Madison Rolley

Comment “TRAVEL” and I’ll send you a link to the Travel Tuesday Hub for 2026

Ready to travel in 2027?!

Here’s what you need to know in order to get the best deals

✈️

👉 Travel Tueaday is the Tuesday AFTER Black Friday and Cyber Monday weekend.

It’s a pretty recent expansion of cyber week that covers travel.

🚨The more flexible you can be about deals and locations the better deals you will find!

just rolled out 3 AI travel features that could make planning your next trip a whole lot easier ✈️

Here’s the TLDR:

1️⃣ Track flights with AI Mode
Tell Google the route you’re watching and when you want to travel, then let AI Mode keep an eye on it for you instead of constantly checking Google Flights.

2️⃣ Find and book hotels based on what you actually want
You can describe what you’re looking for, like a family-friendly hotel, specific amenities or certain preferences, and AI Mode can help you find options and book with the hotel.

3️⃣ Use points and miles in the search ⭐️
You can tell AI Mode which airline or credit card points you have and how many, then use that information when looking at flight options and redemption values.

The third feature is my favorite because it means less jumping between airline programs, credit card portals and points calculators just to figure out how to use your miles.

Google is clearly leaning further into AI for travel planning, and these are the kinds of tools I’ll actually use.

Save this for your next trip and follow for more ways to travel smarter and more like an insider.

Travel Tuesday is often called the Black Friday of travel deals for a reason. ✨

It’s the one day when airlines, hotels, and travel companies release some of their steepest discounts of the year.

And if you’re hoping to travel more in 2026 or start planning 2027 trips, this is a day worth paying attention to.

The key is preparation. Have your destination ideas ready, know your flexible dates, set a budget, and know what kind of deal is actually worth jumping on.

I’ll be tracking Travel Tuesday 2026 deals and looking ahead at 2027 travel opportunities so you can find the good stuff without sorting through hundreds of offers yourself.

Save this for Travel Tuesday and follow along for the deals. ✈️

There are some parts of travel you never think about until you suddenly have to navigate them.

Going through this made me realize how little most of us know about bereavement policies, and how different they can be from one company to the next.

A few positive shoutouts from my experience:

✈️ Southwest Airlines was incredibly helpful. The representative I spoke with took the time to understand the situation and ultimately helped me receive a voucher for the full value of the flight.

✈️ Allegiant Air surprised me in the best way. Their bereavement policy allowed me to receive a full refund for a flight that was otherwise nonrefundable.

For hotels, I learned that asking about a bereavement rate was a bit of a waste of time, and probably won’t be the lowest rate available.

I’m sharing this because these are the kinds of things you don’t want to have to figure out for the first time when you’re already navigating a difficult season.

If you’ve had an experience with an airline or hotel during a time of loss, share it below. I’d love to build a resource people can actually use. 🤍

This Travel deal just hit my inbox for Europe & North Africa that you won’t want to miss✈️

There’s currently a Flight Deals beta tool that can help you find discounted flights based on what you actually want to travel.

For example, I searched:
📍 Nashville → Europe + Northern Africa
📅 September 2026 → April 2027
💰 Round-trip economy flights

And it pulled up options like:
✈️ Stockholm for $383
✈️ Frankfurt for $449
✈️ Copenhagen for $432
✈️ Brussels for $468
✈️ Nice for $484

The biggest tip: be flexible. Instead of choosing one destination and one exact date, give Google the general region + date range you’re willing to travel. That’s how you can uncover the really good flight deals.

Search Google for “Google Flight Deals beta” and try it with your own departure city.

And if you find a great Europe or Northern Africa flight deal, drop the route + price in the comments so we can turn this into a crowdsourced list of cheap flights. 👀

Save this if you’re done paying full price for flights & follow for more cheap travel tips like this✈️🌎

These are 5 tools I use to find flight deals, including international flights under $500:

✈️ .travel → free flight deal alerts
✈️ Premium → filtered flight + hotel deals (comment Travel and I’ll DM you $20 off premium)
✈️ → domestic + budget airline deals
✈️ → cheap flight alerts from your home airport
✈️ Flights + → price alerts for specific routes

My strategy: I don’t rely on just one flight search tool. I check multiple sources because different platforms can surface different deals.

Then, when I find a flight I want, I compare the options and book directly with the airline whenever possible.

📌 Save this list now so you have it the next time you’re planning a trip.

Follow for cheap flight alerts, airfare tips, and travel strategies that help you travel smarter and more like an industry insider.

National Cheap Flights Day is August 23 ✈️ and if you’re planning fall travel, this is your sign to start watching airfare NOW.

National Cheap Flights Day isn’t necessarily a one-day sale. It’s more of a marker for the end of the summer travel season, when airlines start lowering fares to fill seats for fall and winter travel.

My strategy for finding cheap flights:
✈️ Start tracking prices before you’re ready to book
✈️ Watch for airfare drops as summer travel winds down
✈️ Be flexible with your travel dates and routes
✈️ Compare multiple airlines and booking options
✈️ When you find the right fare, book directly with the airline

I’m already seeing more cheap flight deals come through, and I’ll be keeping an eye out 👀

What route are you looking for? Drop it in the comments and I’ll keep an eye out for a deal.

✈️ Comment “Thrifty” for 30% off for National Cheap Flight Day.

If you want cheap flight deals sent directly to your inbox instead of constantly searching for them yourself, this is the tool I recommend.

I personally use Thrifty Traveler Premium to get personalized flight deal alerts, and it catches way more deals than I’m able to find on my own. It’s also one of the ways I find the deals I share with you here.

The 30% off deal is live now, so if you’ve been wanting to try it, this is a good time.

Get Thrifty Traveler Premium through the link in my bio ✈️

A 2PM–2AM workday in Nashville as a content agency founder, speaker & influencer👀

One thing I’ve learned about running a creative agency: no two workdays look the same.

This day started with a large-scale content production in Nashville for two of our Sarollé hospitality clients photographers, videographers, models, food + beverage content, and plenty of behind-the-scenes footage.

Then it was time to shift from agency owner to speaker and creator for Blogger Exchange Expo, including a private dinner at STK Nashville with the event’s speakers and promoters.

And because apparently that wasn’t enough for one day… I wrapped the night by meeting back up with my co-founder and friends to see The Black Keys at Pinnacle in Nashville.

This is the part of entrepreneurship I love: getting to move between content strategy, hospitality marketing, creative production, networking, speaking, and actually experiencing the city I work in.

A very Nashville workday. 🤍