14-Day City Experiences Itinerary for the USA

  • Day 1: Hollywood Walk of Fame
    15 minutes (6 miles) from Griffith Observatory

    The Hollywood Walk of Fame is a world-renowned landmark that features over 2,600 stars dedicated to famous celebrities in the entertainment industry. Stroll along the famous boulevard to learn about your favorite celebrities, spot iconic attractions like the TCL Chinese Theatre, and enjoy some street performers.

  • Day 2: Griffith Observatory
    25 minutes (15 miles) from Downtown Los Angeles

    Take a break from the busy streets and head to the Griffith Observatory. Here, you can learn about the history and science behind space, watch shows at the planetarium, and gaze at the stars while enjoying stunning views of Downtown LA.

  • Day 3: Golden Gate Bridge
    15 minutes (6 miles) from San Francisco Fisherman’s Wharf

    The Golden Gate Bridge is an iconic landmark that’s recognized across the globe as one of the most beautiful bridges in the world. Spend a day taking tours, walking across the bridge or cycling around it, and be amazed at the spectacular views of the San Francisco Bay.

  • Day 4: Fisherman’s Wharf
    10 minutes (2 miles) from Northern Waterfront

    Located in San Francisco, the Fisherman’s Wharf is a great place that's perfect for seafood lovers, street performers, and souvenir shopping. You can also take a boat to Alcatraz Island and learn about the infamous prison that held some of America's most dangerous prisoners.

  • Day 5: Voodoo Doughnut
    5 minutes (1 mile) from Downtown Portland

    A great spot for a morning coffee and treat, Voodoo Doughnut is best-known for its unique flavors as well as the huge colorful sign on the storefront. Satisfy your sweet cravings and try the classic doughnuts or one of their quirky flavors like the Bacon Maple Bar.

  • Day 6: Powell’s City of Books
    20 minutes (10 miles) from Pittock Mansion

    If you're looking for a true book lover's paradise, make sure to stop at Powell's City of Books in Portland. Housing around a million new and used books, the store covers a full city block and has several floors that are packed with interesting titles and stories.

  • Day 7: Pike Place Market
    10 minutes (2.5 miles) from Space Needle Observatory

    An outdoor marketplace located in Seattle, Pike Place Market is the perfect place for lovers of local produce and artisanal goods. Here, you will find everything from fish, poultry, and fresh flowers to handmade crafts and jewelry, all in one central location.

  • Day 8: Space Needle Observatory
    15 minutes (6 miles) from Alki Beach Park

    Located in Seattle, the Space Needle Observatory offers awe-inspiring panoramic views of the city from over 500 feet in the air. Take the elevator all the way to the top and enjoy a unique dining experience, great photo opportunities, and much more.

  • Day 9: Second City
    15 minutes (4 miles) from The Art Institute of Chicago

    Located in the Old Town neighborhood of Chicago, Second City is a legendary comedy club that’s known for its improvisational performances and celebrated alumni. Catch a show, learn how to write and perform comedy, or enjoy some food and drinks with a friend or two.

  • Day 10: The Art Institute of Chicago
    10 minutes (1.5 miles) from Millennium Park

    One of the largest art museums in the United States, The Art Institute of Chicago is a great place to visit for art lovers. Its collection includes pieces from both American and European artists, and you can enjoy works ranging from contemporary art to traditional pieces from around the world.

  • Day 11: Empire State Building
    20 minutes (5 miles) from Central Park

    Built-in 1931, the Empire State Building is a historic landmark of New York City. Climb to the top of the observation deck and witness stunning views of the surrounding cityscape. Sample music, food, and art while walking around and absorb the city that never sleeps' energy.

  • Day 12: Statue of Liberty National Monument
    20 minutes (7 miles) from 9/11 Memorial & Museum

    Another iconic landmark of New York City, the Statue of Liberty National Monument represents freedom as a gift from the people of France to the United States. Take the ferry ride and climb up to the crown to enjoy stunning panoramas of the city and learn its history via audio guides you can rent.

  • Day 13: Walt Disney World Resort
    20 minutes (8.5 miles) from Universal Studios Florida

    Located in Orlando, the Walt Disney World Resort is a must-visit destination for anyone who loves or has children that love Disney's media. Experience an immersive and magical world filled with rides, parades, and shows, and take home memories that will last a lifetime.

  • Day 14: Universal Studios Florida
    10 minutes (1 mile) from Fun Spot America Theme Parks – Orlando

    A theme park and production studio, Universal Studios Florida is a must-visit destination in Orlando for everyone looking for high octane entertainment, live performances, and immersive experiences related to popular franchises like Harry Potter, Jurassic Park, and The Hunger Games.

Time and Costs Estimates

  • Hollywood Walk of Fame (1-2 hours, free)
  • Griffith Observatory (2-3 hours, $0-10)
  • Golden Gate Bridge (1-2 hours, free)
  • Fisherman’s Wharf (1-2 hours, free)
  • Voodoo Doughnut (1 hour, $5-10)
  • Powell’s City of Books (2-3 hours, $0-30)
  • Pike Place Market (1-2 hours, $5-20)
  • Space Needle Observatory (1-2 hours, $20-35)
  • Second City (1-2 hours, $30-50)
  • The Art Institute of Chicago (2-3 hours, $25-50)
  • Empire State Building (1-2 hours, $25-50)
  • Statue of Liberty National Monument (2 hours, $20-40)
  • Walt Disney World Resort (1-2 days, $69-139)
  • Universal Studios Florida (1-2 days, $69-139)

  • Total Estimated Costs: $269-$592

Useful Tips

This itinerary is great for anyone who loves experiencing cities through their unique culture and landmarks, but also wants to mix in a bit more entertainment and excitement. If you have less time, consider cutting out some of the museums and art galleries, or only visiting one of the theme parks instead of both. If you have more time, consider spending extra days in each city to truly soak in all that each destination offers. Happy travels!

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