Upon arrival to Athens airport, an English-speaking Meet & Greet Assistant will welcome you and escort you to your waiting driver. They will travel with you to your accommodations to ensure a smooth check-in and be on hand to answer any questions you may have about your itinerary or the destination.

A curated Kensington Welcome Package is prepared for your arrival in Greece, including a printed copy of your itinerary and any admissions relevant to your journey.

As evening settles, make your own way through Athens with a few well-chosen rooftop and cocktail bar suggestions to suit your mood. A for Athens offers the classic view over Monastiraki, while Attic Urban Rooftop brings a more relaxed terrace setting. After dinner, shift from skyline to cocktails at The Clumsies, set in a neoclassical townhouse, or The Bar in Front of the Bar, known for its playful streetside scene and ice-cold drinks. These are a few of our favorites, with plenty of room to follow the night where it leads.

Walk through the heart of Athens with your private guide, beginning at the UNESCO-listed Acropolis, where marble pathways, weathered columns, and open views over the city bring ancient Athens into sharp focus. A short transfer brings you to the base of the hill, passing landmarks such as the Temple of Olympian Zeus, Hadrian’s Arch, and the Panathenaic Stadium along the way. On the Acropolis, explore the Parthenon, Erechtheion, and surrounding monuments as your guide reveals their role in shaping Greek art, religion, and civic life. Continue to the Acropolis Museum, where original sculptures and artifacts deepen the story with context and clarity. The experience winds down with a walk through Plaka’s narrow streets, returning on foot at your own pace.

In Plaka beneath the Acropolis, Lyra blends traditional Greek flavors with a contemporary touch in a neoclassical setting. Dishes draw from regions across Greece, reflecting both heritage and modern interpretation, often accompanied by live music that adds to the atmosphere. Your Destination Expert can arrange your reservation in advance, with payment settled directly at the restaurant.

Meet your driver for a private airport transfer.

Board a flight in Athens with direct service to Milos. Approximate flight duration is 45 minutes.

Meet your private driver and transportation for an airport transfer.

Milos offers a relaxed dining scene shaped by local flavors and coastal views. Favorites include O Hamos for generous home-style Greek cooking, Medusa in Mandrakia for seafood by the water, Methismeni Politeia in Trypiti for hearty local dishes, and Barriello for a more romantic Mediterranean setting. Your Destination Expert can help guide your choice.

Explore the fascinating volcanic island of Milos with your private guide and driver. The adventure begins with a visit to Papafragas Beach to gaze upon clear turquoise waters and a dazzling network of caves at the bottom of the ravine. Continue to Sarakiniko, a stunning inlet of pure white rock formations sculpted by volcanic eruptions. This beautiful spot has an otherworldly feel to it, and the geological wonder is one of the most photographed places in the Cyclades. Walk along the inlet to experience this one-of-a-kind natural beach and capture some unique photos reminiscent of the moon landing. Continue along the island’s northern coast towards the picturesque town of Plaka, known for its cobblestone streets and alleys. Stroll through the village to admire its traditional architecture and stunning views of the sea. Next, journey to the outskirts of Trypiti to visit the Catacombs of Milos. A sacred place for early Christianity, the Necropolis once doubled as a place of worship and refuge for early Christians fleeing persecution by the Romans. Close to the Catacombs, the Roman ruins of the Ancient Theater on Milos can be found. The amphitheater continues to host cultural events on the island to this day. End your tour by visiting the site of the discovery of Venus de Milo in 1820 – now part of the Louvre’s collection in Paris. At the end of the tour, return to your hotel by private vehicle.

Settle in at your leisure for sunset drinks and light dining at Utopia Cafe in Plaka, where a hilltop setting opens to wide views over the Aegean. This retro-style spot is well placed for a relaxed evening over cocktails, local wine, or ouzo, with snack platters, main dishes, and desserts served as the sun drops toward the horizon. It’s an easy, unhurried way to take in one of Milos’ most memorable sunset views.

Enjoy a leisurely day in Milos today with no planned activities. The southwesternmost island of the Cyclades is volcanic in origin, and hot sulfurous springs can be found along the eastern shore of the harbor. Explore the island at a leisurely pace - there are 70 beaches along its shores to discover at your own pace, with Sarakiniko offering particularly beautiful lunar landscapes. You may also wish to relax and enjoy the amenities at your hotel today.

Meet your private driver and transportation for a port transfer.

Board a high-speed ferry for a transfer from Milos to Naxos. Approximate transfer time is 4 hours.

Meet your driver for a private port transfer.

