If you’re considering a relaxing way to see Chicago’s famous skyline and enjoy the serene waters of Lake Michigan, this 1.5-hour sunset cruise might just be what you’re looking for. Wendella Tours & Cruises offers a well-loved experience that promises stunning views, a laid-back atmosphere, and a chance to unwind as the sun dips behind the city.
What we particularly like about this cruise is how it balances beautiful scenery with a relaxed vibe—you can choose to sit outside on the deck or stay cozy inside. Plus, the option to purchase local beer, spirits, and Garretts Popcorn adds a nice touch of Chicago flavor. On the flip side, it’s worth noting that, since most of the cruise is without narration, it’s best suited for those who enjoy just soaking in the views rather than a detailed guided tour.
If you’re after a romantic sunset experience or a gentle way to appreciate Chicago’s architecture from the water, this tour fits the bill. It’s especially suited for couples, small groups, or anyone who wants a mellow, scenic outing with iconic city views.
Key Points

- Stunning skyline views as the sun sets over Chicago’s recognizable skyscrapers.
- Relaxed, 1.5-hour duration makes it manageable and not overly time-consuming.
- Choice of indoor or outdoor seating for comfort or fresh air.
- Live commentary keeps you informed with quick insights about the city and its architecture.
- Full-service cash bar offers local beer, spirits, and Garretts Popcorn—perfect for unwinding.
- Skip the line with pre-booking, making the experience smoother.
What Makes This Sunset Lake Cruise Special?

This cruise offers more than just a boat ride—it’s about enjoying Chicago from a peaceful vantage point. Starting along the Chicago River, you glide past some of the city’s most iconic landmarks, with a brief guide commentary that adds context without overpowering the experience. Then, entering Lake Michigan via the fascinating Chicago Locks, you’ll find yourself immersed in wide-open water and sweeping skyline vistas.
One of the most appreciated aspects, according to numerous reviews, is the breathtaking view of Chicago’s architecture at sunset. As the sky paints itself in hues of orange and pink, you’ll have what many describe as “spectacular” photo opportunities. The shimmering reflection of the city lights on the lake enhances the visual magic, especially if you’re into photography or just want that perfect Instagram shot.
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The Itinerary in Detail

The cruise begins at Michigan Avenue, close to the Wrigley Building, where you check in and board your vessel—usually about 15 minutes before departure. You can choose between outdoor decks or climate-controlled interiors, depending on whether you prefer to feel the breeze or stay warm inside.
Once underway, the boat takes a leisurely journey along the main branch of the Chicago River. Here, you’ll see Chicago’s iconic architecture up close, from the historic to the modern. The guide offers short commentary, sharing tidbits about the city’s skyline and landmarks such as the Willis Tower (formerly Sears Tower), John Hancock Building, Soldiers Field, and Grant Park with Buckingham Fountain.
Most of the cruise is a quiet, scenic float—a time for you to relax and enjoy the changing colors of the sunset. The vessel then navigates through the Chicago Locks, a modern marvel that connects the river to Lake Michigan, offering a brief glimpse into Chicago’s impressive engineering.
Once in Lake Michigan, the scenery shifts to an expansive water view. Here, you’ll witness the Chicago skyline from a different angle, with the sun setting behind the skyscrapers. It’s a truly magical moment—you can spend extra time capturing the views or simply soaking it all in.
What Travelers Love About the Experience

Reviewers consistently mention the spectacular views and the professional crew. Many describe the sunset as “breathtaking,” with some emphasizing how the city lights and sunset colors create a truly romantic setting. One guest raved, “The views were spectacular. It’s a must-do in Chicago,” reflecting how well it fulfills expectations.
The guides, often highlighted for their knowledgeable and friendly manner, help add context without turning the cruise into a lengthy lecture. As one reviewer put it, “the tour guide was knowledgeable and funny, but didn’t try to overdo it,” which is perfect if you want to relax and just enjoy the scenery.
Many also appreciate the value for money—at $45 per person, it’s a reasonably priced way to experience the city. The inclusion of Garretts Popcorn and the availability of local beer and spirits make it feel like a true taste of Chicago, adding to the overall experience.
What Could Be Better?

