Upcoming nomad retreats and pop-ups in 2026-2027

Discovering community, personal development, and connecting with people worldwide are some of the most rewarding aspects of our nomadic lifestyle. And sometimes a festival week is not enough: you want to live somewhere with your people, not just visit.

That is what this page is for. Below are upcoming retreats, workation programs, and pop-up coliving experiences designed for digital nomads and remote workers. The difference to our events. These are experiences you live inside for a week to several months, whether you keep working your normal job or deliberately take a break from it.

🌱 Travel health insurance for nomads

🇨🇷 Noma Collective: Playa Grande in Costa Rica

Noma Collective runs month-long remote work "editions" in destinations worth staying in, and Playa Grande is their Pura Vida chapter. For three weeks, a curated group of remote workers, founders, and freelancers lives and works together on Costa Rica's Pacific coast, with accommodation, coworking, community events, and local support all handled for you.

You bring your job, Noma brings the community: surf mornings, focused work days, and group adventures on the weekends. With 4,000+ alumni and an 83% return rate, editions fill up fast, and only a handful of spots were left at the time of writing.

*The price includes accommodation.

🇹🇭 CosmoLocal CNX in Chiang Mai, Thailand

CosmoLocal CNX turns Chiang Mai's Wat Ket neighborhood into a month-long pop-up village. Four parallel four-week coliving tracks run side by side, each with its own theme: AI for Chiang Mai, Food, Solopreneur, and the Nomad Futures Lab. All tracks converge in a Main Week from September 23-28 that is open to everyone, including those who cannot stay the full month.

Chiang Mai is one of the world's original nomad hubs, and September falls in the quieter green season with lower prices across the city. If a full month does not fit your calendar, the Main Week alone makes a good taster.

*Pricing varies by track. Check the official site for current rates.

🇯🇵 Colive Fukuoka pop-up coliving in Fukuoka, Japan

Japan's flagship workation program returns in 2026 with two parts: a 10-day main program from October 1-10 (see our events page) and this pop-up coliving stretch wrapped around it. From September 24 to October 17, participants live and work together in Fukuoka, combining the summit program with a deeper dive into local life, food, and culture.

The 2025 edition drew 496+ participants from 57 nationalities to the main program, and the coliving track is the way to experience it beyond the event itself. Japan's digital nomad visa makes a longer stay straightforward for many nationalities.

*Pricing marked as preliminary by the organizers. Final rates to be confirmed.

🇧🇷 Noma Collective: Pipa in Brazil

Noma Collective's Brazilian edition brings the same month-long coliving format to Pipa, a laid-back beach town in the country's northeast known for dolphins, dune buggies, and dependable waves. Three weeks of structured community living: coworking by day, sunset sessions and group trips when the laptop closes.

October is one of the driest, sunniest months in this corner of Brazil, and Pipa's compact size means the whole group ends up feeling like a village within a village.

*The price includes accommodation.

🇪🇨 Cuenca Pioneers in Cuenca, Ecuador

The most ambitious experiment on this list: a 90-day social experiment bringing 100 founders, creators, and remote professionals to live and work together in Cuenca, Ecuador. The question behind it: could this UNESCO-listed Andean city become a long-term nomad base? Participants keep their normal work while co-creating the community over three full months.

At 2,500 meters in the Andes, Cuenca offers spring-like weather year-round, a walkable historic center, and a cost of living far below the classic nomad hubs. Participation is application-based, and spending December to March in the southern hemisphere means skipping the northern winter entirely.

🌍 Boundless Life for nomad families

The only program on this list built for nomads with kids. Boundless Life runs semester-length cohorts that combine long-stay family homes, an education program for the children, and a built-in community of like-minded families in locations such as Tuscany, Portugal, Greece, and Bali.

Further 2027 cohorts run Mar 25-Jun 10 and Sep 14-Dec 9, plus summer camps and a December getaway. Spots per location are limited and early enquiries are recommended.

🔁 Rolling programs worth knowing

Not every retreat fits a fixed calendar entry. These organizers run new editions continuously, so check their calendars for dates that fit your route:

WiFi Tribe runs 4-, 6-, or 8-week "chapters" around the world with groups of 12-25. Joining requires an application and a $500 annual membership fee; most chapters start at or below $1,400 for a shared room and $2,300 for a private room.

Unsettled curates retreats from one week to a full month, from Tahiti sailing trips to a 6-week Side Project Bootcamp, with a co-created, lightly facilitated style.

The Nomad Escape organizes all-inclusive business and community retreats of one to four weeks in destinations such as Madeira and Bali, typically priced at $1,500-$2,500, including accommodation, coworking, workshops, and activities. Their Founder Island Fest in Madeira (Dec 4-10, 2026) is on our events page.

Noma Collective publishes new editions continuously and is already booking 2027; the two editions above are simply the next ones with open spots.