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This is How to Travel Deeper

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Getting the most out of your trip doesn’t have to drain your energy reserves or your financial resources. These simple tips will help you travel deeper!

Embrace the concept of slow travel

I get it. You’ve saved your vacation days for this trip, and you are going to get the most out of your paid time off. You are going to see every single thing there is to see. Your itinerary may even be planned to the minute.

Take it from someone who once tried to see all of Paris in two days: You will get more out of your trip if you slow down and limit the number of places that you plan to see.

Avoid feeling this exhausted by vacation
Slow down to avoid feeling like this after your vacation!

I’m not saying you should ditch the itinerary (part of the fun of travel for me is in the planning!) I’m just saying that you should pick a place that you really want to see, and you should STAY there and truly get to know the culture, the neighborhood, the local shops and cafés, and the way of life in your destination.

traveling deeper at a cafe in paris
My favorite neighborhood in Paris is Montmartre. I learned this when I slowed down and stayed a while rather than racing through the city in two days.

You will return from your trip rejuvenated rather than exhausted, and you won’t need a vacation from your vacation!

Please, don’t worry! You will still have plenty of exploring to do!

Once you’ve selected your slow travel destination, here’s how to get the most out of your travel experience:

How to Travel Deeper
Want a free printout with these tips to travel deeper? I’ve got you!

Stay in a neighborhood to travel deeper

Part of understanding the culture of a destination is to understand the way that people truly live. I used to stay in hotels within walking distance of the top attractions, and, in doing so, I missed out on learning about the true nature of a place. Locals usually don’t live where the tourists live!

A neighborhood balcony found on Airbnb
My balcony in a rented apartment in Inverness, Scotland

One of my favorite ways to get to know a neighborhood is to use Trusted Housesitters. Now, you have to sign up for an annual sitter plan, but then you can stay in someone’s home for free as long as you care for that home and the homeowner’s pets and/or plants.

TrustedHousesitters Advert USE

If you don’t want to deal with watching pets while on vacation, consider renting an apartment through Vrbo.

stay in a neighborhood with VRBO to travel deeper

When I stayed in Berlin for a week, I searched for “artist neighborhoods of Berlin,” then I filtered my search for flats to rent in the Prenzlauer Berg neighborhood.

prenzlauer berg neighborhood in Berlin
A sign in Berlin’s Prenzlauer Berg neighborhood

Really get to know that neighborhood to travel deeper!

OK, now that you’ve settled into your neighborhood, join the community! Here’s how:

Establish your neighborhood hangout

One of the first things that I like to do after I’ve unpacked my bag, is to find my local pub. I sit at the bar, chat up the bartender and the locals, and ask about the neighborhood. Are there any local events that I should attend? Are there neighborhood blogs that I should read? I find out at the local pub!

Bartender pours a drink
A pub in Madrid where Hemingway used to hang out

Note: I understand that we don’t all love to chat people up at a bar. For my free cheat sheet on making new friends while traveling, visit here. It gives you lots of other ideas for meeting people – even if you’re shy/

Once I find a place I like, I tend to make it my own. I’m not saying I spend all of my time at the pub, but I do stop in for a drink after a day of touring to say hello. When it’s time to leave a destination, I usually need to stop by the bar to say my goodbyes. (Pro tip: If you don’t drink, order a non-alcoholic ginger beer in a pint glass. Or make a coffee shop or book store “your place”.)

Drink your coffee every morning at the same cafe to really learn a destination.

I also tend to find a favorite coffee shop in the neighborhood where I drink my morning brew, read the local papers, browse the community board on the wall, and read the neighborhood blog on my phone.

Community board at a coffee shop in Singapore

Attend a community event

Once you find a neighborhood event by talking to the bartender, coffee shop barista, or reading the local blog or community board, attend an event! Go to the book signing or poetry slam or local band jam, even if it’s not your thing. Remember: life-changing moments exist outside of your comfort zone!

