National Portrait Gallery Attractions & Things to do

Be inspired by the captivating, visual art that is Chicago’s legendary architecture, and the exceptional architects who created this ever-changing, dynamic legacy for all to enjoy and admire. This comprehensive 90 minute tour will navigate through the heart of the city on all three branches of the Chicago River while your professionally-trained architectural guide tells the story of more than 130 years of innovation in design, style and technique and why it is important today. The Chicago River Architecture Tour is the most authentic and encompassing Chicago experience the city has to offer.
Duration: 1 hour 30 minutes.

Experience one of the world’s most beautiful cities on a cruise down the historic Chicago River. On this architecture cruise, head down the main branch of the Chicago River, up the north branch to the East Bank Club, and then south past Willis Tower (Sears Tower) to the old Post Office Building. Take in magnificent city skyline views as you see more than 40 notable buildings, including the John Hancock Center and the Wrigley Building, and learn about their distinctive architecture from your onboard guide, an expert in architecture.
Duration: 1 hour 15 minutes.

Experience Chicago's legendary architecture and the exceptional architects who created this ever-changing legacy for all to admire. This family-friendly introduction to the Windy City's rich history and architectural heritage features highlights from Wendella's full-length architecture tours. Hop aboard our world class vessels as our local authentic tour guides showcase our amazing city.
Duration: 45 minutes.

The Chicago Architecture Center River Cruise aboard Chicago's First Lady has long been the gold standard among all Chicago tour experiences, and is the only Chicago architecture boat tour led by highly trained expert docents. On this 90-minute cruise, you will enjoy an overview of historic and modern architectural styles including stories about the people who designed and built Chicago.
As a certified nonprofit, all ticket purchases directly support education efforts and community engagement projects. No visit to Chicago is complete without experiencing this award winning tour, so accept no substitutes.
Duration: 1 hour 30 minutes.

When in Chicago, cruising down the Chicago River is a must. Except with us, you’ll be taking in the architecture of the buildings that line the beautiful river. We provide detailed explanations of the construction and history of over 50 significant buildings, wrapping up at the end of the river.

The Chicago River Cocktail Cruise allows you to experience an architecture tour with a cocktail in your hand! Your cruise includes either one or two drinks, with your choice of premium spirits, beer, or wine. Additional drinks are available for purchase.
Duration: 1 hour 30 minutes.

The Lake Michigan Sunset Cruise departs near the DuSable (Michigan Avenue) Bridge on Wendella's world class tour boats. The Cruise will navigate from the Chicago River, through the Chicago Lock and out onto Lake Michigan. Watch the sun slowly set behind the city from the tranquil waters of Lake Michigan on this serene and romantic cruise.
Duration: 1 hour 30 minutes.

Hop on and hop off around New York City with an open-top Big Bus tour, and visit NYC attractions at your own pace.

Ride all though Downton New York where you will see amazing restaurants, the buzzing Times Square, Wall Street, and Battery Park where you can catch a glimpse of the Statue of Liberty. Then follow up with on the Uptown tour and see the famous Apollo Theater, The Metropolitan Museum, and Central Park. These routes have been designed to give you the best New York has to offer in a short amount of time whether it is for 1 day or 2 days.

Plus, explore more of New York with our self-guided walking tours, powered by Vox. Choose from 4 tour options to uncover more of "The City that Never Sleeps."
Duration: 1 hour 30 minutes.

An authentic Chicago tradition since 1935, this is the tour that started it all. This unique excursion tells the story of more than 200 years of fascinating social, cultural and political history, and explores more than a century of groundbreaking architecture. The journey begins with an up-close perspective of Chicago's internationally-known architecture as seen from the Chicago River. Then venture through the Chicago Lock on to the calm, cool waters of Lake Michigan for expansive views of Chicago's extraordinary 26-mile skyline. Take the selfie of a lifetime on this inspirational experience!
Duration: 1 hour 30 minutes.

Interested in exploring Chicago from the perspective of ghosts and gangsters? Want to really immerse yourself in the history of this great American city, right from the locations that started it all? This tour visits the locations frequented by some of Chicago's most notorious gangsters along with many of the most haunted locations in Chicago!

