National Portrait Gallery Attractions & Things to do

Experience the stunning beauty of Chicago on a captivating cruise along the historic Chicago River. This architectural tour takes you down the main branch of the river, up the north branch to the East Bank Club, and then south past the iconic Willis Tower (Sears Tower) to the historic Old Post Office Building.

Marvel at the magnificent city skyline as you pass by over 40 notable buildings, including:

John Hancock Center: An iconic skyscraper that defines the Chicago skyline.

Wrigley Building: Known for its distinctive white facade and clock tower.

As you sail, an expert architecture guide will provide fascinating insights into the distinctive designs and history of these architectural marvels. Whether you're a local or visiting for the first time, this tour offers a unique perspective on one of the world's most beautiful cities.

Sit back, relax, and let the architectural wonders of Chicago unfold before your eyes.
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 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.

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.

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

Ride all though Downtown 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.

Explore the iconic Brooklyn and DUMBO neighborhoods with a bus and walking tour led by an expert local guide.

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.

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.

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.

Embark on an unforgettable journey along Lake Michigan and marvel at Chicago's iconic lakefront sights and attractions.

Cruise along Lake Michigan and enjoy stunning views of Chicago's renowned skyscrapers from a unique vantage point. This tour offers an amazing opportunity to admire the city's breathtaking skyline and architectural wonders. Feel free to bring your lunch and savor drinks from the onboard bar as you relax and take in the scenery on this delightful sightseeing cruise.

Highlights:

Spectacular views of Chicago's famous skyscrapers

Onboard bar serving refreshing drinks

Relaxing and enjoyable sightseeing cruise

Experience Chicago like never before on this serene and scenic Lake Michigan boat tour. Remember to bring your camera to capture those social media worthy photos!
Duration: 45 minutes.

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: .

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.

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.
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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.

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.

Take in the views on this award-winning 90-minute Architectural Tour, a jaw-dropping excursion through a city that defies all expectations!
Duration: 1 hour 30 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.

Experience 5 must-see attractions and save up to 49% with Chicago CityPASS® tickets. One simple purchase removes the stress of planning, so you can relax and enjoy your memories in the making. With 9 days to use your tickets, you’ll have plenty of time to explore the top sights.

Chicago CityPASS® tickets include one-time 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
• Griffin Museum of Science and Industry
• Art Institute of Chicago
• Adler Planetarium

Duration: 9 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.

With the New York Explorer Pass by Go City you get access to your favorite 2, 3, 4, 5 or 6 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 30 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.
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Sail along the magnificent skyline on our Premier Plus Chicago Brunch Cruise. A chef-curated menu of plated brunch specials will delight your palate while unparalleled panoramas of the city’s iconic architecture are marveled at from our glass-enclosed vessel. Enjoy the awe-inspiring views of landmarks such as the Willis Tower, Navy Pier, and the Old Chicago Post Office in the comfortable interior or from the open-air spaces. This upscale experience on the Chicago River is complete with bottomless mimosas and a fully stocked cash bar, light architectural narration, masterful DJ entertainment, and exceptional service. Elevate your weekend with an unforgettable afternoon brunch cruise against a backdrop of Chicago’s most spectacular scenery.
Duration: 2 hours.

Enjoy Chicago’s only bus guided neighborhood pizza tour.  Eat like a local as you travel off the beaten path into Chicago neighborhoods to savor the best pizza.  Your local guide will teach you the science behind ingredient selection and baking as you sample slices from historic pizzerias.  In just a few hours, you’ll leave stuffed, and with an understanding of why pizza is such an important part of Chicago’s culture.
Duration: 3 hours 30 minutes.

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.

Soak in unobstructed views of Chicago’s world-famous architecture from the water with an exciting ride on our Seadog River and Lake Architectural Tour! Start the tour at Navy Pier and sail through the Chicago Harbor Locks to the River’s iconic skyscrapers. Enjoy amusing and informative narration for a fascinating tour through the city’s architectural history as you pass the Civic Opera House, the Merchandise Mart, and the Willis Tower. Buckle up for a thrilling finale on Lake Michigan to top off this family and dog-friendly experience and cruise along the skyline at top Seadog speed!
Duration: 1 hour 15 minutes.

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: 2 hours.

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 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.
Three photo stops are a part of each tour. The small-group atmosphere with a maximum of 12 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.


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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.

Join us for a fun night of exploring Chicago's crime history on this 2-2.5-hour bus tour that includes:

* World famous crime scenes like the St Valentine's Day massacre
* Stops on-and-off the bus at famous crime sites
* True Crime history
* Historic video footage
* Interactive live commentary
* Crime quiz
* Souvenir pamphlet with photos
* Luxury climate-controlled bus
* So much more!

Some of the world’s most notorious criminals, mobsters & gangsters bamboozled their way through Chicago. Escape into the city’s criminal underworld as you investigate stories about Al Capone, The Untouchables, the Chicago Mob and more. From a luxury coach, see the sites of storied crime scenes including Biograph Theatre, Holy Name Cathedral, and the St Valentine's Day Massacre, one of Chicago's most notorious murders. Snap photos of the historic criminal courthouse, and hop on-and-off the coach to walk the path that Chicago gangsters John Dillinger and Hymie Weiss followed just before their deaths.
Duration: .

Experience the best travel stories for yourself! Join a local expert and uncover hidden gems. Join us for the ultimate foodie adventure in Chicago’s historic River North area alongside a local guide who can show you the best spots for some of the city’s best-loved dishes. From deep-dish pizza to Chicago-style hot dogs, this tour will leave you filled with delicious local foods as well as some insider knowledge into the city’s culinary history and culture.
Duration: 2 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.

