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Free travel planner? Use AI for your next trip

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Free travel planner? Use AI for your next trip

I’m going to Europe soon, and planning my trip was a breeze. Yes, really! AI did a big chunk of the work for me — and it can help you plan your next getaway, too. 

I’m giving away an iPhone 16 Pro with Apple Intelligence. No purchase necessary; enter now!

Here are a few ways to turn AI into your travel agent. There’s a whole industry of paid sites and apps popping up, but I haven’t found any that are useful enough to pay for. For this, let’s stick with using the big bots:

  • ChatGPT: My preferred AI chatbot; gives the best results based on my testing.
  • Gemini: Google’s chatbot is integrated into Google Flights and Google Hotels. I don’t think it’s as thorough as ChatGPT, and it often throws in weird opinions.

1. Describe your likes and wants

Your AI travel buddy can do so much more than suggest tourist traps — it can help you create a truly tailored adventure. Remember, the more info you put in about who you are and what you like, the more “you” the suggestions will be. 

3 TECH MUSTS BEFORE YOUR NEXT TRIP

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By interests

AI can curate a list of spots that match your hobbies or those of the group you’re traveling with:

  • “Find me the best food tours in Paris that include wine tastings.”
  • “What are some scenic hiking trails within 30 miles of Denver?”
  • “Suggest must-see art galleries in NYC for modern art lovers.”

By weather

AI can suggest destinations based on your preferred climate at any time of year. So much easier than looking up weather charts!

  • “Find me a warm destination in the U.S. for January with average temps above 70 degrees Fahrenheit.”
  • “What are the best ski resorts in Wyoming for late December?”
  • “Where can I play golf in May with mild, spring-like weather?”

AI can make travel suggestions based on weather, interest, occasion and more. (Jaap Arriens/NurPhoto via Getty Images)

By occasion or vibe

Not sure where you want to go? Let AI find the perfect match for your mood. If you’re not sure how to word the vibe you’re looking for, tell AI how you want to feel on your trip.

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  • “What are some romantic destinations in Italy?”
  • “Suggest family-friendly vacation spots with amusement parks and beaches.”
  • “Where can I go to feel relaxed and refreshed in March without spending a ton of money?”

The best part? AI doesn’t just offer generic lists; it crafts your dream trip based on what you love, need or just want to experience.

THE $40K SCAM THAT ALMOST GOT ME + 3 MORE SPREADING NOW

2. Simplify bookings and reservations

AI does more than just answer questions. It simplifies the whole planning process so you can focus on the fun part of travel. 

Flights and transportation

AI can assist in finding the best flight times, routes and transportation options based on your budget and preferences. 

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  • “What’s the most direct route from [origin] to [destination] with a layover under 2 hours?”
  • “Find me affordable train options from [city] to [city] with scenic views.”
  • “Which airlines offer the best in-flight perks for long haul flights?”
airplane flying

AI can assist you in finding flight times, routes, and transportation options that best suit your travel itinerary. (iStock)

Hotels and accommodations

Get specific with your accommodation needs, and AI will help you sort through the options. It can do the hard work of sorting through reviews, amenities and location for you. So sweet.

  • “What’s a family-friendly hotel in [destination] with a pool and free breakfast?”
  • “Suggest eco-friendly accommodations near hiking trails in [region].”
  • “Find a cozy boutique hotel in [city] within walking distance of top-rated restaurants.”

CHARGING AND TRAVEL: 5 MALWARE MISTAKES MOST PEOPLE MAKE

3. Ask the right questions

This one hit the jackpot for me: “What are unique experiences in Berlin and Vienna during the first week of January?” The results? Festive Christmas markets, snowy countryside escapes and a hot springs spa. Not bad, right?

For every city on my trip, I got creative with prompts:

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  • “Help me plan a route between Paris and Vienna. My family loves unique experiences, scenic drives and amazing food.”
  • “I’m visiting Berlin. What are the tourist things I shouldn’t miss?”
  • “What’s a day-by-day itinerary for Paris that includes local food, hidden gems and cultural must-sees?”

