Krista Scully

Krista is the founder of Wayfinder Collective, a practice inspired by the belief that meaningful growth often begins with curiosity, courage, and a willingness to venture beyond the familiar. Raised and based in Alaska, she is an enthusiastic solo traveller, explorer of both landscapes and ideas, and rarely passes up the chance for a sunrise, sunset, or moonlit swim. Drawing on more than 20 years of experience in leadership, mentoring, program development, and intentional gathering design, she creates spaces where people can slow down, reflect, reconnect with themselves, and discover what comes next. Her work blends practical wisdom with genuine warmth, inviting people to navigate life with both purpose and possibility.

Ella Foote

Ella has been drawn to water for as long as she can remember  and has spent her career finding ways to bring others along with her. As Editor of Outdoor Swimmer magazine, author of How to Wild Swim and Director of swim guiding business Dip Advisor, she has made it her life's work to help people discover the freedom, joy and quiet magic of swimming in the wild. An Open Water Coach, swim teacher and RLSS-qualified lifeguard, Ella brings both expertise and genuine enthusiasm to everything she does. Ella fell in love with Estonia on her first visit and has returned every year since. For her, these lakes, bogs and coastline hold something genuinely special - and this trip is her chance to share that with others.

City Box

We will stay in Tallinn city but sea-adjacent at Citybox hotel, which combines thoughtful Scandinavian design with comfortable beds and modern rooms. Simple, functional and designed for real travel the hotel is in the heart of the city and walking distance to the picturesque old town.

 

RemoteNow

RemoteNow's honeycomb-shaped cabins are in a forest in Southern Estonia, within walking distance of a stunning bog-lake and are arranged to provide a pristine nature experience. Each cabin sits on a 2-3-meter layer of peat, creating a unique "floating" experience, the cabins are connected by picturesque boardwalks. Here there is space to walk, breathe and reconnect to what is important.

 

Itinerary

Day 1 - Arrival in Estonia, check into hotel in Tallinn

Our journey begins in Tallinn before we head into the Estonian countryside. Today is about checking into the hotel and adjusting to life in Tallinn city. After checking into the hotel there will be time to freshen up before joining the group for a welcome dinner in the old town.  

Day 2 – City Day, Tallinn

After a gentle start we will gather as a group for a walking tour of the city. Tallinn’s old town, a UNESCO world heritage site, is one of the best-preserved medieval towns in Northern Europe. Your introduction to the old town begins with a brief history of Estonia and Tallinn and continues with visits to the most interesting and significant sites of Lower and Upper Old Town, each with their own story to tell. After lunch at your leisure, you will have the afternoon to revisit parts of the city that captured your attention and have time to yourself. In the evening we will reconvene as a group to have a city sauna experience and dinner.

Day 3 – Travelling South…

After a early sea swim together, we will have breakfast and check-out of the city hotel. We will then travel to South Estonia, with a comfort break on route. In the afternoon we will check into RemoteNow for our countryside retreat. There will be a welcome swim in the bog-lake and chance to experience the floating sauna before we all settle down for dinner together.

Day 4 – Lake swimming & smoke sauna

After breakfast we will drive to nearby lakes for a morning immersion in nature, swimming at one of the many beautiful lakes in the area. After lunch we will head to Mooska to experience a smoke sauna, situated in a UNESCO World Heritage Site. After dinner we will enjoy a film night at RemoteNow.

Day 5 – Setomaa Heritage Day

After an optional swim before breakfast at RemoteNow’s bog-lake we will travel to Setomaa for a walking tour of Obinista and visit to Kiiova Village. Learn about Seto culture and this special place in South Estonia. We will visit Ilmaveere for lunch, a place where to take it slow, bathe yourself in a variety of smells, tastes, and music, while enjoying the spectacular views of Lake Obinitsa. In the afternoon we will swim at Lake Obinitsa before heading back to RemoteNow for dinner and some freetime to relax and reflect.

Day 6 – Cheese & Dumplings

After breakfast at RemoteNow we will travel to Andre Farm, a special cheese farm where cows are called Mummukesed, they’re caressed and meditated with. Cows care about the people here and the people do everything possible that the animals have a safe and secure environment. Here we will have a tour, tastings and learn more about the special produce. In the afternoon we will carry on the foodie theme and learn how to make traditional Estonian dumplings, before travelling back to RemoteNow to cook them for dinner.

Day 7 – Nature walk, rest and reflection

Last full day of the trip, there will be an optional morning swim before breakfast before we will head to Taevaskoja for a guided nature walk. After lunch nearby, we will return to RemoteNow for rest, reflection and free time before our final dinner together. After dinner, we will enjoy a full-moon swim in the bog-lake and enjoy the floating sauna.

Day 8 – Travelling Home

After breakfast, we will be packing up and checking out of RemoteNow. We will then travel back to Tallinn Airport for flight departures from 2pm. There will be a comfort break on route.

The trip begins at CityBox hotel in Tallinn city centre and ends at Tallinn Airport (TLL), Estonia’s main international airport, which is well connected to cities across Europe and beyond. The trip starts with the welcome dinner and check in to the hotel is open from 3pm.

Arriving in Tallinn

Guests should plan to arrive in Tallinn by 6pm on 21 September. There are direct flights to Tallinn from many European cities, and easy one-stop connections from further afield via major hubs such as Helsinki, Stockholm, Frankfurt, Amsterdam and Riga.

Departing Tallinn

The trip concludes on 28 September, with a group transfer returning to Tallinn Airport in time for onward flights (we advise booking flights from 2pm onwards).

Given the small group size, this trip requires a minimum of seven (7) participants. Please register your interest before 15 July by emailing ella@outdoorswimmer.com and as soon as we reach seven confirmed guests, we will notify you to book.