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    Historic Greece and Island Hopping: Athens, Milos and Paros
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      Home > Europe > Historic Greece And Island Hopping Athens Milos And Paros

      Historic Greece and Island Hopping: Athens, Milos and Paros

      Duration7 days
      Price guide
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      Ancient caryatid statues on a porch, overlooking a hilly landscape in golden light.
      White buildings with blue domes in a Greek island town by the sea with moored boats.
      Picturesque alley in Lefkes, Paros with whitewashed houses and bougainvillea
      Aerial view of the ocean and white houses in Milos, Greece
      A boat anchored next to a rocky outcrop in Milos, Greece

      Destinations

      Days 1–3

      Athens

      Days 3–5

      Milos

      Days 5–7

      Paros

      santorini-greece-cyclades-islands

      From ancient ruins to sun-soaked islands, Greece offers an enchanting variety of landscapes and activities to captivate all who visit. Start your journey by tracing the footsteps of some of history’s greatest minds and exploring the Acropolis in Athens, before hopping on a boat for an island adventure. Immerse yourself in the charm of Milos and Paros, exploring quaint fishing villages, jaw-dropping beaches and white-washed towns.

      Trip highlights

      • Marvel at thousands of years of history in Athens
      • Tour the Acropolis and learn about its archeological importance
      • Soak up the scenery of Milos’ best beaches and volcanic landscapes
      • Immerse yourself in island life on a private tour of Milos
      • Explore the historic landmarks of Parikia
      • Hike the historic Byzantine road across Paros
      Aerial view of an ancient amphitheater ruins with cityscape and forested hill in the background.
      The Theatre of Dionysus is among the ruins you can see in Athens
      Ancient Greek Caryatids sculptures on the Erechtheion temple, Acropolis, Athens, at dusk.
      The Acropolis is thousands of years old
      Rocky cliffs with a natural arch over clear turquoise sea water under a blue sky.
      Kleftiko Bay in Milos
      Ancient stone church with arched entrance, flanked by trees and a fountain in the courtyard.
      Panagia Ekatontapyliani church in Parikia
      Stone pathway through a hilly landscape with green shrubs and a view of a distant sea under blue sky.
      The Byzantine path was constructed over 1,000 years ago

      Our bespoke trips include

      We design one-of-a-kind journeys incorporating luxury in all its forms. Our bespoke trips include:

      • Luxury accommodation throughout
      • Privately guided tours
      • Private transfers
      • Meticulously selected experiences
      • Expertise and support from your Jacada Concierge
      Black and white illustration of two guides pointing to a building in the distance

      Itinerary in Detail

      Every Jacada trip is tailored to your personal preferences and interests. Below you’ll find a sample itinerary to inspire your own custom-designed journey.

      Days 1–3

      Discover history in Athens

      Your journey begins in the birthplace of Western civilisation. Dating between 7,000 and 5,000 BC, Athens was home to some of the Ancient Greeks’ greatest thinkers, and remains steeped in illustrious history which fascinates even today. Explore the city’s archeological sites, sun-soaked coastline and lively Mediterranean character through private guided tours and hand-picked excursions.

      Where you could stay

      Athens

      NEW Hotel

      Located moments from Constitution Square and within walking distance to the city’s main attractions, the NEW Hotel provides one of Athens’ most modern lodgings with playfully cutting edge design in a place otherwise synonymous for antiquity. There are 79 rooms and suites, all of which feature their own art installation and surrealist custom furniture, as well as comprehensive soundproofing, fine beds and blackout blinds. The Penthouse Suite is particularly noteworthy for its fine views to the Acropolis. The rest of the hotel is strewn with bold design features and art, some made with remnants of the original hotel that once occupied the 50s modernist building, with the restaurant perhaps the most striking space. Open from breakfast until midnight, it serves new takes on Mediterranean cuisine, and oven-fresh bread and pastries from the bakery. There’s also a fabulous rooftop lounge, a bar and wellness area with a gym and spa.
      Positive Impact
      Greece

      Hotel Grande Bretagne

      The hotel was built in 1874 and is full of old-world charm. Each of its 320 rooms and suites are beautifully styled, with antique furnishings, chandeliers and traditional tiled floors. With such spectacular views, you’ll want to head up to the rooftop pool and bar. Seeing the Acropolis illuminated at night is a truly spectacular sight so make sure you try one of their signature cocktails and enjoy the sparkling lights of the city. There’s also plenty to draw you inside, including the bright and airy Winter Garden Lounge, an extension of the hotel’s beautiful lobby. The cellar is filled with over 3,000 bottles of wine and it’s well worth enjoying a drink at Alexander’s Bar which features an original 19th-centuty tapestry depicting Alexander the Great entering Gaugamela. For when you need to relax and unwind, make a beeline for the spa and fitness centre, complete with indoor pool.