You can get the best of both worlds with this 2 in 1, history-based guided walking tour of Chicago’s gangsters and ghost stories, right from the famous Chicago Loop Vice District! Upgrade to the bus tour option to experience the same spine-chilling stories by minibus. Includes one stop for an immersive experience.
Duration: 2 hours.

Gaze upon the city sights from the pinnacle of Chicago, the Skydeck. Located on the 103rd floor of Willis Tower, formerly Sears Tower -- the third-tallest building in the world -- the Skydeck offers spectacular sweeping views and is full of interactive exhibits. To complete your exciting Chicago experience, head to the Ledge, a glass balcony showcasing unbeatable views of Chicago’s top attractions like Wrigley Field and the Navy Pier.

We added a brand new Chicago Experience that you start with by the box office prior taking the elevator trip to the 103rd floor. It is a 45,000 sq ft. museum of today. The New Experience is part Chicago History, part Architecural tour, part Selfie Museum and part Children's Museum. This is fun and interactive for all ages. Ride our "L" Train, see our infinity pizza bed, take pictures ontop of Willis Tower and so much more! This is the best way to see Chicago in one setting.

With mobile tickets, simply scan your phone for direct entry into the SkyDeck
Duration: 90 to 120 minutes.

Discover Chicago's best on our Big Bus tour. Board our open-top, double-decker bus and see the city's iconic landmarks, from the Magnificent Mile to Millennium Park. Utilize our convenient stops to explore vibrant neighborhoods and attractions, including Willis Tower, the Chicago Riverwalk, and more.

Spend your day shopping on Magnificent Mile, enjoying Navy Pier's Ferris Wheel, or tasting authentic Chicago Deep Dish Pizza. Our flexible tour lets you create your own itinerary, with a free app to track bus arrivals.

Listen to digital commentary in multiple languages, offering expert insight into Chicago's history and culture, while recommending the best places to eat, drink, and shop. Offering comfortable seating and panoramic views, our Hop-On Hop-Off Sightseeing Tour is an ideal way to explore the city. Hop off as often as you like within your ticket's validity period, and simply hop on again when ready to continue.
Duration: 2 hours.

Admire all of Chicago's fabulous lakefront sights and attractions on this Lake Michigan boat tour. Cruise along Lake Michigan and take in amazing views of the city’s famous skyscrapers from a great vantage point. Feel free to bring a lunch and enjoy drinks from the onboard bar as you relax on this sightseeing cruise.
Duration: 45 minutes.

Escape into Chicago's underworld on a crime and mob tour with stops on-and-off the luxury, climate-controlled bus. Explore historic crime scenes with great photo opportunities. Hear true crime stories about Chicago Gangster Al Capone, The Untouchables, The Chicago Mob, Prohibition, John Dillinger, Frank “The Enforcer” Nitti, Cap George Streeter, Leopold & Loeb, H.H. Holmes and more.

Visit historic landmark buildings like: The Biograph Theater, Holy Name Cathedral, Cook County Criminal Court House, Harry Caray’s Italian Steakhouse, etc.

Tour famous Chicago neighborhoods: Streeterville, River North, Gold Coast, Lincoln Park, Old Town, Loop and Magnificent Mile. Locals and tourists agree that this educational and entertaining thing to do in Chicago is a unique cultural experience.
Duration: 90 to 120 minutes.

Welcome to Chicago River Boat Architecture Tours! We’re proud to present you with an in-depth, expert architectural-based river boat tour that delves into one of the most remarkable American cities today. Known for unique, daring, and historical architectural pursuits, it’s hard to cover all of the design and building treasures that make up the Windy City today. If you’re ready to learning more about the designs, people, and innovations behind these creations, throw on your captains hat and get ready to cruise along the Chicago River and see what architects from around the world travel to see in Chicago. Tour departures from 465 N. McClurg Ct.
Duration: 1 hour 30 minutes.

