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Our most recommended Michigan Avenue Culinary & nightlife

Chicago: 1.5-Hour Romantic Sunset Cruise

1. Chicago: 1.5-Hour Romantic Sunset Cruise

Relax as you glide over the Chicago River and into Lake Michigan on this cruise. Enjoy the glow of the sunset on Chicago's sparkling skyline. Have the option to purchase delectable drinks and snacks at the onboard bar as you sail. Start your sunset cruise on the Chicago River at Michigan Avenue. Make your way along the main branch of the river towards Lake Michigan before entering the Chicago Locks, a modern engineering marvel, that will transfer the vessel onto the great Lake Michigan. The vessel will cruise along Lake Michigan as the sun sets behind the wonderful skyline offering several amazing views. Your local tour guide will give a very brief commentary along the Chicago River and entrance to Lake Michigan, but most of the 1.5-hour cruise is spent without narration, leaving you to watch the sun put on a beautiful display with the City skyline. Admire the many angles of the Chicago skyline from Lake Michigan, one of the largest bodies of fresh water in the world. Capture magical views of Chicago's twin super-skyscrapers, the famous Willis (formerly Sears) Tower and the John Hancock Building. You'll also get to admire the majesty of Grant Park with its famous Buckingham Fountain, and iconic Chicago venues such as Soldier’s Field, Adler Planetarium, and the Shedd Aquarium. During your cruise, treat yourself at the full-service cash bar featuring authentic Chicago products. Try local beer and spirits and Garrett’s Popcorn. Choose between the fresh air of the open-air decks or enjoy the comfort of the climate-controlled interiors during your cruise. Don’t forget to take a selfie at the Grand Staircase at the front of the boat or pose for photos at the picturesque stern or bow of this classic vessel.

Chicago: Big Bus Panoramic Sunset Tour with Live Guide

2. Chicago: Big Bus Panoramic Sunset Tour with Live Guide

From the top deck of a double-decker bus, experience Chicago at night. Enjoy a 90-minute, panoramic tour and take in unique views of the Chicago skyline, comprised of world-famous skyscrapers and revolutionary architecture. Take a photo overlooking downtown from the Museum Campus in front of the Adler Planetarium. Be amazed by the beautiful water and light display of The Buckingham Fountain as you discover the bustling nightlife of Chicago. Marvel at the magical light show of the one-of-a-kind Art on the Mart, displayed on the facade of the Merchandise Mart. See the city reflect off The Bean (Cloud Gate) at the famous Millennium Park. Experience the city that built the skyscraper, and see architectural marvels like the John Hancock Center, the Wrigley Building, the Chicago Tribune Building, and the Willis Tower. Finish your tour at Navy Pier, with the knowledge that you can continue exploring the city with confidence. From the pioneering skyscrapers to the Great Chicago Fire, this night tour will take you on a journey you won't soon forget. Be sure to soak up the exciting atmosphere that makes the Windy City such a fascinating and dynamic place.

Chicago: Wine & Cheese or Beer & BBQ Thursday Evening Cruise

3. Chicago: Wine & Cheese or Beer & BBQ Thursday Evening Cruise

Cruise from the DuSable bridge and go up the main branch of the Chicago River to Wolf Point before heading back past the Chicago Riverwalk out onto Lake Michigan. Choose from a wine and cheese tasting or beer and BBQ meal experience. Hop aboard a spacious and comfortable ship and find a spot on the open-air decks or in the comfort of the climate-controlled interiors. Admire views of the city from the water as glide over the water. Select the wine tour to indulge in tastings of 4-6 different wines from “Picnic Wine & Provisions,” a Chicago-based wine boutique. Savor items from a buffet-style cheese table, with an expert on hand to advise on the wine and cheese pairings. Pick the Beer tour For tasting 4-6 beers from local breweries, while “Blackwood BBQ” provides each passenger with a a light meal of delectable BBQ samples, along with some mouth-watering sides. Purchase additional drinks at the onboard cash bar where full servings of the sampled beers or wines can be bought. Have the option to buy other local beers, spirits, non-alcoholic beverages, and snacks from the bar.

Chicago: Food, History and Architecture Tour with Tastings

4. Chicago: Food, History and Architecture Tour with Tastings

Discover the architecture and food scene of Chicago on a guided day tour. Learn more about the city's history and vibrant food scene as you discover various bustling neighborhoods and historic areas. Start the tour under the dazzling marquee of the Chicago Theater. Explore the bustling city where the first stop is inside one of the best-preserved spaces built for shopping in Chicago, featuring an unforgettable atrium at its core. Then, head towards the Chicago Pedway. This unique feature of Chicago is used by locals and commuters daily to move about the city in a network of underground tunnels. Make your way above ground at City Hall, and admire its classic interior design and architecture. Next, visit a spot for a tasty sweet treat, and a local tradition, Chicago-style popcorn. Take a stroll along the Chicago Riverwalk while taking in views of several soaring buildings, including Marina Towers, the Britannica Building, and the Sears Tower (now known as the Willis Tower). From there, visit another delicious destination for locally made chocolates from a Chicago staple. Meander through the beautiful lakefront parks along Michigan Avenue, finishing at picturesque Millennium Park, home to the iconic Bean sculpture. Travel by ‘L” train or ride share with your guide from Millennium Park up to the River North neighborhood, the original Chicago foodie destination. Your food tour starts with a very well-known Chicago fare, the Chicago-style hot dog. Every Chicagoan has his or her own preference as to how the dog should be made, and you’ll get a chance to try your guide’s favorite version. Next up is the world-famous Chicago deep-dish pizza. An entire meal unto itself, this staple of the Chicago food scene originated in River North in the 1940s when workers and families needed filling dishes at low prices. Your guide will take you to a pizza place that’s an icon to Chicago natives to try the real deal for yourself. After you’ve filled up on pizza and hot dogs, continue your tasting journey with a classic Chicago sandwich, the Italian beef. Sample this sandwich in a real Chicago institution with no-frills decor. Our tour ends here, and your guide will be happy to direct you back to your accommodation or share tips for what else to see in the city.

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What people are saying about Michigan Avenue

Great boat cruise, absloutely amazing seeing the the sunset over the city. Staff were great and the lovely lady speaking was fun and educational. It gets busy but we all managed to have seats upstairs. 5 star reccomdation!

BEAUTIFUL experience. Me and my wife took this cruise her first time in Chicago. Worth the money, nice environment and good drink choices!

Me and my lady had a really great time. Talked to a bunch of people and took a lot of pictures

It was really good cruise and our guide was amazing. I really enjoyed it :)

A awesome relaxing and beautiful cruise with a little history thrown in!!