• Ever dreamed of sailng?

    Sailing through the deep blue waters with a view of rugged Greek island landscapes from a skippered yacht charter
  • Enjoy a Skippered Yacht Charter to the Greek Islands

    A family enjoying a skippered yacht charter, watching dolphins swim alongside the boat in the open sea.
  • Private Skippered Sailing Trips

  • Sailing Holidays in the Cyclades & the Saronic Islands & Peloponnese

    A traditional white church bell tower overlooking the Aegean Sea in Santorini, Greece, with stunning caldera views and whitewashed buildings in the background
  • Mini Cruises in the Saronic Gulf

    A panoramic view of a classic Greek island town with white houses and red rooftops, seen from a skippered yacht charter
  • One Day Sailing Trip around Aegina Island

  • Fun, romantic and relaxing escapes

    A woman aboard a skippered yacht charter reaching out to playful dolphins swimming near the boat
  • ...on your private chartered yacht.

    An aerial view of a skippered yacht charter anchored in turquoise waters, surrounded by beautiful underwater reefs
  • Come on board and enjoy the beauty of the Greek islands!

    Ancient Greek ruins overlooking the sea, with a skippered yacht charter anchored nearby, blending history and adventure.
  • A secluded beach framed by trees, with a skippered yacht charter anchored offshore in the calm blue waters.
  • Golden sunset over the sea from the deck of a skippered yacht charter in Greece, creating a breathtaking sailing experience

Private Skippered Yacht Charter in Greece – Flexible and Personalized

Set sail on a private skippered yacht charter to the Greek islands, where adventure meets comfort. As an owner-run company, we—George and Kathrinare dedicated to crafting personalized experiences aboard our air-conditioned sailboat, JOJO.

From the Argosaronic Gulf to the Cyclades and the east coast of the Peloponnese, every destination offers something unique. Whether you prefer a week-long sailing vacation, a 2-5 day cruise, or a relaxing day sail, we tailor each itinerary to match your pace and preferences. Relax and enjoy crystal-clear waters, charming towns & villages, stunning landscapes and historical sites, all while we take care of the details.

Step aboard and let your unforgettable Greek sailing adventure with begin!

Why Choose Alegria Yachting?

A Truly Personalized Experience

As an independent, owner-operated company, we offer a level of  personal attention that larger operator simply can’t match. From your first inquiry to the moment you board, you’ll deal directly with us—your dedicated crew. We ensure every detail of your sailing holiday is customized to your preferences.

Transparent Pricing—No Hidden Costs, Just Smooth Sailing

Forget hidden fees and unexpected charges. Our price package covers everything you need for a yacht charter with skipper:

  • Private charter of a 50-foot sailboat with air conditioning
  • Professional skipper and co-skipper
  • Freshly prepared, home-cooked lunches and drinking water
  • Diesel, mooring fees, and cleaning
  • Stand-Up Paddleboards (SUP) and snorkeling gear
  • Linens, WIFI, and yacht insurance

Enjoy a seamless and worry-free trip, knowing all essential costs are already included.

Freshly Cooked Meals in Stunning Settings

Savor delicious, locally inspired lunches prepared daily aboard JOJO. Each meal is served in breathtaking locations—from secluded coves to picturesque coastal vistas—elevating your dining experience to a cherished memory.

Unparalleled Flexibility 

  • Flexible Start Dates: No rigid schedules here! Start your sailing vacations any day of the week to match your travel plans.
  • Custom Itineraries: Choose embarkation points like Athens, Aegina, Poros, Epidaurus, or Lavrio, ideal for exploring the Cyclades (weather permitting).
  • Custom Durations: Pay only for the number of days you sail, with no mandatory weekly commitments.
  • One-Way Trips: Maximize your adventure by sailing one-way, free of charge, across the Argosaronic islands.

A Meticulously Maintained Yacht

Sail aboard JOJO, a privately owned, air-conditioned yacht maintained to the highest standards for your comfort and safety. With no security deposit required against damages, booking is simple and stress-free.

Plan your Skippered Yacht Charter Today

Whether you’re seeking a short, romantic getaway, a relaxing family vacation, or an adventurous escape, our skippered sailing adventures can be tailored to your unique preferences. Let Alegria Yachting guide you to a truly unforgettable experience on the Aegean Sea. Contact us today to start planning your dream sailing trip!

Select the Alegria sailing adventure that suits you best:

Sailing Holidays – Week-long Skippered Yacht Charter

Island hopping at its best – on your private chartered yacht. Sail and explore a different island, charming port town or enchanted bay every day.

A traditional white-washed church with a red dome and bell tower, set against a bright blue sky with scattered clouds. The church is surrounded by white buildings with blue doors and windows, characteristic of Greek island architecture.

2-5 Day Skippered Yacht Charter – Mini Cruises

Combine your stay in Greece with a shorter getaway in the Saronic Gulf and explore the diverse beauty of its islands.

A scenic view of Hydra's harbor, filled with traditional fishing boats and yachts, with a hillside town of white-washed houses and stone buildings in the background

One Day Skippered Yacht Charter

Sailing, snorkeling and ancient monuments – all in one day ,just a stone`s throw away from Athens around the beautiful island of Aegina.

A group of friends enjoying a skippered yacht charter, with some swimming in the sea and others relaxing on the back of a white sailboat under a clear blue sky. The perfect sailing experience for a summer adventure

What our guests have to say about our Skippered Yacht Charters

“Trip of a lifetime”
Reviewed in Trip Advisor Sept, 2024

“Most amazing sailing trip!!”
Reviewed in Trip Advisor October, 2023

“A fantastic two weeks sailing in the Saronic and Western Cyclades”
Reviewed in Trip Advisor August 14, 2016

“Absolutely fabulous trip of a lifetime”
Reviewed in Trip Advisor July, 2021

“Just do it-you will not be disappointed”
Reviewed in Trip Advisor September, 2020