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When I tell my friends IRL that I’ve started taking “workation” cruises, they tend to follow up with a question along the lines of, “I want to get in on that! What can I do that will let me work remotely so I can travel more?”
It’s a good question, especially in our modern world where remote work is easier than ever (even if a lot of employers are trying to force employees back into the office).
So, here are some of the remote jobs I’ve uncovered that can let you work from anywhere, even cruises, as long as you have Wi-Fi. This is by no means an exhaustive list, but it could help get you thinking.

1. Writer
This is what I do. I started out as a part-time freelancer on Fiverr. Now, I’m a full-time ghostwriter and book coach. Instead of working full-time for a company, I have a few solid clients who give me steady work every month. It’s great because I don’t need to take vacation time or ask permission to travel. As long as I’m meeting deadlines, I’m golden. Having long-term clients who set deadlines with me also allows me to actually take some time off, so I’m not just working 24/7.
If you have some writing skills (and, more importantly, if you enjoy writing), there are tons of opportunities on platforms like Fiverr and Upwork. Just know that you’ll have to start at the bottom — with a M.A. in English, I was making $5/article at first with zero monthly clients. I don’t recommend quitting your job immediately and doing this, but you can certainly build up your portfolio when you’re off work. That’s what I did. I dedicated early mornings and weekends to freelance work until I had enough money saved up and a couple of regular clients to make me feel confident quitting my full-time job.
2. Cybersecurity expert
If you are more technically minded, then a career in something like cybersecurity could be more up your alley. I’ve recently come across a 4-8 week online program from ACSMI that could allow you to travel while you are preparing for a career in cybersecurity. What I like about this program is that they also help you find a job after you complete your certification and even have a free resume review and options for coaching to help you land the right job (including the right remote job).

3. Consultant
Through my work as a writer, I’ve met a lot of really successful consultants. It’s a role that seems to becoming more and more prevalent as companies are looking for ways to pull back on full-time hires. For this one, you’ll likely need to leverage your network to find out what types of companies are hiring a third-party consultant. You’ll also want to create a professional-looking website. That’s where platforms like Fiverr can be super beneficial. As someone who has been on Fiverr for almost a decade, I can tell you there are a lot of talented people, but also some scammers, so be careful who you work with.
They have a Fiverr Pro option, which is what I recommend. I’m a Pro, and I’m subject to verifications from Fiverr. I also had to demonstrate my capabilities before I earned that status. The Pros charge more, but they’re much more likely to deliver quality work to you. You can use a Fiverr Pro for everything from building your website to getting a logo, writing web content, and even managing your social media. All for a fraction of what it would cost to pay someone internally.
4. Virtual Assistant
This can be a fantastic option for people who like to do a little bit of everything, from scheduling appointments to updating websites, sending emails, creating social media images, and other odds and ends. My clients often have 1-2 VAs who help them with all those small but important tasks that eat away at a CEO’s time. You can get started finding clients on platforms like Fiverr and Upwork, and you can manage multiple clients at a time. There’s lots of room to grow, and you could wind up creating your own VA business if you want. This is another area I think will become increasingly needed as companies try to cut back on full-time hires.
5. Designer
I know my lane, and my lane does not include anything related to design. So, over the last decade or so that I’ve been self-employed, I’ve hired different kinds of designers – UX, UI, graphic, probably others whose formal titles I don’t know. The point is that there is definitely a need for designers, especially for entrepreneurs and solopreneurs. You can find clients on Fiverr/Upwork, or start contacting small business owners directly to see if they’re interested in outsourcing to a professional designer.
Are you a remote worker? Let me know what you do for work in the comments or on Instagram!




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