Established 2001

Greece / Small Group

Greek Island Odyssey: 10-Day Athens, Crete, Santorini & Mykonos

Follow Greece's Timeless Story from Athens to the Aegean Islands

This journey reveals the very essence of Greece. Wander the timeless streets of Athens, where mythology and history intertwine beneath the Acropolis, then set sail across the Aegean to discover the distinct character of Crete, Santorini, and Mykonos. From archaeological treasures and whitewashed villages to volcanic coastlines, crystal-clear waters, and unforgettable sunsets, each destination offers its own rhythm and story.

Duration: 10 Days Group: Max 14 Style: Small Group Route: Athens → Mykonos
Specialist travel since 2001 Small Group & Tailor-Made Journeys Expert Local Guides Operated with local knowledge

Why This Tour

What sets this journey apart

01

Small Group, Better Experience

With a maximum of 14 travelers, this is designed to feel personal and carefully managed. You travel with the ease of a planned route, the depth of expert guiding, and the atmosphere of a small group rather than a coach tour.

02

Four Distinct Sides of Greece

Experience the contrasts that make Greece so compelling—from the ancient landmarks and lively neighborhoods of Athens to Crete’s culinary traditions, Santorini’s volcanic landscapes and the whitewashed elegance of Mykonos.

03

Culture, Flavors & Island Life

Beyond the ancient ruins and iconic landmarks, your journey is enriched by passionate local guides who bring Greece's history, traditions, and contemporary culture to life. Through personal stories, local knowledge, and genuine hospitality, they reveal hidden corners, enduring customs, and the everyday rhythms of Greek life.

04

Created by Local Experts

Flights, ferry crossings, private transfers and carefully selected hotels are coordinated throughout the journey, allowing you to move smoothly between Athens, Crete, Santorini and Mykonos while focusing fully on the experience.

Route

The Journey Ahead

1
Athens 2 Days

Ancient landmarks, lively neighborhoods and the birthplace of classical civilization

2
Chania 3 Days

Venetian charm, Cretan traditions and immersive food experiences

3
Heraklion 1 Day

Minoan history, Knossos and the vineyards of central Crete

4
Santorini 2 Days

Volcanic landscapes, whitewashed villages and caldera views

5
Mykonos 1 Day

Cycladic beauty, coastal scenery and elegant island life

At a Glance

Tour snapshot

Duration

10 days / 9 nights

Travel Style

Small Group Cultural & Island Journey

Group Size

Small group of maximum 14 like-minded travelers

Pace

Moderate, with guided sightseeing, island transfers and time at leisure

Accommodation

A carefully selected mix of five-star city accommodation and boutique island hotels

Domestic Flights

Athens–Chania flight included

Ferry Crossing

Heraklion–Santorini and Santorini–Mykonos high-speed ferries included

Meals

Daily breakfast, welcome dinner, selected lunches, local tastings and wine experiences

Best for

First-time visitors to Greece, couples and culturally curious travelers seeking history, gastronomy and island life

The Experience

What this journey feels like

This journey feels like stepping into the Greece you have imagined, then discovering how much more lies beyond the familiar images.

It is the sense of standing beneath the Acropolis as the city unfolds below you; the pleasure of a long Cretan meal shaped by local ingredients, conversation and wine; and the first glimpse of Santorini’s whitewashed villages rising above the caldera. In Mykonos, the rhythm changes again, with winding lanes, sea views and the easy elegance of island life.

There are moments of history, flavor, light and stillness throughout the journey. More than a collection of famous places, this is an invitation to experience Greece through its contrasts—ancient and contemporary, lively and peaceful, refined and deeply rooted in tradition—and to carry home the feeling of the Aegean long after the journey ends.

"Happy the person... who, before dying, has the good fortune to sail the Aegean"

- Nikos Kazantzakis

Like what you see so far?

Check departure dates and reserve your place with a EUR 400 deposit.

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What’s Covered

Included & not included

Included

  • 9 nights hotel accommodation
  • Daily breakfast
  • Welcome dinners and selected lunches
  • Wine tastings
  • Expert, licensed English-speaking guide throughout the journey
  • Private air-conditioned transportation during tours and transfers
  • Arrival transfer in Athens
  • Included sightseeing and local experiences listed in the itinerary
  • All entry fees to the sights
  • Ferry Tickets Heraklion-Santorini and Santorini-Mykonos
  • Athens-Chania domestic flight
  • True Blue support before and during travel

Not Included

  • International flights
  • Optional Activities
  • Gratuities for guide and drivers
  • Meals not listed in the itinerary
  • Room Service at Hotels
  • Drinks with meals unless specified
  • Personal expenses
  • Travel insurance
  • Any services not listed as included

Before You Book

Good to Know Before You Book

Designed for travellers drawn to Greece's timeless blend of culture, history and island life, this journey moves effortlessly from the ancient landmarks of Athens to the Venetian charm of Crete, before ending among the iconic landscapes of Santorini and Mykonos. Carefully paced throughout, it balances guided discovery with the freedom to explore at your own rhythm. Domestic flights, high-speed ferries, private transfers and expert local guides ensure every transition is seamless. While some walking is required across archaeological sites and historic villages, the reward is an intimate experience of Greece's most captivating places. For those who value authentic encounters, exceptional cuisine and spectacular coastal scenery, this is Greece experienced with depth, comfort and ease.

Is this journey right for you?

This journey is for travellers who want to experience Greece beyond its iconic landmarks. Blending ancient history, vibrant local culture, exceptional food and island life, it offers a relaxed pace with the freedom to explore as well as the insight of expert local guides.

Expect moderate walking through archaeological sites, historic neighbourhoods and charming villages, where cobbled streets, steps and uneven paths are all part of the experience.

If you value authentic encounters, thoughtfully chosen stays and seamless travel between Greece's most celebrated destinations, this journey offers an effortless way to discover the heart of the Aegean.

Common Questions

Frequently asked questions

Absolutely. Designed with first-time visitors in mind, this journey brings together Greece's ancient heritage, vibrant culture and iconic islands in one seamless experience. With carefully coordinated flights and ferries, private transfers, expert local guides and thoughtfully chosen stays, every detail is taken care of—leaving you free to immerse yourself in the journey.

Not at all. While this journey covers several of Greece's most iconic destinations, it has been thoughtfully paced to balance discovery with relaxation. Whether wandering ancient ruins, lingering over a seaside lunch, or watching the sunset across the Aegean, you'll have ample opportunity to savor each moment at a comfortable pace.

Yes, Athens-Chania domestic flight is included.

Your accommodation has been carefully selected to reflect the character of each destination while offering exceptional comfort and service. Throughout the journey, you'll stay in a collection of boutique hotels, ideally located in the heart of historic cities or close to Greece's most iconic coastal landscapes.

Yes. A private version can be arranged around your own dates, pace, hotel preferences and interests.

Yes, this journey can be enjoyed by senior travelers who are comfortable with a moderate level of activity and have a curiosity for culture, history, and authentic experiences. Travelers should be prepared for walking through historic areas, monastery complexes and old town streets, where surfaces may include cobblestones, steps and uneven pathways.

True Blue Tour - Greece

Join a Small Group or Make It Private

Join a scheduled small group departure or ask our team to create a private version around your preferred dates, pace and travel style.

Talk to Our Team