Seven days.
One island.

Tuesday, Sept 8 — Tuesday, Sept 15, 2026

Cerulean seas, castles at sunset. Sandy beach clubs, spritzes in hand. A hidden gem in the Mediterranean. Francesca's island is waiting for you.

Scroll
I am to dine with my friends tonight. I am happy.

Last September, we spent a week at Francesca's home in Leros with a small, select group of friends. We must have been the only Americans on this island.

To call it Euro summer is doing Leros a disservice. This place is like nowhere else. And this year we want to share it with you.

You book your flights, show up, and don't think about a single logistical detail for seven days. We plan the whole thing. One week with the best people, in the best place.

Are you in?

Kyle, Francesca & Sergio
About Leros

An Aegean hideaway most people never reach.

Leros sits in the Dodecanese, an island chain closer to Turkey than to mainland Greece. It's remote and hard to reach, with all the beauty of the Mediterranean and the exclusivity of a private island, but without the party culture of Mykonos or the crushing crowds and exorbitant prices of Santorini. Leros has an enchanting, storied history and we will be your guides to help you explore it.

01

The Castle & the windmills

Climb to the Castle of the Virgin Mary, a Byzantine fortress over a thousand years old, for a 360-degree sunset over the Aegean Sea, then savor a cocktail in a 17th-century windmill bar.

02

A beach for every mood

Step across the road and into the serene waters of Alinda Bay, the rumored bathing grounds of the Greek goddess Artemis, or swim in the color blue in the calm shallows of secret beach Krifos.

03

Beach club days, taverna nights

Lazy afternoons at the beach club, long dinners of fresh fish and local produce enjoyed under the stars.

04

A storied history

Mussolini's forgotten Fascist utopia, WWII tunnels carved into a mountain, a shuttered asylum dubbed “Europe’s guilty secret.”

05

Island-hopping

A day boat to Patmos and its clifftop monastery, or tiny islands where the only inhabitants are friendly goats.

06

Eat and drink like a Greek Goddess

Freddo espressos each morning, decadent multi-course meals at Mylos by the Sea.

Our itinerary

Seven days, loosely held.

A rhythm, not a schedule. Every activity, meal and transfer on the island is included — dip in, or laze on the beach. (We'll fine-tune the days as the group comes together.)

Day 1 · Tue Sep 8Arrivals

Welcome to the island

Land, settle into Alinda, gather at Villa Betty, then a welcome dinner in Pandeli and a nightcap at the windmill bar.

Settle inWelcome dinnerSunset drinks
Day 2 · Wed Sep 9Beach & Castle

Easing in

A slow morning on Alinda beach, then up to the Castle of the Virgin Mary for a breathtaking sunset.

Alinda beachCastle sunset
Day 3 · Thu Sep 10Family Dinner Night

The whole table at Villa Betty

The heart of the week: a long, candlelit family dinner at the villa — a private chef, everyone's feet under one table, the energy we live for.

Villa BettyPrivate chefFamily dinner energy
Day 4 · Fri Sep 11On the water

Private boat day

Around the island to coves you can't reach by road — swim stops, cliff jumps, and the serene Krifos beach.

Private boatHidden covesKrifos
Day 5 · Sat Sep 12Island-hop

Day trip to Patmos

Across the water to the hilltop Monastery of St. John, whitewashed lanes, and lunch by the sea.

PatmosMonasteryBoat there & back
Day 6 · Sun Sep 13Choose your own

Play, or don't

Watersports at Vromolithos, a Greek cooking or dancing class, the WWII bunkers — or nothing at all.

WatersportsClassesBeach club
Day 7 · Mon Sep 14The long goodbye

Slow it down

Shopping in Agia Marina and Pandeli, a wine tasting, last swims — then a farewell feast and Greek dancing.

Wine tastingFarewell feastDancing
Day 8 · Tue Sep 15Departures

Until next time

Coffee by the water and goodbyes — or extend your stay and linger a few more days.

Check outOptional extension

Nothing here is mandatory. The best days on Leros are often the ones you spend doing very little.

Your accommodation

One little corner of Alinda, all ours.

Everything is in Alinda — a green, pine-shaded bay on the north of the island — and nothing is more than a 15-minute stroll away. Villa Betty is our heart; you'll sleep in comfortable rooms just across the street and along the lane.

Villa Betty · the terrace
Home base

Villa Betty

Francesca's family home and the soul of the trip — where we gather for family dinners, morning coffees, and the meet-up before every boat day.

Hotel Alinda · garden & beach
Your rooms

Hotel Alinda

A relaxed beachfront hotel directly across the street, with a garden, its own restaurant and bar, and the sand a few steps away.

