Greece: Sunsets and Seascapes of the Cyclades

Welcome to Athens, the cradle of western civilization. Athens is a vibrant city that’s at once ancient and modern, classic, and constantly evolving. From its rich historical heritage along with the landmark Acropolis to hip and trendy bars to high-end boutiques and multicultural cuisine, Athens has it all. You will be picked up from Athens International Airport by your private driver and transferred to your luxury hotel. Enjoy your afternoon and evening exploring the historic neighborhood of Plaka or enjoying a leisurely stroll along Dionysiou Aeropagitou, a pedestrianized street that is the longest walkway in Athens and is akin to walking along a living open-air museum. Ask your travel advisor for recommendations of their favorite restaurants, cafes, and entertainment.

Head to the top of Acropolis via the gates of Propylaea, the monumental entrance to the Acropolis and an iconic example of classical antiquity and admire one of the world’s most important architectural structures, the Parthenon along with the ancient temples of Parthenon, Erechteion and Athena Nike which are considered the most important monuments in Western civilization. Your guide will help you discover more about the site’s significance, as well as the bountiful heritage and cultural achievements of the Greek civilization during the Golden Age. From there, you will continue your tour by heading to the world-renowned Acropolis Museum, where nearly 4,000 artifacts are on display providing a detailed insight into the everyday life of Ancient Greece. From the Acropolis Museum, you head to an authentic old-fashioned wine shop to get acquainted with their distinct wines along with local delicacies.

Meet your driver in the lobby of your hotel to head to Athens Airport for your flight to Milos. From traditional fishing villages with colorful houses, great cuisine, and some of Greece’ best beaches and hidden coves, Milos has a little something in store for everyone. Meet your driver at Milos Airport to be transferred to your hotel. Enjoy the remainder of your day either soaking in the sun at your hotel’s pool or heading to one of the island’s many beaches, such as Sarakiniko, with its striking landscape and crystal-clear waters.

You will start your tour heading to Papafragkas Cave, one of the most impressive open volcanic caves in Milos, and then visit Sarakiniko Beach, with its impressive lunar-like landscape and sea caves. From Sarakiniko, you will then head to the fishing village of Klima, with its colorful houses adorning the waterfront and then continue onwards to the Catacombs, one of the most important archaeological findings of Milos, which are estimated to have been built towards the end of the 1st century AD, and which were used as Christian cemeteries during Roman times. Finally, you will also get to visit Plaka, the capital of Milos. Situated on a picturesque hilltop with stunning views of the entire island, you will have an opportunity to walk through the traditional alleys of this charming village and see quaint churches, interesting art workshops and enjoy stunning panoramic views over the island.

Enjoy your day at leisure relaxing by your hotel’s pool or on any of Milos’ beaches. Alternately you may also further explore the island by visiting Adamas, the main town, which has numerous restaurants, cafes, and traditional shops.

Hop aboard your boat and start your sailing adventure around Milos. Sail past traditional fishing villages and unique rock complexes and enjoy a refreshing dip in the transparent turquoise waters. Weather-permitting, you will also visit the cave of Sikia, where you will be able to admire the view and explore the entrance and its famous hall with the hole in the ceiling. You will also get to visit the iconic pirates bay of Kleftiko, one of the most Instragrammable locations in the world, and enjoy lunch on board before continuing your cruise. Last but not least, you will also visit the stunning, uninhabited island of Poliegos, with its crystal-clear waters.

Meet your driver in the lobby of your hotel to head to Milos Port for your ferry to Sifnos. Known for as Greece’s foodie island, this island has a relaxing atmosphere, great hiking trails and picaresque villages that have preserved their local character. Meet your driver at Sifnos Port to be transferred to your hotel. Enjoy the remainder of your day either relaxing by your hotel’s pool or choose to explore one of its charming villages.

Explore the best Sifnos has to offer on your tour today. Head to the iconic Monastery of Panagia Chrysopigi, the patron saint of the island, which is famous both for its architecture and its key position. After visiting the monastery, you will pass through the mountainous terraced landscape of Sifnos and learn of Sifnos’ history. Your next stop will be at Apollonia, where you will enjoy a stroll through its stone-paved pedestrian alleys through the architecturally magnificently preserved town. You will then continue onwards to Kastro which is situated at the top of a rock with steep-sided cliffs and offers panoramic views over the sea and the neighboring islands. You will also get to visit the village of Artemonas, a postcard-worthy traditional village seemingly unscathed by modern life.

Enjoy your day at leisure relaxing by your hotel’s pool or on any of Sifnos’ beaches. Alternately you may also further explore the island by hiking along one of its trails.

Meet your driver in the lobby of your hotel to head to Santorini Port for your ferry to Santorini. The picture-perfect, postcard image of Greece, Santorini offers one the quintessential Greek island experience as its home to some of Greece’s most iconic views, well-preserved villages with white-washed housed and blue-domed churches, distinct volcanic wine and great local products and cuisine, and unique volcanic beaches. Meet your driver at Santorini Port to be transferred to your hotel. Enjoy the remainder of your day either relaxing by your hotel’s pool or heading to the main town of Oia to take in the views and explore this scenic town.

Explore the authentic side of Santorini and walk through some of the island’s most scenic and serene villages and settlements and see cobbled streets, beautiful mansions, quaint rural houses and seeing the charm of Santorini’s abandoned neighborhoods. You will have the choice to either visit a traditional winery and get acquainted with the island’s volcanic wines or experience a mystical music show at the Symposium. This is housed in an impressive building that used to be a winery, and offers immersive experiences that merge music and mythology. On your tour, you will meet locals in traditional villages and learn about professions and crafts that no longer exist.

Enjoy your day at leisure soaking in the sun by your hotel’s pool or exploring any of the island’s unique volcanic beaches, such as the famous black beach. Alternately you may also further explore the island by visiting the Prehistoric Museum of Fira to further learn about the island’s history.

Gain a unique perspective of Santorini aboard your cruise around the famous caldera. Sail past some of the best-known Santorini landmarks and beaches and experience the unique opportunity of sailing into the spectacular caldera. During your cruise, you will cruise past Aspronisi, the ancient lighthouse, Akrotiri, and the Indian Rock, and reach the famous Red and White Beaches, where you will have time for swimming and snorkeling. You will also get to enjoy a traditional meal cooked on board as you admire the unique views.

After breakfast, meet your driver in the lobby of your hotel for your transfer to Santorini Airport to catch a morning flight to Athens for your departure flight.