Best Destinations for an Extended Trip

With so much to see and do, these destinations are begging for a long-term stay!

A long vacation can be a life-changing experience.

I’m not talking about a week or two, but a long-term stay of a few weeks, or even a month. Haven’t you ever visited somewhere and wished you could have stayed longer? Some places just have so many things to offer that it’s impossible to get to it all in a few days.

A longer time frame gives you the ability to see and experience much more. You can immerse yourself in the culture, eat like a local, and finally see what the city is really like.

With more people than ever working remotely, it’s easy to imagine staying a little longer in a new location. So if the travel bug has bitten you, here are seven of the best destinations for an extended trip.

Mexico City, Mexico

Mexico City
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Mexico’s capital and largest city is a perfect choice for a long-term trip. Mexico is an amazing blend between the modern and the historic. You must see world-famous artist Diego Rivera’s murals in the Mexico City Metropolitan Cathedral, and Templo Mayor, a 13th-century Aztec temple.

But cohabitating with the city’s rich history is also a booming nightlife, a thriving arts scene, and a phenomenal food scene. Not only can you find authentic street food like guajolotas and pambazo, but you’ll also find cutting-edge modern cuisine that will shift the way you think of Mexican food.

Athens, Greece

Athens is another city steeped in rich history, but it exists side-by-side with the modern world. The city is dominated by ancient landmarks left from the powerful ancient Greek civilization and empire. You’ll be fascinated by the Acropolis, one of the most stunning citadels perched on a hilltop, and the Parthenon temple standing high on its peak.

There are so many temples, statues, and other ancient ruins to explore here, that you need that long-term vacation just to see them all. Of course, Athens is also home to a sprawling modern city with more nightlife, shopping, and dining than you can imagine.

New York City, New York

Skyline at dusk of Manhattan New York City
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No matter how long you stay in New York City, you will never be able to see it all! That’s why the Big Apple makes my list as one of the best destinations for a long-term stay. It’s one of the largest and most influential cities in the world.

NYC is filled to the brim with famous landmarks, museums, theaters, restaurants, and more. You’ll be hard-pressed to run out of things to do here, not to mention, there’s really amazing food everywhere – from Michelin-starred restaurants to street stalls. They say the city never sleeps, and the pizza spot I visited at 3 AM would agree.

Florence, Italy

Florence, Italy has that dreamy, romantic charm, thanks to its small-town vibes and its massive amount of Renaissance art. Who wouldn’t want to feel like they were living inside of a fairy tale?

You can obviously see breathtaking art from some of the world’s greatest Renaissance artists here, and even just strolling along ancient streets and taking in historic architecture is a must. The city is home to some of the greatest palaces, cathedrals, and museums in the world. But you can’t miss the small things, either, like trying the original gelato flavor – because the tasty treat was first created in Florence.

Marrakech, Morocco

Marrakech, Morocco
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Although Marrakech is not the capital city of Morocco, it is the number one destination chosen by tourists and is one of the busiest cities in Africa. The city was founded in 1070 and the red walls were built from 1122 to 1123, so it is walkable by design and packed full of history.

There is just so much to see and do that it begs for a long-term stay. The old medina quarter is a UNESCO World Heritage Site and the best spot to have a traditional experience. You’ll find cafes and stunning riads – where the guesthouse is built around a courtyard – which will give you a haven at the end of the day.

Munich, Germany

I had a hard time deciding between Munich and Berlin for this list because both would be wonderful choices for long-term stays. However, if you can only pick one of them, I think Munich comes out on top. That’s because while Berlin has a bustling nightlife scene and a younger, more casual vibe, Munich is the place to experience the traditional side of Germany.

No, people aren’t just walking around in lederhosen, but this is where you will find beer gardens, traditional restaurants, ancient churches, and fairytale-worthy castles. There is even a museum quarter, the Kunstareal, which is one of the most important centers of art and culture in Europe.

Kauai’s South Shore, Hawaii

Beautiful beach on Kauai Hawaii
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Kauai Island is the perfect place for hikers and other nature lovers who want to get away for a while. This island has an other-worldly feel to it, which is probably why it’s been used as a filming location for movies like Jurassic Park, Avatar, and Pirates of the Caribbean. There are also a lot of untouched landscapes that you can only access on foot.

You’ll want to spend your time exploring lush rainforests and hiking up mountains covered in greenery. I recommend the South Shore for a long-term getaway because this is where you’ll also find picture-perfect beaches, charming boutiques, and lovely ocean-side restaurants.

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