Rhodes - Symi - Tilos - Chalki - Rhodes

Day 1 | Rhodes Harbour – Embarkation & Welcome Aboard. Your unforgettable Dodecanese gulet cruise begins on the beautiful island of Rhodes, where embarkation starts at 16:00. Step aboard your traditional wooden gulet, meet your captain and friendly crew, and settle into your comfortable cabin as you prepare for a wonderful week exploring the Greek islands.

Spend the late afternoon discovering the fascinating charm of Rhodes Town, where centuries of history blend beautifully with the vibrant atmosphere of Modern Greek island life. Wander through the narrow cobblestone streets of the UNESCO World Heritage-listed Medieval Old Town, admire its impressive architecture, or enjoy a leisurely stroll along the lively waterfront, lined with inviting cafés, traditional tavernas, and charming local shops.

As evening falls, return to your gulet for a delicious welcome dinner on board, enjoying the warm hospitality of your crew and the enchanting atmosphere of Rhodes Harbour.. Welcome dinner and overnight stay on board at Rhodes New Marina.

Day 2 | Nanou Bay – Symi Island: Turquoise Waters & Colorful Harbours. After a leisurely breakfast on board and the completion of port formalities and refueling, we set sail between 10:00 and 13:00 towards the enchanting island of Symi, one of the most picturesque destinations in the Dodecanese.

Our first stop is the beautiful Nanou Bay, a secluded paradise surrounded by dramatic rocky hills and crystal-clear turquoise waters. Here, you can enjoy a refreshing swim in the inviting Aegean Sea, explore the underwater world while snorkeling, or simply unwind on deck beneath the warm Mediterranean sunshine. In the late afternoon, around 16:00, we arrive at the charming harbour of Symi, renowned for its colourful neoclassical mansions cascading down the hillside towards the waterfront. Take a leisurely stroll through the picturesque streets, discover charming local boutiques, or relax at a waterfront café while admiring the island’s unique architecture and authentic Greek atmosphere. As evening falls, enjoy the romantic ambiance of Symi Harbour, beautifully illuminated against the surrounding hills. You may choose to dine at one of the island’s welcoming traditional tavernas, sampling delicious local specialities, or enjoy dinner on board if arranged in advance as an optional extra. Overnight stay on board in Symi Harbour.

Day 3 | St. George Bay – Panormitis / Pedi: Secluded Bays & Sacred Heritage. After a leisurely breakfast on board, we depart Symi between 09:00 and 10:00 and cruise towards the spectacular St. George Bay, one of the island’s most breathtaking natural treasures, famous for its dramatic cliffs and crystal-clear turquoise waters. Surrounded by towering rocky landscapes and the peaceful beauty of the Aegean Sea, this secluded bay offers a wonderful setting for swimming, snorkeling, sunbathing, or simply relaxing on deck. Enjoy the tranquility of this remarkable coastal paradise before continuing our island journey.

At around 16:00, we cruise towards Panormitis, a peaceful bay on the southern coast of Symi, home to the historic Monastery of Archangel Michael. Dating largely from the 18th century, this beautiful monastery is one of the Dodecanese’s most important religious landmarks and pilgrimage destinations. Guests have the opportunity to visit the monastery, admire its traditional architecture, and experience the serene atmosphere of this sacred setting. As Panormitis is an important place of worship, visitors are kindly asked to respect its peaceful surroundings. Depending on weather and sea conditions, our gulet may alternatively anchor in the picturesque Pedi Bay, known for its tranquil waters and authentic Greek island charm. In the evening, guests may choose to enjoy dinner at a local restaurant ashore or arrange dinner on board in advance as an optional extra. Overnight stay on board in Panormitis Bay or Pedi Bay, depending on sea conditions.

Day 4 | Akrogiali Bay – Tilos Island: Untouched Nature & Authentic Greek Charm. After a leisurely breakfast on board, we set sail between 09:00 and 10:00 towards the beautiful island of Tilos, one of the Dodecanese’s hidden gems, celebrated for its unspoiled landscapes, rugged mountains, peaceful coastal villages, and wonderfully relaxed atmosphere. Our gulet anchors in the tranquil waters of Akrogiali Bay, where you can spend the day swimming in the crystal-clear Aegean Sea, snorkeling, soaking up the Mediterranean sunshine, or simply unwinding on deck surrounded by the island’s natural beauty.

In the late afternoon, around 16:00, we arrive at the picturesque harbour of Tilos, where traditional island life unfolds at a gentle pace. Take a leisurely stroll through the charming village of Livadia, explore its waterfront cafés and local shops, or enjoy the peaceful atmosphere of this authentic Greek island. For those wishing to discover more of Tilos, an optional excursion by taxi or local bus takes you to the fascinating abandoned village of Mikro Chorio. Nestled among the hills, this atmospheric settlement, with its deserted stone houses and narrow pathways, offers a glimpse into the island’s past and beautiful views of the surrounding landscape. As evening falls, enjoy the laid-back charm of Tilos and perhaps sample traditional Greek specialities at one of the welcoming local tavernas. Alternatively, dinner may be arranged on board in advance as an optional extra. Overnight stay on board in Tilos Harbour.

