Greece Itinerary: September. 2026

Gavels Down, Glasses Up in Greece | Passport Kisses Travel Boutique

Passport Kisses Travel Boutique

Gavels Down,

Glasses Up in Greece

Celebrating Tasha’s Law School Graduation

  • September 17–25, 2026
  • Athens • Mykonos • Santorini

Law school was the work. Greece is the reward.

Welcome, Ladies

Nine days. Three islands. One very good reason.

Tasha put in the work. You get to celebrate it.

She read the cases, sat the exams, and walked across that stage — and now the whole thing gets toasted properly, somewhere with a view. You ladies are headed to Athens for the history, Mykonos for the beach days, and Santorini for those sunsets people build entire trips around. Everything from the airport pickup to the catamaran is handled. Your job is to show up with your cute outfits, your people, and your appetite for a really good time.

Trip at a Glance

The shape of your getaway

Travel Dates

Sept 17–25, 2026

Arrive Thursday, depart the following Friday

Nights

8 Nights

Athens 2 • Mykonos 2 • Santorini 3 • Athens 1

Destinations

Athens, Mykonos & Santorini

Mainland to islands, then back to Athens to fly home

Signature Experiences

Four Standouts

Mythology walking tour, sunset catamaran, Flying Dress shoot, and a full free day in Mykonos

Where You’ll Stay

Three Curated Properties

Daily breakfast and taxes included at every hotel

Travel Style

Private & Unhurried

Private transfers throughout, with real leisure time built in

First Stop

Athens

September 17–19 • and one last night on the 24th

Greece starts where the stories did. You’ll be staying in the middle of everything — steps from Syntagma Square, walking distance to Plaka, with the Acropolis right there on the skyline. Ancient and modern sit shoulder to shoulder here: marble temples above, rooftop dinners and lively streets below. It’s the perfect place to land, shake off the flight, and ease into Greek time.

  • Mythology
  • Ancient landmarks
  • Plaka
  • City energy

Second Stop

Mykonos

September 19–21

This is the exhale. Your hotel sits above Platis Gialos beach, about 5km from Mykonos Town, with sandy beaches, tavernas, and boutiques all close by. There’s a full day here with nothing on the schedule on purpose — beach club, long lunch, shopping, a nap, or all four. Mykonos is chic without trying too hard, and it rewards you for slowing down.

  • Beach days
  • Boutique shopping
  • Island dining
  • Free time

Third Stop

Santorini

September 21–24

Then comes the part everyone pictures. Whitewashed walls, blue domes, and a caldera that looks unreal in photos and somehow better in person. You’ll be based minutes from Fira, with a sunset catamaran cruise on one day and a Flying Dress photoshoot on another. Three nights here is the celebration’s crescendo — bring the outfits you’ve been saving.

  • Caldera views
  • Sunset sailing
  • Flying Dress
  • Blue domes

Day by Day

Your full itinerary

Times below are local (Eastern European Summer Time). Anything with a meeting point or a pickup time matters — the rest of the day is yours.

Thursday, September 17

Athens

Arrival in Athens

Welcome to Greece. Once you clear customs, your private driver will be waiting to bring you into the city — no taxi lines, no figuring out directions with jet lag. Check in, drop your bags, and let the evening be easy. Plaka and Syntagma Square are both a short walk from the front door.

Transfer
Private transfer from Athens International Airport to your hotel by luxury minivan for 5 passengers. Meet your driver at EXIT A (arrivals for international, non-Schengen flights), at the Money Exchange Center. He’ll be holding a sign with your name. Transfer contact: +30 694 857 8966
Check-In
3:00 PM at Astor Hotel, Athens
Evening at leisure

Friday, September 18

Athens

Athens Highlights Mythology Walking Tour

An early start, and worth every minute of it. Your licensed English-speaking guide begins at the Temple of Olympian Zeus and walks you up through the Theater of Dionysus to the Acropolis — the Temple of Athena Nike, the Erechtheion, and the Parthenon itself. Along the way you’ll hear the myths of Zeus, Athena, Poseidon and Dionysus, and the truths tucked inside them. The morning finishes in the Ancient Agora, where democracy was born, Socrates held court, and the Hephaisteion still stands as the best-preserved temple in Greece.

Time
8:30 AM – 12:30 PM (4 hours). Please arrive 10 minutes early.
Meeting Point
In front of Hadrian’s Arch. Your guide will be holding a sign reading “Alternative.” Tour contact: +30 695 151 8589
Group Size
Small group, up to 15 people
Included
English-speaking licensed guide, whisper headsets, Acropolis entrance fees
Not Included
Transfers, meals, personal expenses, gratuities
Afternoon and evening at leisure

Saturday, September 19

Athens → Mykonos

Island one, coming up

Breakfast, check out, and a short flight to the island. You’ll be on the sand side of the day by mid-afternoon.

