What destinations are included?

The Journey includes Athens, Mykonos, Santorini and Italy's Amalfi Coast, with time for Sorrento and Capri-style coastal exploring.

Now Journey small-group tour

Greek Isles & Italy's Amalfi Coast

A sunlit 11-day Journey from ancient Athens through Mykonos and Santorini to the lemon-scented coast of Southern Italy.

Athens → Mykonos → Santorini → Sorrento & the Amalfi Coast

Typically 6 to 10 guests
Max 16
Tour Captain hosted
Deluxe hotels

No obligation. No pressure.

11 Days / 10 NightsCross-Mediterranean pace

Greece + Southern ItalyFour chapters

6–10 GuestsMax 16

DELUXEPublished hotel collection

15 Meals10 breakfasts + 5 events

Scroll through chaptersSwipe through chapters

01Athens2 nights · Journey beginsArrival ease, the Acropolis and a hosted welcome establish the Journey in the city where ancient and modern Greece meet.
02Mykonos2 nightsLittle Venice, whitewashed lanes and an intentionally open island day shift the rhythm toward the Aegean.
03Santorini3 nightsCaldera views, Oia, Fira and volcanic wine country bring Greece's island chapters to a dramatic close.
04Sorrento & the Amalfi Coast3 nights · Journey finaleLemon-scented streets, coastal villages and Capri possibilities create an easy Italian finale above the Bay of Naples.

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Two coastlines, one coherent story

Sail the Aegean. Savor the Amalfi.

Athens gives the Journey its ancient opening. Mykonos shifts the rhythm toward harbor light and island ease. Santorini raises the drama above the caldera before Southern Italy closes the story around Sorrento and the Amalfi Coast.

The scale stays intimate, hosted transitions keep the logistics light, and open afternoons leave room to enjoy each destination instead of simply collecting it.

The pleasure is in the contrast—Aegean blue followed by the warm, effortless cadence of coastal Italy.Now Journey design philosophy

Why Now Journey

A grand crossing at human scale.

A dedicated Tour Captain, local English-speaking guides and thoughtful internal logistics keep the Journey personal without filling every hour.

True small group

Typically 6 to 10 guests, with a maximum of 16, preserves flexibility and makes hosted moments feel genuinely personal.

Balanced days

Guided discoveries are paired with leisure time in Mykonos, Santorini and along the Italian coast.

One hosted arc

Your Tour Captain keeps flights, ferries, transfers, hotels and luggage flow connected across two countries.

Journey Story

From marble and myth to la dolce vita.

The Journey unfolds in four distinct acts: ancient Athens, free-spirited Mykonos, volcanic Santorini and a Southern Italian finale around Sorrento and the Amalfi Coast.

Chapter 01 · Athens

The story begins above the city.

Arrival care, a Discovery Walk and a welcome dinner ease you in before the Acropolis and Parthenon bring classical Greece into focus.

Little Venice along the Mykonos waterfront

Chapter 02 · Mykonos

Then the Aegean loosens the pace.

Whitewashed lanes, Little Venice, harbor light and a hosted dinner give way to a full day for beaches, cafes or simply following the island's rhythm.

Chapter 03 · Santorini

The landscape turns volcanic.

Thera, Oia, Fira and wine country reveal an island shaped by fire and sea, with space left for pool time, village wandering and caldera views.

Sorrento and the Bay of Naples coastline

Chapter 04 · Southern Italy

Italy brings the softer landing.

Sorrento, coastal villages and Capri possibilities replace island blue with lemon groves, elegant streets and the relaxed pleasures of la dolce vita.

Now, follow the crossing day by day.

The Complete Itinerary

The functional heart of the Journey

The Complete Itinerary

Open one day at a time, or expand the complete 11-day sequence. Separately priced and optional experiences are labeled clearly.

Chapter 1 · 2 nights

Athens

Ancient context and neighborhood life establish the Journey before the islands begin.

Day 1Welcome to GreeceArrival transfer · Discovery Walk · Welcome dinner

Meet the Journey team after customs for the included transfer to a centrally located Athens hotel. After time to settle in, join your Tour Captain for a neighborhood Discovery Walk and hosted welcome dinner.

Day 2Ancient Athens & the AcropolisAcropolis · Parthenon · Afternoon at leisure

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.

Chapter 2 · 2 nights

Mykonos

Whitewashed lanes and a full open day loosen the rhythm after Athens.

Day 3Little Venice & Mykonos secretsFlight · Old Town Discovery Walk · Hosted dinner

Fly to Mykonos, settle into the island hotel, and follow your Tour Captain through Old Town, Little Venice, the Kato Milli windmills, Paraportiani and harbor lanes before a hosted dinner.

