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.

Set beneath the Acropolis in Athens’ historic center, Dionysos Zonar’s pairs classic Greek cuisine with contemporary touches and direct views of the Parthenon. Seasonal ingredients shape a menu that blends tradition with modern creativity. Your Destination Expert can arrange the reservation to suit your plans, with payment settled directly at the restaurant.

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.

Set out on your own for a self-guided walk through a quieter side of central Athens, beginning in the National Gardens just behind Syntagma and Parliament. Pick up a warm koulouri, then wander beneath palms and cypress as the city softens into birdsong. Drift past the duck pond, pause on a bench with a coffee, and let the afternoon unfold slowly. Continue past the Zappeion to the Panathenaic Stadium, where cool white marble and the curve of the track bring Olympic history close, with Acropolis views from above. Tickets are available for purchase on site if you’d like to step inside.

Steps from Syntagma Square, Tzitzikas & Mermigas invites you into Greece’s mezedes culture, where small plates encourage sharing and conversation. Seasonal ingredients and regional recipes shape a menu rooted in everyday tradition, served in a setting that reflects contemporary Athenian life. Your Destination Expert can coordinate the reservation around your plans, with payment handled directly at the restaurant.

Savor Athens on foot with your private guide, tracing the city’s culinary heritage through the everyday rituals of the Mediterranean diet. Follow the scent of warm bread, Greek coffee, and market spices into family-run shops and artisan stops for tastes such as cheese pies, honeyed loukoumades, and seasonal bites. The walk culminates at Varvakios Central Market, where stalls of produce, cheeses, herbs, and meats reveal the rhythm of Athenian food life.

Explore at your leisure with an independent outing to Lycabettus Hill, where a short funicular ride carries you above the city into pine-scented calm and sweeping views. From the summit, linger by the chapel and lookout points as rooftops stretch toward the sea, then make your way down the shaded zigzag path to Dexameni Square, a leafy corner with cafe tables beneath the trees. If you’d like to extend the evening, Orizontes is especially well placed at golden hour, when the Acropolis begins to glow.

Meet your driver for a private port transfer. The approximate travel time between the city center and the port of Piraeus is thirty minutes.

Travel from Athens’ port of Piraeus to Sifnos by high-speed ferry, crossing the Aegean with reserved seating arranged in advance. Approximate travel time is 3 hours.

Meet your driver for a private port transfer.

Arrive at Chrysopigi as late-day light settles over its whitewashed monastery, set on a rocky cape surrounded by the Aegean. Follow the shoreline paths, pause for photos as the stone and sea shift into golden tones, then continue to Platys Gialos for a beachside aperitivo or dinner by the water. Our tip is to plan ahead for Lost Bay or Omega 3, where your Destination Expert can assist with reservations and private transfers, or your hotel concierge can arrange local transport.

Set directly on the sand in Platys Gialos, Omega 3 is a small, high-demand seafood spot with a creative, contemporary edge. Expect bright, raw-style plates, fresh catch, and bold Mediterranean flavors served in an unfussy beachfront setting. Your Destination Expert can assist with a reservation, and you’ll settle the bill directly at the restaurant.

Sifnos’ culinary reputation runs deep as the birthplace of Nikolaos Tselementes, the influential chef credited with shaping modern Greek cooking. In a local home, join your host for a hands-on lesson rooted in the island’s food traditions, working with fresh seasonal ingredients to prepare a selection of classic dishes and sweets. The experience unfolds through cooking, conversation, and shared local insight before you sit down to enjoy the meal you prepared together. Private transfers ensure a seamless journey to and from your hotel.

Spend an evening in Apollonia, Sifnos’ hilltop capital, where daily life gathers along the narrow pedestrian lane of Steno. Browse boutiques, small galleries, and shops selling island-made pieces, then pause for a drink as the village shifts from early calm to a gentle social buzz. Choose O Drakakis for a traditional kafenio atmosphere, Botzi 93 for a livelier bar scene, or Doloma and Cosi for cocktails in a more relaxed setting. Your Destination Expert will gladly assist with dining reservations in town.

Ease into the slower rhythm of Vathy Bay with time at Elies Resort’s wellness facilities, from the warmth of the sauna and hammam to quiet moments of rest between the beach and gardens. Optional spa treatments can be arranged through the hotel and paid directly on site, allowing you to shape the experience around how much time you want to linger.

Make your way to Kastro for one of Sifnos’ most memorable sunset settings, with the Church of the Seven Martyrs perched dramatically below the village on its rocky promontory. Wander the historic lanes and cliffside paths as the light shifts over the Aegean, then linger over a glass of wine at Loggia or continue down toward Seralia for dinner at Cantina by the water. Our tip is to plan ahead: your Destination Expert can assist with restaurant reservations and private transfers, or your hotel concierge can help arrange local transport.

Meet your driver for a private port transfer.