Check-Out
Astor Hotel, Athens
Transfer
10:00 AM pickup from the hotel entrance to Athens International Airport, private luxury minivan for 5. Transfer contact: +30 694 857 8966
Flight
Aegean Airlines A3 376 — departs Athens (ATH) 1:30 PM, arrives Mykonos (JMK) 2:10 PM. Seats 6A / 6B / 6C / 6D / 7D. Boarding passes are sent by text up to 24 hours before departure.
Transfer
2:20 PM pickup from Mykonos Airport to your hotel, private luxury minivan for 5. Meet your driver just outside the Arrivals Gate — he’ll have a sign with your name. Transfer contact: +30 690 942 1705
Check-In
3:00 PM at Myconian Ambassador Relais & Châteaux Hotel, Platis Gialos
Evening at leisure

Sunday, September 20

Mykonos

A free day, entirely yours

Nothing scheduled, and that’s the point. Platis Gialos beach is right below the hotel, with Psarou and Paradise nearby, and Mykonos Town about 5km away for boutiques, tavernas, and the sunset crowd. Sleep in, take a beach club afternoon, or plan a long group dinner — whatever the five of you are in the mood for. Breakfast is included at the hotel.

Full day at leisure

Monday, September 21

Mykonos → Santorini

Fast ferry across the Aegean

Island-hopping the proper way. You’re in Business Class with assigned seats for the crossing, so settle in and watch the Cyclades go by.

Check-Out
11:00 AM from Myconian Ambassador Relais & Châteaux
Transfer
Private transfer from the hotel entrance to Mykonos port, luxury minivan for 5. Transfer contact: +30 690 942 1705
Ferry
SeaJets fast ferry, vessel Supercat Jet — departs 11:30 AM, approximately 2 hours 15 minutes. Business Class air-numbered seats. Boarding passes are sent by text up to 24 hours before departure.
Luggage
Board through the garage entrance and leave your suitcase in the designated area. Keep your carry-on with you — there are luggage racks in the passenger area. On arrival, listen for the announcement, head straight down to the garage for your bag, and exit through the garage door. Ferries turn around fast, so don’t linger.
Transfer
3:50 PM pickup from Santorini port to your hotel, private luxury minivan for 5. Meet your driver at the Ferry’s Arrivals Gate — he’ll have a sign with your name. Transfer contact: +30 698 180 4339
Check-In
El Greco Resort Hotel, Thera (Fira)
Evening at leisure

Tuesday, September 22

Santorini

Sunset catamaran cruise to the caldera & beaches

The best afternoon of the trip, and it’s not close. You’ll sail from Vlychada Port with a swim stop at Red Beach, then cruise past White Beach, Indian Rocks and the Venetian Lighthouse. There’s a stop at the volcanic hot springs, and lunch on board at Mesa Pigadia with more swimming. The route ends at Amoudi Port as the sun goes down. Bring a swimsuit, a cover-up, and a camera you don’t mind getting a little sea spray on.

Time
1:45 PM meet your driver in the hotel lobby. Cruise runs 2:45 PM to approximately 8:00 PM, depending on sunset. Cruise contact: +30 2286 072200
Bring
A photo of your passport or ID saved on your phone — this is required to board.
Included
Shared transfers to and from the meeting point, lunch on board (finger food, BBQ, seafood and vegan options, Napolitana pasta, Greek salad), open bar with white wine, beer, soft drinks and water, WiFi on board, towels, and snorkeling equipment
Not Included
Gratuities
Morning at leisure

Wednesday, September 23

Santorini

Private Flying Dress photoshoot

Early light, caldera views, and a dress that does exactly what it’s supposed to do in the Aegean breeze. Your assistant meets you at the hotel reception with the dresses and helps you get set, and a professional photographer shoots in Oia or Imerovigli. Edited high-resolution images arrive by email afterward — the photos you’ll still be posting next summer.

Time
8:30 AM, 1 hour. Meet your assistant at the hotel reception. Contact: +30 698 180 4339
Participants
Booked as a private session for 3 participants
Included
One photographer, a dedicated dress assistant, and 15 high-resolution photos per hour delivered by email
Not Included
Meals, personal expenses, gratuities
Rest of the day at leisure

Thursday, September 24

Santorini → Athens

Back to the mainland

A short hop back to Athens and one more night in the city before you fly home. Enough time for a final dinner, a little shopping, and one last look at the Acropolis lit up after dark.