Don’t stop at the basics! Dig deeper, and you’ll have your travel buddies asking, “How’d you know about this?”

  • “What’s an underrated restaurant where locals eat in [destination]?”
  • “Which festivals or seasonal events are happening in [destination] on [dates]?”
  • “What’s the easiest way to save on tickets and/or skip the lines for [popular attraction]?”
Luggage and airplane flying

With the right questions and prompts, you can use AI to plan your next trip down to the letter. (iStock)

4. Time to pack like a pro

We’ve all forgotten our phone chargers or overpacked like we’re moving abroad for a weekend trip. 

  • Pack perfectly: “What should I pack for a [length of trip] to [destination] in [month]?”
  • Weatherproof your wardrobe: “What’s the weather typically like in [destination] in [month]?”
  • Stay document-ready: “What documents do I need for [destination]?” This way, you’re prepared for customs if you’re leaving the country. (By the way, you can now renew your passport online.)

Share this with your favorite travel buddy and start planning for your next getaway. Bon voyage!

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Tim Cook is donating $1 million to Trump’s inauguration, too

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Tim Cook is donating  million to Trump’s inauguration, too

Apple CEO Tim Cook is the next tech exec to donate $1 million to President-elect Donald Trump’s inauguration committee, according to Axios. Cook’s donation follows similar commitments from OpenAI CEO Sam Altman, Amazon founder Jeff Bezos through Amazon, and Meta as Big Tech companies and executives work to curry favor with the incoming administration.

Cook famously built a personal relationship with Trump during his first term that other tech CEOs are looking to replicate. He was one of many to congratulate Trump after his Election Day victory, and Axios reports that Cook has met with Trump at Trump Tower and his Mar-a-Lago resort in Florida.

Unnamed sources tell Axios that “Cook, a proud Alabama native, believes the inauguration is a great American tradition, and is donating to the inauguration in the spirit of unity.” Apple is “not expected” to donate to the inauguration. The company didn’t immediately reply to a request for comment.

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The step I take to clear my inbox every January

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The step I take to clear my inbox every January

Right now, I’m sitting here beaming because my inbox is empty. Really! Did I read and reply to every single message? Well, no. I’m not an “Inbox Zero” person. Watch this quick video if you have no clue what that means.

Before I took back control, I had 409 unread emails. But I have a trick to starting each year with a clean slate. You can do it, too!

Win a pair of $329 Ray-Ban Meta smart glasses. Enter here, no purchase necessary!

THE BIGGEST WI-FI MISTAKE YOU DIDN’T KNOW YOU WERE MAKING

Clear out your inbox

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You could try sorting your emails into a maze of folders, but who has the time for that? Here’s a surprisingly easy fix to start the new year right: Archive your inbox. It’s like a magic wand for your digital clutter!

What’s email archiving, you ask? Picture this: A digital vault where every email you’ve ever sent or received is safely stored, complete with attachments. No more scrolling endlessly through a jam-packed inbox!

So, are you ready to beat the email bloat? Here’s your quickstart guide to mastering your inbox with the power of archiving.

Archiving your inbox is the quickest way to ease your email burden going into the New Year. (Photo Illustration by Thomas Trutschel/Photothek via Getty Images)

Steps to archive emails in Gmail

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  • Open your Gmail account on a computer and click the Inbox folder on the left.
  • Above your emails, there’s an empty checkbox. Click the small arrow next to it, and choose All to get the conversations visible on your screen.
  • To select all emails, click Select all [number] conversations in Inbox, then hit the Archive icon. (It looks like a folder with a downward-pointing arrow.)

Gmail will take some time to process your request, so be patient. You may have to do this step a few times to get everything.

