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  • Andy Huang
  • "What are some of your biggest frustrations when it comes to trip planning?"

Andy Huang

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San Francisco, California

What are some of your biggest frustrations when it comes to trip planning?

I enjoy planning for my future trips but I find the current process to be way too time consuming and often frustrating. A lot of it has to do with the ridiculous amount of information available for any popular destination. Unfortunately, most of that information is repetitive and poorly written. 

What are some of your frustrations when it comes to travel planning? And what have you done to make that process easier? 

I'd love to learn some travel planning hacks that you guys are using to make things easier and faster. 

Thanks!

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14 Answers

  • Sarah Goth

    top answer by

    I do love trip planning (part of my job) - what I don't love is when traveling with others for fun and trying to plan ahead but held back by lack of information on preferences.

    When planning trips with friends, I plan out what I would do if I was by myself, how easy it would be for them to come along if they decide last minute, and then I can move forward knowing I've covered the bases.

    In terms of going through the slog of information... I skim as much as possible & tend to trust what caught my eye initially.

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    • Andy H.

      Andy H.

      What is your job exactly? And why is it you think that people don't share their preferences? · (0 likelikes)

    • Sarah G.

      Sarah G.

      I organize family and group travel for adoptees and their families on homeland journeys. So for that there's a lot of emphasis on recognizing emotionally important travel connections & experiences. · (1 likelikes)

    • Andy H.

      Andy H.

      Wow, that's such an interesting job! · (0 likelikes)

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  • Regan Wood

    Trippy Ambassadors are elite members of the community, hand picked to help you travel better! Interested? E-mail us at ambassadors@trippy.com.

    answered by

    I'm sort of a planning nerd, so I get obsessed with all the info and kind of love it. But I also love traveling like a local, so a couple sources I rely upon are Trip Advisor and--this takes some digging, but worth it--travel articles in the NYTimes that have comments. Tucked away in the comments are other travelers' tips and suggestions and are frequently from locals.

    As for flights, I LOVE Yapta. I find the flights that are desirable and put them in "My Trips" and Yapta emails me every time the price changes. And I love AirBnB and booking.com for accommodations.

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    • Andy H.

      Andy H.

      Wow, digging through comments on NYTimes. That sounds time consuming but you probably find a lot of good stuff there. I haven't heard of Yapta before. I'll have to check that out. · (0 likelikes)

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  • Billy Cassano

    answered by

    One frustration I have is fighting off that 'kid in a candy shop' mentality when planning out the trip. If you try to see too much you end up a lot of the insides of trains, planes, and buses. To some extent, that can be fun and adventurous but there's a sweet spot and I think it's probably different for everyone. I lean much more toward staying in one spot for longer and getting a full experience and having less of traveling checklist.

    There's also a great book called 'Vagabonding' I read while traveling through South America this year. Wish I would have read it years ago. Author's name is Rolf Potts and he JUST did a podcast on Tim Ferriss's podcast.

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    • Andy H.

      Andy H.

      Yup, I agree. I like to really get to know 1 or 2 places on a trip instead of seeing lots of places. I'm currently reading Vagabonding based on a recommendation from Tim Ferriss's blog. · (2 likelikes)

    • Kimberly W.

      Kimberly W.

      I just listened to that podcast yesterday. Both part 1 and part 2. It was great! · (2 likelikes)

    • Andy H.

      Andy H.

      I just finished the podcast 1 hour ago! It was great. I love the idea of being a flaneur. · (1 likelikes)

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  • Ross Sparks

    answered by

    I hate finding flights, it's always a hassle. I don't book hotels so that's one less thing to worry about.

    I have great answers to this question check it out on my blog!

    http://wanderingross.com


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    • Andy H.

      Andy H.

      Does that mean you always stay with friends? That's always a great way to travel. · (0 likelikes)

    • Ross S.

      Ross S.

      no i just don't book them ahead of time i hate being tied down the hole trip, i like to be able to take off with new friends and that is never in an itinerary! · (1 likelikes)

    • Andy H.

      Andy H.

      That's a good way to go about it! · (0 likelikes)

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  • Polly Beam

    answered by

    I love travel planning, so the fact that it can be time-consuming doesn't bother me at all. There are so many amazing sites out there to help, but I haven't found one that covers everything just yet - actually, my biggest frustration might be that I don't have the tech skills to start my own travel planning web site!

    Since my dream website doesn't exist, I generally start with Google maps. I pin my must-see spots on a map and check any applicable hours so that I can group things by neighborhood and save time and money. Once I've figured out my itinerary, I write everything down in a table to chart my location, activities, dining, lodging, transportation, and the total cost for each day.

    I've found wikitravel to be a huge asset in regards to details about public transportation, museums, and famous sites, and tripadvisor helps with tour, hotel, and restaurant ratings. I search for flights through Kayak, but generally book on the airline's website once I found the lowest price. I also follow suggestions or advice from some of my favorite travel bloggers.

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    • Esther P.

      Esther P.

      Completely agreed--there are so many sites out there that travel planning can take up a lot of time! I also used to start with Google maps to visually orient everything... and we definitely kept that process in mind as we built Tripcipe (thanks for signing up for our private beta!). Hopefully you'll find that our site makes the planning process easier and faster. I just sent you an invite--let me know if you didn't receive it. Would love to hear any feedback or suggestions you might have! My email is esther (at) tripcipe.com. · (1 likelikes)

    • Polly B.

      Polly B.