Naxos dining is rooted in honest island flavors, seasonal produce, and an easy Cycladic pace. In Naxos Town, consider Metaxi Mas for refined Greek cooking, Typografio for contemporary Mediterranean plates, or Doukato for classic local dishes in a charming old house. In Agios Prokopios, follow the locals to Giannoulis for generous grilled favorites and fresh seafood.

Set out with your private driver-escort on a half-day culinary discovery which combines cuisine, history, culture, and agriculture. Your first stop is a visit to a family-owned olive oil mill in the village of Kaloxylos, where you can sample their delectable olive oil products after learning how this ''liquid gold'' was once painstakingly prepared. Your next stop is a local farm where you'll meet the owner and be taken on a visit of the grounds, learning about Naxian agriculture as you gather seasonal vegetables from the farm's yield. You'll then be invited into the farmhouse where you'll join the owner in her kitchen for an informative cooking class where you'll use the vegetables you've picked as you learn how to prepare a traditional Naxian meal. Dine on your own creation for lunch, before concluding with a return transfer to your hotel.

Explore Naxos Town in the golden light of early evening, when the stone lanes of the Venetian Castle and medieval Bourgos quarter soften and the harbor begins to glow. Wander past whitewashed homes and small shops before making your way to the Portara, the monumental marble gateway of an unfinished temple dedicated to Apollo, standing alone on the islet of Palatia as the sun settles over the Aegean. Afterward, linger in the Old Town over dinner at a traditional taverna or rooftop terrace. Your Destination Expert can share timing tips and favorite local spots to help shape the evening your way.

Naxos Island boasts a variety of stunning beaches, each with its own unique charm, most located on the serene western coastline. Agios Georgios Beach. the closest to Naxos Town, is family-friendly and popular for windsurfing. Agios Prokopios Beach is known for its Blue Flag award-winning stretch of sandy coastline, while adjacent Agia Anna Beach offers fully organized amenities and a quaint fishing port. Plaka Beach features expansive shoreline and wild natural landscape. Further south, Mikri Vigla Beach caters to both adventure-seekers and families, while Sahara Beach offers calm waters ideal for families and snorkeling. Aliko Peninsula, with secluded bays like Hawaii Beach, provides a tranquil retreat away from bustling resorts. Kedros Beach, located on the northernmost part of Aliko Peninsula, is named after the cedar forest in the area. Each beach offers a serene setting for various beach activities and relaxation.

Meet your professional driver for an airport transfer by private vehicle.

Board a flight in Naxos with direct service to Athens. Approximate flight duration is 40 minutes.

The Editor Athens Hotel is a 40-room boutique stay in central Athens near Monastiraki, set inside a former newspaper print house that gives the property a distinct sense of place. Heritage touches and contemporary design come together in a warm, polished setting that feels both stylish and easy to settle into. Guests can enjoy a rooftop dining space with urban views, linger over coffee or a leisurely meal, and unwind in the hotel’s tucked-away green patio after time out in the city. What sets it apart is the balance of character and location, with Athens’ central neighborhoods and landmarks close at hand, so it’s easy to step out and enjoy the city, then return to a stay that feels intimate and well placed.

Located in Adamas, the port town of Milos, Santa Maria Village is conveniently located just 300 meters from Papikinos beach, and a short walk from Adamas’s many restaurants, cafeterias, and shops. Santa Maria Village consists of seven buildings of traditional architecture endowed with modern facilities. The hotel offers bungalows, suites and maisonettes, each featuring a view of the plush garden, the pool, or the sea. The property spreads over a gentle hill area where there are many trees and vegetation in their well-kept garden to provide a real sense of relaxation and privacy. Guests can relax and unwind by the hotel's outdoor pool or soak in the Jacuzzi.

Set against a stunning beachfront backdrop in Naxos, the Sundunes Hotel creates a world where contemporary sophistication meets timeless charm. All 38 guestrooms and suites blend modern aesthetics with a warm and inviting ambiance, where a commitment to excellence is reflected in every detail. Situated on the pristine shores of Plaka Beach, Sundunes is perfectly positioned to showcase the breathtaking beauty of this renowned destination. Be mesmerized by the powdery white sands, and gently caressed by the azure waters of the Aegean Sea. Unwind under the shade of sun bed umbrellas, lulled by the soothing melody of the ocean's waves. While away your day at the sprawling outdoor swimming pool, sun-kissed terraces with panoramic sea views, and meticulously maintained gardens, providing an oasis for relaxation. In the evenings, savor delectable cuisine at the hotel's seaside restaurant, delighting in local flavors and the freshest ingredients. Located a 15-minute drive from the island’s vibrant capital, Naxos Town, allow the tranquility of this idyllic setting to envelop you as you embark on a truly unforgettable Cycladic escape.