Sailing Adventure

with Jenn Wooten 

WEEK 1 – July 16-23, 2022  – SOLD OUT
WEEK 2 – July 23-30, 2022  – SOLD OUT

Join Jenn Wooten & Laura Forsyth for an experience of a lifetime as we sail the Greek archipelago!

We’ll meet in Athens and transfer to our 50 foot private sailboats that will take us on our 8 day sailing adventure to experience the sea faring life of open waters, sea breeze, sunshine and magic!  We’ll visit the Cycladic islands of  Kythnos, Sifnos, Serifos and Kea – true gems of the Aegean, only accessible by sea.  Our secluded destinations offer tranquil beaches, blue and white painted villages, and some of the best cuisine in Greece.

Everything is included and taken care of from the moment you land in Athens.

** Space is limited, and reservations required well in advance to for this special trip.**

Vacation Details

Rising out of the crystal blue seas of the Aegean are rugged outcrops of rock, liberally dotted with snow-white villages and blue-domed churches, stellar archaeological sites and dozens of postcard-worthy beaches.  These are the unmistakeable iconic and world renowned islands of Greece.

Among the 223 tiny islands, the most popular are Mykonos & Santorini, but our adventure will take us to more secluded destinations off the tourist path. We’ll visit KythnosSifnosSerifos & Kea, the gems of the Cyclades, located just southeast of mainland Greece.

Our home for the week will be aboard 45-50′ sailboats that travel and moor together as a “floatilla” at our various sites each day.  Four guest cabins are available on each boat with a double bed and shared or private bathrooms.  These simple and compact accommodations are part of the sailing life (and charm!) and we’ll advise on how to best prepare and pack.

Everything is included once you land in Athens, from our first group lunch in Athens, and everything during your sailing adventure – meals on board an in local villages, excursions, yoga classes, sea exploration equipment, and our crews on each boat teaching us the ins and outs of sailing and the magic of sea life.

Travel, Additional Information & FAQ’s

Please plan to arrive at Athens International airport no later than 12 noon on  the start Saturday of your retreat.  We know many will arrive early to Athens on your own and you can meet for the first group lunch on that Saturday afternoon.  If you arrive the morning of that Saturday, we can help arrange a group transport or taxi around 1pm from the airport to the group lunch venue. 

The retreat includes a last night (Friday) in a hotel near the marina (so everyone can re pack and have a good shower) For those departing back home on the Saturday, we suggest after 11am.  We will advise on tax’s or one group shuttle back to the airport. You will need to depart 3 hours prior to your flight home.   If you decide to add time after the retreat, you can continue your journey as you like!

More details including how to pack for a sailing trip will be provided several months prior to departure.

Our adventure begins in Athens, where we set said for Kythnos. This mountainous island is characterized by the embossed Cycladic scenery. Small villages built according to traditional architecture, paved alleys, pristine white houses, churches, windmills, countless beaches, crystal clear water and tranquility. A great first destination to get accustomed of the sailing lifestyle and immerse into the Cycladic scenery.



Boasting the typical Cycladic architecture, Sifnos is dotted with cubic whitewashed houses, over 300 scenic churches, dovecotes, and little earthenware shops. A balance of beautiful beaches, low key nightlife, and possibly the best food in the Cyclades.  Seemingly endless hiking trails to gloriously peaceful yoga spots.

In Greek mythology, Serifos is the birthplace of Perseus (the hero who killed Medusa) and where the Cyclopes were said to live. Serifos has a raw, rugged beauty with steep mountains plunging to broad ultramarine bays. ThMemories of a purer era permeate this island’s town, a vision in brilliant white cascading down a conical hill.

Kea or Tzia has plenty of natural appeal with craggy cliffs, a spectacular coastline, and fertile valleys filled with orchards, olive groves and oak trees. You’ll love discovering its beaches, old churches, Hellenistic towers, watermills and windmills. Trekking trails pass no fewer than four ancient cities (Ioulis, Korissia, Poiessa and Karthaia). Mythology says that the first home of the nymphs was here, and it isn’t hard to imagine why.


