Top

SAILING THE CYCLADES: A LUXURY CURATED ESCAPE THROUGH THE AEGEAN

Embark on a breathtaking journey through the iconic Cyclades, an elevated, all-inclusive sailing experience curated for discerning travelers who seek more than just a holiday. Whether you’re traveling as a couple, with friends, or solo, this voyage blends sun-drenched elegance, insider access, and unforgettable memories across Greece’s most stunning islands.

Begin in Mykonos, the glamorous heart of the Aegean. Wander through whitewashed alleys, sip signature cocktails by the sea, and immerse yourself in its vibrant, cosmopolitan charm. Then, board your private yacht and sail into a world of turquoise waters, secluded coves, and postcard-perfect villages.

From sunset dinners in Paros to crystal-blue swims in Rhenia, every day is designed with intention and style. Explore hidden beaches, experience curated cultural gems, and unwind with onboard luxuries. A professional photographer will be with us throughout the journey, capturing your moments candidly, so you can live the experience fully and relive it forever. All premium photo content is included.

This is more than a trip, it’s a boutique Greek odyssey crafted for those who value privacy, beauty, connection, and detail. With your personal concierge-hostess (that’s me!) on board to coordinate every aspect, you’ll enjoy a seamless experience that feels as effortless as it is extraordinary.

Celebrate life. Discover beauty. Travel deeper.

Are you ready to experience the Cyclades like never before?

TOUR HIGHLIGHTS

HIDDEN ISLAND GEMS

PRIVATE YACHT LIFESTYLE

LUXURY EXPERIENCES

PROFESSIONAL PHOTOSHOOT

HIDDEN ISLAND GEMS

PRIVATE YACHT LIFESTYLE

LUXURY EXPERIENCES

PROFESSIONAL PHOTOGRAPHY

DATES:

Sept 3-Sept 13  2025

TRIP LENGTH:

10 Nights/11 Days

GROUP SIZE:

Maximum 6 guests 

ACCOMODATION:

Double Cabin (Luxury Sailing Yacht)

WHO IT’S FOR:

Couples, Friends, Solo Travelers

SAMPLE TOUR ITINERARY

DAY 1

DAY 1:

WELCOME TO MYKONOS

 

Welcome to Mykonos, where whitewashed charm meets timeless elegance. Upon arrival, you’ll be privately transferred to your exclusive villa, a serene hideaway blending Cycladic character with modern luxury.

Settle in, explore the property, take a dip in the pool, or simply unwind with a welcome drink overlooking the Aegean.

In the evening, we’ll gather for a hosted welcome dinner, either to reconnect with friends or to begin the journey as new companions, celebrating the start of an unforgettable escape.

 

HIGHLIGHTS

  • Private Airport Transfer
  • Luxury Villa Stay
  • Hosted Welcome Dinner
DAY 2

DAY 2:

EXPLORE MYKONOS

 

Today is all about soaking in the vibrant soul of Mykonos Town. Start the day with a guided walk through the island’s iconic alleys, from boutique shops and stylish cafés to the postcard-perfect windmills and Little Venice.

Later, unwind at a luxury beach club, where you can sip on something cool, enjoy the sea breeze and take in the effortless beauty around you. In the evening, join us for an optional curated cocktail experience, timed perfectly with the sunset.

 

HIGHLIGHTS

  • Guided Mykonos Town Walk
  • Reserved Daybed at a Luxury Beach Club
  • Optional Sunset Cocktail Experience
DAY 3

DAY 3:

LAST DAY IN MYKONOS

 

Your final day on land is yours to savor. Start with a slow morning by the pool, opt for a spa session, or enjoy a last stroll through the winding alleys of Mykonos Town.

Feel free to explore at your own pace, whether it’s boutique shopping, sipping espresso in the sun, or just taking in the Aegean light. In the evening, we offer an optional gourmet dinner experience at one of Mykonos’ most celebrated restaurants.

 

HIGHLIGHTS

  • Free Time to Relax or Explore
  • Optional Spa or Boutique Shopping
  • Optional Gourmet Dinner Experience
Day 4

DAY 4:

RINEIA-SLEEP UNDER THE STARS

 

Today, we officially set sail aboard our private yacht. Our first stop is the uninhabited island of Rineia, a turquoise haven just off the coast of Mykonos.

Spend the day swimming in crystal-clear waters, paddleboarding across calm bays, and simply enjoying the silence and serenity of the Aegean. As the sun sets, we’ll anchor for the night in complete privacy. Fall asleep under the stars, surrounded by the gentle rhythm of the sea, an unforgettable beginning to our sailing journey.