Pleiades · traditional farmhouse
A few of us here

Pleiades & houses

A charming traditional farmhouse with a garden and terrace, a short walk away — for those who'd rather have a house feel.

As the group grows we'll add more hand-picked hotels and houses in the same pocket of Alinda — all walkable, all near the water, all near Villa Betty. Tell us your preference on the form below and we'll match you to the right spot.

On the menu

A taste of what you'll do.

It's all included and all optional. Work your way through the whole menu, or find a sun lounger and skip the lot.

Castle of the Virgin MarySunset

The island's crown, best at golden hour over Alinda Bay.

Private boat around the islandOn the sea

Coves and swim spots only reachable by water.

Day trip to PatmosIsland-hop

The clifftop monastery and a long harbor lunch.

Hike to KrifosAdventure

A walk to a serene beach — with a boat to carry us home.

Windsurfing & waterskiingWatersports

Lessons and gear for first-timers and pros alike.

Paddleboards & jet skisWatersports

Out on the bay at your own pace.

Greek cooking classHands-on

Learn the dishes you'll be eating all week.

Greek dancingHands-on

For the farewell night — no skill required.

Island wine tastingSlow day

A relaxed afternoon tour of local pours.

WWII bunker & war museumHistory

Tunnels carved into the rock at Lakki.

Scooter the islandExplore

Mint-green Vespas and open roads (for confident riders).

Beach clubs & tavernasDaily

Lime Bar, Vromolithos, and long dinners by the water.

On the menu

Everything you'll eat and drink.

Fish pulled in that morning, watermelon in the afternoon heat, and family dinners at Villa Betty that run until the candles burn down. Half the reason we keep coming back.

Grilled octopus

Off the harbor grill.

Watermelon & mezze

The afternoon table.

Fresh fish

Whatever came in.

Tomato & feta

Sun-warm, daily.

Sunset spritz

At the windmill bar.

Family dinner

One long table.

From Pandeli's fish tavernas to the windmill kitchens above the bay — we know exactly where to take you.

The guest list

Our favorite people, on our favorite island

Come home with 20 new best friends. Everyone invited is someone we want at the table. Find My location sharing required.

Hand-picked

A small group, chosen one invitation at a time.

Family-dinner energy

Warm, easy, a little chaotic — in the best way.

Tycoon vibes

Private villa, a boat at the dock, dinners that never end — splurge energy, friendly prices.

KY
FR
SE
AM
JL
DM
MC
WS
TR
ER
NB
TP
RK
LG
PA
HS

Twenty-odd dots, one island

The cost

One number, nearly everything.

What's covered

  • Seven nights' accommodation in Alinda, steps from the sea
  • All meals — taverna feasts, family dinners at the villa, snacks and drinks on hand, plus a private chef.
  • Drinks (spritzes, local wines & beers, ouzo) throughout the week.
  • Every activity & excursion: boat days, Patmos, watersports, classes, museums
  • All transport on the island — transfers, boats, the lot
  • Three hosts who've planned every detail so you don't have to

The only thing not included is getting to Leros. You book your own flights and ferries — and we'll walk you through exactly how. More on that below.

Sharing a room · per person
$2,999 / person

For couples or friends sharing a double — the best value, and honestly the most fun way to do it.

Solo · private room
$3,599 / person

Your own room, your own space.

A deposit will be requested once the final group is locked in, before we book accommodation. Spots are limited.

Getting to Leros

We'll help you get there.

Tell us your home airport and we'll personally map out the exact flights and ferries for you — and make it as easy as possible. Here are the main ways in:

Your hosts: Kyle, Francesca and Sergio
your hosts: kyle, sergio & francesca
By air

Fly via Athens

Into Athens, then a short domestic hop to Leros (LRS) with Olympic Air or Sky Express. Book early — the small planes fill up.

Athens → Leros · ~50 min
Island-hopper

Via Kos or Rhodes

Fly to Kos (KOS) or Rhodes (RHO), then hop on a quick ferry to Leros. Easy to add a few extra Dodecanese days to either end of the trip.

Kos → Leros · ~1.5–2.5 hrs
Scenic

The overnight ferry

From Athens (Piraeus) straight to Leros — book a cabin and wake up in the Aegean. A few sailings a week.

Piraeus → Leros · ~9–10 hrs

Tell us you're in.

No payment yet — just leave your details so we can hold your place and send the next steps. We're keeping the group small (think 15–20), so the sooner we hear from you, the better.

By replying you're holding a place, not committing to payment. We'll be in touch.

You're in

We've got your details and we'll follow up shortly with next steps. If your email client opened, hit send to reach us directly.

Drag photos onto any slot