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Healthcare, Lifestyle, Entertainment, Living and TravelHealthcare, Lifestyle, Entertainment, Living and Travel
Home»Travel»Activities»We’re taking one of you on an all expenses paid trip! (Giveaway + Black Friday)
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We’re taking one of you on an all expenses paid trip! (Giveaway + Black Friday)

11/26/20254 Mins Read
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If traveling more is at the center of your 2026 vision board, then it’s your lucky week! This Black Friday, Daily Drop Pro is running its biggest giveaway ever: a chance for you (and a plus one) to join us on an all expenses paid trip and appear in one of our YouTube videos. It’s the first time we’ve ever given someone an opportunity to travel with us one-on-one, and it comes with the biggest Daily Drop Pro membership sale of the year!

What is Daily Drop Pro?

Daily Drop is a company we started, so when you sign up you are directly supporting us, but we don’t want you to sign up for Daily Drop Pro just as a favor to us. We genuinely believe that Daily Drop Pro will give you the tools to travel the world while spending less. How great does that sound?!

Let’s talk about how it works:

Part 1: The (Free) Daily Drop Newsletter

The first part of Daily Drop Pro is our free daily email newsletter that breaks down the latest travel news, point-earning opportunities, and money-saving tricks, all in under 5 minutes.

a screenshot of a Daily Drop Pro email titled

Some of the best emails we’ve sent out were how to fly to Europe for only 88 miles, get free airline status, or buy fancy business class seats for the price of economy! This website will keep you up to date on all things travel and will teach you how to earn tons of miles and points. Plus, if you want to find out which airlines or hotels are running Cyber Monday and Black Friday deals, we’ll be shouting those out all week. So don’t forget to sign up, ASAP.

Part 2: Daily Drop Pro

The second part of Daily Drop is Daily Drop Pro, which is a suite of tools that will help you maximize the miles and points you’ve earned. The core of which is our award search tool, which will let you search for all of the potential flights and hotels bookable with points. This will make sure you’re always getting the best deal!

a screenshot showcasing Daily Drop Pro's flight point search

But that’s not all Daily Drop Pro has to offer. Here are some additional tools that members can use to maximize their travel budget.

  • Flight Deals: You submit several of your chosen airports, and we’ll send you an alert any time a great cash or points deal comes up so you can snatch it before it’s gone.

  • Free Redemption Support: have questions about miles and points? fill out a survey, and our experts will send back a video response helping you with your specific scenario.

  • NateBot: an AI chatbot, trained with all our YouTube videos and Instagram posts, that you can use to plan your vacations. It’ll be just like you’re chatting with me!

Black Friday Pricing

So, what’s our Black Friday sale? Typically, Daily Drop Pro costs $149 per year. This week, your first-year membership will cost only $99, and we’ll throw in a free airport t-shirt. To put that into perspective, we recently sent out a flight deal from Seattle to Hawaii for $218 round-trip (usually $500. That means you could purchase one single flight in the year with our help, and save more than the entire cost of the membership!

Plus by signing up you could…

Win a Trip With Us!

Now to the fun part…. Let’s talk about how you (and a plus one!) can travel with us and be in one of our videos!

Iconic bungalows oin stilts all along the coast of Bora Bora, French Polynesia, South Pacific Ocean

Maybe the winner will take a tropical vacation?

(Leamus via Getty Images)

The exact logistics and location of the trip are not yet set in stone. All that depends on the winner and where they want to go or haven’t been yet. Our hope is that this will be the winner’s dream trip. And if you win the giveaway and don’t feel comfortable being in a video, we’ll give you $5,000 instead to go on a trip without us.

View of Paris with Eiffel tower

Or a big city adventure…

(adisa via Getty Images)

All you have to do is sign up for Daily Drop Pro, and you’ll get 10 entries into the giveaway. Even better, convince all of your friends to sign up and bring you as their plus one if you win.

If signing up for the membership isn’t in your budget this year, you can sign up for the free Daily Drop newsletter and get one giveaway entry.

For full details on the giveaway, please watch the video below. And good luck! Hopefully, we’ll get to travel with one of you soon.



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Black expenses Friday Giveaway paid trip
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