Shop local

Use the farmers market or neighborhood grocer when you aren’t eating out.

shop local: Old Market, Siem Reap
A seafood stall at Old Market in Siem Reap

You can learn how to shop in your new destination by following this next tip for how to travel deeper:

Go on a food tour hosted by a local

After I establish my local neighborhood establishment, there are two things that I like to do right away to get the most out of my travel experience.

The first is booking a food tour. This means going on a guided walk with someone who knows and loves the local food. Even better if that guided walk happens to be in your neighborhood!

Food tour Hanoi
A food tour guide explains glass noodles in Hanoi

I’ve had great luck using Airbnb Experiences, which allowed me to learn all about Malay Street Food in Kuala Lumpur and the hidden hideouts and restaurants of Hanoi. Another great way to learn about local food with a local is through BonAppetour.

The second thing I like to do to get the most out of a trip is:

Get high up in the sky

One of the best ways to orientate yourself to a new place is to get up high. Look for the best views in your location. Is there a great hike that gives you panoramic views like the climb I took up Gellért Hill in Budapest? Or an observatory walk like the one amongst the Supertree Grove in Singapore?

The Singapore Supertree Grove is a unique way to get elevated and travel deeper
The Supertree Grove and observatory walk in Singapore

Or a unique rooftop bar like the Helicopter pad turned lounge that I found in Kuala Lumpur?

The Heli Lounge in Kuala Lumpur allows you to learn the city at sunset
Heli Lounge in Kuala Lumpur

Or a temple in the sky like this one in Chiang Dao in northern Thailand?

Wat Tham Pha Plong in Chiang Dao is an experience in traveling deeper
Taking a rest in the middle of the 500-step climb up Doi Chiang Dao Mountain.

OK, now that you know your neighborhood, you know how to eat the local food, and you have an idea of the landscape of the place, it’s time to learn the history of your destination.

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Learn the history of your destination to travel deeper

Search for self-guided historical walks or free walking tours. One of the best walking tours I ever experienced was in Switzerland, and I found it by searching for free historical walks.

The Chapel Bridge in Lucerne has a long history to learn about when you travel deeper.
The water tower on the Chapel Bridge in Lucerne was used as a prison, torture chamber, and treasury.

If you’re willing to pay, it is worth it to learn from a true expert. The tours at Context Travel are organized by interest (history, art, cuisine, etc.) and developed by experts in that field of interest.

Don’t be afraid to deep dive into the dark history of a place

I often seek out the dark history of a place to travel deeper.

Oradour-sur-glane in France is an example of dark history that allows us to travel deeper.
Oradour-sur-Glane in France looks just like it did after a WWII massacre.


Check out my collection of posts on Travel and History here. Including the story of Oradour-sur-Glane in France.

Look, I know it sounds like a downer, but there are always stories of hope that arise from the darkness, and I believe that you need to understand the full history of a place to begin to understand its people.

One of my most impactful memories of Vietnam is visiting the Hỏa Lò Prison, known to American soldiers imprisoned there as the “Hanoi Hilton.” It was seriously hard to examine the history between the United States, which is my home country, and Vietnam, but I walked away with a belief that human relationships can bend but never truly break.

A hard reckoning with my country’s past allowed me to travel deeper in Vietnam.

Tip: One of my favorite blogs is the Cultura Obscura, and they have an entire section on dark tourism!

Explore the obscure of a place to travel deeper

Seeking out the quirky, weird, and wonderful is another way to travel deeper – not to mention the amazing stories and unique pictures you will have to share about your trip!

The Piss sculpture is an oddity of Prague that I found through traveling deeper.
The “Piss” sculpture is certainly an oddity of Prague!

One of my favorite resources for finding hidden histories and obscurities is Atlas Obscura. You can also dive into a countries subreddit page and search for “unusual places to visit,” which is how I found the odd sculptures in this self-guided walking tour of Prague.