      See the Acropolis and Acropolis Museum

      The Acropolis of Athens with the Parthenon at sunset under a blue sky with clouds.

      Take a tour of the most important ancient site in the Western world – the Acropolis. Crowned by the Parthenon, it stands sentinel over Athens, its monuments and sanctuaries of white Pentelic marble gleaming in the midday sun. Walk in thousands of years of footsteps with your private guide, who’ll explain the history of the site and its museum, which has three levels of treasures.

      Days 3–5

      Marvellous Milos

      The home of the incredible Venus de Milos statue, this Cycladic island has until recently been overlooked as a destination, yet Milos has everything you could wish for on a Greek getaway. Characterised by its blue and white panoramas, its 70 plus beaches are lapped by aquamarine waves and its volcanic lunar landscapes bake under a cerulean sky. Charter a boat to explore the secluded coastline and caves, tour charming ports and towns, or relax on postcard-perfect beaches. It’s the epitome of laidback, Greek island life.

      Where you could stay

      melian-hotel-milos-terrace
      Milos

      Melian Boutique Hotel and Spa

      The hotel consists of 15 rooms and suites, each beautifully decorated with traditional handmade furniture, unique artwork and a crisp white colour scheme. All come with sea views and many feature Jacuzzies on their private terrace. The sea beckons with its inviting waters and as evening draws in, guests can enjoy a cocktail on the terrace while watching the sun sink behind the horizon. There is also an outdoor Jacuzzi, a spa offering a range of holistic and beauty treatments, and a mini gym. The menu at the Melian restaurant is inspired by the sea and makes use of the abundance of fresh seafood on its doorstep. Choose to dine on the terrace overlooking the coastline or in the privacy of your room. The island of Milos is ripe for exploring and the hotel can organise boat trips and sea kayaking excursions to help you discover its hidden nooks and crannies.

      Make it mine

      Best of Milos

      Kimolos tour

      Colourful village by the sea in Milos

      Explore the best of Milos

      Experience the best of Milos in a captivating morning tour. Begin with a brief historical overview of the village of Phylacopi as you pass by Papafragkas Cave, before being mesmerised by the inspiring beauty of Sarakiniko Beach. Embrace the charm of the island’s maritime culture while visiting the picturesque fish villages of Klima or Mandrakia, with their traditional boathouses called Syrmata. The tour culminates with a leisurely stroll through the quaint alleys of Plaka, where you can fully immerse yourself in the essence of Milos.

      A yacht floating in the sea off Prassa beach in Kimolos, Greece

      Full day tour of Kimolos

      Kimolos, located just across from Pollonia on the northeastern side of Milos, offers a charming haven where time seems to have stood still. Visit Chorio, the island’s quaint capital, and explore the remains of a medieval castle before a stop at Agios Minas, home to the iconic red poria, and a refreshing swim at the famous Prassa Beach, known for its crystal-clear waters. Head to the traditional fishing village of Goupa before continuing along the southern beaches of Kimolos, including Kalamitsi and Bonatsa.

      Days 5–7

      Paradise in Paros

      Inspiring natural beauty, scenic beaches with turquoise waters, Byzantine footpaths and iconic Cycladic architecture make Paros one of the most popular Greek islands. The capital, Parikia, is a beautiful Cycladic village with whitewashed cubic houses and a 13th century Venetian castle standing proudly in the centre. The rest of the island is speckled with charming villages, including Naoussa and Lefkes, while the stunning beaches are great for both windsurfing and relaxation. A must-visit during your stay, the tiny islet of Antiparos, just a few minutes off the coast, has fantastic beaches and laidback, boho vibes.

      Where you could stay

      Paros

      Cosme

      Set in the charming, whitewashed village of Naouss on the island of Paros, with the clear blue Aegean sea all around, lies the Cosme hotel.
      Paros

      Parilio

      Defined by striking yet traditional Cycladic architecture, and showcasing contemporary Greek design pieces which blend with artistic features from leading European designers, Parilio is a hotel of the utmost style and sophistication. Enjoying a wonderful location close to the beach, the hotel puts guests on the doorstep of what is recognised as ‘quintessentially Paros’, with the likes of secluded, pine-fringed coves and charming white-washed fishing villages within easy reach. Themed by a soothing colour palette, natural materials and pieces of local art, as well as enjoying plenty of space, light and authentic character, the hotel’s 33 suites provide wonderful spaces in which to relax and feel at home during an escape to Paros. The suites differ in their offerings, with some enjoying wonderful features such as separate living areas and even private plunge pools or private swimming pools. There are countless avenues for relaxation and rejuvenation during a stay at Parilio, and not solely through its proximity to the beach and the blissful natural surroundings of the island. The inviting and sleek sunloungers surround a delightful pool, where you can enjoy a refreshing afternoon soak or perhaps a cocktail from the poolside bar, while a magnificent Asian-styled spa offers a range of soothing treatments. Dining is also a rewarding experience here, with the hotel’s restaurant, Mr E, serving up seasonal Greek and Mediterranean fare in a light-filled space with huge arched windows.
      Paros