Once you’ve archived a message, you can hit All Mail to the left, under “Inbox” and your other email folders, to find it. Search by a term you know was in the email or by the sender.

Filters 101: How to sort your Gmail like a pro

Using Apple Mail? Here’s what to do

  • Open the Mail app on your Mac. Look through your inbox or other folders and find those emails you want to stash away. Click on an email to select it, or, if you’ve got a bunch, hold down Cmd and click each one you want to archive.
  • Got an Archive button (it looks like a small box) on your toolbar? Click that and you’re golden. No button? Click Message at the top, then choose Archive from the dropdown. For a shortcut, hit Ctrl + Cmd + A to send those emails right into your archive.
  • To see your archived emails, head to the Archive folder in the sidebar under “Mailboxes.” Got more than one email account? Each has its own “Archive” folder.

SCAMMERS ARE TARGETING TEENS WITH THESE NASTY TRICKS

How to archive emails in Microsoft Outlook

Outlook doesn’t put archived messages into a separate folder. Instead, they’ll go straight to a data file you can access whenever you want.

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  • Select File > Cleanup Tools > Archive, then hit Archive this folder and all subfolders. Choose the folder you want to archive (in this case, your inbox).
  • Under Archive items older than, enter a date. For example, you may want to archive everything from before 2012. Then, check the box that says Include items with “Do not AutoArchive.” Click OK, and you’re good to go.

You’ll see emails disappear from your inbox and subfolders. Find them again under the “Archives” heading.

RELATED: How to make sure emails you want to see don’t end up lost in spam

Photo of a man that opened a phishing email.

You can archive emails in GMail, Outlook, and even Yahoo. (Photo by Peter Dazeley/Getty Images)

Got a Yahoo email? Here’s what to do

  • Hold your mouse over Inbox in the left panel, and click the dropdown arrow that appears. From the options, choose Clean Your Inbox.
  • A pop-up window will appear. Choose Archive emails. Be warned, this might take a while.

Want to take a message out of the archive? Open the “Archive” folder, tap on the email you want and select Restore to Inbox.

Smart tech how-to: Save precious voicemails and text messages

Worried you missed something? 

Archiving isn’t the same as deleting. It’s like putting stuff in a storage box. Even if you archive emails, they can be subpoenaed for legal cases. I don’t give legal advice, so consult a lawyer if you have any questions.

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Answering your questions about AI, smart glasses, TikTok, and more

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Answering your questions about AI, smart glasses, TikTok, and more

As promised, I’ve got a special mailbag issue this week. Thanks to everyone who sent in questions. Like last year, I picked a handful that hit some of the themes I plan to continue covering in 2025. 

I’m really concerned / worried / curious about the near-term future. Between now and 10 years from now, I think it is very clear AI will be replacing many job functions. What are we all going to do?

The leaders at the AI labs say that, yes, there will be job loss, but that doesn’t mean catastrophe. The optimistic take is that humans are creative and will invent new jobs, like they always have when technology changes things. At the moment, there’s also a macro belief among the CEOs driving a lot of the spending on infrastructure for AI that its impact will be deflationary and lead to GDP growth. 

Job displacement will still be painful, of course. Sam Altman and others believe that some form of universal basic income will be necessary to offset the economic impacts of AGI. Altman has his other startup, Tools for Humanity, already scanning eyeballs and distributing cryptocurrency. But I think it’s way too early to be seriously concerned. As Altman himself recently said, AGI is going to be declared soon and we probably won’t notice.

How much better is the reasoning on AI models, and is it actually something I should care about?

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I know people who have tried ChatGPT’s o1 pro mode and notice a difference. But I haven’t seen anything mind-blowing from o1 or what Noam Shazeer at Google just put out, though perhaps I am a bit jaded by the last two years of AI hype. My advice would be to play with what you can access / afford and see for yourself.

