Sailing the Greek Islands
October 24-31, 2026 

 A 46ft Catamaran for 6 or 8 people, and we are ready to sail!
Choose your people  -  Pick your dates  -  We'll pick you up from the airport!
Early dolphin $6,400/ cabin (1-2 People) 
Register Now 

If you would like to know more about our sailing retreat, please email us at
evolve@jaguarpath.com 

Price Includes: Pick-up / Drop-off from Airport, Double Occupancy Cabin, Breakfast, and snacks on board.
Price does not include:  Airfare, lunch, dinner, alcoholic beverages, hotels, ground transportation, admission to temples and museums.


 

ARGONAUTS

Sail with Ray and Nina 

We arrive gently into ancient harbors where whitewashed houses tumble toward the sea, islands that have welcomed sailors, poets, healers, and dreamers for thousands of years. Evenings unfold with fresh, vegetarian-friendly meals, long sunsets, and laughter carried on the Mediterranean breeze. This is not a journey to become someone new, but to remember who you were before life got complicated—playful, connected, and in quiet conversation with the divine through sea, sky, and salt air and people.

NINA BLUE

The sea has always been a mirror for the soul. With each island rising from the blue, something within us awakens. Stripped of distraction, guided by wind and horizon, we remember an older rhythm—one where discovery is inward as much as it is across the map.



Throw off the bowlines. Sail away from safe harbour.
Catch the wind in your sails. Explore. Dream. Discover.

~ Mark Twain ~

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Let us plan your unforgettable sailing adventure through the whitewashed ancient ports, crystal-clear turquoise waters, hidden private coves, and magical star-filled nights beneath the canopy of the Milky Way.

With decades of experience living and traveling throughout the Greek islands, Ray and Nina know the secret gems beyond the guidebooks — the most beautiful islands, charming harbors, authentic seaside tavernas, boutique hotels, sacred sites, and unforgettable sunset spots for you to experience.

“The light of Greece opened my eyes, penetrated my pores, expanded my whole being.”

~ Henry Miller ~ 

The Argonauts' Journey to the Authentic Self

Like the Argonauts who once set sail across these sacred waters in search of the Golden Fleece, this voyage is not only about the destination, but about the transformation that happens along the way. Their true treasure was not gold, but the remembering of who they were beneath the weight of duty and expectation. In that same spirit, this journey invites you to reconnect with the freer, lighter, more joyful part of yourself.

Each day unfolds at the rhythm of wind and sea. We wake anchored in quiet turquoise coves, greeted by morning light, coffee or tea in hand, and the simple luxury of nowhere to rush. You may join Ray at the helm and learn the ancient art of sailing, feel the wind fill the sails, and experience the deep presence that life at sea awakens. Or perhaps your voyage calls for sunbathing, swimming in crystal-clear waters, long conversations, laughter, naps, and gazing endlessly at the horizon.

Along the way, we gather for beautiful Greek meals inspired by the abundance of the islands—golden honey, thick yogurt, olives, fresh cheeses, warm bread, and olive oil worthy of the gods. Beneath star-filled skies and within whitewashed island ports, this becomes more than a sailing trip. It becomes your own modern odyssey—an adventure of freedom, connection, wonder, and return.

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Ray Crist

Ray is a licensed captain since 1992 and has since sailed the Greek islands in the Mediterranean, Aegean Sea, and the Ionian. He owned a sailing boat and lead retreats in the Caribbean and the Virgin Islands. As a native Greek he knows all the Greek island ports, secluded coves, swimming sports as well as restaurants and the great places to shop on all the islands. You are in for treat as Ray is a connoisseur of gourmet food, healthy living and will guide you into a deep relaxing experience! 


NIna peace!

Nina Crist

Nina is an avid sailor and, since 2017, has sailed the Aegean, the Ionian, and the Virgin Islands. She is a master Tai Chi teacher with over 20 years of experience in teaching martial arts, outdoor adventures, and wilderness survival. Nina and Ray have explored the Greek Islands, the ports and coves of the mainland, and the Virgin Islands. 

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Ray, Jason, and Nina Crist

Ray has been sailing since 1992. Jason's first time on a boat was when he was 3 years old, and since 2017, Jason, Ray, and Nina have sailed and surfed the Virgin Islands, Costa Rica, the  Mediterranean, the Ionian, and the Aegean Seas! They share from their heart and their passion for sailing and life.  

