Chicago, IL

Overlooking Lake Michigan, Chicago is a bustling metropolis with a friendly neighborhood feel. Known for its blues and jazz clubs, great restaurants, shopping and a vibrant theater scene, the city offers endless vacation options. Amid the traditional architecture, soaring skyscrapers and intriguing museums, nature is never far away, as spacious parks and the sandy shores of Lake Michigan are around every corner.


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Holiday Inn Chicago Mart Plaza

Located in the center of downtown Chicago’s exciting River North area and minutes from the Loop and Michigan Ave the contemporary Holiday Inn Chicago Mart Plaza offers exceptional views of the Chicago River and the Chicago skyline. Our recent $20 million redesign is apparent in every aspect of the Holiday Inn Mart Plaza, from our stunning atrium lobby to our 521 comfortable and contemporary guest rooms and suites.

The Palmer House Hilton

Welcome to The Palmer House®: a Hilton Hotel - an iconic, world-class downtown Chicago hotel and gateway to Chicago's rejuvenated Loop scene. A modern Chicago grand hotel, the Palmer House is a lively destination within walking distance of the best attractions the city of Chicago has to offer like Millennium Park, the Art Institute of Chicago, and the theater district. The guest rooms and suites match the hotel's French Baroque styling with metropolitan flair.

Sheraton Grand Chicago

Located in the heart of downtown Chicago, the Sheraton Chicago Hotel & Towers, is ideally situated on the Chicago River, within walking distance of Navy Pier, Magnificent Mile shopping, Millennium Park, the Loop business district and all of the other local favorites that make Chicago a one of a kind destination.

The Westin Michigan Avenue

The Westin Michigan Avenue Chicago Hotel, which is located on Chicago's famed Magnificent Mile, is steps from Lake Michigan, Michigan Avenue restaurants and premier Michigan Avenue shopping.

Holiday Inn Chicago Mart Plaza

Located in the center of downtown Chicago’s exciting River North area and minutes from the Loop and Michigan Ave the contemporary Holiday Inn Chicago Mart Plaza offers exceptional views of the Chicago River and the Chicago skyline. Our recent $20 million redesign is apparent in every aspect of the Holiday Inn Mart Plaza, from our stunning atrium lobby to our 521 comfortable and contemporary guest rooms and suites.

Sheraton Grand Chicago

Located in the heart of downtown Chicago, the Sheraton Chicago Hotel & Towers, is ideally situated on the Chicago River, within walking distance of Navy Pier, Magnificent Mile shopping, Millennium Park, the Loop business district and all of the other local favorites that make Chicago a one of a kind destination.

The Westin Michigan Avenue

The Westin Michigan Avenue Chicago Hotel, which is located on Chicago's famed Magnificent Mile, is steps from Lake Michigan, Michigan Avenue restaurants and premier Michigan Avenue shopping.

Admission to Art Institue of Chicago

As an encyclopedic museum of art, the Art Institute has works from around the globe representing over 5,000 years of human artistic creation.

Big Bus Tours Chicago Classic The Big Loop Hop on Hop off - 24 Hour Pass

Our sightseeing bus tours of Chicago take you on an extensive route, showcasing the best the city has to offer.

Big Bus Tours Chicago Deluxe The Big Loop Hop on Hop off - 48 Hour Pass

Our sightseeing bus tours of Chicago take you on an extensive route, showcasing the best the city has to offer.

Big Bus Tours Chicago Big Bang The Big Loop Hop on Hop off - 72 Hour Pass

Our sightseeing bus tours of Chicago take you on an extensive route, showcasing the best the city has to offer.

Chicago Crime Tour - Criminals, Mobsters, and Gangsters

Escape into Chicago's underworld on a crime and mob tour with Chicago Crime Tours.

Chicago Hop on/off Trolley All Tours Pass (48 Hour Pass)

Enjoy this 48 hour pass with Chicago Trolley and Double Decker Company, which offer multiple tours that are the fun, entertaining and informative way to see Chicago landmarks, attractions and neighborhoods!

Chicago Trolley and Double Decker Company

 

Discovery Pass Admission to the Field Museum

Travel around the world, go back in time, and discover things you never knew at The Field Museum! Whether you're a first-time guest or a frequent visitor, we're your home for endless adventures.

Gray Line Inside Chicago Grand Tour and Hancock Tower

Enjoy the Inside Chicago - Grand Tour and a visit to the Hancock Tower! See the sites from one of Chicago’s tallest landmarks.

Gray Line Inside Chicago Grand Tour

A comprehensive tour of all Chicago has to offer. You will travel through both the north side and the south side business and residential districts. You will also visit all the beautiful parks, Lincoln Park, Washington Park, Grant Park and tour virtually the entire length of the scenic outer drive.

