Itinerary
- Day 1
Arrival in Chicago
Optional Activities
- Explore Chicago's skyscraper canyons on foot
- Day 2
Chicago Landmarks
Included Activities
- Visit Grant Park and Buckingham Fountain
- View Cloud Gate sculpture at Millennium Park
Optional Activities
- Chicago River excursion boat tour (payable locally)
- Hancock Tower visit for city views, especially at night (payable locally)
Landmarks Buckingham Fountain Cloud Gate Hancock Tower Chicago River 
- Day 3
Chicago Neighborhoods
Optional Activities
- Explore Wicker Park neighborhood
- Walk or relax on The 606 elevated greenway
- Explore Randolph Street and Fulton Market in West Loop
Landmarks Wicker Park The 606 Logan Square Humboldt Park - Day 4
Chicago to New York
Included Activities
- Visit Times Square
Optional Activities
- The Edge observation deck visit for skyline views (costs extra)
Landmarks Times Square The Edge 
- Day 5
New York City
Included Activities
- Brooklyn Bridge at sunrise
- Staten Island Ferry ride (free)
- 9/11 Memorial visit
- Explore Greenwich Village
Optional Activities
- Breakfast at Ess-a-Bagel
Landmarks Brooklyn Bridge Staten Island Ferry Statue of Liberty 9/11 Memorial Greenwich Village 
- Day 6
New York City
Included Activities
- Visit Central Park
- Explore Midtown Manhattan
Optional Activities
- Breakfast at Ellen's Stardust Diner (singing waiters)
- Broadway musical tickets (last-minute deals available)
Landmarks Ellen's Stardust Diner Central Park Empire State Building Flatiron Building - Day 7
New York to Washington D.C.
Included Activities
- High Line walk
- Amtrak train journey to Washington D.C. (Coach Class with seat reservation)
Optional Activities
- Explore Georgetown neighborhood
- Meal at Ben's Chili Bowl (optional, payable on site)
Landmarks High Line Georgetown Ben's Chili Bowl 
- Day 8
Washington D.C.
Included Activities
- Capitol building tour (free)
- Visit Lincoln Memorial
- Visit Washington Monument
- Natural History Museum (free)
- Museum of American History (free)
- View White House
Landmarks Capitol Lincoln Memorial Washington Monument National Museum of Natural History National Museum of American History White House National Mall 
- Day 9
Washington D.C. to Miami
Included Activities
- Visit South Beach
- Walk Ocean Drive
Optional Activities
- Dinner at Naked Taco
Landmarks South Beach Ocean Drive 
- Day 10
Miami
Included Activities
- Explore Little Havana
- Walk Calle Ocho
- Explore Wynwood neighborhood
Optional Activities
- Breakfast at Versailles Restaurant (at your own expense)
Landmarks Little Havana Calle Ocho Wynwood 
- Day 11
Departure from Miami
Optional Activities
- Tick off remaining bucket list items
- Day 12
Arrival Home
