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Expat Exchange - Best Places to See While on a Look-See Trip to the United States (Plus, Itineraries) 2024
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Gansevoort Peninsula, New York City


Best Places to See While on a Look-See Trip to the United States (Plus, Itineraries)

By Joshua Wood, LPC

William Russell
William Russell

Summary: Considering a move to the United States but uncertain about where to settle? Venturing on an exploratory trip to visit multiple popular expat destinations can be incredibly enlightening. Here's a list of recommended places to consider during your exploration of the United States.

Embarking on a Look-See trip before relocating to the United States is a strategic step in ensuring that your move is well-informed and suited to your lifestyle preferences. Such a trip allows you to explore various cities and towns, experience the local culture, assess the job market, and understand the cost of living. It's an invaluable opportunity to envision your life in a new place, making it a crucial part of the relocation process for expats, retirees, and digital nomads alike.

Recommended Itineraries

For a 10-day Look-See trip, consider a focused exploration of either the East Coast, West Coast, or the heartland's major hubs. An East Coast itinerary might include New York City, Boston, and Washington D.C., while a West Coast journey could take you through San Francisco, Seattle, and Portland. For those interested in the central regions, Chicago, Austin, and Denver offer diverse perspectives on American life. A 20-day trip allows for a more extensive exploration, potentially combining regions or delving deeper into one area. For instance, you could start on the East Coast, travel down to the Carolinas, and then head westward to experience the vibrant culture of cities like New Orleans and San Francisco.

New York City, New York

New York City is a bustling metropolis known for its diverse culture and endless opportunities. With a population of over 8 million, it's a hub for international business, arts, and cuisine. Expats and digital nomads are drawn to its dynamic energy and the ability to find communities from every corner of the globe. The cost of living is high, but many find the trade-off worth it for the experience of living in one of the world's most iconic cities.

Travel Tip: While in New York, be sure to visit Central Park, a green oasis in the city, and dine at Katz's Delicatessen for a taste of classic New York cuisine.

Boston, Massachusetts

Boston is a city steeped in American history and rich in educational resources, with a population of around 675,000. It's a smaller, more manageable city for those intimidated by New York's size, offering a blend of historical charm and modern amenities. The proximity to renowned universities and hospitals makes it a hub for innovation and learning. Expats and digital nomads often appreciate the city's intellectual atmosphere and relatively lower cost of living compared to New York.

Travel Tip: Explore the Freedom Trail to get a sense of America's revolutionary past, and enjoy a meal at Neptune Oyster for some of the best seafood in the city.

Washington D.C.

The nation's capital, with a population of about 700,000, is not only the political heart of the country but also a vibrant city for international residents. It offers a mix of cultural institutions, green spaces, and a growing food scene. The cost of living is on the higher side, but many find the access to free museums and historical landmarks to be a significant perk. It's a great city for those interested in politics, history, and international affairs.

Travel Tip: Visit the Smithsonian National Air and Space Museum for an educational experience, and don't miss the chance to dine at Zaytinya for a taste of Mediterranean flavors.

San Francisco, California

San Francisco is known for its tech industry, cultural diversity, and stunning bay views. With a population of around 880,000, it's a city of innovation and progress. The cost of living is among the highest in the country, but many are drawn to the city for its entrepreneurial spirit and natural beauty. Expats and digital nomads often settle here for the tech job opportunities and the outdoor lifestyle.

Travel Tip: Take a walk across the Golden Gate Bridge for breathtaking views, and enjoy a meal at the historic Tadich Grill, the city's oldest restaurant.

Seattle, Washington

Seattle, with its population of approximately 750,000, is a city known for its coffee culture, tech scene, and proximity to nature. It's a favorite among expats and digital nomads for its laid-back lifestyle, vibrant music scene, and outdoor activities. The cost of living is high but generally considered worth it for the quality of life, especially for those who love the blend of urban living and access to the great outdoors.

Travel Tip: Visit the iconic Space Needle for panoramic views of the city, and savor the flavors at Pike Place Market, one of the country's oldest farmers markets.

Chicago, Illinois

Chicago is a city with a population of nearly 2.7 million, known for its architectural beauty, deep-dish pizza, and blues music. It offers a more affordable alternative to coastal cities with a robust job market and a rich cultural scene. Expats and digital nomads enjoy the city's friendly Midwestern vibe and the variety of neighborhoods, each with its own character and community.

Travel Tip: Take an architecture river cruise to appreciate the city's skyline, and dine at Lou Malnati's for an authentic taste of Chicago-style pizza.

Austin, Texas

Austin is a burgeoning city with a population of about 1 million, famous for its live music, tech industry, and barbecue. It's a hotspot for expats and digital nomads due to its relatively low cost of living, warm climate, and entrepreneurial spirit. The city's motto, "Keep Austin Weird," reflects its eclectic and inclusive culture, making it an attractive destination for those looking for a unique American experience.

Travel Tip: Check out a live show at the Continental Club, a legendary Austin music venue, and don't miss the opportunity to try brisket at Franklin Barbecue.

Denver, Colorado

Denver, the "Mile High City," with a population of over 700,000, is known for its outdoor lifestyle, craft breweries, and proximity to the Rocky Mountains. It's a favorite among those who love hiking, skiing, and a more relaxed pace of life. The cost of living is rising but still more affordable than some coastal cities. Expats and digital nomads often choose Denver for its balance of urban amenities and natural beauty.

Travel Tip: Visit the Denver Art Museum for its impressive collections, and enjoy a meal at Acorn, known for its eclectic and innovative dishes.

About the Author

Joshua Wood Joshua Wood, LPC joined Expat Exchange in 2000 and serves as one of its Co-Presidents. He is also one of the Founders of Digital Nomad Exchange. Prior to Expat Exchange, Joshua worked for NBC Cable (MSNBC and CNBC Primetime). Joshua has a BA from Syracuse and a Master's in Clinical and Counseling Psychology from Fairleigh Dickinson University. Mr. Wood is also a licensed counselor and psychotherapist.

Some of Joshua's articles include Pros and Cons of Living in Portugal, 10 Best Places to Live in Ireland and Pros and Cons of Living in Uruguay. Connect with Joshua on LinkedIn.


William Russell
William Russell

William Russell
William Russell

Gansevoort Peninsula, New York City

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