Skip to content
Probably Out of Office
  • AboutExpand
    • About
    • Work With Me
  • DestinationsExpand
    • USAExpand
      • Asheville
      • Arizona
      • Charleston
      • Florida
      • Hawaii
      • National Parks
      • Nevada
      • Virgin Islands
  • Hotels
  • Custom Travel Maps
  • ShopExpand
    • Travel Essentials
    • Shop My
    • LTK
Probably Out of Office

Explore by Destination

Charleston
Maui & Hawaii
Sedona
Asheville
Florida
Las Vegas

Latest Guides

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

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

  • 7 Day Maui Itinerary: The Perfect Honeymoon Trip

    7 Day Maui Itinerary: The Perfect Honeymoon Trip

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

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

  • Airbnbs Asheville NC – Top 8 Stays for Couples & Groups

    Airbnbs Asheville NC – Top 8 Stays for Couples & Groups

  • The Ultimate Guide to the Perfect Weekend in Asheville, NC

    The Ultimate Guide to the Perfect Weekend in Asheville, NC

  • Best Honeymoon Hotels in Maui

    Best Honeymoon Hotels in Maui

Follow Along

@probablyoutofoffice

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
In case you were wondering where 90% of my money g In case you were wondering where 90% of my money goes 🤪✈️ @bose Quiet Comfort Headphones @my_parallelle Toiletry Bags @americanexpress Amex Platinum @delta Loyalty ❤️ Anddddd Business Class on long-haul flights #luxurytravel #amexplatinum #travelgirldiary #travelgirl
genuinely what is water??? #aperol #spritzseason genuinely what is water??? #aperol #spritzseason #eurosummer #europeansummer #travelaesthetic
Your Q3 2026 PTO game plan is here!!! Comment “Q Your Q3 2026 PTO game plan is here!!! Comment “Q3” 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 JULY
☀️ Nantucket
🏔️ Washington National Parks Road Trip
🇭🇷 Croatia AUGUST
⛰️ Telluride
🏕️ Glacier National Park
🇵🇹 Portugal SEPTEMBER
🍂 Hudson Valley
🫎 Jackson Hole & Grand Teton
🇮🇹 Amalfi Coast 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 #travelgirldiaries
Follow on Instagram

Pin
Share
Tweet
0 Shares

Join the Newsletter

Subscriber-only travel tips, PTO strategies, and honest reviews — straight to your inbox.

Subscribe:
The Out of Office Edit

Partner with Me

For brand partnerships, sponsorships, or collaborations, head to the Work With Me page.

Affiliate Disclosure & Privacy Policy

Probably Out of Office

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.

Learn more about me →

© 2026 Probably Out of Office
  • About
    • About
    • Work With Me
  • Destinations
    • USA
      • Asheville
      • Arizona
      • Charleston
      • Florida
      • Hawaii
      • National Parks
      • Nevada
      • Virgin Islands
  • Hotels
  • Custom Travel Maps
  • Shop
    • Travel Essentials
    • Shop My
    • LTK