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10-Day Ultimate West Coast and Chicago Adventure

Viewed by 56 travelers

Day 1: Explore the Capital

Washington DC, USA

8:00AM

Breakfast at Founding Farmers

Start your day with a delicious farmhouse breakfast at Founding Farmers, celebrated for its locally sourced ingredients.
Located in Foggy Bottom, it's a short ride from most downtown hotels.
USD20, 1 hour

9:30AM

Visit the National Mall

Stroll along the National Mall and marvel at iconic monuments such as the Washington Monument and Lincoln Memorial.
Walking distance from Founding Farmers, head south towards the National Mall.
Free, 2.5 hours

12:00PM

Lunch at Old Ebbitt Grill

Indulge in a classic American lunch at Old Ebbitt Grill, known for its oysters and historic charm.
A short walk from the National Mall, across from the White House.
USD30, 1 hour

1:30PM

Explore the Smithsonian Museums

Choose a Smithsonian Museum like the National Air and Space Museum to dive into incredible exhibits.
Museums surrounding the National Mall accessible by foot.
Free, 3 hours

5:00PM

Dinner at The Capital Grille

Enjoy an elegant dinner at The Capital Grille, famous for its dry-aged steaks and extensive wine list.
A quick ride or a 15-minute walk from the museums.
USD65, 2 hours
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Day 2: Monuments and History

Washington DC, USA

8:00AM

Breakfast at Le Pain Quotidien

Savor a French-style breakfast with fresh pastries and organic breads at Le Pain Quotidien.
A short 10-minute walk from your hotel near the National Mall.
USD15, 1 hour

9:30AM

Tour the U.S. Capitol

Join a guided tour of the U.S. Capitol building to learn about legislative history.
Walking distance from breakfast; entry requires a prior reservation.
Free, 1.5 hours

11:00AM

Visit the Library of Congress

Explore the world's largest library and see its stunning architecture and exhibits.
A short walk from the Capitol.
Free, 1.5 hours

1:00PM

Lunch at District Taco

Taste fresh and authentic tacos at District Taco, a local favorite for lunch.
Head back towards Foggy Bottom by car or ride.
USD15, 1 hour

2:30PM

Visit the National Gallery of Art

Admire an impressive array of art collections at the National Gallery of Art.
Located on the National Mall, just a short walk away.
Free, 2 hours

4:30PM

Explore Georgetown

Wander through historic Georgetown, exploring its unique shops and waterfront views.
Drive or take a metro to Georgetown.
Free, 2 hours

6:30PM

Dinner at Fiola Mare

Dine on exquisite seafood while enjoying stunning views of the Potomac River at Fiola Mare.
Located along the Georgetown waterfront.
USD70, 2 hours
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Day 3: Flight to Los Angeles

Los Angeles, USA

8:00AM

Breakfast at DGS Delicatessen

Enjoy a hearty breakfast with a unique twist at the renowned DGS Delicatessen, where Jewish delicacies meet modern fare.
Located downtown, a short taxi from your hotel.
USD25, 1 hour

9:30AM

Leisurely Stroll in Rock Creek Park

Take a morning walk in the scenic Rock Creek Park, absorbing nature before departure.
Drive to Rock Creek Park, easy parking available.
Free, 1.5 hours

11:00AM

Return to hotel and pack

Head back to the hotel, check out and get ready for the flight.
Easy drive back to downtown.
Free, 1 hour

12:30PM

Flight from Washington DC to Los Angeles

Catch your flight to Los Angeles to start the West Coast leg of your journey.
Fly from DCA to LAX, approximately 6-hour flight.
USD150, 6 hours

4:30PM

Check-in at Hotel in Los Angeles

Arrive at your hotel in Los Angeles and get settled in before exploring.
Take a taxi or rideshare from LAX to your hotel.
USD50, 1 hour

6:00PM

Dinner at Bestia

Savor an Italian fine dining experience at Bestia, known for its house-made charcuterie and pizzas.
A short drive from your hotel in downtown LA.
USD80, 2 hours
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Day 4: Hollywood and Beaches

