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I've used credit card rewards to pay for vacations for 2 decades. Here are 3 tips to make the most of your points.

18 October 2026 at 10:00
Photo of Taryn White with her family at the Acropolis
Taryn White has used credit card points and airline miles to book vacations for herself and her family for over two decades.

Courtesy of Taryn White/The Trip Wish List

  • Taryn White is a freelance travel writer and the founder of travel and lifestyle brand The Trip Wish List.
  • She's used points to book trips to places like Puerto Rico, Bali, Sydney, Prague, and Johannesburg.
  • She shares her strategies for booking with points, including positioning flights and comparing options.

I've been collecting airline miles and credit card points for more than two decades, long before the influx of social media posts promising things like a "free" business-class seat to Europe.

Over the years, I've redeemed points for everything from weekend getaways to Puerto Rico to long-haul international flights to Bali that would have otherwise cost thousands of dollars.

Looking back, I realized that earning points is actually the easy part. The real challenge is knowing how to use them well, and I haven't always been strategic about it.

Here are the three key strategies I've learned that I use to travel the world for less.

1. Build a flexible points ecosystem

Don't put all your eggs in one basket when it comes to miles and points. One of the most important strategies in maximizing travel rewards is to build a flexible "points ecosystem" rather than relying on a single airline, hotel program, or credit card.

My current points ecosystem includes two American Express cards, one Chase card, and one Capital One credit card; co-branded airline and hotel cards for United, Delta, and Marriott; and memberships in dozens of airline, hotel, and rental-car loyalty programs.

Most of my travel credit cards have annual fees, ranging from $150 for my Delta SkyMiles Gold card to $895 for my American Express Business Platinum card. When the value I receive from the benefits — annual travel or hotel credits, free-night certificates, airport lounge access, checked-bag benefits, elite-status perks, and travel protections — exceeds the annual fee, the card earns a place in my points ecosystem.

Taryn White stands in front of a temple in Kuala Lumpur, Malaysia
The writer in Kuala Lumpur in 2019

Courtesy of Taryn White/The Trip Wish List

2. Learn airline and alliance sweet spots

One of the biggest misconceptions about airline miles is that you should use the airline's own miles to book its flights. That's often not true; the exact same seat could actually cost fewer points through another loyalty program.

Many airlines belong to the three major airline alliances — Star Alliance, Oneworld, and SkyTeam — or have individual partnerships that let members redeem miles for flights operated by partner carriers. The number of miles and taxes or fees required can vary significantly from one loyalty program to another. It's worth checking multiple partners before transferring points or booking an award.

Similarly, I rarely book flights using points directly through credit card travel portals, because they usually operate at a value of one cent per point, and I can often get more value from my points elsewhere.

When searching for award flights, I almost always start with Roame Travel, a platform that compares redemption prices across multiple airline programs. I use a free account, which is more limited in search functions than their paid subscriptions, but it works for my needs.

For example, for Star Alliance flights, I check programs like Air Canada Aeroplan, Singapore Airlines KrisFlyer, and All Nippon Airways Mileage Club. I also keep an eye on Alaska Airlines Mileage Plan and Virgin Atlantic Flying Club because both frequently offer excellent partner award opportunities as well as awards on their own flights.

That strategy paid off while planning a trip to Africa in January this year. I transferred Amex points to Virgin Atlantic to book a one-way flight from Washington Dulles to Johannesburg for only 13,500 points, plus $229.40 in taxes and fees. It was the lowest cost long-haul redemption I've ever booked.

It also required far fewer points than a credit card travel portal would have charged; the same one-way flight would've likely cost around $1,000, or 100,000 points if booked through a credit card travel portal such as American Express Travel.

3. Don't be afraid of positioning flights

Many travelers search only for flights flying out of their home airport or exact departure city. Sometimes, though, booking a flight to a different airport — positioning to another city — means a better fare or cheaper award redemption. From there, you can use a budget carrier, train, or car to reach your final destination.

I've built entire vacations around positioning flights. Rather than a hassle, I see them as an opportunity to experience multiple destinations on a single trip.

