Epic Greek Islands

Epic island hopping off the beaten track. Experience the unique Greek isles like never before on this luxury tour of Greece's iconic Cycladic cluster. Stunning vistas, secret hideaways, sublime cuisine, and all with pure authenticity. You'll get under the skin of local traditions, visit secluded islands and soak up the sun on paradise beaches.

Athens, Milos, Sifnos & Naxos
11 nights private tour from $7,900 per person
CHOICE
Epic Greek Islands
Journey highlights
  • Slide off-the-beaten-track in three of Greece's less-visited islands; Milos, Sifnos and Naxos

  • Soak up the mesmerizing hustle and bustle of Athens before residing in ultimate island paradise

  • Chic boutique luxury, unique experiences, mouth watering food and sublime crystal-clear waters await

  • Wander iconic villages, picturesque neighbourhoods and discover a more authentic side of Greece

  • Epic itinerary:Our Epic Journeys offer unforgettable cutting-edge hotels, experiences and restaurants with a focus on design, fashion and innovation
Our tailor made journeys include:
  • Your dedicated Travel Consultant who will take care of arrangements
  • Private international airport transfers in destination
  • Your own private, English-speaking local guides
  • Unique experiences, hand-picked by our Journeys team
  • Entrance to must-see local sites
  • Dedicated 24/7 team providing in-country support and guidance
  • Complimentary access to My Scott Dunn – industry-leading travel app providing pre-departure information and in-journey support

When to visit

  • J
  • F
  • M
  • A
  • M
  • J
  • J
  • A
  • S
  • O
  • N
  • D
Best time to visit
Good time to visit
Average time to visit

The climate in Greece is warm and sunny for the majority of the year, however the island properties are only open from May to October. In May, the islands come to life and weather usually settles in a pattern of long hot sunny days and balmy evenings, especially in July and August when it can be very hot. Rain is unlikely but it can happen from time to time. May, June and September are particularly pleasurable months with July and August being especially popular on the islands.

Itinerary

Fly to Athens
Day 1-3

Athens, Greece

Dive head first in to the hustle and bustle of Athens, the ancient capital city and legendary birthplace of democracy and modern civilization. Spend two nights in the heart of the city at the stylish King George Palace, located on Constitution Square - perfect for exploring the city. Get lost in the winding streets of Plaka, thought to be Athens’s oldest district, and admire the whitewashed buildings of picturesque Anafiotika, inspired by the traditional architecture of the Cyclades.

Devour the food scene of Athens, joining your local guide to explore the city's streets, visiting shops, bakeries and markets. Start with tastings of olive oil, honey and cheese before continuing on to try some of Greece's most delicious sweet treats, paired perfectly with a traditional Greek coffee. Visit one of Athens' oldest bakeries, wander through bustling markets and finally sit down to sample souvlaki and loukoumades, delectable Greek doughnuts served with honey.
Accommodation: King George ( 2 nights )
Day 3-6

Milos, Greece

Leap to the first of your three beautiful islands to explore Milos, leaving the crowds of Athens behind you. Known for its simply breath-taking landscapes surrounded by the clearest blue waters, you will start to relax in a shot. You'll stay at the boutique hotel Domes White Coast Milos, perched on a hilltop overlooking the beautiful bay below, a peaceful retreat yet only a 5-minute drive from the town of Pollonia.  Kick back and soak up the view from the idyllic pool overlooking the Aegean.

Fun times start with an epic private jeep safari to discover all the secluded and unspoiled corners of Milos through off-road exploring. Following the dirt paths you will head to western Milos to explore the Natural Reserve and some of the island’s secluded spots. Admire volcanic formations, ancient chapels and abandoned mines before swimming at pristine beaches and enjoying a refreshing drink at a charming Greek coffee house. Swap off-road trails for a slice of paradise on your very own private yacht, exploring the spectacular Kleftiko caves on Milos’s southern coast and admiring the breath-taking rock formations.  Explore the caves on a unique snorkeling safari, where you’ll also have use of an underwater camera to document your discoveries. Once you’ve had your fill of snorkeling, discover the caves from above the water, on the yacht’s rib boat, then sit down to enjoy a delicious lunch on board.

Accommodation: Domes White Coast ( 3 nights )
Day 6-9

Sifnos, Greece

Your next stunning island adventure awaits, the charming island of Sifnos, which can only be reached by boat. Your retreat for the next three nights will be the beautiful NOS Hotel & Villas, designed in a contemporary minimalist style, using neutral tones and natural materials to complement the hotel’s surroundings. Every room has its own private terrace offering majestic views of the Aegean Sea. The boutique scale of the hotel ensures a tranquil, relaxing stay, far from the crowds of the other Cycladic islands. Why not request breakfast on the terrace outside your room for privacy overlooking the jaw-dropping view?

