Remote working feels like sunshines, rainbows, and dreams come true. You can hit the gym at 10 AM as you have flexible working hours. You can answer emails from your kitchen table or take your laptop to a newly-opened cafe in town. More importantly, you are living the dream of balancing work and travel. The social media-perfect shots of a laptop by the pool or in a open-air cafe in Bali are part of your life!
But honestly, as a remote worker myself, the work setting can be soul-crushingly lonely and incredibly busy. You have neither the energy to actively socialize nor the will to plan a trip. Yet, that is where CoWorking trips come to rescue. JoinMyTrip recognized this pain and designed CoWorking trips for digital nomads and remote workers in 2021. It is a remote working program that allows you to share adventures with like-minded professionals.
But how does it actually work? From the first click to the final sunset toast, here is your complete guide to the end-to-end process of booking, joining, and thriving on a JoinMyTrip CoWorking trip.
TL;DR – How Do JoinMyTrip CoWorking Trips Work?
JoinMyTrip CoWorking trip is dedicated for remote workers and digital nomads to want to work and travel at the same time. The trip model balances productivity and exploration, allowing the participants to stay on track with their job or personal project while checking off their travel bucket lists. Our CoWorking trip is similar to the already-familiar co-living, in which you share an accommodation with other people – or in this case travelers. The shared accommodation serves as your office, set in a dream destination like Bali and Madeira. You will spend a few days or weeks in the accommodation to work with fellow remote workers, then use your day-offs and after work-hours to explore the destination.
What to Expect on a CoWorking Trip?
Flexible Work Setting
The main highlight of JoinMyTrip CoWorking trips is shared accommodation. We adapt a co-living model, in which you will stay in a shared villa, apartment, or beach house with other travelers. Generally, the accommodation has 3-4 bedrooms and bathrooms, a spacious living room, a dining room with long table, and reliable WiFi connection. It is specially aligned for remote workers’ need of a high-speed WiFi, quiet corners for online meetings, and comfortable desk to work for five hours or more. Moreover, some accommodation is strategically located close to convenience stores, coffee shops, and local restaurants – because we always need coffee! Also, most accommodations include facilities like swimming pool, jacuzzi, and billiard table to lift up the vacation mood.
Although most of the time you’ll be working from the accommodation, you can also work from other places. Glancing back to our past trips, a few TripMates managed to work on the beach, lying on beach beds with the sounds of soft waves accompanying their focus time. Then, some TripLeaders include cafe-hopping as their main CoWorking itinerary. TripLeader Lexi, a digital marketer based in Madrid, takes her TripMates to work from her favorite bakeries and cafes around the city. In a nutshell, your work setting will be flexible.
Dedicated Work Schedule
We understand that traveling while working can be… distracting. That’s why on our CoWorking trips, you will have a dedicated time blocker to finish your work. Regardless of the global time difference, a regular 9-5 local time will be blocked by the TripLeader for work. You can spend the dedicated time to grind and be productive, finishing your work and running through meetings. Additionally, the setting of “everyone is working” will give you the motivation to finish work.
After clocking out work, the group usually goes out. Some groups run to the 10-minute-walk-away beach to catch sunsets, some groups drive to city center to grab delicious tacos, while others decide to cook together at the villa. Simply put, we support your productivity as much as your dream to check off bucket lists.
Community and Friendships
Joining a CoWorking trip means you are signing up to stay with 2-10 strangers in a communal space for a few days. You automatically need to interact with those people throughout the trip. This means exposure to small talks, dining room chats, and deep conversations about life. Besides that, you will share working spaces, that comfy sofa in the living room, and home-cooked dinners with those people. A large part of the trip will be heavily social, meaning you will travel, commute, and share with your CoWorking crew.
Furthermore, this CoWorking trip serves as a fast track to connect with a remote working community. You don’t have to sweat on sending cold messages or searching for fellow remote workers in the wild (read: social media). TripMates signing up to our CoWorking trips are location-independent professionals, freelancers, entrepreneurs, artists, or creators. They know what they are doing and skillful in their work, allowing you to connect professionally. But here, beyond the network, you can call them friends and plan another trip with them.
