A Beginner’s Guide to Booking Foreign Trips

This is a question I’ve been getting with increasing frequency over the past few months, so I thought it best to write an article in case anyone else would like some help. Jamaicans have grown increasingly more curious about the world around them in recent years, and that’s wonderful to see given our visa-free access to 90+ countries on a Jamaican passport. I plan all my trips myself because it adds to the excitement, and I get to learn about the country I’m visiting in the process. I don’t consider myself an expert because as it stands, I’ve only been to 5 countries, but read on for my advice on how to book a good trip from scratch.


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1. Start With The Flight

I recommend Kiwi for finding the best flights! The cheapest days of the week to book flights are usually on a Tuesday or Sunday, while the cheapest days to fly are usually Mondays and Fridays depending on which source you read. What I love about Kiwi is that you can choose “explore anywhere” as well as flexible dates, allowing you to be guided by ticket prices if you don’t have an exact destination or date in mind yet. You can also sign up and get real-time notifications on flight prices, allowing you to purchase if (when) flight prices drop. If you’re not yet ready to purchase, search for flights in your browser’s incognito mode as cookies may cause the price to increase the next time you visit the website.

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2. Choose The Places You Want to Visit

Girl sits at Machu Picchu with back turned
Machu Picchu

Now that you’ve locked in with a flight and date, research where you’d like to visit in the country. I tend to start this research while looking up flights concurrently, because most countries will have several international airports and I want to land at the international airport closest to the sites I plan to see. Choosing the sites early is important too as some reservations have to be made months in advance such as my visit to Machu Picchu where tickets are limited and often sold out weeks in advance. In fact, many tourists end up landing in Peru only to realize they won’t get to visit the World Wonder because they didn’t plan ahead. Don’t be that guy. Research where you’d like to go, and know how early in advance you need to reserve or see if you can just show up.

  • Don’t book excursions for the day you arrive no matter how early you’re set to arrive. Flights get delayed all the time.
  • Never plan more than 1-2 activities per day. That way, you leave some flexibility in your schedule to take up spontaneous local recommendations, relax… or in the event you experience jetlag, illness such as altitude sickness or other unforeseen circumstances.
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3. Research How to Get Around

Taking the bus in Niagara Falls

Now that you have an idea of the places you want to see, research how close they are to the airport and to each other. Look them up on Google Maps and search for directions to get an idea. For example, I plan to visit a South American country soon with its major cities located hundreds of miles apart. Now, if they had a robust public transport system like an inter-city train network, that would be no problem but I learnt all too quickly in my research that they do not. As such, I had to resign myself to choosing which city interested me the most. Sure, I could fly but I didn’t want to waste my short vacation on domestic flights. After all, you still have to arrive at the airport at least 2 hours ahead of your domestic flight and flights get delayed or cancelled all the time, adding another element of unpredictability to an already short vacation. So, researching how to get around the country and to the spots you’ve selected is important. Remove any outliers which aren’t feasible given your financial or time constraints.

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4. Book Accommodation

Bed with view from hotel room
My Machu Picchu hotel room which had my best room view ever!

Now that you’ve selected where to go and how to get there, it’s time to book your accommodation! My favourite places to select are those which offer breakfast as I get to start the morning early, fueled up and with one less meal to worry about. I also like to look for places close to the town centre so I can easily access food, public transport and entertainment. My preferred search platform for hotels is Booking.com as it allows me to narrow down thousands of choices by cost and amenities such as airport shuttle, free Wi-Fi, mini-fridge and breakfast included. Booking also ranks hotels by distance from the city centre, proximity to public transport and reviews.

I’m not picky so a 3-star hotel with at least a 8/10 rating is perfect. I also tend to read through the most recent and also the lowest reviews on Booking, Google and sometimes even Trip Advisor to decide between one hotel over the other. Did the hotel get a few one star ratings because it was small and dated or served the same thing for breakfast every day, or did it get one star because of a dirty room with roaches and bedbugs? That’s important stuff to know which previous guests will tell you. For longer trips, Airbnb is my platform of choice such as when I visited Kingston, Ontario this year.