Enjoy a 90-minute Hop-on Hop-off panoramic trolley tour of Washington, DC.
The tour route will maximize your time and provide you with a great introduction to Washington, DC’s beautiful scenery and rich history. Join us aboard our custom-built Stadium Trolleys featuring stadium seating where every view is a great one.

The Trolley will make 15 stops along the tour route. Trolleys come by every half hour. Tour at your own pace while visiting America's most iconic historic locations and make a full day of visiting the Nation's Capital.

During the tour you will see major sites, including the White House, Washington Monument, Untied States Capitol Building, Thomas Jefferson Memorial, Union Station, Franklin Delano Roosevelt Memorial, Dr. Martin Luther King Jr. Memorial, and the Smithsonian Museums just to name a few!

Duration: 1 hour 30 minutes.

The perfect tour for first timers to Chicago or those who want to explore Chicago's famous foods along with the city's top attractions, all on one tour. Stroll the beautiful streets of downtown Chicago & taste the Windy City’s favorite eats! Bobby’s Bike Hike, whose food tours are ranked Top 10 in America (USA Today) & Top 20 in the world (Tripadvisor), offers this ultimate food & walking tour to explore the hard-working, salt-of-the earth foods Chicago made famous; a slice of deep-dish pizza, a Chicago-style hotdog, Italian beef, popcorn & brownies. Bobby’s expert guides will lead you through downtown Chicago’s most iconic landmarks; Millennium Park, State St, Chicago Theatre, Riverwalk, Michigan Ave, & the Wrigley Building, all the while explaining the tales from Chicago’s rich food-centric history. Enjoy your food tour & receive a bonus 2-hour FREE bike or kayak rental for each ticket bought, adding value to your experience. Bike along the Lakefront Trail or kayak on Lake Michigan.
Duration: 3 hours.

From mysterious sightings creepy haunts, mobsters and more, you'll hear stories of Chicago's darker side on our newest nighttime tour. Cruise the Chicago River amidst twilight tales of the city you never knew existed... and might wish you could forget.

Not to mention the nighttime views of the lit-up architecture in the heart of Chicago!

Please arrive 30 minutes in advanced!
Duration: 1 hour 30 minutes.

Visiting Chicago? Experience 5 must-see attractions, handpicked and packaged together at a 48% savings, with Chicago CityPASS® tickets. Spend less time planning and more time exploring. Visit the attractions at your own pace, in any order. Valid for 9 consecutive days including the first day of use.

Get admission to 5 attractions.
Includes:
• Shedd Aquarium
• Skydeck Chicago
Plus choose 3 of the following:
• Shoreline Sightseeing Architecture River Tour
• Field Museum
• 360 CHICAGO Observation Deck
• Museum of Science and Industry
• Art Institute of Chicago
• Adler Planetarium

Download and visit the My CityPASS® App to access tickets, make reservations (if required), and view attraction details.


Duration: 9 days.

Glide along the Chicago River and Lakefront as you're dazzled by the sparkle of the city at night! Enjoy breathtaking views of the dramatic skyscrapers and Buckingham Fountain's spectacular light display. Hear lively commentary as you feel the night breeze and see Chicago’s skyline transformed into a glittering jewel. A one-of-a-kind experience to scratch off your Chicago bucket list. Family-friendly cruises are our specialty!
Duration: 1 hour 30 minutes.

With the New York Explorer Pass by Go City you get access to your favorite 2, 3, 4, 5, 6, 7 or 10 attractions or tours, from over 90 things to do, and save up to 50%* (compared to buying individual attraction tickets). Admire sweeping views from the Empire State Building Observatory, Top of the Rock, Edge and One World Observatory. See the city from a Hop on Hop off Bus, take a Sightseeing Cruise, or indulge your tastebuds on a Food on Foot walking tour. There's something for everyone!

Create your own itinerary and sightsee the Big Apple at your own pace - you have up to 60 days to use your pass. Your pass includes access to the Go City app and a digital guide to plan your trip. Make sure to check which activities require advance reservations, then show your pass on your mobile device at the entrance.

*Savings based on sample itineraries on the Go City website. 
Duration: 1 to 60 days.