Or, if you want to explore a well-known attraction in an obscure way, and you happen to be in a major United States city, check out Museum Hack. Offered in NYC, Chicago, Los Angeles, San Francisco, and Washington, DC, Museum Hack offers “renegade tours” of museums. I wrote about my Museum Hack experience at the Museum of Modern Art in New York City here.

Another way to get off the beaten path and travel deeper?

Go Geocaching!

As you’re wandering around the neighborhood, check out what hidden treasures locals have left for you to find. Seriously, the Geocaching App is one of the best things I have on my phone. Geocaching is billed as a worldwide treasure hunt, and it certainly makes every walk an adventure.

Here I am discovering geocaching for the first time in Utah:

Take a class from a local

I don’t love whiskey, but, when in the Scottish Highlands…

I booked a Highland Malt Whisky Experience in Inverness through Airbnb Experiences, and it changed everything about my trip to the Scottish Highlands – in the very best of ways. My tour guide was so passionate about the Highlands and the way that whisky (no “e” in whisky in Scotland) and music shaped the culture that I am now passionate about Scottish whisky, Highland culture, and even traditional Scottish music.

My tour guide in Scotland singing at an Inverness pub (after our tour).

Another great resource to check out for tours and experiences guided by locals is GetYourGuide.

Explore the outskirts with a day-trip or overnight tour to travel deeper

You’re staying in a neighborhood that you vibe with and you’re doing a lot of walking and wandering. Now it’s time to let someone do the driving.

I like to stay in one place and explore the outskirts with a guide and, sometimes, a group tour. This helps me both to learn more about my destination and to make new friends.

Note: If you are using Trusted Housesitters, you will have to coordinate your day-trip or overnight tour on the front or backend of your stay because you shouldn’t leave the animals in your care for an entire day.

While I was staying in Chiang Mai in Thailand, I took an overnight trip to an ethical elephant sanctuary and had an unforgettable experience caring for elephants and meeting friends with whom I am in contact to this very day.

An overnight tour at an elephant sanctuary allowed me to travel deeper in Thailand.
An overnight stay at the Elephant Nature Park is a way to travel deeper in Thailand.

In Bordeaux, I took a day trip to the vineyards of Saint-Émilion, and I can still taste the wine. I even wrote about the history of the underground wine cellars in Saint-Émilion in the draft of the novel I am writing!

Traveling deeper in Bordeaux
A sunset in Bordeaux
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In Inverness, I toured the Scottish Highlands on an Outlander-inspired tour (see below about how books about your destination lead to a deeper travel experience!), and that’s how I met the friends who showed me how to go geocaching in Utah. That tour also taught me about the history and legends of the Scottish Highlands in a way that still gives me goosebumps.

My tour guide in the Scottish Highlands allowed me to travel deeper into the Highland experience.
My tour guide in the Scottish Highlands

I used the European wine travel experts SmoothRed for my Bordeaux trip, the local Inverness experts Happy Tours for my Highlands trip, and I booked directly with the Elephant Nature Park in Thailand for my ethical elephant sanctuary trip.

Read a book about your destination to travel deeper

Often times a book will inspire your travel to a destination the way that Diana Gabaldon’s Outlander series inspired my trip to the Scottish Highlands, or how reading Paolo Coelho’s The Pilgrimage inspired me to walk a 500-mile pilgrimage across Spain on the Camino de Santiago.

But just as a book can inspire your trip, it can enhance your trip and allow for a deeper travel experience. I found this when I read The Nightingale” (book review here) while in the Loire Valley of France.

This chateau in the Loire Valley has a deep history that I read about before traveling.
This chateau in the Loire Valley was used during WWII to smuggle people out of Occupied France!

The book is about two sisters during WWII and, while it was a book called The Winter Train that inspired my trip to the Loire Valley, it was The Nightingale that helped inspire my love affair with the Loire Valley and the town of Saint-Martin-le-Beau.