Check-Out
El Greco Resort Hotel, Santorini
Transfer
9:30 AM pickup from the hotel entrance to Santorini Airport, private luxury minivan for 5. Transfer contact: +30 698 180 4339
Flight
Aegean Airlines A3 355 — departs Santorini (JTR) 11:35 AM, arrives Athens (ATH) 12:25 PM. Seats 6C / 6D / 6E / 6F / 7F. Boarding passes are sent by text up to 24 hours before departure.
Transfer
12:35 PM pickup from Athens International Airport to your hotel, private luxury minivan for 5. Meet your driver at EXIT B (arrivals for domestic and Schengen flights), at the Pharmacy. He’ll be holding a sign with your name. Transfer contact: +30 694 857 8966
Check-In
3:00 PM at Astor Hotel, Athens
Afternoon and evening at leisure

Friday, September 25

Athens → Home

Departure

One last Greek breakfast, then your private driver takes you back to the airport. You’ll leave with a camera roll that needs its own storage plan and a group chat that isn’t going quiet anytime soon.

Check-Out
11:00 AM from Astor Hotel
Transfer
Private transfer from the hotel entrance to Athens International Airport, luxury minivan for 5. Transfer contact: +30 694 857 8966

Where You’ll Stay

Three addresses, three moods

Daily breakfast and taxes are included at every property. One thing to plan for: each hotel collects a Climate Resilience fee directly at the front desk.

Image: Astor Hotel rooftop with Acropolis view

Athens • Nights 1–2 & 8

Astor Hotel

A four-star address right in the center of Athens, which is exactly what you want on a short city stay. Syntagma Square, the Greek Parliament, Ermou’s shopping strip, the lanes of Plaka, and the Acropolis are all close by, along with most of the city’s major historic and dining spots.

  • 1 Superior City View Room & 1 Family Room
  • Daily breakfast and taxes included
  • Karageorgi Servias Street 16, Athens

Paid on-site: Climate Resilience fee of €10 per room, per night.

Image: Myconian Ambassador pool deck at dusk

Mykonos • Nights 3–4

Myconian Ambassador Relais & Châteaux

Set above Platis Gialos beach, this one pairs an easy coastal setting with real polish. You’re about 5km from the energy of Mykonos Town, with sandy beaches, rustic tavernas, the island’s famous nightlife, and charming boutiques all within reach — plus Psarou and Skorpios nearby.

  • 2 White Bliss rooms with Sea View
  • Daily breakfast and taxes included
  • Platis Gialos, Mykonos 84600

Paid on-site: Climate Resilience fee of €15 per room, per night.

Image: El Greco Resort pool and whitewashed terraces

Santorini • Nights 5–7

El Greco Resort Hotel

Simple, beautiful, and minutes from Fira — Santorini’s capital and its most lively corner. The resort has five outdoor pools plus an indoor pool, and an adults-only spa center for the afternoon when someone inevitably wants a massage instead of another boat.

  • 2 Superior Double / Twin Rooms
  • Daily breakfast and taxes included
  • Thera (Fira), Santorini 847 00

Paid on-site: Climate Resilience fee of €10 per room, per night.

Signature Experiences

The moments you’ll talk about later

Image: Acropolis & Parthenon

Athens • September 18

Mythology, told where it happened

Four hours on foot from the Temple of Olympian Zeus to the Acropolis and down into the Ancient Agora, with a licensed guide who knows both the myths and what’s underneath them. Acropolis entrance fees and whisper headsets are included, so you’ll actually hear every word. Wear the comfortable shoes for this one — the marble is old, smooth, and unforgiving.

Image: Catamaran on the caldera at sunset

Santorini • September 22

Sunset catamaran to the caldera & beaches

Five hours on the water with lunch on board, an open bar, and swim stops at Red Beach, the volcanic hot springs, and Mesa Pigadia. You’ll sail past White Beach, Indian Rocks and the Venetian Lighthouse and finish at Amoudi Port right around sunset. Snorkeling gear and towels are provided.

Image: Flying Dress photoshoot in Oia

Santorini • September 23

The Flying Dress photoshoot

A private hour in Oia or Imerovigli with a photographer, a dress assistant, and the caldera behind you. Dresses are delivered to the hotel and the assistant handles every fold and gust. Fifteen edited high-resolution photos per hour land in your inbox afterward.

