8-Day Small Group Greece Journey

Athens & the Greek Isles

A beautifully paced journey through ancient Athens, Mykonos and Santorini—with true small-group ease and time to enjoy the islands.

  • Athens → Mykonos → Santorini
  • 8 Days
  • Maximum 16 Guests
  • Tour Captain Hosted
  • Classic + Deluxe Hotels
  • From $6,879 per person

No obligation. Start with a personal conversation about your Journey.

True Small Groups
No Big Buses
Tour Captain Hosted
Thoughtfully Paced

The Journey at a glance

Greece without the rush.

Begin among the ancient landmarks of Athens, continue through the whitewashed lanes and waterfront energy of Mykonos, and finish above Santorini’s extraordinary caldera.

8 Days / 7 NightsA week across three distinct Greek settings
3 DestinationsAthens, Mykonos and Santorini
Maximum 16Typically 6–10 guests
Two Hotel PathsClassic and Deluxe collections
Personally HostedTour Captain support throughout
Time to LingerLeisure is built into the rhythm

Your Journey ahead

Three Greek chapters. One seamless Journey.

Athens → Mykonos → Santorini, with Crete shown separately as an optional extension.

Map of the Athens, Mykonos and Santorini route The core route travels southeast from Athens to Mykonos and then south to Santorini. Chania on Crete is southwest of Santorini and is an optional extension. 1Athens · ATH 2Mykonos 3Santorini · JTR +Chania · Optional
Geographic route overview. Athens to Mykonos by flight; Mykonos to Santorini by flight or ferry depending on departure; optional onward extension to Chania, Crete.

Core route: arrive at ATH in Athens, fly to Mykonos, continue to Santorini by flight or ferry depending on departure, and depart the core Journey from JTR.

Why this itinerary works

Greece at a gentler pace.

Three essential chapters, personal hosting and enough unplanned time for the islands to feel like places—not a checklist.

01

Core Places, Not Clutter

Athens, Mykonos and Santorini carry the story without scattering your attention across too many short stops.

02

Leisure Is Built In

Beaches, cafés, shopping, views and independent discovery have genuine room in the itinerary.

03

Hosted Island Logistics

Your Tour Captain helps connect airports, ferries, hotels, luggage and the practical details between chapters.

04

Hotels Chosen for Place

Classic and Deluxe collections let you choose your comfort level without changing the heart of the Journey.

The Now Journey difference

Hosted, not herded.

A smaller group changes the texture of Greece: smoother transitions, more personal attention and far more room to enjoy where you are.

Conventional touring

  • Large groups or crowded shore-excursion logistics
  • Brief destination stops and fixed, rushed schedules
  • Less independent time to follow your own interests
  • Generic hotel and dining patterns
  • Optional add-ons competing for attention

With Now Journey

  • Typically 6–10 guests, maximum 16
  • A dedicated Tour Captain throughout
  • Guided highlights balanced with island leisure
  • Handpicked Classic and Deluxe hotel paths
  • No big buses and no unnecessary upselling

What’s included

The details are handled. The discoveries still feel yours.

The core accommodations, hosting, sightseeing and island support are organized for you. Required and optional costs are separated clearly below.

Tour Captain Hosting

Personal hosting and practical support throughout the core Journey.

Accommodations

7 nights in your selected Classic or Deluxe hotel collection.

Guided Sightseeing

Athens highlights, Mykonos discovery and Santorini island experiences as described.

Select Dining

Deluxe plan: 6 breakfasts, 3 hosted dinners and 1 farewell aperitif. Classic inclusions vary.

Arrival Support

Meet-and-greet support and the described arrival transfer in Athens.

Luggage & Logistics

Portage where provided and coordinated transitions between destinations.

Island Transportation

Arranged separately as a required charge; the exact flight or ferry plan varies by departure.

Leisure Time

Protected time for beaches, cafés, villages, shopping and optional experiences.

Not included

International airfare and Tour Captain gratuities are not included in the land price.

Optional experiences

Optional yacht, cooking and other independently chosen experiences are priced separately.

Required additional cost

Inter-island transportation: $660 per person, separate from the land price and international airfare, due at booking.

Explore the complete Journey

The Greek Isles, day by day.

Eight thoughtfully paced days, three core destinations and enough space in the rhythm to experience Greece as more than a checklist.

Take the Journey with you.

Open the detailed printable guide for offline review and easy sharing.

