I’m not sure how it happened, but at some point my sister and I became the designated travel agents for all of our friends and family. And no, we don’t do it professionally! We just love traveling, we love researching, and we love having memorable and easygoing travel experiences. Ever since our summer abroad in Paris when we were in high school and college, we’ve slowly learned a thing or two about being abroad. It’s always a little overwhelming in the beginning of planning a trip. Flights, hotels, rental cars, day trips, restaurants… it’s a lot to think about it. But if you just focus on one thing at a time, the rest will fall into place. I also wrote this list in the order that I follow throughout the booking process. 🙂 I hope it helps simplify your travel planning!
FLIGHTS

I always start with booking my flight first. It just feels like the “biggest” thing to get out of the way – figuring out the dates! Plus, the plane ticket is usually the largest and most expensive part of traveling so I like to make sure I get the best deal on the plane tickets first and foremost. I typically try to research flight prices on Mondays-Wednesdays when the tickets are usually the cheapest. It’s also helpful to book at 6-8 weeks out for domestic flights and 2-6 months out for international flights. Though, if you’re dates are flexible, I recommend watching the flight prices for a few days (or weeks if you have the time) before making your purchase. I tend to use Booking.com most of the time because it’s easy to find the cheapest flights with their search engine and they offer mix-and-match flights from multiple airlines. Oftentimes, booking directly with an airline site is more expensive. Just make sure to read their refund process because it’s usually different for each airline, even when you book through Booking.com. I tend to do way too much research when it comes to booking flights because I’m always looking for the one with the least amount of layovers for the best price. Yes, sometimes I’ll even make spreadsheets and charts before purchasing… but that’s probably overkill. 🙂 I booked our Portugal trip for 10 days. I always find this to be a good timeline if you’re going to be traveling between two-three cities. And honestly, 10 days wasn’t even enough for Portugal! In Japan, we were there for about 11 days, which felt just about perfect. If you’re spending all of this money on plane tickets, you might as well make it worth your while! And remember, you only live once!
HOTELS

Okay, so you finally pulled the trigger and booked a flight! Yay! After I book a flight, I usually take a few days off to let my brain recharge. Hotel research is a whole other beast. BUT! Booking.com actually offers package deals that include flights and hotels, which makes it even easier! I usually do my initial research on Booking.com and then make sure to read a few reviews on each hotel on Google too before officially deciding. If you’re traveling to Portugal, make sure to check out my blog post – Cute and Affordable Hotels in Porto and Lisbon – for recommendations! I’ve learned the hard way to keep the hotels to a minimum. Meaning, stay in the same hotel for as many nights as possible and avoid switching hotels if you can. It’s such a pain dealing with check-in/check-out times and dragging suitcases down the street and on public transportation. TRUST ME. I recommend only one hotel per city. In many cases, you can take day-trips out of major cities to see landmarks and use your hotel as a home base for the majority of your trip. Also, I definitely recommend reading some travel blogs or reddit posts about the best areas for visitors to stay in for the city you are visiting. You’d be surprised how many people have already done the research for you! Reddit is a lifesaver, in case you haven’t discovered it yet. I use it all the time! You can usually figure out how convenient a hotel is by reading the reviews as well. In Europe, I tend to like hotels that are located near the river, as most European cities were built around waterways. In Porto, I’d recommend the Ribeira and Baixa areas. In Lisbon, we stayed in the Chiado area!
TRANSPORTATION

Booking transportation can be the most stressful part of planning a trip – trying to figure out how to get from point A to point B in a foreign country. Honestly, I just read other people’s travel blogs! After doing a bit of research, I figured out that Omio is one of the easiest ways to book bus and train tickets in Portugal. They have a super easy to use phone app, so just make sure to download it before you go! I booked our train ticket from Porto to Lisbon on the app before we left but I’ve read that you can book train tickets on Omio even on the day of your train ride. You can also book buses and ferries on Omio, all over Europe. It’s a super helpful app! For rental cars, you can also use Booking.com. They always have super competitive rates!
EXPERIENCES AND DAY TRIPS



This is the fun part! What do you want to do while you’re there?! Booking day trips and experiences are the best way to get to know a new country. You can do food tours, ghost tours, boat rides, entertainment, wine tastings, etc. The list goes on and on! I prefer to use Viator for this kind of thing because the experiences usually have a lot of reviews from previous travelers. Sometimes there are multiple versions of the same type of excursion but the schedule of the day is different. They do this so that tour groups don’t run into each other. For example, the Douro Valley Wine Tour with River Cruise that I booked in Portugal had a few different options. You could either do the tour that included two vineyard visits and a boat ride OR a tour that included three vineyard visits without a boat ride. We also did a 3 Hour Food & Wine Tour in Porto, Portugal that we loved – you can read more about it on the blog here! These kinds of tours are typically great for older travelers too because everything is pre-planned and you can choose the tour that works for your accessibility. I try to book at least 2-3 tours/excursions for each trip we take. The tour guides are usually super friendly and willing to share information about their culture and country. You might even find that you make friends through your tour group that you keep up with throughout your travels. And maybe even friends for life!
RESTAURANTS AND FOOD OPTIONS

This can often be the most stressful part of a trip when you’re exhausted, lost, jet-lagged, or starving. Every country is different, which is why I make sure to create a list of restaurant ideas before we even leave for our trip. I make sure to pick restaurants that are close to our hotel for those nights when our feet are throbbing and we just want to hang out in our temporary neighborhood. You can also create your own map using Google My Maps, which is an incredible tool. You can add the restaurants, coffee shops, hotels, landmarks, and anything else you’re planning to do to your map so you can see how far away everything is from each other. Make sure to download your map to make it accessible offline just in case you don’t have wifi or service at some point during your trip.
OTHER TRAVEL TIPS

-Bring a charged power bank with you everywhere. Your phone will die FAST when you’re using it all day for maps, directions, restaurant research, etc.
-Bring a camera! As a photographer, I often bring multiple cameras, but a camera like the Canon G7X Mark II is great for travel because the images are beautiful but the camera itself is super easy to use. You can read more about this camera on my photography blog here! Plus, it’s a tiny point and shoot camera and can fit in your pocket!
-Invest in a rolling suitcase with spinner wheels. These are SO much better than the old school suitcases that you have to drag behind you. It makes the airport experience a million times better, believe me!
-GET AIRTAGS FOR YOUR LUGGAGE! I’ve heard so many nightmare stories about lost luggage. Airtags allow you to track your luggage throughout your trip. Even if you just accidentally leave your suitcase outside of the elevator at your hotel. Airtags are truly amazing. I use them for everything in my life now. Plus, it’s kind of fun to watch your suitcase travel along with you from airport to airport.
I’ll be sure to add more tips as they come to me, but for now, I hope these tips help you in your planning process! Feel free to leave any comments/questions below!
Happy traveling!
❤ Myles Katherine
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