Chapters 1–3
The Greek Isles
7 nights
Athens → Mykonos → Santorini
Ancient context, whitewashed lanes, caldera drama and unhurried island time.
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
- Classic + Deluxe hotels
No obligation. No pressure.
11 Days / 10 NightsCross-Mediterranean pace
Greece + Southern ItalyFour chapters
6–10 GuestsMax 16
Classic + DeluxeHotel collections
15 Meals10 breakfasts + 5 events
One Journey, two Mediterranean moods
Aegean light. Italian coastal ease.
The emotional promise is contrast: Greece opens in ancient stone and island blue, then the Bay of Naples brings a softer Italian finale. The route stays clear while Now Journey handles the crossing.
Greece opens in ancient stone and island blue; Southern Italy closes the Journey with sea views and la dolce vita.
Chapter 4
The Amalfi Coast
3 nights
Sorrento & the Bay of Naples
Coastal villages, lemon-scented streets and an optional Capri day when conditions allow.
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
Your Journey at a Glance
Four Mediterranean chapters. One sunlit crossing.
Follow the route from Athens through the Cyclades, then west across the sea to Italy's Amalfi Coast.
Scroll through chaptersSwipe through chapters
- 01AthensArrival ease, the Acropolis and a hosted welcome establish the Journey in the city where ancient and modern Greece meet.
- 02MykonosLittle Venice, whitewashed lanes and an intentionally open island day shift the rhythm toward the Aegean.
- 03SantoriniCaldera views, Oia, Fira and volcanic wine country bring Greece's island chapters to a dramatic close.
- 04Sorrento & the Amalfi CoastLemon-scented streets, coastal villages and Capri possibilities create an easy Italian finale above the Bay of Naples.
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.
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.
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 ItineraryThe 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 stone, neighborhood life and the Acropolis establish the Journey before the islands begin.
Day 1Arrival, Discovery Walk & welcome dinner
Meet your Now Journey representative after customs for the included transfer to your Athens hotel. Settle in, then join a Discovery Walk and welcome dinner.
Arrival transfer · Discovery Walk · Welcome dinnerDay 2Ancient Athens & the Acropolis
Explore the Acropolis and Parthenon with expert local context, then keep the afternoon free for cafes, museums or neighborhood wandering.
Guided sightseeing · BreakfastChapter 2 · 2 nights
Mykonos
Little Venice, Old Town and a free island day shift the rhythm from ancient Athens to the open Aegean.
Day 3Fly to Mykonos, Little Venice & island dinner
Fly from Athens to Mykonos, settle into the hotel and follow your Tour Captain through Old Town and Little Venice before a hosted dinner by the Aegean.
Hosted flight transition · Discovery Walk · DinnerDay 4Mykonos at your pace
Choose beaches, cafes, shopping, photography or unhurried island wandering on a deliberately open day.
Breakfast · Leisure timeChapter 3 · 3 nights
Santorini
Caldera views, volcanic wine country, Oia and Fira bring the Greek island chapters to their dramatic high point.
Day 5Ferry to Santorini & discover Thera
Travel by ferry to Santorini, settle into the hotel, then join a Discovery Walk through Thera and a hosted island dinner.
Ferry · Discovery Walk · DinnerDay 6Santorini's volcanic beauty
Explore Oia and Fira with guided island context, take in caldera views and taste the distinctive wines shaped by Santorini's volcanic soil.
Guided island experience · Wine tasting · BreakfastDay 7An island day at leisure
Enjoy the pool, village wandering, shopping, caldera views or an optional island experience.
Breakfast · Leisure timeChapter 4 · 3 nights
Sorrento & the Amalfi Coast
Southern Italy changes the tempo with sea views, coastal villages and Capri possibilities around the Bay of Naples.
Day 8Cross to Italy & settle along the coast
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.
Hosted flight transition · Transfer · DinnerDay 9The Amalfi Coast & la dolce vita
From Sorrento, spend the day among lemon-scented streets, sea views and coastal villages, with your Tour Captain helping shape the best possibilities.
Breakfast · Hosted coastal exploringDay 10The Isle of Capri, when conditions allow
Capri can become a graceful finale of blue water, chic 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.