Download the Itinerary PDF
The illuminated Acropolis above Athens at sunset

Chapter One · Days 1–2 · 2 nights

Athens

The Journey opens where ancient landmarks, lively neighborhoods and modern Greek life meet beneath the Acropolis.

Ancient beginning

Welcome to Greece.

Arrive gently, settle into your centrally located hotel and let your Tour Captain introduce the neighborhood before a hosted welcome dinner. The next day brings the Acropolis and Parthenon into focus with a local expert.

01Day 1 · AthensArrival, orientation & welcome dinner

Arrive at Athens International Airport (ATH), complete customs and meet the Journey team for your included transfer. After time to settle in, join your Tour Captain for a neighborhood Discovery Walk and hosted welcome dinner.

02Day 2 · AthensAncient Athens & the Acropolis

Explore the Acropolis and Parthenon with a local guide, placing the temples, myths and democratic history of Athens into context. The afternoon is yours for cafés, museums or neighborhood wandering.

Where you stay

Athens hotel collection

Classic: Hotel Fresh or similar. Deluxe: Academias Hotel, Autograph Collection; Hotel Grande Bretagne; Electra Palace or similar.

Little Venice along the Mykonos waterfront

Chapter Two · Days 3–4 · 2 nights

Mykonos

Whitewashed lanes, harbor light, famous windmills and a full day to follow the island at your own pace.

Island ease

Little Venice and time of your own.

Mykonos begins with a hosted introduction to Old Town, Little Venice and the windmills, then opens into a full leisure day for beaches, cafés, local shopping, photography or an optional island experience.

03Day 3 · MykonosLittle Venice & Mykonos secrets

Fly from Athens to Mykonos and transfer to your island hotel. Follow your Tour Captain through Old Town, Little Venice, the Kato Milli windmills, Paraportiani and the harbor lanes before a hosted dinner.

04Day 4 · MykonosAn island day of your own

Shape the day around the side of Mykonos that interests you most: beaches, Chora’s whitewashed lanes, local shopping, photography, Delos or an optional yacht experience to Rhenia and Delos.

The optional yacht experience is currently listed from $185 per person and remains subject to availability.

Where you stay

Mykonos hotel collection

Classic: Niriides Homes & Villas or similar. Deluxe: Myconian Collection or similar. Exact properties vary by departure and availability.

Whitewashed Santorini architecture above the Aegean Sea

Chapter Three · Days 5–8 · 3 nights

Santorini

Cliffside villages, volcanic wines, caldera light and a final day with nowhere more important to be.

The island finale

Volcanic beauty, then room to linger.

Santorini brings the Journey to a natural close: an arrival walk and dinner, guided island context through Pyrgos, Oia and Fira, a volcanic wine tasting, a full leisure day and a farewell aperitif.

05Day 5 · SantoriniAcross the Aegean to Santorini

Travel by flight or ferry to Santorini, with the method coordinated for your departure. Check in, begin discovering the surroundings on a walk through Thera, and gather for a hosted Santorini dinner.

06Day 6 · SantoriniSantorini’s volcanic beauty

Discover an island shaped by fire, sea and village life above the caldera. Guided touring brings Santorini into focus through Pyrgos, Oia, Fira and the distinctive flavors of its volcanic wine country.

07Day 7 · SantoriniCaldera views at your pace

Relax by the pool, wander a village, shop, revisit a favorite view or choose an optional cooking class before the farewell aperitif. The optional cooking class is currently listed from $185 per person and is not included.

08Day 8 · DepartureFarewell to the Greek Isles

Enjoy breakfast before the core Journey concludes. Depart from Santorini Airport (JTR), or continue with a personally planned Crete extension or another Mediterranean chapter.

Where you stay

Santorini hotel collection

Classic: Oia Sunset or similar. Deluxe: Katikies Santorini, Atrina Canava 1984 or similar. Exact properties vary by departure and availability.

Optional Crete extension routeThe core Journey ends in Santorini. An optional extension continues southwest to Chania on the northwest coast of Crete. SantoriniChaniaCRETE · OPTIONAL EXTENSION
Optional · Not included in the core price

Continue to Crete.

Crete is a separate extension, not part of the core Athens–Mykonos–Santorini Journey. Add two or three nights in Chania, with the final shape planned around your interests and available transportation.

  • Chania and a local walking experience
  • Winery visit possibilities
  • Beach or ancient-site possibilities
  • Casa Delfino Hotel & Spa or similar
  • Extension pricing and transportation quoted separately

Casa Delfino brings you into the heart of Chania's historic old town, with the harbor and local life close at hand.