      Thanks for the invite, Esther! I'm going to check it out as soon as I'm back to my home computer. · (0 likelikes)

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  • Jack Callahan

    answered by

    2 things frustrate me most about planning a trip.

    First, the information overload involved in booking flights. I have found it personally very hard to click 'buy' on a flight because of all the different options and the idea that a cheaper/shorter/better flight is out there somewhere. It is a part of my decision making process that I have been working on, and now focus on finding a flight that is good enough and just going for it.

    Secondly, working in the travel/social media space, its hard to see a place with fresh eyes. I find that my itineraries are effected by the photos I've seen from other travelers, and that it leaves less room for the discovery I enjoy so much.

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    • Andy H.

      Andy H.

      Yea, I had the problem with trying to find the cheapest flight before. Going with a cheap enough flight saves so much time! That's an interesting second problem you have. What do you do in the travel/social media space? I guess knowing too much about a place will give you FOMO while you travel. · (0 likelikes)

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  • Justin Schmid

    answered first by

    My big complaint is that most of my search results turn up the "usual suspects" of travel writing ... it's hard to find good, independent blogs that go beyond Top 10 lists, bucket lists and hideously overwritten and over-flattering prose to get to the real stuff. I'd love to know what mistakes people made, what disappointed them, what surprised them.

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    • Jack C.

      Jack C.

      Hey Justin, shameless plug here - I work for PassionPassport.com, and this is exactly what we strive to do. I'll let you be the judge of if we're doing it well or not. · (1 likelikes)

    • Andy H.

      Andy H.

      You're right. Most blogs sound like they're trying to sell travel packages. Not everything can go that smoothly! A bit more honesty would be refreshing. I would love to hear what you think about how I write. Here's my very first post. http://sftravelplanner.wordpress.com/2014/10/10/andys-day-of-fun-the-mission-and-the-castro/ · (2 likelikes)

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  • varun gupta

    answered by

    The biggest frustration is the unnecessary and rubbish information available on the net. We are hungry to absorb every information available on the net and the worse part about it is everyone is selling the same stuff in different packing still we read it because it is available for free of cost.

    The best available solution is to zero in on a single website which you feel is the best among the best and follow it with your eye closed. Secondly, take the first hand information from someone you know who has been there . Thirdly, explore your contact as much as possible.

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  • Cherie Y

    answered by

    Definitely planning flights – I feel like I can't really get excited about the trip until the flights are booked, but I always wonder, "Is this is the best deal I can find, or if another one will pop up closer to the date? Or will it just get more expensive?".

    Secondly, when it comes to multiple destinations, outbound flights, and time differences, as hard as I try to keep everything super organized in spreadsheets, I will often second guess myself thinking, "Did I choose all the right transfers or checkout dates for the hotel/airbnb?". I have my lists and check them often for peace of mind. ^_^

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    • Andy H.

      Andy H.

      Haha, double checking definitely beats the pain of missing a flight. · (0 likelikes)

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  • Courtney Robinson

    answered by

    This is something that really doesn't have a solution but I'd say I'm most frustrated when two or more things I want to see/visit occur just far enough apart that I have to choose one or the other. Or I just miss seeing something by days. For instance, this year I'm going to New York for Christmas and Rufus Wainwright (my favorite musician) had a concert there last week. That kind of thing drives me crazy. :(

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  • Ashley and Ryan R

    answered by

    Wanting to see it all and knowing you have time and/or money limitations. I feel like I missed out majorly when I learn of something neat in a place I visited but I never got to see it.

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  • Seoulsfgirl :)

    answered by

    I agree with what someone else wrote. I wish there were one place to go to for all trip planning. I did patchwork for my recent Midwest trip, but found that there were still missing pieces and it was frustrating having to remember what site had what and where I Found what. It seems like it could be simpler. I thought TripIt had a great idea, but I believe that is the stie that kept crashing so I finally gave up. I would want a site that easily map the trip overall like Trip It and give details on projected gas mileage, map views, advice. But then I would want it to easily bookmark my yelp bookmarks that I searched based on 'Local Flavor' "Most Recommended", etc. I wish it would have the basic demographic info and local culture of Wiki, while including recommendations based on ratings of travelers who went to all the places. Ideas for itinaries and what is realistic would have been helpful too. As you can imagine I spent months planning my trip, when perhaps it could have been simpler.

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  • Izabel Matos

    answered by

    Andy I got a couple of suggestions for you: hire a local travel agency that can give your important tips about the destination youre going to, they can also hire for you a guide to accompany you some days of your trip, you could also buy personalized tours made for you, most agencies do that, after getting to know what are your interests and needs. Or like my 2 sons do when they go anywhere, the bare minimum research on google about the place and just plan anything they will do when they are in place and already got to know some locals, or some people that are already there for a couple of days (they do this because they know, that's how you get the trully hidden gems of any destination).


    If you have any other question you would like to ask, or maybe take a look in other tours and experiences Lisbon has to offer, please take a look at my website:

    www.tiptravelinportugal.com ( is google translation friendly)

    Or you can send me a e-mail:

    izabel@tiptravelinportugal.com

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    • Andy H.

      Andy H.

      Cool! I would love to visit Portugal some day. I'll keep your blog in mind. · (0 likelikes)

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  • Felcity Molina

    answered by

    Some of my frustrations when it comes to planning a vacation, is when sometimes you thought something was a price then they change it overtime, and when your flight cancels on you.

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    • Andy H.

      Andy H.

      Yea that would be super frustrating. I agree. · (0 likelikes)

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