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Memorial Day is a time for honoring the brave individuals who sacrificed their lives for the nation. In Chicago, the weekend is also an opportunity to celebrate the arrival of summer with a mix of vibrant city events. Whether you are a local or visiting the Windy City, there is no shortage of activities to make your Memorial Day weekend memorable. While the city offers numerous ways to honor the occasion, few experiences compare to celebrating aboard a City Cruises yacht. With options to cruise on the Chicago River and Lake Michigan, here’s why celebrating Memorial Day with us should be on your holiday weekend itinerary!

 

Reflect, Honor, and Remember: Memorial Day Ceremonies in Chicago

Start the weekend by paying tribute to the men and women who gave their lives in service to the country. Chicago offers several moving ceremonies and events dedicated to honoring their sacrifices, such as the Chicago Memorial Day Parade. This celebration is one of the largest and longest-running events of its kind in the country and is a heartfelt salute to those who have served and a festive start to the holiday weekend. Traditionally held on the Saturday of Memorial Day weekend, the parade begins at noon, proceeding down State Street from Lake Street to Van Buren Street.

Before the parade begins, you can attend the Memorial Day Wreath-Laying Ceremony at Daley Plaza. This solemn event starts an hour before the parade and includes a moment of silence and guest speakers.

 

Make It a Full Holiday Weekend of Fun

Chicago’s event calendar is packed during Memorial Day weekend with something for every interest. As the unofficial start of summer, there’s no shortage of activities to enjoy the warmer weather.

Navy Pier

Navy Pier is a must-visit destination, offering activities for all ages. Take a ride on the Centennial Wheel for stunning views of Lake Michigan, explore the Chicago Children’s Museum, or enjoy a leisurely lakeside meal at one of the pier’s many restaurants. Over Memorial Day weekend, Navy Pier often hosts special events, including fireworks displays and live entertainment.

 

view of the chicago shoreline on lake michigan
 

Lakefront Trail

Chicago’s Lakefront Trail offers 18 miles of scenic paths for biking, jogging, or walking. A perfect option for a day soaking in views of Lake Michigan and the city skyline, you can also soak up the sun at popular beaches like Oak Street Beach or North Avenue Beach. Pack a beach bag and embrace the start of summer with sunbathing or a refreshing dip in the lake.

Lincoln Park Zoo

One of the country’s oldest zoos, the Lincoln Park Zoo is free to visit and offers an excellent mix of wildlife exhibits and scenic walking paths. Over Memorial Day weekend, the zoo often hosts special events or educational programs that are great for kids.

 

Why Choose City Cruises for Memorial Day Celebrations in Chicago?

A City Cruises experience is more than just a boat ride—it combines luxury, entertainment, food, and the natural beauty of Chicago’s waterways, allowing you to celebrate in style. From our friendly crew to the gourmet cuisine, every detail is designed to exceed your expectations. One of the highlights of a City Cruises experience is the unparalleled views of Chicago’s skyline and iconic landmarks. Memorial Day is the perfect time to marvel at these sights as the city comes alive for the summer. Sail under historic bridges and past renowned buildings like the Wrigley Building, Willis Tower, and Tribune Tower. Lake Michigan also provides a stunning vantage point for admiring the city’s skyline and capturing Instagram-worthy pictures.

 

brunch
 

Delicious Waterfront Dining in Chicago

Luxurious Lunch on the Chicago River

Start your holiday weekend with a luxurious lunch cruise on the Chicago River. On the Premier Plus Architectural Lunch Cruise, indulge in a delicious meal while enjoying panoramic views of the city’s architecture and landmarks. A selection of delectable plated lunch specials and craft cocktails will delight your palate while you marvel at captivating panoramas of Chicago’s iconic architecture from our glass-enclosed vessel. This two-hour upscale experience is complete with light architectural narration, masterful DJ entertainment, and top-notch service.

Decadent Dinner on Lake Michigan

After an eventful day of exploring and celebrating, enjoy an elegant dinner cruise. As the sun sets over Chicago, you’ll dine on Lake Michigan with a chef-prepared plated meal, craft cocktails, and exceptional service. On the Chicago Premier Dinner Cruise on Lake Michigan, you’ll soak in sweeping views of Chicago’s iconic landmarks, such as Willis Tower and Navy Pier, from the comfortable indoor areas and the open-air decks. At the same time, our live DJ plays all your favorite hits. This 2.5-hour experience is a perfect way to cap off your long holiday weekend.

 

Chicago couple at Navy Pier
 

Add-On Enhancements for a Personalized VIP Experience

City Cruises offers several options to make your celebration even more special. From preferred seating to exclusive menu offerings, these enhancements allow you to tailor the experience to your preferences. Upgrade to a VIP package for priority boarding, guaranteed window seating, and premium menu selections. It’s an excellent choice for those looking to celebrate in style.

 

Plan Your Memorial Day Weekend Ahead of Time

To ensure a seamless experience for your holiday weekend itinerary, it’s essential to plan ahead. Here are some tips to ensure a smooth and enjoyable experience:

  • Book Early: Tickets for events and Memorial Day cruises are popular and often sell out, so reserve your tickets well in advance.
  • Arrive On Time: For City Cruises experiences, boarding usually begins 30 minutes before departure. Arrive early to secure your spot and avoid last-minute stress.
  • Check the Weather: Chicago’s weather can be unpredictable. Bring a light jacket to prepare for the cool breezes on the lake.
  • Use Public Transportation: Chicago’s CTA trains and buses are convenient and affordable options for getting around the city.

 

city cruises during chicago sunset
 

Celebrate Memorial Day 2025 in Chicago with City Cruises

Memorial Day is a time to honor our heroes, celebrate our freedom, and welcome the summer season. As you plan your weekend, take time to appreciate the holiday’s significance and embrace the opportunities to create lasting memories in the Windy City. With City Cruises in Chicago, you can do all this and more. Whether you choose a relaxing lunch or an elegant dinner cruise, we provide the perfect setting for a truly special holiday weekend. So, gather your loved ones, set sail, and let us help you make this Memorial Day one to remember.

Featured in this post

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Chicago, Illinois

Essential Chicago

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