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  • Travel Gear
    • Men’s Holiday Gift Guide – Western Rise

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      Jaybird Vista Headphones Review [Travel Gear Review]

      Mott & Bow Review – Most Comfortable Jeans Ever

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      Lightweight Merino Gear – Ridge Merino [Travel Gear Review]

      Foehn Brise Pants Review [Travel Gear Review]

      Bluffworks Travel Suit Review [Travel Gear Review]

      Chase Pants from Boundary – New Slim Travel Pants

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    • Coaching Services Reader Success Story

      Personal Award Travel Coaching – Earn and Redeem Your Dream

      Making Memories for a Lifetime [Reader Success Story]

      Reader Success Story: “Game Changer”

      Reader Success Story – Aussie Adventures

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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

See More

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

See More

Latest Posts

  • Travel Gear

    Men’s Holiday Gift Guide – Western Rise

    by Jesse

    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…

  • Travel Gear

    MiniMeis Child Carrier Review

    by Jesse

    Since we brought our daughter home from the hospital, we have acquired approximately 53 various devices to transport her.  From strollers, to slings, to caddies,…

  • Travel Gear

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

    by Jesse

    Western Rise continues to impress, with their innovative clothing designs for travelers. I’ve been a huge fan of their gear, since the early days, and…

  • Hotel SpotlightUnited States

    [Hotel Spotlight] Ritz-Carlton Kapalua on Maui

    by Jesse

    Maui has easily become our favorite of the four major Hawaiian islands.  We fell in love with the island during our first visit, back in…

  • Travel Gear

    Jaybird Vista Headphones Review [Travel Gear Review]

    by Jesse

    I’ve been a fan of Jaybird headphones for a long time, ever since I bought a pair of X2 sport headphones years ago. I was…

  • Travel Gear

    Mott & Bow Review – Most Comfortable Jeans Ever

    by Jesse

    I finally found one of my holy grail items – a pair of great-looking, tailored-fit jeans that are extremely comfortable. In this post, I’ll be…

  • Travel Gear

    Standard Luggage Review – Backpack and Packing Cubes

    by Jesse

    In our ongoing search for the ideal travel backpack, we come to the Standard Luggage Carry-on Backpack. This backpack and innovative packing cube set really…

  • Travel Gear

    Lightweight Merino Gear – Ridge Merino [Travel Gear Review]

    by Jesse

    Most of us travel to seek warm weather. Few things make me happier than departing the snowy Midwest and arriving at a sunny, tropical beach.…

  • Travel Gear

    Foehn Brise Pants Review [Travel Gear Review]

    by Jesse

    Foehn Clothing is a Quebec, Canada-based, outdoor clothing company. They focus on durable, performance clothes for rock climbers, with a modern aesthetic. Currently, they are…

  • Travel Gear

    Bluffworks Travel Suit Review [Travel Gear Review]

    by Jesse

    Bluffworks has been making great travel clothing for a while now. They combine technical performance with office-ready looks to create a compelling line up of…

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