Hotel collections

Your stay should feel like part of Greece.

Choose the level of comfort that fits you. Both collections follow the same core itinerary and include the same Tour Captain support.

Classic

Comfortable and well located

Selected 3-star-plus properties with private bathrooms, breakfast and practical access to each destination.

Deluxe

Elevated stays and service

Selected 4- and 5-star properties chosen for refined surroundings, amenities and service.

Athens skyline beneath the Acropolis

Athens

Classic examples
Hotel Fresh or similar.
Deluxe examples
Academias Hotel, Autograph Collection; Hotel Grande Bretagne; Electra Palace or similar.
A whitewashed Mykonos retreat beside the Aegean

Mykonos

Classic examples
Niriides Homes & Villas or similar.
Deluxe examples
Myconian Collection or similar.
A quiet Santorini terrace above the sea

Santorini

Classic examples
Oia Sunset or similar.
Deluxe examples
Katikies Santorini, Atrina Canava 1984 or similar.

Dates & prices

Choose your moment.

Prices are per person in US dollars, based on two guests sharing a room. The required inter-island transportation charge is shown separately.

From $6,879Classic, per person double occupancy
Deluxe $7,979Per person double occupancy
Required transport $660Per person, separate from land and international air
By request

Daily departures

Subject to hotel and transportation availability

Classic InquireDeluxe Inquire

A Journey Designer will confirm the date, hotel collection and required transportation.

Request My Dates

International airfare is not included. Classic meal inclusions and private-room pricing will be detailed in your personalized proposal. Mandatory charges are never hidden.

Past 2026 departures · unavailable
May 12–22, 2026Past departure · not bookable
Jun 13–23, 2026Past departure · not bookable

Is this Journey right for you?

An honest look at the rhythm.

The best proposal begins with a clear sense of the walking, island transfers and independent time that shape this Journey.

This Journey may be right for you if…

  • You want Athens, Mykonos and Santorini in one focused route.
  • You value guided context and genuine independent time.
  • You prefer a personal small-group atmosphere.
  • You are comfortable with airports, ferries or flights between islands.

It may not be ideal if…

  • Historic streets, steps or uneven island terrain are difficult for you.
  • You need a completely step-free itinerary or guaranteed elevator access.
  • You prefer a cruise-style route with many short island stops.
  • You want the core Journey to continue beyond Santorini without an extension.

Frequently asked questions

A few things travelers ask first.

Straight answers about airports, group size, transportation, hotels and what happens after you request a proposal.

Where does the Journey begin?

In Athens. Use Athens International Airport (ATH); the arrival support and transfer described in the itinerary are included.

Where does the Journey end?

The core Journey ends in Santorini. Use Santorini Airport (JTR) unless you add Crete or another extension.

Is Crete included?

No. Crete is a separately priced optional extension with Chania, local touring, winery possibilities and additional leisure time.

How many guests travel?

The Journey is designed for a minimum of 6 guests and a maximum of 16, typically traveling with 6–10 guests.

How active is the tour?

Plan for approximately 45–90 minutes of walking on many sightseeing days, including uneven historic streets, steps and island terrain.

Are flights or ferries included?

Inter-island transportation is arranged for the departure but charged separately. The route currently describes a flight from Athens to Mykonos and a flight or ferry from Mykonos to Santorini depending on departure.

What is the required inter-island transportation charge?

The currently published required charge is $660 per person, separate from the land price and international airfare, and due at booking.

What is the difference between Classic and Deluxe?

Classic uses selected 3-star-plus properties; Deluxe uses selected 4- and 5-star properties. The core itinerary and Tour Captain support remain the same.

Can the trip be made private?

Daily or private-style departures are shown as available by request and remain subject to dates, hotels and transportation. A Journey Designer will confirm the possibilities.

Can extra nights be added?

Yes. Extra nights and extensions are planned and priced individually based on your preferred destinations and current availability.

Is international airfare included?

No. International airfare is not included; the Now Journey team can provide planning support.

What happens after I request a proposal?

A Journey Designer reviews your preferred dates, hotel collection, room needs and extension interests, then follows up with a personalized proposal and the details needed to make a comfortable decision.

Your Journey begins here

Ready for Greece at a gentler pace?

Tell us what matters most—your preferred dates, hotel style, island interests, and whether you would like to continue to Crete. A Now Journey Designer will help shape the right version of the Journey.

Tell us about your travel plans.

We review dates, hotels and options.

You receive a personalized proposal.

No obligation. Just a personal conversation about your Journey.