Greek Islands: Off the Beaten Track

Duration 9 days
Price guide
From
  PP
Scroll to video
Parthenon temple on a bright day. Acropolis in Athens, Greece
Experience the magic of the Greek islands, starting with the historic Acropolis and New Acropolis Museum in Athens. Journey to Milos for stunning beaches on a private sailing tour with swimming and sea cave visits. Continue to Folegandros for a day of cruising among rock formations and beautiful beaches, with opportunities for snorkelling and scuba diving. Then conclude in Santorini with a sunset cruise, hot springs visit and breathtaking volcano views.

Trip highlights

  • Explore the ancient Acropolis in Athens
  • Enjoy stunning beaches and sea caves in Milos
  • Discover impressive exhibits at the New Acropolis Museum
  • Cruise past beautiful rock formations in Folegandros
  • Visit the island’s hot springs in Santorini
  • Experience breathtaking volcano views on a sunset cruise

Bespoke trips with Jacada

We design one-of-a-kind journeys incorporating luxury in all its forms. This bespoke trip includes:

  • Luxury accommodation throughout
  • Expert-guided tours
  • Private transfers and internal flights
  • Meticulously selected experiences
  • Expertise and support from your Jacada Concierge
Black and white illustration of two guides pointing to a building in the distance
  • Days 1 - 3 Athens
  • Days 3 - 5 Milos
  • Days 5 -7 Folegandros
  • Days 7 - 9 Santorini
Greek Islands: Off the Beaten Track
Price guide
  PP
  • Days 1 - 3 Athens
  • Days 3 - 5 Milos
  • Days 5 -7 Folegandros
  • Days 7 - 9 Santorini

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

Two nights exploring Greece's historic capital, Athens

Often referred to as the cradle of Western civilisation, Athens is a city bursting at the seams with culture, intrigue and beauty. It’s not just a place for history buffs, however, it’s also one of the liveliest European capitals. A thriving café culture ensures you’re not left waning in between all the sightseeing and you’ll never have to venture far to enjoy the vibrant nightlife.

Famous place - The Acropolis of Athens, Greece, with the Parthenon Temple during sunset time, European travel

Acropolis and New Acropolis Museum tour

Parthenon temple on a bright day. Acropolis in Athens, Greece

The Acropolis, and the Parthenon in particular, is the most characteristic monument of the ancient Greeks and it continues to stand as a symbol of democracy, Western civilisation and European unity. You’ll also visit the New Acropolis Museum, which is housed in a state-of-the-art building designed by Swiss-born architect Bernard Tschumi.

Days 3-5

Two nights on the picturesque island of Milos

The island of Milos sits in the middle of the Aegean Sea. The southwestern-most of the Cyclades, it encapsulates the beautiful beaches, rustic white-washed houses, cyan waters, great food and rich history of its neighbours, without the crowds of Santorini or Mykonos.

Its landscape is sublime, with over 70 beaches including some of the most stunning in Greece, often dramatic coastline dotted with idyllic fishing villages and volcanic interior. The famous Ancient Greek Aphrodite of Milos, better known as the Venus de Milo which now stands as a centrepiece in Paris’ Louvre, was found here in 1820, and the rest of the island has thousands of years of history to discover.

A day of sailing along Kleftiko

Spend a day exploring the stunning coastline and waters around Milos on a full day private sailing tour. Spot traditional fishing villages, swim off of idyllic beaches, venture into the famous Skykia sea cave and snorkel along the coves and cliff faces of Kleftiko, with a delicious lunch on board.

Days 5-7

Two nights discovering the beauty of Folegandros

Folegandros is an island with a laid-back atmosphere and serene charm. There are three villages Karavostasi (the port), Chora and Ano Meria, as well as a number of hidden beaches and historic relics and rustic terraced farms on almost every sun-bathed slope. The pace of life here is traditionally laid back, perhaps best enjoyed in the evenings with a glass of wine and some wonderful food in one of Chora’s three linked squares.

Folegandros, Greece, 12 June 2022: The amazing Agali beach

A delightful day cruising around Folegandros

Vitsentzou and Pountaki beaches of Folegandros island, Greece

Embark on your rib boat for a day of exploring the amazing rock formations, the beautiful beaches and the breathtaking caves. During the tour visit various places of the island of incomparable beauty that can only be reached by boat or hiking. You will learn about the island, its history, its interesting geology, as well as its underwater life. You can navigate on the surface using mask and snorkel, swim in crystal blue waters or go  scuba diving.

Days 7 - 9

Two enchanting nights in Santorini

Floating in the southern Aegean Sea is a little slice of Greek heaven. A huge volcanic eruption 3,500 years ago left a caldera which turned the then- circular Santorini into a crescent shaped island, one that has been charming visitors since they first arrived.

Santorini is the largest island of a small archipelago, wrapping its arms protectively around the islands of Palea, Nea and Thirasia. Sheer cliffs hundreds of metres high shield coves and beaches made up of red, white and black sand, while pretty villages of limewashed cubic houses creep up the sides, nestled into every nook and cranny.

Santorini sunset cruise

This cruise combines swimming and snorkeling, dinner on board and cruising across the sea while the sun is setting.

During your tour you will have the opportunity to visit the hot springs, sail past the volcano and admire the beautiful coastline and beaches, while swimming at various locations at your leisure. As the sun is setting you will make your way back towards the port and enjoy the dreamy view.

Why book with Jacada

History icon

Personalised design

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

Vector art of a turtle drawn in bold gold lines

Authentic experiences

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

Vector art of a flower drawn in bold, gold line

Positive impact

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

Ariel view of waves breaking on a forested shoreline