Day 4Mykonos at your paceBeaches · Chora · Optional Delos experience

Choose beaches, Chora's whitewashed lanes, local shopping, photography or a quiet day around the hotel.

Optional: A yacht cruise to Rhenia and Delos may be arranged separately and is not included in the land price.

Chapter 3 · 3 nights

Santorini

Caldera views, volcanic wine country, Oia and Fira bring Greece to its dramatic high point.

Day 5Ferry to Santorini & discover TheraFerry · Thera Discovery Walk · Hosted dinner

Travel by ferry to Santorini, settle into the hotel, then join a Discovery Walk through Thera and a hosted island dinner.

Day 6Santorini's volcanic beautyOia · Fira · Volcanic wine tasting

Explore Oia and Fira with guided island context, take in caldera views and taste the distinctive wines shaped by Santorini's volcanic soil.

Day 7An island day at leisurePool time · Village wandering · Caldera views

Enjoy the pool, village wandering, shopping, caldera views or an optional island experience at your own pace.

Chapter 4 · 3 nights

Sorrento & the Amalfi Coast

Southern Italy changes the tempo with coastal villages and Bay of Naples views.

Day 8Cross to Italy & settle along the coastHosted flight transition · Transfer · Welcome dinner

Fly from Santorini toward the Naples area, continue by included transfer to the coast, then begin the Italian chapter with a Discovery Walk and welcome dinner.

Day 9The Amalfi Coast & la dolce vitaCoastal exploring · Village time · Sea views

From Sorrento, spend the day among lemon-scented streets, sea views and coastal villages, with your Tour Captain helping shape the best possibilities.

Day 10The Isle of Capri, when conditions allowLeisure day · Optional Capri experience

Capri can become a graceful finale of blue water, elegant lanes and Bay of Naples views. If conditions point elsewhere, your Tour Captain will help shape an equally rewarding coastal day.

Optional: The Isle of Capri experience is offered when available and is not included in the land price.

Day 11Depart for Naples or extend in ItalyBreakfast · Departure day · Optional airport transfer

Breakfast is included before departure. An optional transfer to Naples Airport is listed at $165 per person, based on two guests, and extensions in Italy may be requested.

What's Included

The details are handled. The coastlines still feel yours.

Verified inclusions are grouped by the part of the Journey they support. Required on-tour airfare, international airfare and optional experiences remain clearly identified.

Tour Captain / Hosting

Hosted throughout

Dedicated Now Journey Tour Captain
Local English-speaking guides
Discovery Walks in major chapters

Accommodations

10 hotel nights

2 nights in Athens
2 nights in Mykonos
3 nights in Santorini
3 nights along the Amalfi Coast

Dining / Experiences

15 meals & events

10 breakfasts
4 hosted dinners
1 farewell aperitif
Guided sightseeing and admissions
Volcanic wine tasting

Transportation

Nimble logistics

Included Athens arrival transfer
Planned tour transfers
Luggage handling and portage
On-tour flights arranged and priced separately

Your Home Across the Mediterranean

Deluxe stays across two countries.

Deluxe features thoughtfully selected 4- and 5-star hotels. Ask about DELUXE | ELEVATED accommodations. Room categories, availability and pricing will be confirmed in your personalized proposal. Exact properties may vary by departure and availability.

Deluxe

Athens

Deluxe examples include Academias Hotel, Hotel Grande Bretagne or similar.

Island setting

Mykonos

Hotels are selected for location, comfort and practical access to Old Town and the Aegean atmosphere.

Caldera character

Santorini

Caldera-facing or island-character stays are requested where available by the chosen hotel collection.

Italian finale

Amalfi Coast

Sorrento and coast hotels provide the Southern Italian finale, with view and room upgrades available by request.

Photography presents each destination setting and is not a guarantee of a specific property. Room categories, views and exact hotels may vary; a Trip Specialist can discuss upgrade requests where available.

Dates & Prices

Choose your Mediterranean season.

Prices are per person in US dollars, based on two guests sharing a room. International airfare is not included. A $700 non-refundable deposit and $1,430 required on-tour airfare are due at booking. The deposit may be transferable when eligible under the accepted booking terms; on-tour airfare is non-refundable. Private room promo supplement: $3,979.

2026 departures Future departures only

September 13–23

DELUXE: $11,579
DELUXE | ELEVATED: On request

Per person, double occupancy

Harvest seasonRequest this departure

September 20–30

DELUXE: $10,779
DELUXE | ELEVATED: On request

Per person, double occupancy

Harvest seasonRequest this departure

October 4–14

DELUXE: $10,779
DELUXE | ELEVATED: On request

Per person, double occupancy

October warmthRequest this departure

2027 departures Deluxe published; Elevated on request

May 15–25