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Walk with Ray and Nina  through cobblestone narrow roads, discover the best restaurants, shops, boutiques, and galleries  

"Let food be thy medicine and medicine be thy food." Hippocrates 

Taste the pure ingredients born of a rich in mineral land, showered by the mediterranean sun and salty breeze. 

FAQS 

To ensure your comfort, safety, and to fully enjoy your trip it is essential to have with you a few things you may need and know more about your trip:  

Arrival/Departure

  • The price included pick up and drop off at the airport - how is this handled and scheduled as we may all be coming in from different locations?
    We have a taxi service from the airport  to the marina  at 11:00 am 
  • Please verify arrival/departure times.
    You should be arriving at the marina at 1:00 pm on the day of departure. We arrive back at the marina at 5:00pm Friday. Check out time is Saturday at 9:00am (You can stay on the boat or book a hotel room for that night (not included) )
  • Are there lodging options you would recommend in Athens to use before or after the trip?
    Hotels.com and AirB&B are two good sources to find places to stay
  • Are you offering the week-long land tour in Athens this year?  If so, is it the week before the sailing tour?
    Working on the dates for that and will let you know as soon as we have the trip online.


Luggage

  • How much room is there for luggage in each cabin on the boat?  What do you recommend we limit ourselves to?
    Space is limited on the boat! Please use a duffel bag so it is easy to store. 
  • Is there off-boat luggage storage options for those who are planning to extend their vacation beyond the week?
    There is a luggage storage room and we can also leave a couple of suitcases in my car that is in the marina 


Bathrooms/Showers

  • Please explain the setup - when we will have access and what to expect.
    5 cabins - 3 bathrooms. Two cabins have their own bathrooms and the 3 back cabins share a bathroom. 
  • Are towels provided?  Soap and/or Shampoo, etc.?
    Towels and hand soap are provided. Bring your shampoo or any other cosmetics you like to have.
  • What is the typical flow of the day - will we generally return to the boat to clean up/change for dinner?  Or is it more casual than that?
    Wake up swim sail, arrive at a new island swim, go out to explore, change at night go out to a restaurant. 


Boat Security / General Internet Questions

  • What - if any - are the internet capabilities
    Slow internet on board through my cell phone  and good internet in some ports where we get WiFi from the Cafes 
  • General boat security - is it wise/safe to have computers/passports/phones or other valuables left on the boat during the day?
    Your valuables are your responsibility. We ask you to be mindful of how you store/hide any valuables when we are all off the boat. Generally, boats are safe. In my 40 years of sailing, we have never had a break-in or anything taken off the boat. 


Money

  • Is there a need for cash?
    Exchange 500  Euros at the airport. Most places accept Visa and Master card
    (no one accepts  American Express)
  • Is the currency Euros?
    Yes 
  • What is the price of a typical dinner?
    Most dinners cost $10-$20. If more wine and drinks can go up to $40 / per person
  • What customary tipping practices should we be aware of?
    1-5 Euros is considered a very good tip


General Preparation

  • Seasickness - how often does this affect your guests, and what do you recommend we bring to prevent/treat it?
    We rarely get people who get seasick. Usually, the weather is nice, and we do not get waves. We have Peppermint drops and ginger that help. 
  • What is the typical flow of the day regarding structured vs. free time?  Are we all together all day, or do we get to an island and explore on our own?
    Think of your time here as a time to relax and enjoy. Most of the time is free time. We offer a 20-minute Tai Chi practice for anyone interested. Most of the time, the team is together, and there are also opportunities for you to explore on your own, or even choose to have dinner alone... 
  • How long do we typically sail each day?
    3-4 hours with maybe one day of 6 hours (Weather depending) 
  • Do we need to prepare for rain?
    Have a light rain jacket, more for sea spray than for rain.
  • How should we plan to dress?
    Mostly casual. Have one dress-up option for a night out in town.
  • Is there access to laundry?
    Some islands have laundry. But you will probably not need it. 
  • Any recommended must-haves? i.e., particular shoes, sunscreen, waterproof bags, backpacks, etc?
    Shoes with white soles, sunscreen, a hat, and sunglasses