On a family trip to Europe three years ago, I wanted to visit Croatia and Montenegro, but there wasn't any award availability for our preferred range of dates. Instead, I booked four one-way tickets on Lufthansa Airlines to Prague using 122,000 Singapore Airlines' KrisFlyer miles and $1,148.00 in taxes and fees. We spent three days in Prague before road-tripping through Slovakia, Hungary, Croatia, and Montenegro.

A view of Fortica in Hvar, Croatia
The writer and her family in Hvar, Croatia.

Courtesy of Taryn White/The Trip Wish List

For the return journey, I booked our flights home from Heathrow because I found four economy tickets for only 98,000 Flying Blue miles and $804 in taxes and fees. We flew from Dubrovnik to London on a separate low-cost carrier the day before our flight home, turning the connection into a mini getaway in London, where I redeemed hotel points for a one-night stay.

Positioning flights require extra planning. Because the flights are booked separately, I always leave a generous buffer between them in case of delays or cancellations.

It's important to approach travel rewards wisely

Travel rewards credit cards can be incredibly valuable, but only when used responsibly. Always pay the balance in full every month — otherwise, the interest racked up on credit card debt can quickly outweigh the value of any points or miles you've earned. I've never viewed points as a reason to spend more. If I can't pay for a purchase immediately, I don't make it. The rewards are an added benefit, not the goal.

I've also learned not to chase every welcome bonus by churning credit cards, which is the practice of opening and closing credit cards for the purpose of getting lucrative sign-up bonuses given to new accounts. Sign-up offers can be valuable, but they work best when they align naturally with purchases you were already planning to make.

Today, my philosophy is simple: Earn points strategically, redeem them when they help me take a trip I really want to take, and don't obsess over squeezing every last fraction of a cent out of every redemption. The best use of miles isn't necessarily the one that produces the highest spreadsheet value; it's the one that gets you on the plane, lets you experience another part of the world, and leaves more money in your bank account for the next adventure.

Read the original article on Business Insider

I lost my job right before having my first child. My wife and I took the opportunity to level up our side hustle.

17 October 2026 at 10:10
Rachel Calaj and Felipe Rochi
Rachel Calaj and Felipe Rochi run a camcorder rental business for weddings.

Felipe Rochi

  • Felipe Rochi lost one of his jobs while his wife was pregnant with their first child.
  • They decided to take the leap and grow their side hustle — a rental camcorder business — together.
  • As new parents, the two of them split the tasks involved in running the business.

This as-told-to essay is based on a conversation with Rachel Calaj and Felipe Rochi, a married couple in their 30s. Together, they run a wedding camcorder rental business that they started as a side hustle. The following has been edited for length and clarity.

Rochi: I'm an SEO supervisor. I also had a second job in the SEO space, but I was terminated this summer, in early June.

Calaj: I've been a school psychologist, typically hired through an agency to work for a district on a contract basis.

We found out we were pregnant last December, and my contract ended in May. We were trying to think throughout that time what we would do next year.

Felipe lost his job before our baby shower

Calaj: As a first-time mom, I wanted to stay home with my child. We were trying to see if Felipe's two jobs would be enough for me to do so. Then, he got terminated the day before our baby shower. It was a very sad moment for us, but we still had a great time at the baby shower, even if it wasn't the best timing.

Rochi: Unexpectedly losing my job and her contract ending around that time impacted our income significantly.

Calaj: It changed everything for us; it was a turning point. We were in the middle of buying baby clothes and all the things that you need.

Rochi: I applied for a decent number of jobs. You never hear back from jobs fast enough. You're just waiting to see if you got it. My dad owns a cleaning business, so we considered asking him for work in the meantime. With a kid on the way, we were thinking about anything I could do.

Calaj: I reached out to the district that I worked for the previous year to see if I could do some flexible, part-time contract work. We were trying anything we could to have extra income at that point.

We turned an idea into a new income stream

Rochi: In April, I saw videos of somebody renting camcorders to people to record their weddings, and then editing the footage for them.

I immediately thought it was a really cool idea.

My brain started to spin. Before even telling Rachel, I created a website and a TikTok account for our business, Pass the Cam, and posted a few videos just to see if it could work. I've tried a lot of side hustles over the years, including starting a newsletter that sent people entry-level remote job postings and creating a product called DooBagz, a bag dog owners could clip on to hold a used poop bag. However, they didn't work out.