Image: Platis Gialos beach, Mykonos

Mykonos • September 20

A day with nothing on it

Deliberately unscheduled. Platis Gialos is right there, Mykonos Town is 5km away, and the whole day bends to whatever the group feels like. Beach chairs, a long lunch, boutique browsing, or a proper nap — this is the day that makes the rest of the trip feel unrushed.

Getting Around

Every leg is already arranged

You will not be booking a single taxi on this trip. Here’s how you move.

Private transfers

Every airport, hotel and port transfer is a private luxury minivan for five. Your driver will be holding a sign with your name at the airport and ferry arrivals, and will meet you at the hotel entrance for departures. Contact numbers for each transfer are listed with the day and in the contacts section below.

Flights within Greece

Two short Aegean Airlines flights: Athens to Mykonos on September 19 (A3 376) and Santorini back to Athens on September 24 (A3 355). Boarding passes are sent by text up to 24 hours before each departure — keep an eye on your phone.

Mykonos to Santorini by fast ferry

SeaJets, aboard the Supercat Jet, departing 11:30 AM on September 21 and running about 2 hours 15 minutes. You’re booked in Business Class with assigned seats.

Excursion transport

The catamaran cruise includes shared transfers to and from the meeting point, with a lobby pickup at 1:45 PM. The Athens walking tour does not include transfers — you’ll make your own way to Hadrian’s Arch, which is a walk or a short ride from the hotel.

Before You Go

The small things that make the trip smooth

Text your Greece contact before you fly

A few days before arrival, send a quick WhatsApp message to Mrs. Aphrodite Maniatakou, your in-destination contact, so the line is already open when you land. Her number is in the contacts section below.

Save a photo of your passport

The catamaran cruise requires every guest to have a picture of their passport or ID on their phone. Take that photo before you leave home — it’s useful all trip, not just on the boat.

Bring cards or cash for hotel fees

Each hotel collects a Climate Resilience fee at check-in: €10 per room per night in Athens, €15 in Mykonos, €10 in Santorini. This is paid directly by guests and is not part of your trip package.

Gratuities aren’t included

Tips for guides, crew, drivers and photographers are at your discretion and not built into the included pricing. Plan for a little cash on excursion days.

Pack shoes you can actually walk in

The Athens tour is four hours on ancient marble and uneven stone, and Santorini is built on a hill. Bring the cute sandals for dinner and something sturdier for daytime.

Watch your phone before every departure

Boarding passes for both flights and the fast ferry arrive by text up to 24 hours ahead. Make sure you can receive messages internationally — check with your carrier before you travel.

Stay Connected

Three channels, three jobs

So you always know where to look: email carries the official information, Facebook carries the fun, and WhatsApp carries the day-to-day once you’re on the ground.

Channel One

Email

Need to Know

Trip documents, itinerary details, deadlines, required actions, changes, and pre-trip instructions all come by email. If it’s something you need to know, you’ll receive it by email — so check the inbox, and check spam once in a while too.

Channel Two

Facebook

Get Excited

Introductions, outfit talk, polls, packing questions, destination inspiration and countdown posts. This is where the Greece energy starts before you even leave home — and where you’ll get to know the group.

Primary in destination

Channel Three

WhatsApp

Right Now

Daily reminders, meeting times, live updates, excursion details, schedule changes, photos and group check-ins. Once you’re in Greece, WhatsApp is where you’ll want to keep your eyes — this is the main line while you’re traveling.

What to Pack

Pack your cute outfits

A full packing guide is on its way to your inbox. Here’s the shape of it so you can start pulling looks now.

Daytime

Coming soon.

Evening

Coming soon.

Swim

Coming soon.

Excursions

Coming soon.

Essentials & Tech

Coming soon.

Travel Documents

Coming soon.

Important Contacts

Save these before you fly

Add them to your phone now so you’re not searching for a webpage at an airport.

While You’re in Greece

Mrs. Aphrodite Maniatakou — WhatsApp +30 694 496 4513
Passport Kisses Travel Boutique info@thepassportkisses.com

Your Hotels

Astor Hotel, Athens +30 210 335 1000
Myconian Ambassador, Mykonos Ask via WhatsApp
El Greco Resort Hotel, Santorini +30 2286 024946

Your Drivers

Athens transfers +30 694 857 8966
Mykonos transfers +30 690 942 1705
Santorini transfers +30 698 180 4339

Your Experiences

Athens walking tour +30 695 151 8589
Santorini catamaran cruise +30 2286 072200
Flying Dress photoshoot +30 698 180 4339

Tasha, the degree is earned. The next chapter is yours. Now it’s time to celebrate it with your girls in Greece.

Gavels Down. Glasses Up.

Passport Kisses Travel Boutique®