Group travel programs give remote workers a room, a desk, and a ready-made group of people, which can ease the loneliness of moving alone. This list covers six programs with dates in late 2026 and 2027, along with prices, group sizes, and what each one includes. Remote Year, one of the best-known names in this field, closed in December 2024, so it has its own short section near the end.
What This List Looks At
The list starts with programs for solo remote workers who want a month in one place. It then moves to a cruise and a family program. Each entry covers price, group size, and one limit worth knowing. Prices come from each program’s own pages where possible, and they change often, so the figures here are starting points. Readers who want a single stay instead of a full program can look at digital nomad retreats.
1. Hacker Paradise (Powered by NOMA)
Hacker Paradise runs month-long editions in a different city each time. According to The Professional Hobo, NOMA Collective merged with Hacker Paradise in late 2024, and the program now runs under both names.
- Price: Four weeks starts at $2,490 and can reach $3,590, depending on the city. Three weeks starts at $1,750.
- Dates: The program lists Hoi An, Vietnam, from January 10 to February 7, 2027. Osaka, Japan, runs from May 23 to June 20, 2027.
- Included: A private room with cleaning, a coworking space, a local community manager, and skill-share sessions.
- Booking: Half the price reserves a spot. The rest is due 60 days before the edition starts.
- Community: According to The Professional Hobo, the network has more than 1,500 members.
All events are optional, which suits people who keep fixed work hours. The program’s FAQ says sharing a bedroom can lower the monthly price by up to $1,000. The same FAQ says full refunds are not offered, because the team pays for housing and coworking in advance.
Best for: remote workers who want a private room, optional events, and a one-month stay in a single city.

2. WiFi Tribe
WiFi Tribe is a membership community that travels in monthly groups called chapters. Applicants go through an interview, and reviews put the acceptance rate at about one in five.
- Price: The annual membership costs $490. Each chapter costs between $1,200 and $2,800, according to WiFi Tribe.
- Typical rates: About 60% of chapters start at or below $1,400 for a shared room and $2,300 for a private room.
- Deposit: A $300 deposit reserves a spot on a chapter.
- Group size: Chapters have roughly 12 to 25 people, according to Genki Guide.
- Length: A chapter lasts 28 days and starts and ends on a Friday, according to a review by Duraca Travels.
The annual fee applies even to a single chapter. A private room at the $2,300 level plus the $490 fee comes to about $2,790 for a first chapter. Members who join several chapters in a row move about once a month, and that pace can lead to burnout over time.
Best for: people who want a small, curated group and plan to join more than one chapter.
3. Unsettled
Unsettled runs coworking and coliving retreats of one week, two weeks, or one month. Its next listed trip is in Bali.
- Next trip: Bali, from November 14 to December 10, 2026, starting at $3,195.
- Group size: About 25 to 30 people, according to a Coworkations listing.
- Included: Private rooms, coworking space, group dinners, and workshops. Flights are not included.
- Who joins: An earlier guide describes most participants as aged 30 to 50.
One reviewer on Coworkations said the stay felt closer to a holiday with new friends than a coworking retreat. The same reviewer said to expect at least $1,000 in extra spending during the month. A single review is one person’s view, but it suggests the social side may matter more than the work setup.
Best for: established professionals who want a shorter stay of one to four weeks.
4. Outsite Trips
Outsite is a coliving brand, and Outsite Trips are its curated one-month group journeys for remote workers.
- Locations: The Trips page shows Lisbon, Sagres, Marrakesh, Ericeira, and Cabo.
- Included: Fast wifi, work-ready spaces, and built-in focus time, according to Outsite.
- Price: Trip prices were not listed on the pages reviewed, so no figure is given here. Standalone coliving stays in Lisbon and Sagres were advertised from €800 a month this winter.
- Length: One month per trip.
Outsite also lists regular coliving stays from two nights, so a traveler can add time before or after a trip. Readers comparing this setup with city hubs and rural retreats can see how coworking and coliving retreat models differ. The missing price and group size are the main limits of this entry, and both are worth confirming before booking.
Best for: people who want a fixed-date month in Portugal or Morocco and may stay longer afterward.
5. Nomad Cruise
Nomad Cruise puts talks, workshops, and a nomad community on a cruise ship. The next sailing, Nomad Cruise 18, runs from November 2 to November 16, 2026.
- Route: Barcelona to Tangier, then across the Atlantic to Antigua, Sint Maarten, and St. Kitts. The trip ends in La Romana, Dominican Republic.
- Group size: About 300 digital nomads on this sailing.
- Price: From €120 a day, all in. For 15 days, the lowest rate comes to about €1,800.
- Wifi: Starlink wifi is included in the ticket.
- Not included: Past sailings left out flights, insurance, visa fees, and optional excursions.
- Cancellation: On past sailings, a 20% non-refundable deposit reserved a cabin, and full payment was due 90 days before departure. Cancelling within 18 days of departure meant losing the full price.
The format is shorter and busier than a month of coworking. The program is built around talks, workshops, and masterminds, according to the sailing’s listing. Because this sailing leaves on November 2, cabins may be limited, and a later sailing may suit readers who plan ahead. Nomad Cruise says more than 3,000 people have joined its journeys.
Best for: people who like events and want a short, social trip with wifi included.