Fine dining and unrivaled skyline views await from the moment you step aboard our Premier Plus Chicago Lunch Cruise. A selection of delectable plated lunch specials and craft cocktails will delight your palate while captivating panoramas of Chicago’s iconic architecture are marveled at from our glass-enclosed vessel. Breathtaking views of landmarks such as the Willis Tower, Navy Pier, and the Old Chicago Post Office can be enjoyed from the comfortable interior or the open-air spaces. This upscale experience on the Chicago River is complete with light architectural narration, masterful DJ entertainment, and top-notch service. Set sail for an awe-inspiring lunch cruise experience!
Duration: 2 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.

Enjoy Chicago’s famous sights and fabulous skyline views on this award-winning small-group sightseeing tour of the city. Travel through Chicago with an expert guide on a comfortable minibus, stopping at iconic locations like early skyscraper "The Rookery" (Frank Lloyd Wright architecture), Museum Campus (for the BEST skyline view in town) and The Buckingham Fountain. You'll also see The Magnificent Mile, Lincoln Park, The Chicago River, Millennium Park, The Gold Coast, Lake Shore Drive and more!

Along the way, your guide will provide historical and informational and at times humorous commentary about the area and its many attractions.
The small-group atmosphere with maximum of 10 people ensures a more personal experience.  
Duration: 2 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 30 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
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Enjoy a private two-hour sailing experience for up to six people along Chicago’s beautiful lakefront. Kick back, relax, and let the US Coast Guard licensed captain treat you to stunning views of Chicago’s spectacular skyline. Make the experience your own. The flexibility of a private charter allows customization of virtually any aspect of the sailing adventure from guest list to music selection to sailing route. Three departure times offered daily. This experience is not meant to be an in-depth guided tour; however, our captain is always happy to point out interesting sights with anecdotes and historical information. Just ask you captain. Looking for a sunset sail, see our other product listing "Come Sailing with us at Navy Pier - Sunset Sail on Lake Michigan". Looking to watch the Navy Pier Fireworks from a private sailing charter, see our other product listing "Come Sailing with us at Navy Pier - Saturday Fireworks Sail". All charters are NON-SMOKING experiences.
Duration: 2 hours.

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.

Sunday Funday Mimosa Cruise – Chicago’s Floating Tiki Bar Adventure!

Sundays are Fun-Days aboard our vibrant floating tiki bar, Island TIme, where the drinks are cold, the vibes are high, and the views are iconic! Cruise down the Chicago River the Island Party way—with a mimosa or Bloody Mary in hand and a front-row seat to some of the world’s most stunning architecture.

This all-day Sunday celebration is perfect for locals and visitors alike. As you drift through the heart of the city, enjoy a relaxing ride surrounded by breathtaking views, lively music, and the laid-back atmosphere of our one-of-a-kind vessel.

Have questions about Chicago’s legendary buildings? Just ask! Our friendly crew is always happy to share a few fun facts along the way.

Mimosas, Bloody Marys, and skyline magic—all aboard for the best Sunday in the city!
Duration: 1 hour 30 minutes.

The Chicago Murder Mystery Tour is an interactive history tour and game! Play detective as you unravel a murder mystery, and learn about Chicago's true crime legends and Prohibition secrets.

This two-in-one experience combines a rich historical walking tour with an exciting award-winning murder mystery game. Perfect for people looking for a history tour of Chicago, and also for people looking for a chance to play and have fun.

Explore a City, Solve a Murder! Only on the Chicago Murder Mystery Tour.


Duration: 2 hours.

With a 48-hour 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.

Save 20% when you bundle these two iconic Chicago experiences!

Discover Chicago by road and river with a 48-hour Hop-on Hop-off Ticket and Shoreline Architecture Cruise combo! This ticket includes a 48-hour pass for our hop-on, hop-off Chicago sightseeing bus tour, and a pass for admission to Shoreline Sightseeing's must-do 75-minute Architecture River Cruise! You'll see the city's world-famous architecture from iconic streets like Magnificent Mile, Lake Shore Drive, State Street, Clark Street and Grand Ave, and from all three branches of the Chicago River.

Create your own itinerary and explore at your own pace with unlimited bus exit and entry. Over 40 Chicago landmarks await you on the 75-minute Shoreline Architecture Cruise, from hidden architectural treasures to the city’s most famous landmarks. Expert live guides explain how Chicago’s buildings, architecture and engineering made the city famous.
Duration: 2 hours.

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.

Discover the United States’ turbulent history through works preserved in the National Archives before exploring the faces behind the history. This Exclusive, 5 to 5.5-hour Exclusive guided combo tour, is best way to understand the who and the what of the United States! Your guide will show you the documents and the people that have defined this country. This tour has the heroes and villains of history, culture, progress, and art of the USA.


Highlights often include (but are not limited to):

-The original Declaration of Independence
-The Constitution
-The Bill of Rights
-1297 Magna Carta
-Presidential Portraits
-20th Century American
-Obama Portraits
-Pocahontas Portrait
-Conservation Labs
-Works by Mary Cassatt, Edward Hopper, Andy Warhol, and Norman Rockwell
Duration: 5 hours 30 minutes.

Ready to explore Chicago like never before? Whether you have just a couple of hours or a full day, my personalized city tours offer a unique and unforgettable experience, customizable from 2 to 8 hours. From the iconic skyline to hidden gems off the beaten path, I’ll take you on a journey that captures the heart and soul of this incredible city. I’ll also capture professional photos along the way, so you can take home memories of your adventure. With flexible pickup options, including quick tours during layovers at O'Hare, I make it easy to see the best of Chicago, no matter how much time you have. Book your tour today and let me show you the Windy City through the eyes of a local!
Duration: .