Day 1 – Saturday – Group lunch and sail to Kythnos island | offshore mooring
We will meet at an hand picked Athenian restaurant for our fisrt Greek lunch experience. For those flying in that morning, a group transport can be proveded around 1pm from the airport, otherwise, we’ll jsut meet at the lunch spot.  During lunch we’ll have a trip orientation, then head to the marina, check in at the boats, get a thorough safety brief by the captains, and set sail to Kythnos Island. We’ll moor offshore at the spectacular Kolona Bay.
Day 2 – Sunday – Kythnos Island – Merichas Marina | Marina mooring
Wake up in a magical scenery. We’ll offer an early yoga session on a small hill overlooking the Aegean Archipelago followed by an organic breakfast on board. Afterwards, enjoy the sun and crystal-clear waters and sea activities (gear provided). Lunch will be served on board, then we set sail for Merichas Marina. We will moor there with free time to explore the tiny, picturesque seaside village. At sunset you can choose to participate in a second yoga session, and as the moon rises to welcome the night, we’ll enjoy dinner together prepared by local chefs.
Day 3 – Monday – Kythnos Island – Sifnos Island (Vathi Bay) | offshore mooring
After a sunrise breakfast, we set sail to Sifnos island where we’ll moor in the dazzling Vathi Bay.  Lunch will be served on board followed by relaxation and sea activities to explore the bay. A sunset yoga session will be offered followed by a seaside dinner. We’ll overnight offshore under a stary sky.
DAY 4 – Tuesday – Sifnos Island – Kamares Marina | Marina mooring
Wake up in the breathtaking cove of Vathi. Breakfast will be served on board and then we sail to Kamares Marina, located in Sifnos. After lunch and some down time, you’ll be invited for a hike to the astonishing Castle of the island. A Sunset Yoga session will be offered in a secluded spot by the sea, and then we’ll explore the breathtaking main town of the island and have dinner in a selected restaurant, located in one of the scenic alleys of the small town. After dinner, you are welcomed to explore the many small bars this island offers for a post dinner cocktail.


Day 5 – Wednesday- Serifos Island – Mega Livadi Bay | Off Shore mooring
An early morning yoga session will be followed by breakfast. Then off we sail to Serifos Mega Livadi. After lunch, you can relax on the boat, or participate in sea activities and an exploration of the old mines. A sunset yoga session by a breathtaking bridge will follow and then dinner on a tiny Greek Restaurant. During nighttime you can join a small gathering by the beach, with music and dancing.
Day 6 – Thursday – Serifos Island – Kea Island – Karthea | Off Shore mooring
Enjoy your breakfast, listening to the sea entering the serene cove of Mega Livadi and take a swim in the crystal-clear waters before we set sail towards a mythical place: Karthea Bay in Kea island. a cloistered cove approachable only from the sea. Embraced by ancient marvels such as a temple and an amphitheater, this place will take your breath away. After lunch, we’ll explore the cove, snorkel, collect seashells and enjoy the magnificent surroundings on stand-up paddle boards.  In the afternoon we’ll have a yoga session by the temple. Dinner on the beach by a bonfire and then a restful sleep on board will be the perfect ending of a mythical day.
Day 7 – Friday- Kythnos Island – Sifnos Island (Vathi Bay) | offshore mooring
Wake up in the rejuvenating energy of Karthea. You can join an early yoga session by the temple before breakfast and then relax by the sea until we will sail for Athens to moor back in Alimos Marina. We’ll have lunch on board return to the Athens marina.  While you could sleep on the boat, we are also providing a hotel for everyone to freshen up and pack with more spaciousness. Our last grou dinner will be in Athens.
Say farewell to our new friends and Greece if you are departing. We will offer one shuttle to the airport. Taxi’s are also available at your lesure.

** We will provide details on hot to prepare and what to pack well in advance of your adventure! 

Your Teacher

Jenn Wooten

Jenn is a certified yoga therapist and yoga educator who has studied yoga and mindfulness for over 20 years. She has been a teacher, mentor and group facilitator in the Austin yoga community since 2004. Her teaching style focuses on embodiment, functional movement, joy and resilience. Jenn teaches trauma-informed yoga classes and leads foundational and in-depth yoga teacher trainings, mentorships and retreats throughout the world. She guides students to respond to life’s stressors through embodiment, breath, self-awareness and self-compassion. Her teaching is engaging, accessible and warm-hearted. Jenn’s gift is her intuitive ability to help students lean into to their own self-authority and connect to their body as a source of wisdom. The core of her teaching is helping people cultivate a yoga and mindfulness practice as a pathway for healing, awakening and wholeness.

