few hours of swimming, snorkeling, and a delicious lunch served on deck surrounded by nature’s grandeur.

Around 4:00 PM, we set a course for the southern tip of the island to visit Panormitis. As we approach the bay, the magnificent bell tower of the Monastery of the Archangel Michael Panormitis comes into view. Built in the early 18th century, this historic Greek Orthodox site is still inhabited by monks and houses two small museums. It is a place of deep spiritual significance, attracting pilgrims from all over the world who come to pay homage to the island’s Patron Saint.

Note: To preserve the sanctity and tranquility of this holy site, loud music is strictly prohibited in the bay. If sea conditions are not optimal, we may need to cancel our visit to Panormitis and go to Pedi instead.

OVERNIGHT:
On board gulet

MEALS:
Breakfast, Lunch

EXTRAS:
None

DAY 4: Symi - Akrogiali Bay - Tilos
After a fresh breakfast on deck, we depart between 09:00 and 10:00 AM toward Tilos. This ecological haven creates a dramatic silhouette against the horizon with its high rocky mountains, steep coastlines, and hidden caves.

We will spend the best part of the day at Akrogiali Bay. Here, the water is remarkably transparent, offering a serene setting to swim, snorkel, or simply relax on board surrounded by rugged natural beauty.

By late afternoon (around 16:00), we dock at Tilos Harbor (Livadia). This gives you the perfect opportunity to stretch your legs and wander through the charming, quiet streets of the port town.

The Ghost Village Experience For a truly unique experience, we recommend a visit to Mikro Chorio. Located in the center of the island and accessible by a short taxi or bus ride, this is an abandoned "ghost village" deserted since the 1950s. By night, the ruins are eerily and beautifully illuminated, and a small bar operates within the old stone walls, offering drinks in an unforgettable atmosphere.

This evening we recommend immersing yourself in local culture by enjoying dinner at a traditional tavern in the harbor. Tilos is known for its farm-to-table approach and delicious goat dishes.

OVERNIGHT:
On board gulet

MEALS:
Breakfast, Lunch

EXTRAS:
None

DAY 5: Trakhia Bay - Chalki port
Today, we set our course for the captivating island of Chalki, a jewel located northwest of Rhodes. Depending on sea conditions, we may depart as the sun rises or enjoy a leisurely start, setting sail between 06:00 and 10:00 AM.

Chalki is the epitome of serenity. With tourism largely undeveloped here, it remains a sanctuary for those seeking true privacy. Our day is dedicated to the island’s crystal-clear waters, anchoring at the stunning Trakhia Bay (or a similarly secluded cove). Here, you can immerse yourself in the untouched beauty of the Aegean.

By late afternoon (around 16:00), we arrive at Nimporio, the island’s only village and main port. As you approach, you will be charmed by the picture-perfect harbor lined with colorful mansions. The waterfront promenade is the heart of the island, dotted with inviting cafeterias and taverns.

For a touch of local culture, we recommend visiting the village church, where a traditional mass is held between 7:30 and 8:00 PM. Afterwards, surrender to the island's slow pace by enjoying dinner at one of the family-run taverns along the water. The local fishermen take great pride in their catch, ensuring a seafood meze experience you won't soon forget.

OVERNIGHT:
On board gulet

MEALS:
Breakfast, Lunch

EXTRAS:
None

DAY 6: Chalki Port - Anthony Quinn Bay - Kalithea Beach
We begin our final day with an early departure, setting a course back toward the coastline of Rhodes. Depending on the weather, you will enjoy a fresh breakfast while cruising the open sea or upon our arrival at the celebrated Anthony Quinn Bay. This stunning inlet is named after the legendary actor who fell in love with the location—and purchased it—while filming The Guns of Navarone. It is a place of Hollywood history and breathtaking natural beauty.

From there, we continue to Kalithea, a coastal gem renowned for its thermal springs history and vibrant atmosphere. We will spend the rest of the day here, exploring its network of beautiful coves. Whether you choose to swim in the emerald waters or simply relax on deck, the surroundings provide a picturesque backdrop for the end of our journey.

As the sun sets on our last full day, we will gather for a special dinner and spend the night anchored in Kalithea, soaking up the magic of the Aegean one last time.

OVERNIGHT:
On board gulet

MEALS:
Breakfast, Lunch, Dinner

EXTRAS:
None

DAY 7: Rhodes Port
We arrive back at Rhodes New Marina between 09:00 and 10:00 AM. As we dock, the day is yours to seize. This is your opportunity to lose yourself in the magic of the Medieval Old Town. As one of the best-preserved medieval settlements in the world and a UNESCO World Heritage Site, walking its cobblestone streets feels like stepping onto a movie set. Explore the Palace of the Grand Master, wander the Street of the Knights, or simply enjoy a gelato in the shadow of ancient walls.

For our final night, we invite you to join the group for an optional Farewell Dinner. We will head into town to a traditional taverna for a feast of Greek delicacies, music, and laughter—the perfect way to toast to new friendships and unforgettable memories. We return to the gulet for one last sleep aboard our floating home.

OVERNIGHT:
On board gulet

MEALS:
Breakfast, Lunch

EXTRAS:
None

DAY 8: Departure
As the sun rises over the marina, our journey around Rhodes and the Dodecanese comes to a close. Take your time to savor a final, delicious Mediterranean breakfast on board, soaking in the view one last time.

Disembarkation takes place at 09:00 AM where we say our final goodbyes.

OVERNIGHT:
N/A

MEALS:
Breakfast

EXTRAS:
None