6. Boundless Life
Boundless Life is built for families who work remotely and want their children in a worldschooling program during the stay. Most cohorts last three months, and shorter summer camps run for a few weeks.
- Locations: Sintra in Portugal, Syros in Greece, Canggu in Bali, Kotor in Montenegro, Andalusia in Spain, and La Barra in Uruguay.
- 2027 cohorts: These start in early January, late March, and mid-September.
- Fees: A one-time €400 enrolment fee applies for each child, according to Boundless Life.
- Typical costs: A 2025 review lists school at about €1,700 per child each month and services at about €450 per parent each month. Housing ranges from €3,450 to €11,990 each month.
- Work: Each location has a coworking space for parents. In Bali, parents use a local coworking space, according to Passport Explorers.
Costs vary a lot by season and housing. One family of four reported paying just over €18,000 for a summer month in Estepona, Spain, according to the Milk and Honey Travels blog. Because prices change by cohort, the official pricing page is the best place to confirm a current figure. Families looking at similar options can read about worldschooling hubs and pop-up communities.
Best for: families with school-age children who plan to stay in one place for about three months.

What Happened to Remote Year
Remote Year was one of the first companies to offer a year of group travel for remote workers. It ended operations in December 2024, according to Wikipedia.
- Founded: 2014.
- Closed: December 2024, after almost ten years.
- Past price: About $2,000 to $3,000 a month, according to Wikipedia.
- Reach: Employees from more than 300 companies took part.
The closure shows that a program can end with little notice. Reports at the time said some vendors were left unpaid. Before paying a deposit, it is reasonable to ask how a program handles refunds if it cancels. Wikipedia names NOMA Collective, Hacker Paradise, and WiFi Tribe among the programs that offer similar trips today.
Before You Book
- Flights: Flights are not included in the programs where this could be confirmed, including Unsettled, WiFi Tribe, and Nomad Cruise. The FlyBibe guide to the best time to book international flights covers when fares tend to be lowest.
- Insurance: Nomad Cruise left out insurance on past sailings. Cover for remote work and longer stays is explained in the FlyBibe guide to travel insurance for digital nomads.
- Refunds: Hacker Paradise says it cannot give full refunds, and Nomad Cruise charges more the closer a cancellation comes to departure.
- Shorter trips: Travelers who want less than a full program can search remote-friendly tours on FlyBibe.
Which Program Fits Which Traveler
Hacker Paradise, WiFi Tribe, Unsettled, and Outsite Trips suit solo remote workers who want to travel with a group. Nomad Cruise offers a shorter and busier trip, and Boundless Life serves families. For a trip that mixes weeks of work with days of exploring, look up tours and retreats on FlyBibe and choose the next stop.