Our popular 90-minute daytime river and lake tour, the Urban Adventure Cruise, delights family members of all ages with incredible views of Chicago's world-renowned architecture and stunning skyline. Lively, knowledgeable tour guides bring Chicago’s rich history to life with fun stories and interesting facts. Relax and unwind on a scenic tour of the city from the unique perspective of the Chicago River and Lake Michigan. Welcome aboard!
Duration: 1 hour 30 minutes.

Embark on an immersive culinary journey through New York City's Chelsea Market and beyond. This expertly guided tour blends mouth-watering flavors with a commitment to supporting local artisans and sustainable practices. Explore iconic locations and indulge in diverse dishes that showcase NYC’s vibrant gastronomic scene.

Why You’ll Love This Tour:
Diverse Culinary Stops: Enjoy selections from Filaga Pizza, Takumi Taco, Joey Bats, Doughnuttery Doughnuts, Nom Wah, and Local Roots.

Scenic Views and Historic Sites: Experience breathtaking views and stories of urban renewal.

Instagram-Worthy Moments: Capture memorable photos against NYC's picturesque backdrops.

Support Sustainability: Contribute to the local community through partnerships with small businesses and social impact partners.

Special Offers:
Enjoy 15% off food items, and a free 5oz. draft pour with purchase of food at The Bronx Brewery Hudson Yards.

Happy Hour Specials: Take advantage of specials at selected spots.
Duration: 3 hours.

Ready to discover some of the best Chicago has to offer with a local by your side? Join us on an epic tour of some of the city’s greatest hits: incredible architecture both old and new, delicious local treat and iconic Chicago dishes, a uniquely Chicago transit ride, stunning river views and much more!

Duration: 5 hours.

Our Chicago Signature Dinner Cruise is an unforgettable way to experience the city from the water. Spend your evening on Lake Michigan with dining, picturesque views, dancing, DJ entertainment, and an assortment of games.

While onboard, you’ll enjoy our chef-prepared dinner buffet, a fully stocked bar, and incredible views of Chicago’s skyline and attractions from our climate-controlled interior and open-air rooftop decks. Whether for a romantic dinner for two or for a special evening with friends and family, our dinner cruises are perfect for any occasion!

Please arrive at the boarding location at least 30 minutes before your scheduled cruise time. The tour will begin promptly.

Duration: 2 to 3 hours.

Discover Chicago's captivating past on our top-rated Gangsters and Ghosts luxury minibus tour, exploring the iconic Loop and River North neighborhoods, once dominated by notorious Italian and Irish gangs during Prohibition.

Delve into the city's infamous organized crime history and hear spine-chilling tales from our expert guide about the ghosts that still roam these streets. The tour features 1 stop for an immersive experience, allowing you to witness Chicago's history firsthand.

Interested in exploring Chicago from the perspective of ghosts and gangsters? Want to really immerse yourself in the history of this great American city, right from the locations that started it all? This tour visits the locations frequented by some of Chicago's most notorious gangsters along with many of the most haunted locations in Chicago!
Duration: 2 hours.

Enjoy Chicago’s iconic skyline with an exciting architecture cruise on the Chicago River. Departing from Navy Pier, this 75-minute narrated cruise is the best way to get up-close views of Chicago’s unique architecture and famous landmarks. Seadog offers fun for the whole family (and the dog, too!) with live narration along the city’s shore. Enjoy the speed of Seadog afterward during a short speedboat ride on the lake!

Please arrive at the boarding location at least 30 minutes before your scheduled cruise time. The tour will begin promptly.
Duration: 1 hour 15 minutes.

What better way to take in New York City's most iconic landmarks, than sailing along the Hudson River? From the majestic Statue of Liberty to the towering Freedom Tower, our cruise provides unparalleled views of some of the city's most famous sights.

Once aboard our serene, eco-conscious vessel, you will unlock the magic of New York City in all its glory. Take a perfect selfie with Lady Liberty on our open-air rooftop deck and enjoy our cozy indoor space complete with a full-service bar and concession area, available year-round. Book now for an unparalleled adventure through the heart of the Big Apple!
Duration: 1 hour 15 minutes.