      Rooster, Antiparos

      Antiparos is a jewel in the Adriatic sea, just a short ferry trip from the main island of Paros. Here, on this tranquil island, rich in natural beauty you’ll find The Rooster. Set in 30 acres of rolling hills and giving way to soft sand dunes and eventually twinkling crystal clear sea waters. This exclusive beachfront property is made up of 16 private houses, with a design, architecture and decor that’s respectful to the island. Each of the private guest houses are individually designed to offer privacy without distracting from the connection to the views and natural landscapes. The furniture and decor is in keeping with the island’s own heritage. For example, walls are painted with neutral tones or whitewash and there’s comfortable low slung wooden chairs with soft furnishings made from traditional textiles. Each house is complete with a bedroom, living area, bathroom (with outdoor shower) and a luxurious private pool with secluded lounging areas shaded by greek gardens or cabana style, wooden canopies. Aside from the private houses guests can also choose to stay in the Farmhouse, around 1.5km away from The Rooster the private Farmhouse is surrounded by kitchen gardens, calming outdoor social areas and it has its own private pool. The house has its own kitchen where your meals will be prepared or where you can dive in yourself to enjoy the fresh produce from the nearby farm – a great option for families.  The Rooster is a lifestyle and wellness retreat that allows guests to connect with themselves and nature. The House of Healing is an intrinsic part of daily life at The Rooster where a journey of mind and spirit centeredness can be achieved through personalised therapies such as Rooster Rituals, Ayurveda treatments, facials, massages and yoga. There’s also a gym for those who want to compliment their beach walks and sea swimming with extra activity. Close to the main hotel is The Farm, another venue to be explored. At The Farm guests are invited to experience a traditional ‘bostani’ (kitchen garden), vegetable fields, open kitchen cooking, private dining and the chance to learn about local, seasonal ingredients. The hotel itself offers its own indoor restaurant with huge windows and doors that open out to the gardens and with sea views. There’s an atmospheric bar with loungers for total relaxation as you sip your drinks, a secret garden and courtyard and the cuddle puddle. The cuddle puddle is a wooden tipi that sits within the dunes to capture the island’s signature, glowing sunsets.

      Make it mine

      Paros Highlights

      Byzantine Road

      Twilight at a serene Mediterranean harbor with boats and adjacent dining area.

      The highlights of Paros

      Hop into your private vehicle and embark on a full day tour of Paros highlights, starting in the white-washed capital of Parikia. Explore the 13th-century Venetian castle and its stunning panoramic views, and the 6th-century church of Panagia Ekatontapyliani, also known as the Church of a Hundred Doors. Continue to Lefkes, stopping for Greek coffee and pastry at a local Kafenio. Nestled 300 metres above sea level, on a lush hill adorned with olive and pine trees, Lefkes offers mesmerising views of Naxos Island. Wrap up your day in Naoussa, wandering past whitewashed houses, tiny churches and waterfront tavernas to the traditional harbour.

      Rural landscape with rolling hills, fields, and a dirt path under a blue cloudy sky.

      Hiking the Byzantine Road

      Winding its way through Paros’ lush meadows, across hillsides, and into refreshing valleys, a weathered path of gray marble flagstones leads from Lefkes to Prodromos—a small, ancient, fortified Cycladic settlement. Known as the Byzantine Road, this pathway was constructed around a millennium ago as a crucial route across Paros, connecting Paroikia to Piso Livadi during a time when the Aegean Sea was plagued by pirates. Today, the Byzantine Road offers a delightful and moderately challenging stroll through the heart of the island.

      “A Fairytale Honeymoon Planned by the Best‌”

      Words fall short as I try to express my sincerest gratitude and appreciation for all that Melania and Symmone did to plan the honeymoon of our dreams for us in Greece. They really have such a gift for listening to their clients and finding the best hotels, restaurants, tours, and activities that best match their interests! Our trip to Greece…

      Published 13th July 2024 on Trustpilot
      Jane Blatz

      Why book with Jacada

      Personalised Design illustration image

      We’ll plan your trip around your personal interests, tastes and preferences, providing honest advice based on first-hand knowledge.

      Authentic Experiences illustration image

      Our expert guides and brilliant Concierges are hand-picked for their ability to bring your destination to life with care and passion.

      Positive Impact illustration image

      We seek out unforgettable experiences that benefit both local communities and the environment.

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      Ariel view of waves breaking on a forested shoreline