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Probably Out of Office

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    Charleston SC Travel Guide: Where to Eat, Stay & Explore

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    Andaz Maui Review – Our Stay at the Andaz Maui at Wailea Resort

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    Airbnbs Asheville NC – Top 8 Stays for Couples & Groups

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    The Ultimate Guide to the Perfect Weekend in Asheville, NC

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@probablyoutofoffice

let’s go to Portugal !!! You guys I am seriously let’s go to Portugal !!! You guys I am seriously so excited for this trip!! The last few months have definitely been slower for me in the travel month so there is nothing like getting back into the swing of things with a 2 week trip to Europe!!! We’re going to Lagos -> Comporta -> Lagos -> Porto -> Douro Valley 🇵🇹🌴🍷⛵️ Stay tuned because you know I’ll be sharing all the recs soon 🫡 #portugal #portugaltravel #travelvlog #outofoffice #europeansummer
As someone with a severe travel addiction, these a As someone with a severe travel addiction, these are the 7 PTO strategies that I swear by None of them are complicated… and they’re all designed to help you save either TIME or MONEY to maximize your out of office days I wrote a full article for @thepointsguy Substack with all the details! You can comment “PTO” and I’ll send you the link to the post 🤗 . . . . . . . #outofoffice #travelmore #corporategirl #pto #travelgirldiary
One thing about me is that I WILL be using all of One thing about me is that I WILL be using all of my PTO!!! If you love to travel but are busy working a full time job, WELCOME TO THE CLUB ✈️🪩🌴🍸 I’m Madison 👋🏼 aka @probablyoutofoffice And I’m on a mission to help my fellow corporate girlies 👩🏻‍💻 travel more while working 9-5!! So if you also suffer from a severe travel addiction, let’s be friends 🫶🏼 #travelgirls #travelgirldiary #outofoffice #travelmore #travel
By popular demand, I’m sharing our Q4 2026 PTO gam By popular demand, I’m sharing our Q4 2026 PTO game plan a little bit earlier to help you with planning! Comment “Q4” for a link to the full breakdown on Substack 🫶🏼 For each month, I’m sharing my top picks & recs for: - a US weekend getaway - a national park trip - an international destination OCTOBER
🍂 Asheville
🏔️ Acadia National Park
🇱🇨 St. Lucia NOVEMBER
🗽 New York City
🏝️ Virgin Islands National Park 
🇲🇽 Mexico City DECEMBER
🌺 Maui & Haleakala National Park
🎄 Christmas Markets (Vienna, Strasbourg, Salzburg, Prague, Budapest) Don’t miss the PTO cheat sheet on the last slide so you can see exactly how to stretch your days this quarter! . . . . . . #traveltips #wheretotravel #ptohacks #corporategirlie #travelgirldiary
we’re 49 flights into 2026 with no signs of slowin we’re 49 flights into 2026 with no signs of slowing down any time soon ✈️🤪 #outofoffice #travel #travelgirls #relatable
Comment “card” for a link to my full breakdown on Comment “card” for a link to my full breakdown on Substack! I always get a lot of questions about travel credit cards, so I wanted to share a full break down of all 7 cards I carry in my wallet! The short version: 1. Amex Blue Cash Preferred 2. Amex Gold 3. Amex Platinum 4. Delta Amex Platinum 5. Capital One Venture 6. Chase Sapphire Preferred 7. Delta Amex Reserve Also, don’t miss pic 9 for the full cheat sheet of which card I pull out for each category of purchase. Let me know if you have any questions in the comments or send me a dm :) . . . . . . #creditcardpoints #pointsandmiles #traveltips #luxurytravel #travelgirls
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Madison

About

Hi, I’m Madison — founder of Probably Out of Office. I help corporate women travel more on limited PTO, with researched itineraries, honest reviews, and points-funded stays.

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© 2026 Probably Out of Office
  • About
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