Breakfast · Leisure / optional experienceDay 11Depart for Naples or extend in Italy
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.
BreakfastWhat'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.
Hosted throughout
- Dedicated Now Journey Tour Captain
- Local English-speaking guides
- Discovery Walks in major chapters
10 hotel nights
- 2 nights in Athens
- 2 nights in Mykonos
- 3 nights in Santorini
- 3 nights along the Amalfi Coast
15 meals & events
- 10 breakfasts
- 4 hosted dinners
- 1 farewell aperitif
- Guided sightseeing and admissions
- Volcanic wine tasting
Nimble logistics
- Included Athens arrival transfer
- Planned tour transfers
- Luggage handling and portage
- On-tour flights arranged and priced separately
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 is transferable for up to two years; on-tour airfare is non-refundable. Private room promo supplement: $3,979.
2026 departures Future departures only
September 13–23
Deluxe: $11,579
Classic: $10,479
Classic: $10,479
Per person, double occupancy
Harvest seasonRequest this departureSeptember 20–30
Deluxe: $10,779
Classic: $8,779
Classic: $8,779
Per person, double occupancy
Harvest seasonRequest this departureOctober 4–14
Deluxe: $10,779
Classic: $8,779
Classic: $8,779
Per person, double occupancy
October warmthRequest this departure2027 departures Classic and Deluxe collections
May 15–25
Deluxe: $10,979
Classic: $8,779
Classic: $8,779
Per person, double occupancy
Near-perfect MayRequest this departureJune 10–20
Deluxe: $10,979
Classic: $8,779
Classic: $8,779
Per person, double occupancy
Early summerRequest this departureJuly 5–15
Deluxe: $10,979
Classic: $8,779
Classic: $8,779
Per person, double occupancy
Summer in the MedRequest this departureAugust 12–22
Deluxe: $10,979
Classic: $8,779
Classic: $8,779
Per person, double occupancy
Summer in the MedRequest this departureSeptember 14–24
Deluxe: $10,979
Classic: $8,779
Classic: $8,779
Per person, double occupancy
Harvest seasonRequest this departureSeptember 21–October 1
Deluxe: $10,979
Classic: $8,779
Classic: $8,779
Per person, double occupancy
Harvest seasonRequest this departureOctober 5–15
Deluxe: $10,779
Classic: $8,779
Classic: $8,779
Per person, double occupancy
October warmthRequest this departureOn-tour airfare, clarified
Required on-tour airfare is listed separately from the land tour price at $1,430 per person. With the $700 deposit, the booking-due total is $2,130 per person. International airfare remains separate.
Your Home Across the Mediterranean
Choose Classic or Deluxe.
Deluxe features thoughtfully selected 4- and 5-star hotels. Classic keeps the experience well-located and comfortable with private bathrooms, air conditioning and breakfast. Exact properties may vary by departure and collection.
Classic + Deluxe
Athens
Deluxe examples include Academias Hotel, Hotel Grande Bretagne or similar. Classic hotels are well-located 3-star-plus stays.
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.
Frequently Asked Questions
A few things travelers ask first.
The practical answers keep the crossing clear: where it begins and ends, how internal travel works, and what the pace feels like.
Where does the Journey begin?
The Journey begins in Athens, Greece, with an included arrival transfer after customs.
Where does it end?
The Journey ends along Italy's Amalfi Coast. An optional departure transfer to Naples Airport is listed at $165 per person, based on two guests.
Are on-tour flights included?
Required on-tour airfare is arranged as part of the route and listed separately at $1,430 per person, due at booking. International airfare is not included.
How active is this Journey?
Most sightseeing is leisurely, often averaging 45 to 90 minutes of walking per day. Historic streets, island terrain, steps and uneven surfaces should be expected.
What are the hotel options?
The page presents Classic and Deluxe hotel collections, with room, view and category upgrades available where possible.
How many guests are on tour?
The Journey is limited to 16 guests and typically travels with 6 to 10 travelers.
Ready to begin?
Ready for Aegean light and an Italian finale?
Ask a Journey Designer to compare Classic and Deluxe hotels, talk through on-tour flights, or help choose the departure and room style that best fit.
No obligation. Just a conversation about your Journey.