Laura Forsyth

Laura is the founder of One Yoga Global and will be joining the first week of this sailing adventure!   You can learn more about Laura HERE

The Sailboats & Accommodations

Each 50ft sailboat will have a maximum of 6-8 guests with 5 cabins: 2 double bed cabins with ensuite bathroom and 2 double bed cabins and 1 bunk bed cabin with shared bathroom used for the crew. Equipped with all the amenities of a floating hotel, including air conditioning (for the hot months of summer in Greece), carefully selected bed linen and towels, comfortable cockpit cushions and sunbeds for the bow, electric heads, usb sockets in cabins and saloon and many small details that will make your sailing cruise memorable. The sailboats will travel as a flotilla, a group of small ships sailing together. You will sail with your group and then we will unite and gather for yoga, excursions and meals.

Sleeping quarters, as well as the bathroom and shower areas are very compact and part of the sailing experience.  Participants can bring a soft bag luggage onto the sailboat. If you have hard or rectangular luggage / case for extended travel, it can be stored at our hosts land offices. Since each sleeping cabin has only one double sleeping area, if you choose the shared accommodation option, you will need to let us know who you will be sharing your room with.

Our 45-50″ sailboats each have 4 sleeping cabins with a double sized bed suitable for a single, couple or 2 friends who are OK sleeping in one bed / close quarters.

2 cabins share a bathroom, the other 2 have private bathrooms.

WEEK #2 JULY 23-30, 2022

Cabin with shared bathroom / shower / sink facilities:
2 sharing this cabin: $3995 per person
Single Cabin:  $5195

Cabin with private bathroom / Shower / Sink:
2 sharing this cabin: $4395 per person

Single cabin: $5695



Step off the plane and everything is taken care of from there!

  • Expert guides for land and sea
  • Experienced and specialized staff take care of all the sailing logistics!
  • Group transportation to/from Athens Airport
  • 7 nights accommodations on 50ft Sailboat fully equipped to maximize comfort
  • Visit 4 Greek Islands: Kea, Kythnos, Serifos, Sifnos
  • Guided hiking adventures
  • Use of snorkel gear, subwings and paddle boards throughout the entire journey
  • Daily breakfast plus snacks, coffee, tea and water always available on the boat
  • light lunches on board plus and dinners each day on board or in hand-picked restaurants
  • Yoga mats provided.
  • Linen and shower towels provided.
  • On-board internet.
  • Pre-departure manual providing extensive details on what to pack and how to plan
  • All excursions and more!


  • Your flight to Athens
  • Alcoholic beverages
  • Souvenirs
  • Trip insurance and Travel Health Insurance is NOT included, but they are HIGHLY recommended
  • Any additional evenings in Greece before or after. 
  • Tips to the bot crew (budget €60-100 please)

A $695 deposit will secure your space. If you sign up for a shared room, please let us know who you will be rooming with.

Refunds and Cancellations: Refund less deposit ($695) before January 1, 2022. No refunds after January 1, 2022. In case of cancellation, you may transfer your deposit or your reservation to another person as long as you notify One Yoga Global 21+ days in advance. Due to arrangements made with our vacation hosts, there can be no exceptions to this policy. Participants will be required to sign an application and liability waiver to participate on this trip.

If you place a deposit, the balance due will be set to charge in equal installments starting the month after deposit through March, 2022 unless other arrangements are made.

We HIGHLY recommend that you consider purchasing Travel Insurance. Travel insurance companies like TRAVEL GUARD offer policies that insure your investment in case you need to cancel (including “cancel for any reason” coverages), coverages for expenses incurred due to to weather & travel delays, personal property loss and emergency travel medical.  Please review policies carefully to choose the coverage you need.


We recommend that you consider purchasing trip insurance to protect your investment. AIG Travel Guard and Trawick International are two providers that we recommend. Please review policies carefully to ensure they provide the coverage you need.

We recommend that you consider purchasing trip insurance to protect your investment. Trawick International and Travel Guard are two providers that we recommend. Please review policies carefully to ensure they provide the coverage you need.