General Admission to 360 Chicago (formerly the John Hancock Observatory)

Get an in-depth view of Chicago 94 stories high above the Magnificent Mile!

Sun and Stars Admission to 360 Chicago (formerly the John Hancock Observatory)

Experience all the excitment of yesterday as you expierience the History Wall with this 2 day admission pass to 360 Chicago. Get an in-depth view of Chicago 94 stories high above the Magnificent Mile!

Sparking Chicago Admission to 360 Chicago (formerly the John Hancock Observatory)

Experience all the excitment of yesterday as you expierience the History Wall with this 2 ticket and half bottle of Italian Prosecco combo to 360 Chicago. Get an in-depth view of Chicago 94 stories high above the Magnificent Mile!

Total Tower Experience at 360 Chicago (formerly the John Hancock Observatory)

Experience all the excitment of yesterday as you expierience the History Wall with this general admission pass to 360 Chicago combined with a Multimedia Tour and Exclusive John Hancock Observatory Gift. Get an in-depth view of Chicago 94 stories high above the Magnificent Mile!

Shoreline Sightseeing Architecture Cruise

Join Shoreline on an exciting journey as we tour the Chicago River and its architectural landmarks. Our experienced and entertaining guides recount the dramatic story of Chicago's rise from the Great Fire of 1871 to become the home of the skyscraper and the cradle of modern American architecture.

Shoreline Sightseeing Classic Lake Tour

See all of Chicago's fabulous lakefront sights with a convenient half-hour boat ride from any of our three convenient, lakefront docks. Choose from either of our two Navy Pier docks or the Shedd Aquarium/Museum Campus dock in Grant Park.

Shoreline Sightseeing Water Taxi One Day Pass

Take a convenient Shoreline Water Taxi to see some of Chicago’s top attractions!

Shoreline Sightseeing Water Taxi Two Day Pass

Take a convenient Shoreline Water Taxi to see some of Chicago’s top attractions!

Skydeck Chicago Admission

You’ll see the best view and best overview of Chicago. At 1,353 feet (412 meters), the Skydeck is the highest observatory in Chicago.

Chicago CityPASS®

Visit five famous Chicago attractions for one low price.

Italian Village Restaurants

The Italian Village Restaurants are 3 restaurants located at their Monroe St. location. Third generation owners, Al & Gina Capitanini, are making sure that The Village, La Cantina and Vivere are ready for the day they will be handed down to the next generation of Capitaninis.

Spirit of Chicago Dinner Cruise

You’ll know you’re in for a special evening the moment you step aboard elegant decks and are escorted to your candlelit table. Many tables are designed for cabaret-style seating with other guests, reminiscent of ocean-going cruises. Order drinks, then feel free to explore the ship while our crew casts off for three fabulous hours along the Lakefront.

Spirit of Chicago Lunch Cruise

Come aboard and enjoy the most entertaining lunchtime experience in Chicago featuring our Grande Buffet! This two-hour cruise along Chicago’s magnificent lakefront is perfect for an afternoon getaway, a birthday, office party, entertaining out-of-town guests, you name it.

$279

Chicago Getaway

3 Days - From $279

Chicago, IL

Explore the “Windy City” on an exciting Chicago Getaway. Spend some time in the fashionable shops and boutiques along the Magnificent Mile. Savor the electric sound of Chicago’s amazing blues clubs. Explore Millennium Park and the fun attractions at Navy Pier. Included with your getaway is a Chicago CityPASS®, which gives you access to some of the most popular attractions, such as the Shedd Aquarium, the Field Museum, and the Skydeck. There is so much to do and see here, and this three-day getaway is the perfect way to experience this fabulous city!

$419

Chicago Ultimate Getaway

4 Days - From $419

Chicago, IL

The “Windy City” will take your breath away on this Chicago Ultimate Getaway! Whether it is shopping on the Magnificent Mile, listening to the vibrant blues music being played at any number of the city’s clubs, or spending some quality time enjoying the attractions at Navy Pier, there is so much to see and do. Included is a hop-on, hop-off tour to give you a guided sightseeing experience of the city and its many points of interest. Your getaway also includes a Chicago CityPASS®, which gives you access to some of the most popular attractions in “Chi-Town,” like Shedd Aquarium, the Field Museum, and the Skydeck. Discover all this great city has to offer on this Chicago Ultimate Getaway.

$1,349

USA and Canada Rail Experience

0 Days - From $1,349

Chicago > Vancouver > Toronto > Chicago

Sit back, relax and enjoy some of North America’s best landscapes by rail! Begin your journey on Amtrak’s Empire Builder traveling from Chicago to the Pacific Northwest passing through Glacier National Park. Explore Vancouver’s most popular sites including Granville Island and Stanley Park. Witness all of the city’s beauty from one of the best vantage points, the Vancouver Lookout. Board VIA Rail to embark on your Cross Canada rail experience passing through the Canadian Rockies and countryside. Spend time exploring Toronto at your leisure before continuing your rail journey home.