Travel from Sifnos to Paros by high-speed ferry, crossing the Cyclades with reserved seating arranged in advance. Approximate travel time is 1 hour.

Your driver will meet you for a private port transfer.

Discover the rich heritage and viticulture of Northern Paros on a half-day private tour blending the charm of Naoussa with an exclusive wine-tasting experience. Meet your private guide and driver at your accommodation for a short transfer to the picturesque fishing village of Naoussa. Upon arrival, your guide will lead you through the enchanting cobblestone streets of this once-infamous pirate’s haven, lined with whitewashed houses draped in colorful bougainvillea, charming churches, boutique shops, and waterfront tavernas serving fresh seafood—a testament to the timeless beauty of the Cyclades. Next, visit the Moraitis Winery, established in 1910, where four generations of winemakers have cultivated indigenous Paros grape varieties. Delve into the winemaking heritage as you explore the century-old underground cellars and learn about the island's unique terroir. Cap off your visit with a private tasting of five premium wines, including a rare vintage, accompanied by artisanal Cycladic cheese and charcuterie platters, enjoyed either in the atmospheric cellar or on a sunlit terrace. Conclude your experience with a transfer back to your accommodation.

Board a traditional wooden kaiki boat for a small-group cruise through the Cycladic waters around Antiparos and Despotiko, with private transfers arranged to and from Alyki port. The day unfolds at an easy pace, with swim stops in turquoise bays, time near sea caves, and stretches of open water framed by rugged cliffs. Between swims, enjoy refreshments, light snacks, and a freshly prepared Greek lunch featuring seasonal ingredients, local flavors, and wine, all served on board as the coastline drifts by.

Enjoy a free evening to follow your interests, whether you step out to explore or unwind at your hotel.

Let the day unfold at Paros Agnanti Resort, with time by the pool, open Aegean views, and the nearby sands of Krios or Marcello Beach. These sheltered beaches are close enough for an easy seaside pause, while the hillside setting keeps Parikia and its harbor in view. As evening approaches, consider heading into nearby Parikia, about 1.5 km miles away, for a change of scene, waterfront dining, and a stroll through town. Our tip is to use the hotel shuttle, seasonal water taxi, or a locally arranged taxi if pairing the evening with dinner in town.

Set along the waterfront in Parikia, Mario Restaurant pairs Greek-Mediterranean cooking with fresh seafood, local ingredients, and western-facing Aegean views. It’s a strong choice for a polished yet relaxed dinner as the harbor light softens into sunset. Your Destination Expert can request a reservation, with the meal paid directly at the restaurant.

Meet your driver for a private airport transfer.

Welcome to Perianth, an inviting haven nestled in the heart of Athens at Agias Irinis Square, surrounded by vibrant flower shops that evoke the essence of its name. Just a stone’s throw away from bustling Monastiraki square, and a 15-minute walk from the Acropolis, this boutique hotel serves as the ideal starting point for your exploration. Housed in an imposing 1930s mid-war modern building, Perianth Hotel embraces a distinctive interior layout adorned with black, grey, and dark green mosaic tiles, complemented by bronze and marble elements, exuding a timeless allure, where minimal curves and contemporary Greek art seamlessly unite past and present. Step into a world of refined elegance within the property’s 38 rooms and suites, where the design style "streamline modern" is artfully redefined in a local context. Each room serves as a tranquil oasis, featuring terrazzo floors harmoniously paired with custom-made walnut wood beds and sleek bathrooms equipped with rain showers and luxury amenities. The Perianth Cafe, located on the ground floor, treats guests to a captivating view of the pedestrian way. Delight in cosmopolitan Mediterranean cuisine with Greek influences or savor signature cocktails expertly crafted by the bartender. Additionally, Perianth houses the Zen Center, committed to teaching and promoting ancient practices such as meditation, martial arts, and yoga, adding a transformative dimension to the hotel experience.

Built into the hillside above Vathy Bay, Elies Resort steps down through olive groves and gardens to a sandy beachfront on one of Sifnos’ most sheltered stretches of coast. Set across 50 acres, the property features 33 rooms, suites, and villas designed in clean-lined Cycladic style, many with terraces opening to garden, pool, or sea views. Spend time between the beach, pool, and spa, or settle in for dining that highlights local Sifnian ingredients alongside Mediterranean cuisine in a quiet, sun-filled setting by the water.

Paros Agnanti Hotel is set directly on the beach of Krios (1.5 miles from Parikia Village), which is one of the most beautiful beaches of the island. In perfect harmony with the Cyclades landscape, that respects the traditional architecture and the environment, Paros Agnanti is a source of good life, a natural, luxurious creation for those who seek privacy with a cosmopolitan touch. Each of the guestrooms affords beautiful views and all have been completed in their own unique style. The hotel boasts two swimming pools, a restaurant which serves Greek cuisine, a pool bar, a natural cave, tennis and basketball courts, table tennis, and a playground.