The expense of running these cutting-edge “reasoning” models is currently keeping them at bay for a lot of people. I expect access to widen significantly in 2025. Knowing how to prompt these different kinds of models effectively remains a struggle, and I’d like to see more interface improvements in apps like ChatGPT to help teach people why they should use a reasoning model. An even better move would be to abstract away all these definitions and focus on what tools can do for people.

What kind of outlook do you see for Snap in 2025 and beyond?

Snap’s biggest problem going into 2025 is the same problem it had going into 2024: its business isn’t growing fast enough. The app itself is bigger than ever and growing quickly, but yearly revenue growth last quarter was less than Meta’s. That’s not a compelling pitch to Wall Street when you are already viewed as the underdog. Even with ads being placed in the Chat tab and the new Spotlight redesign slowly rolling out, the jury is out on if the business can rebound to the pace it needs to this year.

A depressed stock price makes it harder to recruit and retain talent, which has become more of a problem for Snap in the last couple of years. I do think the vibe could shift quickly if TikTok does end up being banned in the US or severely hamstrung by a new ownership structure. 

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I continue to be skeptical of Evan Spiegel’s commitment to hardware with Spectacles. As I’ve written before, his foresight and ambition to build AR glasses is admirable. But Snap looks increasingly outgunned in hardware.

What do you expect from Meta’s glasses in 2025? 

There have been a couple of reports recently saying that Meta is planning to ship a pair of smart glasses with a heads-up display this year. I first reported this was going to happen in February 2023. Hypernova, as the product is internally referred to at Meta, will have a viewfinder for interacting with things like Meta AI and notifications.

In my write-up of the Orion prototype, I spent a lot of time on the neural wristband because it’s going to ship with Hypernova as a way to control them (while Orion’s commercial successor is still a couple years out at least). I expect this band to be the part of the glasses that surprises people the most. Using it for the first time feels like magic. As I reported in 2023, Meta is also planning a separate smartwatch as an optional upgrade with the neural capability and more features for health tracking, etc. It’s going to be a very interesting year for Meta on the hardware front.

Is TikTok going to actually be banned?

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No one I’ve spoken with who is in a position to know thinks that China will let TikTok be fully divested from ByteDance. The algorithm definitely won’t be sold, but as I’ve explained before, that isn’t as important a factor as it was the last time TikTok was facing a ban.

At the same time, there is too much money and power at stake for TikTok to just disappear. President-elect Donald Trump wants to make a deal. The most likely outcome is a different version of the frankensteinian “TikTok Global” joint venture proposal that ByteDance agreed to back in 2020.

I could see Oracle staying involved this second time given Larry Ellison’s ongoing influence at Mar-a-Lago. ByteDance will most likely continue running TikTok day-to-day while divesting some of its ownership stake. The real wild card in all this, however, is Elon Musk, who has had serious TikTok envy since he bought X…

Are you more bullish or bearish on Google than you were a year ago?

Honestly, bullish. It’s going to be difficult to achieve Sundar Pichai’s 2025 mandate of making Gemini a serious rival to ChatGPT on the consumer side, but Google has a fountain of money, the technical talent, and unrivaled distribution. 

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The company’s challenge is more of a cultural one. The more you have, the more you have to protect. It’s hard to get such a large, sprawling conglomerate to move fast and not care about the risk of backlash. Pichai seems well aware of this and the threats he faces, though.

Even if Google has to end its Search default payments to Apple (which I predict will be the most likely outcome of the DOJ antitrust case), doing so probably hurt Apple’s bottom line more than Google’s, as Eddy Cue himself argued last week. 

Then there’s Waymo, which may end up paying for all of Google’s “other bets” failures over the years — and then some.

What is a good book you recommend that falls in line with the things you report on?

A curse of already reading so much for my job is that I rarely want to spend time on a book. The last book I read in full was The Biggest Bluff by Maria Konnikova, which has nothing to do with tech but is super valuable if you are getting into poker. I enjoyed how her story of becoming a pro player is woven into explaining the technicalities of the game. 

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