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    • Men’s Holiday Gift Guide – Western Rise

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Points and Miles

Puerto Natales, Chile – More Than Just the Gateway to Torres del Paine

Puerto Natales, Chile, is most commonly known as the “Gateway to Torres del Paine National Park.”  This small, lakeside town in southern Chile is a…

Santiago, Chile Guide – Three Days incl. Valparaiso

Award Travel Booking – Chile – Santiago & Patagonia

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Travel Gear

Men’s Holiday Gift Guide – Western Rise

It’s no secret that we love Western Rise here at Loophole Travel. They make (in my humble opinion) the best clothing for travel and everyday…

MiniMeis Child Carrier Review

Western Rise Review – Diversion Pants, Limitless Shirts, and more!

See More

Dare to Dream

Santiago, Chile Guide – Three Days incl. Valparaiso

Azores Guide – Santa Maria Island with Mantamaria and Bootla

Honest Cuba Travel Guide – 23 Things to Know Before You Go

9 Essential Costa Rica Travel Tips – Know Before You Go

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Latest Posts

  • Overwater Bungalows at the Sheraton Maldives Resort
    Big TripsTrip Reports

    Around the World in 30 Days – Hawaii, Thailand, Maldives, Greece, and MORE!

    by Jesse

    We recently completed a month-long trip around the world.  This post will be our central directory for all articles about that trip.  Here, you can…

  • Travel Gear

    Tortuga Outbreaker Review [Travel Gear Review]

    by Jesse

    The Tortuga Outbreaker Backpack is a bag custom-built for travelers by travelers. Tortuga’s team is a made up of digital nomads, living and traveling all…

  • Long Layover GuidesSouth KoreaTrip Reports

    Seoul Layover Guide [Long Layover Series]

    by Jesse

    This post is part of our Around-the-World Series.  During our trip around the world, I built in a few long layovers, thanks to United’s (formerly)…

  • Points and Miles

    The Best Credit Card for Marriott Points is the Starwood Credit Card (Yes, Including the Signup Bonus)

    by Matt

    Now that Marriott Rewards points and Starwood Preferred Guest points are interchangeable at a 3:1 Marriott-to-SPG ratio (and back again at 1:3), it’s easy to…

  • Travel Gear

    Western Rise Clothing Review for Men and Women [Travel Gear Review]

    by Jesse

    Western Rise is an outdoor clothing company based in Telluride, Colorado.  With their first production run taking place in early 2015, they are a relatively…

  • woolly clothing merino wool
    Travel Gear

    Woolly Clothing Review [Travel Gear Review]

    by Jesse

    Woolly Clothing is a Seattle-based clothing retailer, focusing on garments produced using 100% merino wool.  What initially caught my eye about Woolly Clothing is that…

  • HawaiiTrip Reports

    Big Island of Hawaii Guide Part 3 – Manta Rays, South Point, Kona Coast, and More

    by Jesse

    Part three of our Big Island of Hawaii guide will take us the rest of the way around the southern tip of the island.  We…

  • HawaiiTrip Reports

    Big Island of Hawaii Guide Part 2 – Volcanoes National Park

    by Jesse

    This is the second post in our three-part guide series to the Big Island of Hawaii.  Volcanoes National Park is one of the most unique…

  • Reader Success StoryTravel Coaching

    Making Memories for a Lifetime [Reader Success Story]

    by Jesse

    Here at Loophole Travel, we LOVE to hear from our readers!  Especially when they send success stories about how they used their points/miles to have awesome adventures.…

  • HawaiiTrip Reports

    Big Island of Hawaii Guide Part 1 – Views & Lava

    by Jesse

    This will be the first in our three-part guide series to the Big Island of Hawaii.  If you plan to visit the Big Island, this…

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