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Bonus Tip

Port of Spain, Trinidad & Tobago

I cannot stress this one enough! You must research the political climate of the country, as well as any diseases to which you may be exposed. Are they on the brink of civil unrest? Do I need to get a vaccine for a communicable disease such as yellow fever? Do I need malaria prophylaxis? Is the water safe to drink? You can find out the political climate by doing a quick Google search about “news in X”. Also, the CDC website has very up-to-date information about endemic diseases, possible outbreaks and travel advisories which could impact your trip negatively. You can never be too prepared in life, but if you fail to prepare, you prepare to fail.

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Wrap Up

And that’s it! Overall planning from start to finish for each of my trips will take several hours as you can imagine, but planning is important (to an extent). I hope this article helps someone; do bookmark and share it with a friend. Also, for seasoned travelers reading this, is my travel-planning process similar to yours? What tips would you add? Sound off in the comments section below.

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12 responses to “A Beginner’s Guide to Booking Foreign Trips”

  1. SavePlus Avatar
    SavePlus

    Insightful and comprehensive! Your clear guidance on paperwork, packing smart, and navigating local norms gives real confidence to travelers heading abroad.

    1. Rochelle | Adventuresfromelle Avatar

      Thank you, and thanks for reading!

  2. SavePlus UAE Avatar
    SavePlus UAE

    This guide offers practical tips for a smooth and enjoyable international travel experience.

  3. RichelleTHenry Avatar

    If ever this medical doctor goal didn’t work out for you earlier, clearly travel agent or tour guide would be a great fit! Jokes 😂. Clearly medicine though it have its pain point is working out (sometimes 🙈)…. This was good to read is all I’m saying 😀

    1. Rochelle | Adventuresfromelle Avatar

      Haha thank you. I’m not sure travel agent would suit me since everyone’s travel needs are different but perhaps I’d develop a questionnaire to help me know my clients better and book them a trip that suits them best! I’m very happy to hear you enjoyed this article Richelle, thanks for reading!

  4. AndysWorldJourneys Avatar

    great post Ro! I think the best day to book for was Tuesday, I didnt realise its the day youre supposed to book ON. interesting. Fridays and Saturdays often seem to have the moest expensive flights. Sundays CAN have decent deals.

    1. Rochelle | Adventuresfromelle Avatar

      It’s so variable depending on what source you read or who you talk to. But, you’re certainly more traveled than I am so I’ll take your word! Sundays will become my date for browsing flights, ha! Thanks for reading 🙂

  5. Rebecca Avatar

    Couldn’t have wrote it better! I do the exact same things as you do whenever I plan any trip, domestic or international. I would also add to the guide to do research on whether you need a visa for whatever country you’re headed to: even if you have the strongest passport in the world, there are always a handful of countries that require paying for and obtaining a visa to enter. I hope you continue to enjoy planning your adventures, whether in Jamaica or overseas!

    1. Rochelle | Adventuresfromelle Avatar

      Thank you so much Rebecca! That is so true, especially given that one of my IG friends recently shared a travel horror story where she was denied boarding a flight to Guatemala despite having an American visa which is supposed to waive the need for Jamaicans to get a Guatemalan visa. It seems the airline staff wasn’t aware of this exemption and it ruined her birthday. Thanks for adding this lovely bit of advice. Cheers to new adventures, at home and abroad!

  6. Molly Transatlantic Notes Avatar


    These are some really useful tips, especially the one about checking out how to get around when we reach our destination. It’s good to know what is available and costs/accessibility, etc. Fab post!

    1. Rochelle | Adventuresfromelle Avatar

      Thank you so much!! 🙂 I appreciate it. Thanks for reading

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I’m Rochelle.

I’m a proud Jamaican native and the curator of Adventures from Elle, a leading travel & lifestyle blog founded in 2016. My adventures are mostly in Jamaica and the Caribbean, occasionally abroad.

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