Day 5 | Trakhia Bay – Chalki Island: Secluded Waters & Timeless Greek Island Charm. Depending on weather and sea conditions, we set sail between 06:00 and 10:00 towards the enchanting island of Chalki, a peaceful little gem of the Dodecanese, located northwest of Rhodes and celebrated for its unspoiled beauty, colourful neoclassical houses, and wonderfully laid-back atmosphere.

Along the way, our gulet anchors in the beautiful Trakhia Bay or another sheltered cove, offering plenty of time to swim in the crystal-clear turquoise waters of the Aegean Sea, enjoy some snorkeling, soak up the Mediterranean sunshine, or simply relax on deck. Surrounded by breathtaking coastal scenery, this tranquil stop captures the true essence of a Greek island gulet cruise. In the late afternoon, around 16:00, we arrive at Nimporio, Chalki’s picturesque main harbour and only inhabited village. Colourful traditional houses rise gently above the waterfront, creating one of the most charming harbour settings in the Dodecanese. Take a leisurely stroll along the peaceful promenade, explore the narrow village streets, or relax at a welcoming seaside café while enjoying the authentic atmosphere of island life.For those interested in local traditions, there may also be an opportunity to attend an evening church service, usually held between 19:30 and 20:00, offering a glimpse into the island’s spiritual and cultural heritage.

As evening falls, enjoy the relaxed ambiance of Chalki Harbour and perhaps dine at one of its inviting waterfront tavernas, sampling fresh seafood and traditional Greek specialities. Alternatively, dinner may be arranged on board in advance as an optional extra.. Overnight stay on board in Chalki Harbour.

Day 6 | Anthony Quinn Bay – Kalithea: Turquoise Waters & Coastal Beauty. We begin our journey back towards the beautiful island of Rhodes with an early morning departure, cruising through the sparkling waters of the Aegean Sea. Breakfast will be served on board, either during our scenic voyage or upon arrival at the famous Anthony Quinn Bay. Named after the legendary Hollywood actor, whose connection to Rhodes dates back to the filming of The Guns of Navarone, this stunning cove is one of the island’s most picturesque swimming spots. Surrounded by dramatic rocky cliffs and lush Mediterranean vegetation, its crystal-clear emerald and turquoise waters create an idyllic setting for swimming, snorkeling, and soaking up the sunshine. After enjoying this beautiful bay, we continue along the eastern coast of Rhodes towards Kalithea, a charming coastal area renowned for its beautiful beaches, sheltered coves, and the historic Kalithea Springs, celebrated for their elegant Italian-era architecture. Spend the afternoon swimming in the inviting Aegean waters, relaxing on deck, or simply admiring the breathtaking coastal scenery. For those wishing to explore ashore, an optional visit to the beautifully restored Kalithea Springs offers a delightful combination of history, architecture, and seaside charm. As evening falls, enjoy the peaceful atmosphere of the Rhodes coastline. You may choose to dine at a local seaside restaurant or arrange dinner on board in advance as an optional extra. Overnight stay on board in the Kalithea area, subject to suitable anchoring conditions.

Day 7 | Rhodes Harbour – Medieval Heritage & A Memorable Farewell. After breakfast on board, we make our way back to Rhodes New Marina, arriving between 09:00 and 10:00. With a full day ahead, you have the perfect opportunity to discover more of this fascinating Greek island at your own pace. Step back in time as you wander through the enchanting Medieval Old Town of Rhodes, a UNESCO World Heritage Site and one of Europe’s best-preserved medieval settlements. Explore its atmospheric cobblestone streets, admire the impressive Palace of the Grand Master, stroll along the historic Street of the Knights, or visit one of the town’s fascinating museums. Alternatively, spend the afternoon browsing charming local boutiques, relaxing at a waterfront café, or simply soaking up the vibrant Mediterranean atmosphere of Rhodes Town.

As evening falls, enjoy your final night on this beautiful island. You may choose to join your fellow travelers for an optional farewell dinner at a traditional Greek restaurant, sharing wonderful memories of your island-hopping adventure through the Dodecanese.

Return to your gulet for one last peaceful night on board, bringing your unforgettable week of discovery, relaxation, and authentic Greek island experiences to a memorable close. Overnight stay on board at Rhodes New Marina.

Day 8 | Rhodes Harbour – Farewell to the Dodecanese

Enjoy your final Mediterranean breakfast on board as your unforgettable Rhodes gulet cruise comes to an end in the beautiful harbour of Rhodes.After a wonderful week exploring the enchanting Dodecanese Islands, swimming in crystal-clear turquoise bays, discovering picturesque Greek villages, and experiencing the authentic charm of island life, it is time to say farewell to your captain and friendly crew.

Disembarkation takes place at 09:00 at Rhodes New Marina, leaving you with cherished memories of your Aegean island-hopping adventure, the warm hospitality of Greece, and the unique pleasures of life aboard a traditional wooden gulet.

Breakfast on board and disembarkation at 09:00.

Please understand: Cruise itineraries are given as a general guide only and may have to be changed without prior notice and are dependent on (sometimes last minute) changes in local law, weather, sea and docking conditions. Certain stops might be visited on another day than shown in the above program.