Calaj: With this camcorder side hustle, I could see real momentum behind it from the start. Felipe hit the ground running, and when our first order came in, I was so excited.

A person holding a camcorder outside
The couple had their first clients in May and have had nearly 100 clients since then.

Felipe Rochi

Our first orders gave us hope we could do this

Rochi: We were at T.J. Maxx one Friday night when somebody reached out and said their videographer canceled and she needed our camcorders the next weekend. I was like, "Oh snap, I have to ship this out ASAP."

I bought a Sony 4K camcorder and memory card from a camera store nearby for around $1,100, including the warranty, picked it up on Saturday, and bought a random box to ship it to her.

Because we didn't have the money to pay an editor right away, and we were trying to pay off the camcorder I'd just bought, I edited the footage she sent back, since I have a little bit of experience with editing. She loved it.

That first client was in May, before I lost my job. By the end of the month, we had gotten two more clients.

It gave me something to fall back on when my termination happened in June. I said, "Hey, I got a couple of clients out of this, so why not try this more?" I was still applying for jobs, though, because a second job felt more secure than betting on a side hustle.

Calaj: Of course, there was still some uncertainty. You always wonder whether something will take off or eventually fizzle out.

We've had nearly 100 clients since we started

Rochi: Our goal is to reach 100 clients by the end of 2026. We're nearly there, and we still have some months to go, so I think it's possible.

We've made over $50,000 in net volume since starting in May, about half of which was in September alone.

I see more camcorder rental businesses showing up compared to when we started, but with millions of weddings a year in the US, I believe there's room for everyone.

We try to price our packages slightly lower than our competitors, run almost monthly promos, and include everything without charging for add-ons.

We actually dropped the prices for our two most expensive packages in order to stay competitive. Our packages are $429 for our starter package, $699 for the core package, and $899 for our deluxe package. They differ in terms of the type and number of camcorders, the length of edited video, and additional attachments like microphones and lights.

Calaj: I handle the operations side, like managing bookings, handling shipping logistics, ordering packaging, hunting down the best deals on boxes and stickers, and growing our camcorder inventory. The cameras are probably the biggest expense that we have at this moment, but it's been worth it so far.

My husband leads marketing and is the main point of contact for every couple we work with. He takes care of the camcorders themselves, making sure each one is working properly and set up with the right settings before it ships. He also works with our editors and reviews their work, so everything we send out is top quality.

On top of that, he manages our finances, making sure we're smart about what we earn and how much we reinvest back into the business.

Rochi: Sometimes overbooking happens, or we don't have enough inventory. I think that's all part of learning a new business.

Camcorders on boxes
Their business has grown to have multiple camcorders and editors.

Felipe Rochi

We wish we'd had something like this at our wedding

Rochi: Some might disagree with our ways, but we know how expensive weddings already are.

Calaj: When we got married about four years ago, we did more of an elopement-style wedding with our close friends and family because we were starting off in our careers. We had disposable cameras; we still have those pictures around our house.

To hear that wedding videos can now cost thousands of dollars — it's just an insane amount.

We both said that if camcorder rentals were around when we got married, it would be a really cool thing to do. It's really sweet looking at the videos; it just feels very homey.

Rochi: The coolest part is hearing back from the couples over text or in reviews.

We became new parents in August

Calaj: It's definitely been hard to be new parents, but we love it.

Rochi: I always told her my goal: "I want you to stay home and be with our kids." I've stopped looking for a second job. The way the business is going now, and if I keep my full-time SEO job and the growth of our camcorder business keeps going, she won't have to go back to work.

Calaj: It's been really promising so far. At the moment, I have no plans of going back. Once my baby got here, I was like, "Yeah, I cannot imagine going back in six weeks."

It's really special to spend our time building something that's ours.

Rochi: There's no better feeling than knowing we trusted each other enough to take the leap. We lost an income, had a baby on the way, and had no idea what was ahead, but we believed this could work. Seeing it actually work has been incredible.

Read the original article on Business Insider
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