Some reviews note that most of the cruise is without narration, which might leave those craving detailed history or background a bit disappointed. Also, since seating is first-come, first-served, you might find the outdoor decks crowded during peak times, so arriving early helps secure a good spot.
For travelers sensitive to weather, keep in mind that the open-air decks can be chilly in the evening, especially if the wind picks up. The climate-controlled interior is an alternative, but space is limited, and it might fill up quickly.
More Great Tours NearbyIs This Tour Worth It?

Absolutely, if you’re looking for a relaxing, scenic way to see Chicago’s skyline as the day winds down. The combination of beautiful views, friendly guides, and good value makes it a popular choice—especially if you want a short, memorable outing that fits into a broader sightseeing day.
While it isn’t a detailed architectural or historical tour, it’s perfect for those who simply want to enjoy the sunset with a drink in hand and capture stunning photos. It’s also nice for couples seeking a romantic experience, given the peaceful setting and gorgeous vistas.
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Who Should Consider This Cruise?

This cruise is ideal for couples, small groups, or anyone wanting a mellow way to appreciate Chicago’s skyline. It works well if you enjoy unobstructed views, relaxed atmospheres, and a bit of local flavor with your drinks and snacks. It’s suitable for those who don’t mind a bit of open water, as well as anyone with a flexible schedule in the evening.
While families with young children are allowed, keep in mind that most of the experience is peaceful and scenic, not interactive or particularly child-focused. If you’re after a lively, activity-packed tour, this might not be the best fit.
FAQs

Is there a dress code for the cruise?
No formal dress code, but it’s best to wear layers. Evenings can be breezy, so bringing a light jacket or sweater is a good idea, especially if you plan to sit outside.
Can I bring my own food or drinks?
Yes, you’re allowed to bring non-alcoholic beverages and snacks onboard, so feel free to pack something if you prefer.
What’s included in the ticket price?
The ticket covers a 1.5-hour cruise on the Chicago River and Lake Michigan, with indoor or outdoor seating and a live guide.
Are there restrooms on the vessel?
Yes, the boat is equipped with restrooms that have diaper changing tables, which is convenient if you’re traveling with small children.
What’s the best time to go?
Most cruises run in the evening, around sunset, to catch the beautiful light and skyline. Arriving early ensures good seating, especially if you want outdoor views.
Is there a guide onboard?
Yes, a local guide provides brief commentary during the cruise, sharing interesting facts about Chicago’s architecture and landmarks.
Can I buy drinks onboard?
Absolutely, there’s a full-service cash bar with local beer, spirits, and Garretts Popcorn. Prices are reasonable, adding to the relaxed vibe.
How do I find the boarding location?
Most docks are near 400 N Michigan Avenue, close to the Wrigley Building. Check in with the dock staff, and arrive about 30 minutes early.
Is this tour suitable for children?
While children under 4 are free, the experience is mainly peaceful and scenic, more suited for adults or older kids who enjoy views and a calm atmosphere.
Chicago: 1.5-Hour Scenic Sunset Lake Cruise
Final Thoughts

For anyone wanting a calm, scenic, and affordable way to see Chicago at sunset, this cruise delivers on its promise. With breathtaking skyline views, professional guides, and a cozy atmosphere, it’s a great way to wind down after a busy day of sightseeing. Whether you’re celebrating a special occasion or just want a peaceful evening on the water, this tour offers a memorable experience without a hefty price tag.
If your idea of a perfect trip includes beautiful vistas, a touch of romance, and relaxing vibes, then this cruise is worth considering. Just remember to arrive early for the best seat and dress comfortably to enjoy every minute of this serene adventure.
Happy sailing!
You can check availability for your dates here:More Evening Experiences in Chicago
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