Best Places to See While on a Look-See Trip to the United States (Plus, Itineraries)
Summary: If you're thinking about relocating to the United States but haven't decided on a particular city or town yet, taking a discovery trip to explore several sought-after expat locales can offer valuable perspectives. Check out these recommended destinations for your exploratory journey in the United States.
Embarking on a Look-See trip is a crucial step before deciding to move to the United States. It allows you to explore various cities, understand different lifestyles, and gauge the cost of living. This firsthand experience is invaluable in helping you make an informed decision about where to live.
Recommended Itineraries
For a 10-day trip, consider visiting Boston, New York City, Washington D.C., and Miami. This will give you a taste of the East Coast's historic cities and beach life. For a 20-day trip, add Chicago, Austin, Denver, and San Francisco to your list. This extended itinerary will provide a broader perspective, including the Midwest, Texas, the Rocky Mountains, and the West Coast.
Boston, Massachusetts
Boston is a city rich in history and culture, with a population of approximately 690,000. It's known for its excellent universities, vibrant tech scene, and high quality of life. Expats and digital nomads appreciate the city's walkability, robust public transportation, and proximity to both beaches and mountains. The is higher than the national average but comparable to other major cities.
Travel Tip: Be sure to visit Faneuil Hall Marketplace, a popular destination for shopping, dining, and entertainment.
New York City, New York
New York City is the most populous city in the U.S., with around 8.4 million residents. It's the financial capital of the world and a hub for arts, culture, and technology. Life in NYC is fast-paced and exciting, with a high cost of living. However, the city's energy, diversity, and opportunities make it a top choice for many expats and digital nomads.
Travel Tip: Don't miss out on a visit to the iconic Central Park, an urban oasis in the heart of the city.
Washington D.C.
The nation's capital has a population of about 700,000 and offers a unique blend of history, politics, and culture. It's known for its museums, monuments, and vibrant neighborhoods. The cost of living is high, but the city's robust job market and excellent public transportation make it an attractive choice.
Travel Tip: Explore the National Mall, where you'll find many of the city's famous memorials and museums.
Miami, Florida
Miami is a bustling city with a population of around 470,000, known for its beautiful beaches, vibrant nightlife, and diverse culture. It's a popular choice for expats and digital nomads due to its warm climate, high quality of life, and strong business environment. The cost of living is above average but lower than other major coastal cities.
Travel Tip: Visit South Beach, a popular hotspot for dining, shopping, and people-watching.
Chicago, Illinois
Chicago, with a population of about 2.7 million, is the third-largest city in the U.S. It's known for its impressive architecture, world-class museums, and deep-dish pizza. The cost of living is reasonable compared to other major cities, making it an attractive option for relocation.
Travel Tip: Don't miss the Art Institute of Chicago, one of the oldest and largest art museums in the United States.
Austin, Texas
Austin is a fast-growing city with a population of nearly 1 million. It's known for its live music scene, tech industry, and outdoor recreation. The cost of living is relatively affordable, and there's no state income tax, making it a popular choice for many.
Travel Tip: Visit the iconic 6th Street, known for its live music venues and vibrant nightlife.
Denver, Colorado
Denver, the Mile High City, has a population of around 730,000 and is known for its stunning mountain views, outdoor recreation, and craft beer scene. The cost of living is above average but still lower than many major cities. Denver offers a high quality of life and is popular among those who enjoy the outdoors.
Travel Tip: Explore the Denver Art Museum, one of the largest art museums between the West Coast and Chicago.
San Francisco, California
San Francisco is a vibrant city with a population of about 880,000, known for its iconic landmarks, diverse neighborhoods, and tech industry. The cost of living is high, but the city's charm, opportunities, and mild climate make it a top choice for many expats and digital nomads.
Travel Tip: Visit the Golden Gate Bridge, one of the most famous bridges in the world.
About the Author
Betsy Burlingame is the Founder and President of Expat Exchange and is one of the Founders of Digital Nomad Exchange. She launched Expat Exchange in 1997 as her Master's thesis project at NYU. Prior to Expat Exchange, Betsy worked at AT&T in International
and Mass Market Marketing. She graduated from Ohio Wesleyan University
with a BA in International Business and German.
Some of Betsy's articles include 12 Best Places to Live in Portugal, 7 Best Places to Live in Panama and 12 Things to Know Before Moving to the Dominican Republic. Betsy loves to travel and spend time with her family. Connect with Betsy on LinkedIn.
Additional Information:
- United States Guide
- Healthcare & Health Insurance in United States
- Members Talk about Healthcare & Health Insurance in United States
- Best Places to Live in United States
- Real Estate in United States
- Guide to Real Estate in United States
- Pros & Cons of Living in United States
- Cost of Living in United States
- How to Enroll in the Public Healthcare System in the United States
- Getting a Driver's License in the United States
- Understanding the Health System in the United States
- Guide to Residency in the United States
- 2026 Guide to Living in United States
- Pros and Cons of Living in United States 2026
- 2026 Guide to Moving to United States