This tour is unique as it offers the ability for you and two of your friends or family (a total of 3 passengers) to experience what it is like to fly over the city of Chicago on a 45 minute thrill seeking guided tour. The price is the total for all 3 passengers (saving you money compared to other operators who charge per person.)
Duration: 45 minutes.

Enjoy Chicago’s famous sights and fabulous views on this award-winning small-group sightseeing tour of the city.
On this tour, you will travel through Chicago with an expert guide in a comfortable minibus, enjoy world renowned architecture including the world's first skyscrapers, Museum Campus (for the BEST skyline view in town), Millennium Park (Home of "The Bean"), Buckingham Fountain, The Magnificent Mile, Lincoln Park, Chicago River, The Gold Coast, Lake Shore Drive and more!
Along the way, your guide will provide historical, informational and at times humorous commentary about the area.
Four photo stops are a part of each tour. The small-group atmosphere with a maximum of 10 people ensures a more personal experience. 

You also have the option to upgrade to include THE most popular Architecture River Cruise in Chicago! For good reason, our partner Shoreline Sightseeing, has been the most booked tour on TripAdvisor for the last 5 years! And yes, there is a bar on the boat.


Duration: 2 to 4 hours.

Hop-On Hop-Off New York City Tour - See It All, Your Way! Travel in style on our open-top double-decker buses, offering unobstructed views and ample photo opportunities.
Get ready to explore the city with our amazing Hop-On Hop-Off New York City Tour! our tour offers the perfect way to see the best of NYC at your own pace. With unlimited stops, you can hop on and off as often as you like, creating your own unique sightseeing adventure.
Enjoy live commentary from knowledgeable and entertaining guides who share fascinating stories and insights about the city's history and culture.

Don't Miss Out on the Ultimate New York City Sightseeing Experience!. Hop on, hop off, and enjoy the ride! Ready to create your own adventure with flexible schedules, informative guides, and unlimited stops, you'll have the freedom to explore all that NYC has to offer.
Discover the magic of New York City with the tour that lets you see it all, your way!

Duration: 2 hours.

Experience the best of Chicago by land and water on our exclusive Luxury City Minibus Tour & Riverboat Architecture Cruise! Start with a 90-minute guided luxury minibus sightseeing tour through downtown, and seamlessly transition to the Chicago Architecture Riverboat. Here you will glide along the Chicago River and learn about the city's rich history and iconic architecture from a knowledgeable guide.
Duration: 3 hours 30 minutes.

See New York City sparkle, on an evening panoramic tour of the city! Experience awesome New York City sites at night, as you hop aboard our comfortable tour bus for a comprehensive, fully-guided bus tour of NYC at night.
Your tour guide will accompany you and will get off with you at each stop, helping you see a different side of New York City!
Duration: 4 hours 30 minutes.

The Art Institute of Chicago attracts nearly as many visitors as other leading galleries like the Met, Louvre & British Museum. On this 2.5 hour exclusive guided museum tour, you’ll be able to skip the line and explore it’s most famous pieces with the help of an engaging guide who will lead the way.

Highlights Generally Include: (if artwork is not on loan or being restored etc.)

Paris Street, Rainy Day by Gustave Caillebotte
Sunday on La Grande Jatte - Georges Seurat
Sky Above Clouds - Georgia O'Keefe
Nighthawks - Edward Hopper
A Picture of Dorian Gray - Ivan Albright
America Windows - Marc Chagall
The Old Guitarist - Pablo Picasso
Inventions of Monsters - Salvador Dali
Four Mona Lisas - Andy Warhol
Duration: 2 hours 30 minutes.

Enjoy Chicago’s iconic skyline with an exciting speedboat Tour on Lake Michigan. Departing from Navy Pier, the Lakefront Speedboat Tour is the best way to view Chicago from the water. Seadog offers fun for the whole family (and the dog, too!) combining an exciting speedboat ride along the shoreline with informative and amusing descriptions of the world-famous Chicago skyline!
Duration: 30 minutes.

