How to Plan a Trip

Where to start.

Someone recently told me they wanted to travel, but didn’t understand how to begin. And I get it, that can be hard. There’s a lot of behind the scenes planning that goes into a vacation. Flight, accommodations, how to get to and from both airports, what to do once you’re there, piking a destination, requesting time off work, etc.

So I’m here to give you my learned tips and tricks and how I plan everything I do. First thing I do is book my flight. No, seriously. I book the flight before I do anything else. I usually use Skyscanner, Scott’s Cheap Flights, or Secret Flying. I usually type in my dates and I check the cheapest places to fly to out of Chicago, Windsor, Toronto, and Detroit. Once I settle on either a destination or date, I figure out the other. Cheapest time to fly to Dublin or cheapest place to fly to May 1st. It’s really that simple. Then book it. Great! Now we have times and places.

Okay, now, I do a little research. Where are the top places to see, top things to do, have any of my favorite travel bloggers been there, creep on them a bit, check the hashtag of that place on Instagram, now I have a list of everything I could possibly want to do/see in this place. I check some maps, find a central location, google that location real quick – make sure it’s not sketchy, then find a hotel, AirBnB, homeshare, hostel, VRBO, etc. I then book the place. So, main two parts, done!

Third thing I do is look back at that little list I made while researching. So let’s take Portland for example. I found out my list of things I wanted to do through Facebook recommendations, Instagram #portland tag, I looked through AirBnB experiences, checked my favorite travel blogger accounts, and asked for Oregon recommendations on Instagram. This narrowed me down to Mothers Bistro, the DIY bar, Multnomah Falls, Silver Falls, Revolution Hall, and the Pearl District. Once I made my Portland list, I made a rough itinerary and looked at what else I needed, aka a rental car.

And then, viola! Your trip, basically done. Little extras are just little things, packing, checking bag restrictions on the airlines, allocating funds for spending, you know, the easy basics.

Honestly though, everyone plans things differently. You might have a place in mind and aren’t flexible on dates, that’s a little more challenging to find the best prices. Or you might be dead set on going to Thailand but can go anytime. That is a little easier.

Comment below the first thing you do when planning a trip. I’m curious as to how others begin!

Plane Fashion

Plane travel. But make it fashion.

Back in the day, people got dressed up for flying. Think about it, it’s a huge metal container propelling people through the air from one destination to the next. It’s kind of a big deal, so I understand making this an event. Now, I’m not saying you need to go to this extreme. Because, really, it was an extreme. But cute and comfortable travel fashion looks have been all the rage. I’m an advocate for looking your best while traveling, mainly because I have activities planned the second the plane lands, but also you see a lot of people and putting your best foot forward isn’t the worst idea.

The one day I decided to look like garbage for a quick hop from Spain to Portugal, my flight was cancelled and we ended up staying a night in Lisbon. AKA we got ready in the airport bathroom… Travel cute my friends.

Anyway, my plane “lewk” consists of a few basic things. A scarf, boots or sneakers, leggings, layers, and a light jacket.

First, lets talk about things to avoid…

  1. Heels or backless shoes
  2. Anything constricting (tight jeans, etc.)
  3. Only shorts and a tshirt
  4. Lots of jewelry

Heels and backless shoes are kind of an obvious one but I still see it every time I travel. Think worst case scenario. Plane is going down and you have to go out the emergency exit or a slide into water. Are heels comfortable or efficient in a split second escape? Do you want to take your shoes off, or have someone step on your feet and you lose a shoe, and have to walk on who knows what? It’s better to be prepared. Plus, on long haul flights your feet can swell and if compressed in a shoe and socks, it’s gunna feel a lot better than if you were wearing flip flops.

This is similar to why you would avoid anything constricting. Free movement is essential if this worst case scenario occurs. Also, you can get blood clots in your legs if you’re not moving them for an extended period of time. Wearing leggings or something with compression that is comfortable, promotes a bit of wiggling.

Now, only shorts and a tshirt? What if you get cold? What if the plane catches on fire? Add a layer of protection people.

Lastly, lots of jewelry. I got stopped behind someone in security once that had on 10 Alex and Ani bracelets. While they’re cute, she had to sit there and take all of them off to go through the metal detector. Before you go through security, think, how can I make my life easier? Then do that.

Now, for my average plane “lewk”, I consistently have a few basic things. A scarf, boots or sneakers, leggings, layers, and a light jacket.

As you can see, Lululemon Vinyasa Scarf, leather jacket, and layers. And you can bet your butt I’m wearing leggings and sneaks. My scarf, as I’ve said before, is my one must have. It’s so soft and comfortable and can be a blanket or a scarf or a wrap or a pillow. I easily get hot and cold on planes so layers is my best friend.

See, looking cute doesn’t mean an hour of hair and makeup and wearing high heels. It’s comfort and practicality that will save your sanity. Now remember, next time you’re getting ready for a flight, think, is this making my life easier or harder? If you have to really think about it, ditch it! You’ll thank me later.