Obama Presidential Center & Chicago Heritage Experience
Chicago, Illinois
May 19 – 23, 2027 · 5 Days / 4 Nights
Destination
Chicago, Illinois
Hotel
Embassy Suites — River North
Travel Dates
May 19 – 23, 2027
Starting Price
$1,407.28 per person (dbl occ.)
Trip Overview
History, Legacy & the Best of Chicago
This meaningful group getaway celebrates history, legacy, and the vibrant culture of one of America's greatest cities. Visit the landmark Obama Presidential Center in Hyde Park, explore the Chicago History Museum, cruise Lake Michigan with fireworks aboard City Cruises, and stay in all-suite accommodations at Embassy Suites by Hilton River North. A trip that inspires, educates, and entertains — open to all who want to be part of this historic experience.
Experiences
Trip Highlights
Obama Presidential Center
Tour the landmark Obama Presidential Center in Hyde Park — featuring immersive exhibits, the Oval Office replica, the "Yes We Can" installation, and the legacy of the 44th President.
Chicago History Museum
Explore Chicago's rich history through world-class exhibits covering the Great Chicago Fire, the Blues, the 1968 Democratic Convention, and the city's architectural legacy.
Lakefront Dinner Cruise with Fireworks
Board City Cruises for an elegant lakefront dinner cruise on Lake Michigan — featuring stunning Chicago skyline views, fireworks, and a memorable evening on the water.
Embassy Suites River North
Stay in all-suite accommodations at Embassy Suites by Hilton Chicago Downtown River North — featuring complimentary made-to-order breakfast and evening reception daily.
Chicago Architecture & Sightseeing
Explore the Magnificent Mile, Millennium Park, Cloud Gate (The Bean), Navy Pier, and the iconic Chicago Riverwalk — the best of the city with your group.
Open Public Registration
This trip is open to all interested travelers. No group affiliation required — join as an individual, couple, or with friends and family.
Inside the Experience
Trip Gallery
Day by Day
Trip Itinerary
Arrive in Chicago
Arrive at O'Hare or Midway International Airport. Transfer to Embassy Suites by Hilton Chicago Downtown River North. Check in to your suite, enjoy the complimentary evening reception, and take in your first views of the Chicago skyline.
Obama Presidential Center
Full day at the landmark Obama Presidential Center in Hyde Park. Explore immersive exhibits including the "Yes We Can" installation, the Oval Office replica, the campaign media wall, and the legacy of President Barack Obama. Afternoon free to explore Hyde Park and the University of Chicago campus.
Chicago History Museum & Lakefront Dinner Cruise
Morning visit to the Chicago History Museum — explore exhibits on the Great Chicago Fire, Chicago Blues, the 1968 Democratic Convention, and the city's architectural legacy. Evening: board City Cruises for an elegant lakefront dinner cruise on Lake Michigan with stunning skyline views and fireworks.
Chicago Sightseeing & Free Time
Explore the Magnificent Mile, Millennium Park, Cloud Gate (The Bean), Navy Pier, and the Chicago Riverwalk. Afternoon and evening free for shopping, dining, and exploring Chicago's world-class restaurant scene.
Depart Chicago
Enjoy complimentary breakfast at the hotel. Check out and transfer to O'Hare or Midway for your return flight home, carrying memories of an inspiring and unforgettable Chicago experience.
What's Included
Package Inclusions
Not Included
Investment
Pricing & Deposit
Starting From
$1,407.28
per person, double occupancy
Pricing varies by room type and occupancy. Single supplement rates available. Airfare is additional — group airfare pricing available upon request. A deposit is required to secure your reservation. Full payment schedule provided at booking.
Travel Protection Recommended
TWB Travel Group recommends purchasing travel protection to safeguard your investment. Ask your travel advisor for options at the time of booking.
Ready to Experience Chicago's Legacy?
Spaces are limited. Reserve your spot today and be part of this historic group experience.
Ann Jones
301-377-4583