$3,099

Coast to Coast Across the USA

15 Days - From $3,099

New York City > Washington DC > Chicago > Williams > Grand Canyon > Los Angeles > San Francisco

Experience America’s greatest cities as well as the majestic Grand Canyon on this 15-day journey. Travel from the bright lights of New York to the Nation’s Capital then on to Chicago’s great architecture and eventually ending in the famous San Francisco Bay. Along the way you will get to visit the Grand Canyon, one of the Seven Natural Wonders of the World. You will also get to explore the great attractions in Hollywood such as the Chinese Theatre, Hollywood Sign, and Rodeo Drive. Your journey includes the very best of America!

$2,149

Norwegian Cruise Line's 7 Day Sawyer Glacier Cruise with 1 night in Seattle

11 Days - From $2,149

Chicago > Seattle > Alaska > Seattle

See parts of the world some people never get a chance to experience on this rail and sea journey from Chicago to Alaska, with stops in Seattle and Victoria, British Columbia. Tour all the hot spots of the “Emerald City,” like Pier 66. Spend some time in the charming town of Ketchikan. Explore all Juneau has to offer such as Hubbard Glacier. Travel along the scenic Inside Passage. Pan for gold in Skagway. Stroll the stunning Butchart Gardens in Victoria. This trip of a lifetime offers the best of both worlds: rail and sea!

$2,999

Norwegian Cruise Line's 7-Day Sawyer Glacier Cruise Aboard the Norwegian Jewel with Glacier National Park

13 Days - From $2,999

Chicago > Glacier National Park > Seattle > Alaska > Seattle

Explore Glacier National Park and Alaska by land and sea! Begin your journey on one of the most scenic Amtrak routes, the Empire Builder, as you make your way to Glacier National Park. Take in the majestic landscapes of Big Sky Country as you tour the park. Explore the seaport city of Seattle before embarking on an Alaska cruise. Enjoy Alaksa’s natural beauty as you travel through the inside passage with beautiful fjords and abundant wildlife, witness massive ice chunks of Sawyer Glacier and more!

$1,999

Norwegian Cruise Line's® 7-Day Glacier Bay Cruise (Pearl®) with 1 night in Seattle

11 Days - From $1,999

Chicago > Seattle > Alaska > Seattle

Explore the Pacific Northwest on the land and sea with a one nights' stay in Seattle and a Norwegian Cruise to Alaska.

$3,799

Glacier National Park Discovery Escorted

9 Days - From $3,799

Chicago > Glacier National Park > Seattle

Experience all the majesty of Glacier National Park on this escorted tour that includes stops in Chicago and Seattle. Kick off in the “Windy City” and get acquainted with the group and your tour guide. During your train ride out to Glacier National Park, you’ll see beautiful landscapes and majestic views not visible from any highway. Spend four full days experiencing Glacier's pristine forests, alpine meadows, rugged mountains, and spectacular lakes. Enjoy all this natural gem has to offer before heading to Seattle where you’ll enjoy a narrated tour of all the popular attractions.

$1,149

Blues and the Bayou Roundtrip from Chicago

8 Days - From $1,149

Chicago > Memphis > New Orleans > Chicago

Celebrate the beautiful sights and pleasant sounds of the South on this rail journey through two musically vibrant cities. Your vacation starts in Memphis, the birthplace of Rock ‘N' Roll, which includes a tour of Elvis's elaborate home, Graceland. Next, you will head to the Crescent City, where you'll hear some of the finest Jazz music in the world. Experience all New Orleans has to offer on a tour of the city that will feature many of Nola's hot spots. Cruise through the bayou on a boat trip deep into the Louisiana swamp, where you can observe alligators, snakes and other native wildlife in their natural habitat. This trip will definitely be music to your ears.

$1,549

Pacific Rail Experience

9 Days - From $1,549

Chicago > Los Angeles > San Francisco > Chicago

Kick off in the “Windy City,” where you’ll board the train for a scenic ride through the Midwest plains out to sunny California. While in the ??Golden State,” you’ll explore Los Angeles on a hop-on/hop-off tour to check out sites light Rodeo Drive and The Walk of Fame. Get up close and personal with San Francisco and discover all the “City by the Bay” has to offer. Spend some quality time surrounded by the serene beauty in two Northern California gems: Sausalito and Muir Woods. And, then you’ll head back to Chicago on the California Zephyr for one of the most beautiful train trips in all of North America.

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