 

HIGHLIGHTS

  • Private Yacht Embarkation
  • Swimming & Paddleboarding in Rineia
  • Stargazing from deck
DAY 5

DAY 5:

DELOS → ANTIPAROS

 

Start the day with a guided visit to Delos, one of Greece’s most legendary mythological and archaeological sites. As we sail onward to Antiparos, get ready to slow down and embrace the island’s effortless charm, sea caves and peaceful beaches.

Spend your afternoon swimming, exploring, or simply enjoying your own rhythm on this laid-back Cycladic gem.

 

HIGHLIGHTS

  • Guided Tour of Ancient Delos
  • Explore Antiparos by Land or Sea

  • Free Time for Swimming & Discovery

DAY 6

DAY 6:

ANTIPAROS → FOLEGANDROS

 

Welcome to Folegandros, a rugged beauty among the Cyclades. Choose between scenic hiking trails with panoramic sea views or a leisurely wander through Chora, one of the most picturesque villages perched dramatically on a cliff.

End the day with sunset views that are nothing short of cinematic.

 

HIGHLIGHTS

  • Scenic Trail Exploration

  • Stroll through Folegandros’ Chora

  • Sunset View from the Cliffs

DAY 7

 DAY 7:

FOLEGANDROS → MILOS

 

Arrive at Milos, a geological wonder sculpted by volcanic cliffs and turquoise waters. We’ll anchor at the iconic Kleftiko Bay, where you can swim, snorkel and explore sea caves that make this destination unforgettable.

 

HIGHLIGHTS

  • Anchor at Kleftiko Bay

  • Swim, Snorkel & Explore Sea Caves

  • Iconic Photo Moments

DAY 8

DAY 8:

MILOS → SERIFOS

 

We set sail for Serifos, a hidden beauty with golden beaches, authentic Cycladic charm and an easygoing rhythm. Spend the day relaxing on serene shores or take an optional walk through the hillside Chora before returning onboard for a peaceful evening under the stars.

 

HIGHLIGHTS

  • Discover Serifos’ Natural Beauty

  • Optional Walk Through Chora

  • Relaxed Evening Onboard

DAY 9

DAY 9:

SERIFOS → SYROS

 

We sail into Syros, the elegant capital of the Cyclades, known for its neoclassical architecture and colorful harbor. Explore Ermoupoli, then join us for a sunset horseback ride along the beach, the perfect finale to a day filled with culture and charm.

 

HIGHLIGHTS

  • Visit to Ermoupoli

  • Sunset Horseback Ride

  • Final Swim in the Aegean

DAY 10

DAY 10:

SYROS → MYKONOS

 

This morning, we return to Mykonos, where our journey began. Enjoy breakfast onboard and some final moments in the sun before disembarkation. It’s time to say goodbye, with hearts full of memories and a phone full of photos.

 

HIGHLIGHTS

  • Breakfast Onboard

  • Return to Mykonos

  • Final Sun & Sea Moments
DAY 11

DAY 11:

MYKONOS (DISEMBARKATION)

 

On our final day, we disembark in Mykonos after breakfast. A private airport transfer will be arranged for your departure. Until next time — thank you for sailing with us and being part of this unforgettable Cycladic escape.

 

HIGHLIGHTS

  • Breakfast onboard
  • Farewell & Disembarkation
  • Private Airport Transfer

DISCLOSURE

The following is a sample travel itinerary and is subject to changes based on accommodation availability, activities, and weather conditions. We strive to provide a comprehensive and authentic travel experience, but certain aspects of the itinerary may be adjusted or substituted due to unforeseen circumstances.

This itinerary includes both sea and land transportation, which may involve long travel times or exposure to maritime conditions that can be affected by the weather. In case of adverse weather conditions or other unforeseen situations, adjustments to the schedule may be necessary.

Temperatures in the Ionian Islands can be high, especially during the summer months, and sun exposure can be intense. We strongly recommend using sunscreen, wearing a hat, and dressing appropriately.

All activities are optional, and you may choose to opt out of any that you are not comfortable with. We are not responsible for any loss, injury, or incidents that may occur due to personal choices or external factors beyond our control.

For more information on cancellation policies, participation terms, and safety procedures, please refer to our Terms & Conditions.

INCLUSIONS

INCLUSIONS

EXCLUSIONS

PAYMENT INFO

Invest in the Luxury you Deserve

Ready to experience one of our curated luxury tours? Spaces are limited. Complete the form to request your spot.