CoLiving Setting
You share a place for a few days or weeks with people – those you might have not met before. In this coliving setting, it is important to be respectful and play as a team. This means you work together with your travel buddies to make the CoWorking days comfortable for everyone. You have to ensure that the place is clean and organized, respect others’ time and personal space, and do chores together. On past trips, our TripMates actually enjoyed working hand-in-hand to keep their “home” comfy, safe, and clean. They cleaned the shared space, cooked lunch as a team, washed the dishes, and more.
Then, you will have a TripLeader as the captain of the ship. Differing from ‘regular’ tour leaders, your TripLeaders are either experienced travelers, globetrotting digital nomads, or friendly local hosts who also work remotely. They book the accommodation and activities, while also ensuring the group gets along and enjoys the trip.
Social Vibes or Personal Space, Your Choice
Like we said in the previous paragraph, the trip will mostly be about sharing and togetherness. You will spend a huge portion of the trip working remotely in a shared space, walking to coffee shops together, signing up to surf lessons as a group, and taking a day trip to the neighboring town together. You have new friends to kill the long queues or drives with, sharing jokes and talking about your past travel experiences. However, this does not mean you will be stuck with the group 24/7.
Our CoWorking trips value your independence and personal space. The TripLeader will give you an option to join the group or spend time alone. For example, you don’t have to join the group on their night out if you have a deadline to finish. There is no pressure to join every activity stated in the itinerary. With that being said, you can enjoy a much-needed me-time and check off your own bucket lists during the trip.
Turning On Your Travel Mode
While CoWorking trip is about working, it is also about traveling! You can experience the destination fully after before clocking in, after finishing work, or during the weekends. Usually, the TripLeaders plan an itinerary that allows you to get the best out of a destination in a short time. Our favorite example includes Madeira CoWorking trips by TripLeader Figo, which includes an early morning hike to the island’s most beautiful viewpoint. You only need two hours for a round-trip hike, then you’ll be back and refreshed for work at 9 AM.
FAQ about JoinMyTrip CoWorking Trips
Q: Is JoinMyTrip a tour operator?
A: No. JoinMyTrip is a booking platform that connects travelers. The TripLeader runs the trip, not JoinMyTrip. However, the platform verifies TripLeaders and secures your payment .
Q: What happens if I don’t like the group?
A: According to JoinMyTrip, this rarely happens because everyone is open-minded and loves to travel. But if it does, you have the freedom to do your own thing—activities are always optional .
Q: Do I have to participate in every activity?
A: Absolutely not. Trip descriptions explicitly say: “Nobody will be pressured to join any activities. Whether you want to explore the city alone, work from a different location, or simply relax in your own space, it’s totally up to you” .
Q: What if the WiFi goes down?
A: Good TripLeaders have a backup plan. Look for trips that mention mobile hotspots, nearby coworking spaces, or backup internet options . You can also ask the TripLeader before booking.
Q: Can I book a private room?
A: Yes, many trips offer private rooms (usually at a higher price). The Budapest example included “private room to ensure a relaxing and personal space” . Check the listing details or ask the TripLeader.
Q: What if I need to cancel?
A: JoinMyTrip’s refund policy depends on timing. The 20% deposit secures your spot, and the remaining 80% is due 30 days before departure. For specific cancellation terms, contact support or check your trip’s terms .
Q: Is there an age limit?
A: No official limit, but most TripLeaders specify a preferred age range. One typical listing asked for “professionals from 28 to 45 years” . This ensures similar life stages and work expectations.
Summary: Is CoWorking Trip Right for You?
Join a JoinMyTrip CoWorking trip if you:
- Are tired of working alone from home
- Want to travel but don’t want to go solo
- Can work remotely for 2–4 weeks
- Are open-minded, respectful, and adaptable
- Value productivity as much as adventure
Don’t join if you:
- Need absolute silence to function (look for private rooms)
- Expect a luxury resort experience
- Aren’t willing to contribute to shared living (dishes, cleaning)
- Want to party every night