Los Angeles, USA

8:00AM

Breakfast at The Griddle Cafe

Start the day with decadent pancakes and brunch classics at The Griddle Cafe in Hollywood.
Drive or ride over to Hollywood near Sunset Boulevard.
USD20, 1.5 hours

10:00AM

Walk the Hollywood Walk of Fame

Stroll along the famous Hollywood Walk of Fame and snap pictures with your favorite stars.
Just a short walk from the Griddle Cafe.
Free, 1 hour

11:30AM

Visit the TCL Chinese Theatre

Explore the handprints of the stars at the legendary TCL Chinese Theatre.
Adjacent to the Hollywood Walk of Fame, easy access.
USD20, 1 hour

12:30PM

Lunch at In-N-Out Burger

Experience California's favorite fast food at the iconic In-N-Out Burger.
Drive to the nearest In-N-Out location, about 15-minute drive.
USD10, 1 hour

2:00PM

Relax at Santa Monica Beach

Spend a few hours soaking up the sun at Santa Monica Beach.
About a 30-minute drive from In-N-Out.
Free, 3 hours

5:30PM

Dinner at The Lobster

Dine with ocean views and fresh seafood at The Lobster in Santa Monica.
Located right at the Santa Monica Pier.
USD70, 1.5 hours
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Day 5: San Diego Awaits

San Diego, USA

8:00AM

Breakfast at Breakfast Republic

Kick-off the day with a breakfast filled with innovate dishes like French Toast Flight at Breakfast Republic.
Drive to San Diego, early morning commute takes about 2 hours.
USD25, 1 hour

9:30AM

Visit Balboa Park

Immerse yourself in the culture and beauty of Balboa Park, home to numerous museums and gardens.
Once in San Diego, the park is centrally located.
Free, 2 hours

11:30AM

Explore the San Diego Zoo

Discover the amazing wildlife at the world-famous San Diego Zoo, a must-visit for animal lovers.
Located within Balboa Park, combined ticket options available.
USD65, 3 hours

3:00PM

Lunch at The Cottage

Relax at The Cottage with a delightful lunch featuring fresh ingredients and a charming atmosphere.
A short drive from the zoo to La Jolla.
USD30, 1.5 hours

4:30PM

Visit La Jolla Cove

Enjoy the stunning views of the ocean and watch the sea lions at La Jolla Cove.
The cove is nearby, just a 15-minute drive from The Cottage.
Free, 2 hours

6:30PM

Dinner at George's at the Cove

Finish the day with a spectacular dinner at George's featuring coastal cuisine and sunset views.
Located right at La Jolla Cove.
USD80, 2 hours
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Day 6: San Diego Fun

San Diego, USA

8:00AM

Breakfast at Anyway CA

Wake up to relaxed vibes and delicious breakfast bowls at Anyway CA, a local favorite.
Conveniently located in Little Italy.
USD20, 1 hour

9:30AM

Explore Coronado Island

Take a ferry or drive over to Coronado Island for beautiful beaches and charming shops.
Short ferry ride from downtown San Diego.
USD10, 3 hours

1:00PM

Lunch at Peohe’s

Savor fresh seafood and sushi with picturesque bay views at Peohe’s.
Located on Coronado Island, easy access.
USD40, 1.5 hours

2:30PM

La Jolla Kayaking

Enjoy a fun afternoon kayaking along La Jolla’s marine protected areas, exploring sea caves.
Drive back to La Jolla, kayak rentals available by the beach.
USD60, 2.5 hours

5:00PM

Relax at Pacific Beach

Spend some chill time at Pacific Beach basking in the sun and enjoying the lively atmosphere.
Short drive from La Jolla takes about 20 minutes.
Free, 2 hours

7:00PM

Dinner at The Fish Market

Feast on fresh catch at The Fish Market, a popular eatery with a relaxed vibe along the harbor.
A short drive back to the harbor area.
USD50, 2 hours
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Day 7: Fly to Chicago

Chicago, USA

8:00AM

Breakfast at Great Maple

Enjoy a gourmet breakfast with trendy dishes like maple bacon doughnuts at Great Maple in Hillcrest.
Drive to Hillcrest; about 15 minutes from downtown SD.
USD25, 1 hour

9:30AM

Check-out and pack

Prepare for your flight after exploring your surroundings one last time.
Return to your hotel to check out.
Free, 1 hour

