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Chicago

Sunset tours

Our most recommended Chicago Sunset Tours

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 Open-Top Panoramic Night Tour

2. Chicago: Big Bus Open-Top Panoramic Night Tour

From the top deck of a double-decker bus, experience Chicago at night. Enjoy a 75-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 the Chicago Riverwalk, 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: Tall Ship Windy Architecture & Skyline Sailing Tour

3. Chicago: Tall Ship Windy Architecture & Skyline Sailing Tour

See the sights of Chicago from a unique waterside perspective on this tall ship tour. Sail around Lake Michigan onboard the tall ship Windy, a 148-foot traditional schooner. Choose from an architecture and history-focused tour or a sunset sail. On the Architecture and Skyline Sail, immerse yourself in Chicago's history and architecture. Take in the skyline, enjoy spectacular views, and discover the Windy City from the water. Learn about the people and plans that shaped Chicago’s most famous sights from the live onboard narration. On the Sunset and Skyline Sail, enjoy panoramic views of the sunset across the Chicago skyline in the company of friends or family. enjoy live educational narration about the sights you see with both options.

Chicago Seadog Speedboat Fireworks Cruise on Lake Michigan

4. Chicago Seadog Speedboat Fireworks Cruise on Lake Michigan

Enjoy a summer or autumn evening on this Chicago Seadog Speedboat Fireworks Cruise on Lake Michigan. This popular 60-minute narrated tour ensures you have the best views of this magnificent fireworks display. Every seat on the Seadog Speedboat Fireworks Cruise has amazing panoramic views of Chicago's historical skyline. Whether you are looking for a romantic evening, a night out with friends, or simply appreciate the art of pyrotechnics, this tour will have everyone of all ages leaving with a smile. Come and visit all of the possibilities that Chicago has to offer by enjoying a magical Fireworks Cruise on Lake Michigan. These memories are made to last a lifetime!

Chicago: Night Tour with Willis Tower Entry & Skyline Cruise

5. Chicago: Night Tour with Willis Tower Entry & Skyline Cruise

Immerse yourself in Chicago’s distinct skyline with bold skyscrapers and incredible views of Lake Michigan illuminated at night on this city tour. Enjoy convenient hotel pickup and drop-off, skip-the-ticket-line entry to Willis Tower, and a scenic Chicago skyline cruise. After getting picked up from your Downtown Chicago hotel, hop in your air-conditioned Mercedes Metris vans and travel to your first stop, Willis Tower, the tallest building in the Western Hemisphere. Take the elevator all the way up to the 103rd floor of the tower, where you can enjoy 360-degree views spanning 50 miles and 4 states. Get your adrenaline pumping at The Ledge – a glass balcony extending 4.3 feet outside the building which provides a thrilling, once-in-a-lifetime experience. Once your feet are back on solid ground, take to the water for a skyline cruise to see the beauty of Chicago's world-famous skyscrapers lit up by the moonlight and bustling city lights. Enjoy a narrated boat tour passing by over 40 Chicago iconic landmarks. End the night by immersing your senses in a spectacular light and music display at Buckingham Fountain – one of the largest fountains in the world. You will also get to see the infamous Chicago Bean (also known as Cloud Gate), Anish Kapoor’s first public outdoor work installed in the United States. At the end of your tour, your guide will take you back to your downtown Chicago hotel.

Frequently asked questions about Chicago Sunset Tours

What are other things to do than Sunset Tours that are worth visiting in Chicago?

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Other Sightseeing Options in Chicago

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What people are saying about Chicago

Overall rating

4.8 / 5

based on 20 reviews

We had a really nice tour guide: Jason who took us to some great places. The late afternoon/early evening cruise was well worth it, going to Ellis tower at night was great as well. Seeing the “Bean”, the Fountain lights and show at the Buckingham Fountain was great too. We got some good facts and knowledge shared with us. All is all, great night and a great start to our short stay in Chicago. Got some recommendations as well from Jason on some things we could do.

I went a family group of 30 people. Ages oldest 75yo youngest 5yo. Very exciting. You will get wet so be prepared. We all had fun. The driver was very good.

Refreshing,relaxing and beautiful sunset.All friendly people just enjoying the scenery and having a nice time.

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

Amazing, would recommend to anyone the views were absolutely beautiful