Historic Greece and Island Hopping: Athens, Milos and Paros

Duration 7 days
Price guide
From
  PP
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the karyatides statues at sunset in Athens, Greece
The village of Naoussa in Paros
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
Naoussa village harbour in Paros, Greece
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

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
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  • Days 1–3 Athens
  • Days 3–5 Milos
  • Days 5–7 Paros
Historic Greece and Island Hopping: Athens, Milos and Paros
Price guide
  PP
  • Days 1–3 Athens
  • Days 3–5 Milos
  • Days 5–7 Paros

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.

The Acropolis of Athens at sunset

See the Acropolis and Acropolis Museum

The Parthenon at the acropolis in Athens, Greece

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 it 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.

Kleftiko Bay, Milos Island, Greece

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.

White houses with pink flowers in Lefkes, Greece

Make it mine

Paros Highlights

Byzantine Road

The village of Naoussa on Paros at dusk

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.

The Byzantine path in Paros, Greece

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

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Personalised Design

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

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Authentic Experiences

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

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Positive Impact

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

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