11:00AM

Flight from San Diego to Chicago

Catch your flight to Chicago from San Diego International Airport.
Approximately a 3-hour flight.
USD150, 3 hours

3:00PM

Check-in at Hotel in Chicago

Arrive in Chicago, settle into your hotel, and rest up for an exciting evening.
Take a taxi or rideshare from Chicago O'Hare to downtown.
USD50, 1 hour

5:00PM

Stroll along the Lakefront Trail

Get acquainted with the city by walking along the scenic Lakefront Trail.
Head towards the lake from your hotel, just a few blocks away.
Free, 1.5 hours

6:30PM

Dinner at The Purple Pig

Indulge in Mediterranean-inspired dishes at The Purple Pig, known for its delicious charcuterie.
Located on Michigan Avenue, a short ride from Lakefront.
USD60, 2 hours
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Day 8: Chicago Landmarks

Chicago, USA

8:00AM

Breakfast at Wildberry Pancakes and Cafe

Start your day with signature pancakes and a cozy atmosphere at Wildberry Pancakes.
Conveniently located near Millennium Park.
USD20, 1 hour

9:30AM

Visit Millennium Park

Snap photos at the iconic Cloud Gate sculpture (The Bean) in Millennium Park.
A short walk from breakfast.
Free, 1 hour

11:00AM

Explore the Art Institute of Chicago

Dive into art history with a vast collection at the Art Institute of Chicago.
Within walking distance from Millennium Park.
USD25, 2 hours

2:00PM

Lunch at Lou Malnati's

Experience a true Chicago-style deep dish pizza at Lou Malnati's.
A short cab ride away from the Art Institute.
USD30, 1.5 hours

3:30PM

Visit Willis Tower Skydeck

Take in stunning views of Chicago from the Skydeck at Willis Tower.
A quick taxi ride from Lou Malnati's.
USD30, 1 hour

5:00PM

Dinner at Girl & the Goat

Dine at the acclaimed Girl & the Goat offering innovative dishes in a vibrant atmosphere.
Short drive or Uber from Willis Tower.
USD70, 2 hours
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Day 9: Culture and Nightlife

Chicago, USA

8:00AM

Breakfast at Beatrix

Enjoy a health-conscious breakfast at Beatrix, known for its vibrant atmosphere.
Located near the River North area.
USD20, 1 hour

9:30AM

Visit Lincoln Park

Take a leisurely stroll through Lincoln Park and its beautiful gardens.
Accessible by public transport or taxi.
Free, 2 hours

12:00PM

Lunch at The Chicago Diner

Delight in delicious vegetarian comfort food at The Chicago Diner, famous for its shakes.
Head over by taxi or public transit.
USD20, 1 hour

1:30PM

Visit the Museum of Science and Industry

Explore fascinating exhibits and interactive displays at the Museum of Science and Industry.
A short taxi ride from The Chicago Diner.
USD20, 2 hours

4:00PM

Return to Hotel and Rest

Relax and recharge back at your hotel before evening plans.
Head back to your downtown hotel.
Free, 1 hour

6:30PM

Dinner at RPM Italian

Savor upscale Italian dining at RPM Italian, offering a contemporary twist on classic dishes.
Located in the River North area, short drive away.
USD70, 2 hours

9:00PM

Chicago Nightlife

Experience Chicago's nightlife by catching a live comedy show at The Second City.
Just a short drive or Uber from dinner.
USD40, 2 hours
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Day 10: Departure Day

Chicago, USA

8:00AM

Breakfast at Eggy’s Diner

Last breakfast in the Windy City at Eggy’s Diner, offering classic American breakfast favorites.
Located downtown, a short walk from most hotels.
USD20, 1 hour

9:30AM

Pack and Check-out

Gather your belongings and get ready for your journey home, reflecting on your incredible adventure.
Time to head back to your hotel and check out.
Free, 1 hour

11:00AM

Transfer to Airport

Take a taxi or rideshare to O'Hare or Midway Airport for your departure.
Plan for travel time based on your flight schedule.
USD40, 1 hour
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Trip Packing List: United States multi-city tour (30 Aug 2026 — early Nov 2026)
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