If you didn’t read a book about your destination before you left, it’s not too late! Hit up a local bookstore and pick up a book to read while you’re watching the sunset. Or…the sunrise. This leads me to…

See the sunrise at least once

That leads me to one of my favorite pieces of advice on how to travel deeper. Ensure that you see the sunrise at least once while on your trip. Yes, party animals, it counts if you stay out dancing until the sunrises.

watching the sunrise is a key component to deeper travel
Watching the sunrise in northern Thailand

But I think it’s best to plan your sunrise experience. I’ll never forget watching the sunrise over the mountains at the Cave Lodge in northern Thailand or trekking up Mount Batur with a flashlight in Indonesia.

Volunteer to give back to your destination

The last thing I like to do to ensure a deeper travel experience is to give back to the destination. I volunteer with a local cleanup effort. If I can’t find a cleanup opportunity through neighborhood blogs or the destination subreddit page, I take a walk and do a litter cleanup all on my own.

Tourists should clean Haad Rin Beach in Thailand every month after the Full Moon party. Cleaning up tourist hot spots is a way to travel deeper.
This beautiful beach is a mess after the Full Moon Party every month!

By this point, if you’ve followed these tips, you will have met so many new friends that you will have someone to invite along with you!

Go solo to travel deeper

Finally, I truly believe that every travel lover should take at least one solo trip in a lifetime. When you do take that trip, use the above tips to help you travel deeper and make new friends along the way.

meeting friends when traveling alone

About the Author

Hi! I’m Jen!

I’m a freelance writer and travel blogger who quit my nine-to-five after my fiancé, Jeff, died of cancer at the age of 40. When he died, I realized that life is just too short to delay our dreams. Since my dream was to travel and write, I now travel and write full-time. Today I wear hiking boots instead of heels and collect experiences instead of things.

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  1. Trusted Housesitters sounds so cool! I’ve never heard of it but think that’d be something I’d try in the future!

    1. Oh, I hope you will! It’s really a fun way to settle into a place, especially if you love to wander about with a dog! Thank you for reading, Ashley.

  2. Rhonda Albom says:

    I love to travel slow and dwell in an area for a while. I have found that home exchanges for at least several weeks allow me to mesh into a community and experience the local life.

    1. Yes! I should have mentioned home exchanges. I’ve never done it but that is a great way to go. Thank you for reading, Rhonda!

  3. I’m guilty to have mainly travelled quickly in the past. I’ve really been looking to travel slower and get more out of the destinations that I visit. This was a great read!

    1. It’s perfectly understandable to want to see everything you can in a short amount of time. I can’t wait to hear about it when you do slow down. If it works for you the way it worked for me, you will actually see and experience so much more! Thanks for reading!

  4. I love this topic! These are great suggestions, and I can’t wait to try some with my next trip!

    1. Please let me know how it goes!

  5. These are all great tips and I can totally resonate with having limited time and wanting to cram everything in but its also nice when you can just slow down and just take in something simple as a local cafe or sunset.

    1. Agree! And I think we actually see more when we slow down. In that, we actually see and experience rather than just checking the box and moving on without reflection. Thanks for reading!

  6. I love this post. So many great points. I always try to explore local areas and really step away from the touristy sites a bit. I love to take day trips and get out of the main tourist drag too. And I also much prefer taking a train or bus than another plane if I have the time. I see you also went to Elephant Nature Park, still one of the best days of my life

    1. Oh, the Elephant Nature Park is just the absolute best. I stayed the night and listened to those gentle giants all night long. What a special experience. Thanks for reading, and happy slow travels!

  7. I love the angle you wrote this article from! Such a fun read 🙂

    1. Thanks for reading, Krista!

  8. I absolutely love your article!! I’m a house sitter and I do go geocaching too. Definitely all very good tips!

    1. We are kindred spirits! I hope we can catch up on our next Housesitting, geocaching adventure!

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