No question that the beguiling lights of Dyker Heights that you will spend an hour enjoying are the highlight of the tour, but there is much more.

Like no other, this tour will also weave through the holiday streets of lower Manhattan. Rolling through neighborhoods, like Chelsea, the Meatpacking District, Dumbo, Nolita, Soho, NoMad, and the Village. Your tour leader, your guide, is an experienced guy and will keep you interested and entertained.

Manhattan-bound after the dazzle of Dyker, you'll stop at Fulton Ferry Landing to be awed by the crystal clear views of Lower Manhattan and Brooklyn Bridge. Here It feels like you can reach across the East River and touch the city.

Later, after crossing Manhattan Bridge and heading North through Chinatown and the Bowery, you'll walk through Washington Square and see the Village tree. It's then onto the one, the only, Rockefeller Center Christmas tree. I

There, the tour ends.

"Merry Christmas to all, and to all a good night!" CCM


Duration: 4 hours.

Beat the crowds with an expert art historian guide on this exclusive early morning tour. Immerse yourself among the masterpieces housed within the acclaimed museum and listen as your guide brings each piece to life by sharing the story behind it. Let your guide lead you to the most important pieces of the 300,000-strong collection, taking the hard work out of finding where to go and what to see. Explore in a small group for a special, personal experience, and interact with your guide who can give insider’s insight into the museum.
Duration: 2 hours 30 minutes.

Get acquainted with Chicago’s most iconic landmarks on this riotous guided bicycle tour! Join the expert guides of Bobby’s Bike Hike, America’s longest-running city bicycle tour company, on this exciting and informative adventure. Over the course of a 3-hour bike ride (traversed at a nice leisurely pace), you’ll get up close and personal with Chicago’s legendary Museum Campus, Grant Park, and Millennium Park. You’ll become intimately familiar with Soldier Field, The Adler Planetarium, Buckingham Fountain, The Pritzker Pavilion, and Cloud Gate (the formal name of Chicago’s dearly-beloved “Bean”). This tour is perfect for first time visitors looking to see all of the classic hotspots, and for returning guests looking to understand more about the landmarks they know and love. Hop on two wheels, and come make memories that are sure to last a lifetime!
Duration: 3 hours.

We've always had a passion for donuts, but only recently did we realize just how many others do too. And when looking around, we didn't see anything that truly celebrated donuts in all their glory, hence the Underground Donut Tour was born. This tour is for anyone who truly enjoys donuts. At each location, you'll be able to try a curated sample or samples of that location's best donuts. Many locations offer vegan, gluten or nut free options, however, please make sure to let us know ahead of the tour, so we can make sure to highlight those specifically for you. Our tours include such favorites as Do-Rite Donuts, Firecakes, Stans, and Doughnut Vault.


Duration: 90 to 120 minutes.

Explore the High Line, a cherished repurposed railway in Manhattan's west side, and its surrounding neighborhood, Chelsea, with ExperienceFirst's guided tour.

Led by local guides, this top-rated experience offers a unique perspective on the area's architecture and art. Delve into the secrets and lesser-known facts of the High Line, gaining insights that even locals might miss.

Wander through Chelsea and discover the character of the Meatpacking District. The early morning start lets you make the most of your day.
Duration: 2 hours.

With a 1-day Big Bus ticket to New York City, you can follow two hop-on hop-off routes—downtown and uptown. In addition, gain entry to the 86th-floor observation deck at the Empire State Building and enjoy convenient transport service to Ellis Island and the Statue of Liberty National Monument via round-trip ferry. Rather than booking separately, save time and money with one ticket.

- Board a hop-on hop-off Big Bus at any stop along two routes
- Explore the sights of downtown and uptown Manhattan
- Admission ticket to the Empire State Building observation deck included
- Travel round-trip by ferry to Ellis Island and Liberty Island
Duration: 1 hour 30 minutes.

