As travel and side gigs have gone mainstream, more couples than ever are taking the leap and reimagining the possibilities of their life. Diving into an adventure as a couple comes with some bumps in the road, but also lends itself to bonding, learning to work together as a team, and exercising a unique brand of trust and patience you usually don’t find otherwise. If you’re ready to hit the road, sea, or ice, here are some traveling jobs for couples to do together.
Antarctica Test Station Support Staff
There are currently three year-round research stations in Antarctica that require support staff from janitors to chefs and sanitation workers. Beyond positions like gift shop worker and electrician, there are even select Antarctic Artists & Writers programs that invite scholars to increase the understanding of the continent and help document America’s involvement.
As one of the most unique traveling jobs for couples (or singletons), employment in Antarctica is highly competitive, even if you’re there to clean toilets. The pay is average, but expenses are nonexistent, and staff often works six or more days a week. When you do score days off, you’re enjoying the 40-degree summer days while watching penguins dotting around. Workers who commit to the winter season are enveloped in darkness and deal with category-5 snowstorms. You can see the twinkling stars and unbelievable Arctic lights dancing across the sky on clear nights.
Apply for non-scientific jobs in Antarctica here.Â
Renaissance Festival Touring Performers
If you and your loved one are RenFest freaks, you’ll love going on a circuit as performers and actors. Competition can be fierce, but entire families often travel in a circuit together and create a unique community of RnnFesters. Positions also aren’t usually advertised, making it a mystery of how to break into the circuit and spread your love of RenFest as a couple. Call your local RenFest office in advance of the opening season and any nearby festivals to inquire if they’re hiring or who to talk to. This job takes persistence, so make sure you’re prepared to keep calling around until you get a ‘yes.’Â
RV Delivery Drivers
RV Delivery and transportation traveling jobs for couples are a fun way to see more of the country while spending time together. It’s also a perfect gig for families. Many companies rent out RVs for people looking for a one-way adventure. They often end up seeing the sights in their final destination and then flying back. Companies need couples to drive the RVs back or deliver them to a new location. RVs also need to be picked up and transported to the owner upon purchase, whether it’s local or out of state.
Another option is to work with RV manufacturers to drive to dealerships looking to sell new units. Horizon Transport and Wave Express are a few places to get started researching these fun traveling jobs for couples. You can also look for opportunities overseas with companies that just need reliable, licensed drivers willing to hit the road.
Run Your Own Upwork Agency
Most people think of Upwork as a low-paying freelancing platform, but there are tons of opportunities to make six figures and beyond. It does take time to figure out a strategy and only go after higher-paying jobs that require a pro skillset. However, you can also use Upwork to start your own remote agency with your significant other. Combine your skills to offer marketing, branding, graphic design, project management, virtual assistance, and beyond.
You’ll need to do some extra work to start your Upwork Agency, like register for an agency account and profile; however, it’s worth the effort. You can scale farther by hiring a remote team to help you build up your business. Once you’ve done the hard work figuring out how to set up your systems, processes, lead generation, and customer service channels, your remote team can run your business when you need to take the week off to spend the day at the beach or take that cooking class in Italy.
Property Caretaker Jobs
Did you know you can live for free in some of the most expensive cities on earth, like New York City, as a historical museum or home caretaker? Although these traveling jobs for couples are longer-term and hard to score, they’re worth the investment of time to research opportunities. Beyond opportunities at historic homes and museums, organizations and trusts also hire caretakers for private islands, yachts, churches, mansions, ranches, farms, and more. I’ve even seen caretaking jobs advertised a herring curing stations in Scotland.
These positions aren’t widely advertised, so you’ll need to put in some legwork to make connections and track down opportunities. Getting started with historical organizations and non-profit property management groups are a few places to start.
Cruise Ship Workers
Working on a cruise ship opens up the world to new opportunities and pays your living expenses. Some cruise ships are indifferent if you apply as a couple and may not accommodate you in the same cabin. However, other companies like Carnival Cruise Lines are usually very couple friendly and try to accommodate couples whenever possible. Look for positions as deck crew, youth counselors, fitness directors, shore excursion managers, hosts, casino staff, entertainers, lecturers, lifeguards, bartenders, ad so much more.
If you can’t find the traveling jobs for a couple you want on a major cruise line, look into smaller yachts instead. Many ships and small boat charters hire couples to do everything from cooking to leading expeditions.Â
Grape Pickers
Grape picking jobs in France, Italy, New Zealand, Japan, Canada, and beyond are perfect traveling jobs for couples who want to see the world while spending time outdoors. This side hustle is fun and rewarding but is usually done in exchange for food, accommodation, and nominal pay. You may even have a leg up on the competition as a couple willing to work together and share accommodations. Get started looking for grape-picking gigs by browsing:
Festival Workers
Want music to be part of your traveling jobs for couples strategy? Join the festival circuit and get paid to listen to some of your favorite acts. Josh Lange of Just Squeezed Lemonade turned his lemonade stand into a… wait for it… 7-figure business while touring some of the biggest festivals in the world. He also launched Just Brewed Coffee to similar success.
However, you don’t have to reinvent the wheel and start your own business if your goal is to travel with your main squeeze (pun intended). After all, building a business takes some serious effort and time to scale. Instead, work for a company like Josh’s and get sent to serve-up lemonade, beer, and other food and drinks to festival-goers.Â
These jobs for traveling couples are perfect for you and your loved one but are also unique gigs for singletons too. Want more ideas on how to travel cheap? Get resources, tips, and ideas on cheap ways to travel.
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