Embarkation
Private transfers, a champagne welcome and the first evening at sea — the group becomes a circle before the coastline disappears.
Mediterranean · Summer Sailing
Mediterranean Signature Cruise
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Overview
Mediterranean Signature Cruise
Our flagship voyage — 120+ guests sailing the Mediterranean in curated luxury.
The Elite Eagles signature journey: a private-charter cruise across the Mediterranean, hosted personally by our Founder & CEO. More than 120 members sail together, with bespoke shore experiences, black-tie evenings and a level of hospitality reserved for our community.
Positano rising above the Mediterranean on Italy's Amalfi Coast
Highlights
- 01Private members-only sailings and receptions
- 02Curated shore excursions in each port
- 03Black-tie gala evening hosted by the Founder
- 04Dedicated Elite Eagles concierge on board
Whitewashed cliffs of Santorini, Greece
The Journey
How the days unfold
The Old Cities
Venice, Kotor, Santorini. Guided in small groups by local historians, with the afternoons left deliberately unscheduled.
The Farewell Table
A final chef's dinner ashore, a toast to the crossing, and the promise that always follows: where do we sail next.
Moments along the way
Timeless beauty meets effortless escape.
The Signature Voyage
This is the journey that made us. A privately hosted charter across the oldest sea in the world, where each morning opens on a different harbour and each evening closes with our own reserved table beneath the stars.
Departures
Spring 2027
Pricing shared upon invite review.
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Membership
Pricing shared upon invite review.
Elite Eagles & Win Winn Travels Presents
A Mediterranean Experience
WELCOME TO YOUR LUXURIOUS HOME AWAY FROM HOME
We invite you to join an exclusive circle of adventurers, tastemakers, and dreamers as we sail the Mediterranean in Summer 2026. From the timeless charm of Venice—where winding canals meet Renaissance grandeur, to the hidden coves of the Greek Isles, every detail has been thoughtfully designed to deliver warmth, wonder, and world-class comfort.
A STAY WORTHY OF THE JOURNEY AHEAD
Before the sea calls us onward, we'll begin our journey with two unforgettable nights in Venice—a city suspended between water and wonder.
Wander through hidden alleyways, glide beneath stone bridges on a private gondola, and savor rich espresso in sun-drenched piazzas. From the grandeur of St. Mark's Basilica to the quiet magic of a moonlit canal, every corner of Venice invites you to slow down, indulge, and fall in love with the art of arrival.
This isn't just a stop—it's a storybook beginning to the adventure ahead.
An icon of Venetian grace, the Rialto Bridge arches proudly over the Grand Canal, uniting centuries of commerce, romance, and architectural brilliance.
A liquid avenue of timeless elegance, the Grand Canal winds through Venice like a silk ribbon, lined with palaces, gondolas, and centuries of splendor.
Glide into the Mediterranean
Embark on a breathtaking 7-night journey along the sparkling waters of the Mediterranean as we explore the iconic beauty and hidden gems of the Greek Isles. From the whitewashed charm of Mykonos to the sunset-soaked cliffs of Santorini, every stop offers a new adventure, a new indulgence, and a new memory in the making.
This immersive experience includes unlimited premium drinks, specialty dining curated by top chefs, and a plethora of unforgettable excursions—from wine tastings and beach clubs to historic ruins and scenic hikes. Whether you're dancing under the stars at our signature group events or soaking in the serenity of the sea, every moment is designed with joy, connection, and luxury in mind.
Your summer escape awaits. All that's left is to say yes!
MEDITERRANEAN MAJESTY
Embark on a journey where every sunrise feels cinematic and every coastline tells a story. From the sun-drenched cliffs of Santorini, where whitewashed villages cling to volcanic edges, to the vibrant energy of Mykonos, where charm and chic collide—this is the Mediterranean in its most breathtaking form.
SANTORINI, GREECE / MYKONOS, GREECE
Events
This journey isn't just about where we go—it's about who we go with. Throughout the trip, we'll host a series of thoughtfully designed events just for our group, each one crafted to spark connection, celebrate culture, and create memories that live far beyond the Mediterranean.
The Welcome Pour
Date and time is TBD
Location is TBD
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Opa Out Loud
Date and time is TBD
Location is TBD
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The White Affair
Date and time is TBD
Location is TBD
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OFFSHORE: DJ Takeover
Date and time is TBD
Location is TBD
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Morning Movement & Mimosas
Date and time is TBD
Location is TBD
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The Grand Soirée
Date and time is TBD
Location is TBD
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Prices
RESERVE YOUR SPOT NOW!
Starting at $3200/pp
BALCONY SUITE
DOUBLE $4,500 / TRIPLE $4,000
OCEANVIEW STATEROOM
DOUBLE $3,600 / TRIPLE $3,400
INSIDE STATEROOM
ONLY DOUBLE CABINS: $3,200
FOR SINGLE CABINS, KINDLY CALL OR EMAIL YOUR REQUEST
Gallery
Moments from this journey
Venice, Italy — Elite Eagles Mediterranean voyage