A haven all lovers of the outdoors, spend time exploring the charming villages and beautiful landscapes of the island, with its fantastic foodie scene, where local produce and specialities of the island are center-stage. To get really off-the-beaten-track, join your guide on a private RIB boat to visit the nearby islands of Kimolos and Polyaigos. Explore the authentic fishing villages of Kimolos and admire the stunning caves in the north, before continuing on to Polyaigos, the largest uninhabited island in the Aegean Sea. Translating as ‘many goats’ Polyaigos is the perfect place to stop at secluded beaches and swim in the glittering waters in complete tranquillity.

Accommodation: NOS Hotel & Villas ( 3 nights )
Day 9-12

Agios Prokopios, Naxos, Greece

Escape to the charming island of Naxos to enjoy the serenity of this Cycladic landscape. Your resort, Naxian Collection, promises an unforgettable experience blending elegance with authentic Greek hospitality.

In the evening, wander through the narrow streets of Naxos Town, discovering its ancient Venetian architecture and quaint tavernas serving delectable local cuisine.

The next day, visit the iconic Portara, an ancient marble gate standing proudly against the backdrop of the Aegean Sea. Delight in a culinary tour amongst the picturesque villages, where whitewashed houses adorned with colorful bougainvillea create a postcard-perfect scene.

Take one final dive into the azure waters of Naxos' pristine beaches before bidding farewell.

Accommodation: Naxian Collection ( 3 nights )
Fly home from Athens
We design each itinerary around you, so this suggested itinerary is a starting point that we can tweak or transform into something completely bespoke to you.
Call us on 212 372 7009 to start planning your holiday.

Price Guide: (per person based on double occupancy and excludes international flights)

Departing Price from*
  • Pricing is a guideline only, is based on two people sharing and excludes special offers.
  • Travel over peak periods (e.g. Christmas, New Year, festivals and other public vacations) can affect prices considerably, as can exchange rates, flight class and room type.
  • Solo traveler pricing is available upon request.
Deposit from * Enquire
May 2025 $7,900 $2,000 plan your trip
June 2025 $8,900 $2,200 plan your trip
July 2025 $9,800 $2,400 plan your trip
August 2025 $9,800 $2,400 plan your trip
September 2025 $8,900 $2,200 plan your trip
October 2025 $7,900 $2,000 plan your trip
  • May 2025
    Price from *
    • Pricing is a guideline only, is based on two people sharing and excludes special offers.
    • Travel over peak periods (e.g. Christmas, New Year, festivals and other public vacations) can affect prices considerably, as can exchange rates, flight class and room type.
    • Solo traveler pricing is available upon request.
    $7,900
    Deposit from*
    $2,000
  • June 2025
    Price from *
    • Pricing is a guideline only, is based on two people sharing and excludes special offers.
    • Travel over peak periods (e.g. Christmas, New Year, festivals and other public vacations) can affect prices considerably, as can exchange rates, flight class and room type.
    • Solo traveler pricing is available upon request.
    $8,900
    Deposit from*
    $2,200
  • July 2025
    Price from *
    • Pricing is a guideline only, is based on two people sharing and excludes special offers.
    • Travel over peak periods (e.g. Christmas, New Year, festivals and other public vacations) can affect prices considerably, as can exchange rates, flight class and room type.
    • Solo traveler pricing is available upon request.
    $9,800
    Deposit from*
    $2,400
  • August 2025
    Price from *
    • Pricing is a guideline only, is based on two people sharing and excludes special offers.
    • Travel over peak periods (e.g. Christmas, New Year, festivals and other public vacations) can affect prices considerably, as can exchange rates, flight class and room type.
    • Solo traveler pricing is available upon request.
    $9,800
    Deposit from*
    $2,400
  • September 2025
    Price from *
    • Pricing is a guideline only, is based on two people sharing and excludes special offers.
    • Travel over peak periods (e.g. Christmas, New Year, festivals and other public vacations) can affect prices considerably, as can exchange rates, flight class and room type.
    • Solo traveler pricing is available upon request.
    $8,900
    Deposit from*
    $2,200
  • October 2025
    Price from *
    • Pricing is a guideline only, is based on two people sharing and excludes special offers.
    • Travel over peak periods (e.g. Christmas, New Year, festivals and other public vacations) can affect prices considerably, as can exchange rates, flight class and room type.
    • Solo traveler pricing is available upon request.
    $7,900
    Deposit from*
    $2,000
  • plan your trip