15 incredible places one former Wall Streeter has traveled for (almost) free on credit card rewards

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Beautiful Mykonos, Greece, one of Kelly’s destinations.
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Wikimedia Commons

Brian Kelly’s most recent international trip through Ghana, Rwanda, and South Africa cost him just $5.60,Vice reports.

In 2014, he also paid a mere $5.60 for an international trip – this one from New York City to Tokyo.

The former Wall Streeter-turned-“The Points Guy” travels the globe up to six months a year – and he does it for next to nothing, thanks to credit card rewards and frequent flyer miles. It all began in 2011, when he traded in his cubicle at Morgan Stanley to start his travel blog, The Points Guy.

Since, he’s been around the world and back, from the streets of Havana, Cuba to the coast of Mykonos, Greece. We sorted through Kelly’s Instagram to find some of the most awe-inspiring destinations he’s visited.

Here’s a glimpse into The Points Guy’s full-time travel career:


Traveling the world can be exhausting, but with WiFi and plenty of leg room. Here’s Kelly’s business class setup on a JetBlue flight.


First class comes with its perks: Lufthansa Airlines served him champagne and caviar on a tablecloth during this trip.


On Kelly’s $5.60 trip to Japan, he dined at the famous Robot Restaurant, where you get a 90-minute performance with your dinner.

Tonight camp > quality.. This is the waiting room for the famous Shinjuku Robot Restaurant and dinner show

A post shared by Brian Kelly (@thepointsguy) on

Read more about how he traveled to Tokyo for under $6.


From Tokyo, he took a two-hour trip on a high-speed bullet train that travels 200 mph to reach the heart of Kyoto, Japan.

FINALLY- a doorway in Japan I can fit through! #kyoto #tallpeopleproblems

A post shared by Brian Kelly (@thepointsguy) on


Here’s the beautiful Greek isle, Mykonos, ‘where even the fish nets look pretty,’ he writes on Instagram.

Mykonos- where even fish nets look pretty

A post shared by Brian Kelly (@thepointsguy) on

Read about traveling to Mykonos on rewards.


He found some stunning views in the Cape Winelands of South Africa.

Basically not real life #capetown #winelands

A post shared by Brian Kelly (@thepointsguy) on

Read about traveling to Cape Town, South Africa on rewards.


And got up close and personal with the Parthenon on a tour of the Acropolis.


He went gorilla trekking in Rwanda, and tracked its famous — and rare — mountain gorillas.


And found some adorable monkeys in the Indonesian island of Bali.

So cute I almost died????????

A post shared by Brian Kelly (@thepointsguy) on

Read about traveling to Bali on rewards.


Here’s Istanbul, Turkey, where ‘There’s a photo opportunity everywhere you turn,’ he writes.

Istanbul is like Havana- a photo opportunity everywhere you turn

A post shared by Brian Kelly (@thepointsguy) on

Read about how to use airline miles to travel to Istanbul.


He made it to the Mutianyu section of the iconic 5,500 mile long Great Wall of China.

These steps aren’t really made for size 14 feet so let’s take the pic here

A post shared by Brian Kelly (@thepointsguy) on

Read about how to fly to China using airline miles.


And got a hot air balloon tour of Cappadocia, Turkey at sunrise. Here’s his view from the clouds.

#TBT to conquering my fear of heights-ish hot-air ballooning in #Cappadocia last month????????

A post shared by Brian Kelly (@thepointsguy) on


He stepped inside these caves in Guanayara park outside Trinidad, Cuba.

Read about the best way to book a flight to Cuba.


And made his way to Havana, Cuba, where ‘the streets are an open museum for vintage cars.’ Kelly hitched a ride in a 1957 Ford from Old Havana to Miramar (a 20 minute drive) for $20.


He spent 18 hours in Seoul, Korea on whirlwind trip. A $5,473.80 first class ticket with Singapore Airlines cost him just $203.30 thanks to rewards.

One night in #Seoul and it tastes so good

A post shared by Brian Kelly (@thepointsguy) on

Read more about flying to Korea on points.


And said hello to the Eiffel Tower while strolling the Parisian streets.

Ain’t no other city like it

A post shared by Brian Kelly (@thepointsguy) on

Read up on tips for using rewards to travel to Paris.


It’s hard to beat traveling the world, but the US has its moments — here’s a shot from Kelly’s trip to Maui, Hawaii.

✌️#Maui, you sexy little beast

A post shared by Brian Kelly (@thepointsguy) on