There’s nothing more magical than downtown Chicago during the holiday season. Bobby’s Holiday Hike is a 3hr guided walking and food tour through the Chicago Loop, brought to you by Bobby's Bike Hike, internationally recognized for their tours. You’ll get to sample the Windy City’s favorite winter treats; including a slice of deep dish pizza, Chicago-style hot dog, Italian Beef, chocolate brownie, and hot apple cider. Upon arrival, you can add a VIP holiday craft beer package for $19.99/person. Our entertaining guides will get your holiday spirit primed with plenty of food and knowledge. Did you know Rudolph the red-nosed reindeer was a story created in Chicago? You’ll see the Christmas window displays at the original Marshall Field’s department store, Chicago's city Christmas tree, the ice skating rink at Millennium Park, and the legendary Christkindlmarket, a traditional German Christmas Market. No other tour offers such an all-inclusive experience of Chicago during the holidays!
Duration: 3 hours.

Create your own sightseeing itinerary with the Chicago Explorer Pass, saving up to 50%* off compared to buying individual attraction tickets. This multi-attraction pass, valid for 60 days after your first use, provides admission to your choice of up to seven attractions, tours or activities - all one one pass. Select from more than 25 top sites and things to do, including SkyDeck Chicago, Navy Pier and a Shoreline Architecture River Cruise. It's the easiest and most affordable way to explore the Windy City at your own pace. Simply save your pass on your mobile device (available as your 'ticket' after purchase) and go – no voucher redemption required! With Go City you can see more, do more, and save more.

*Savings based on sample itineraries on the Go City website
Duration: 1 to 60 days.

Experience the magic of Chicago at dusk on a 90-minute live guided panoramic adventure that captures the city in its most captivating light. Watch the entire skyline come to life, from Magnificent Mile to Museum Campus and beyond. From the top deck of an open-top double decker, you’ll have a perfect vantage point to see the best of Chicago.

Witness the vibrant nightlife of River North brim with energy, trendy bars, and eclectic dining options. Your knowledgeable guide will provide fascinating insights and stories into the history and hidden stories of Chicago.

Next, the journey takes you along the legendary Michigan Avenue. From the upscale shopping and historic architecture of The Magnificent Mile to the cultural treasures of State Street Theater District, you’ll experience the diverse facets of Chicago’s most famous avenues. See renowned attractions like the Wrigley Building, Tribune Tower, and the Art Institute of Chicago, all beautifully illuminated against the evening sky.
Duration: 1 hour 30 minutes.

This is the tour that made Bobby famous! Bobby’s Bike Hike is America’s longest-running city bicycle tour company, and has been repeatedly recognized for excellence by National Geographic, USA Today, The Associated Press, Conde Nast Traveler, and more! Bobby’s now offers over a dozen specialized tours, but The Lakefront Neighborhoods ride is what started it all. Join one of Bobby’s expert guides on this 3-hour romp through Chicago’s beautiful North Side neighborhoods. See the ever-rising skyscrapers of Streeterville, the luxe residential property of the Gold Coast, the cozy artists’ village of Old Town, and the rolling greenery of Lincoln Park. You’ll finish off with a cruise down the Lakefront Trail, one of the most popular waterfront bike paths in the nation. This leisure-paced journey is sure to make memories that’ll last a lifetime! Tour departs from 540 N. Lake Shore Drive, Chicago.
Duration: 3 hours.

Explore Washington DC with a professional tour guide. We will pick you up from your hotel or other preferred location. Your guide will go over the history of Washington DC with you and give you information about each of the monuments, memorials, and historic buildings that you will visit. This tour allows for you to be able to see many landmarks in a short period of time because we drop you off and pick you back up as close to each of the sites as possible. You will have plenty of time to walk around each site and be able to take amazing photos.

We stop at the following sites

- United States Capitol Building
- White House
- World War II Memorial
- Washington Monument
- Jefferson Memorial
- Martin Luther King, Jr Memorial
- Lincoln Memorial
- Korean War Veterans Memorial
- Vietnam Veterans Memorial
- Iwo Jima
- Air Force Memorial

Please contact us if you do not see the date or time available that you are requesting to tour.
Duration: 4 hours.