Where to Spend your Chicago Memorial Day Weekend

With Memorial Day weekend approaching quickly, you definitely need some plans to enjoy the long weekend. With an extra day off after weekend, why not spend your Chicago Memorial Day weekend doing something fun. From the parade and beaches opening, your Chicago Memorial Day weekend will definitely be a fun one this year. If you’re looking for some plans for the weekend this year, then we have definitely got you covered. Check out this Chicago Memorial Day weekend guide and celebrate your long weekend right!


Chicago Memorial Day Weekend Events


Monday Night Sunset Cocktail Cruise Aboard the Anita Dee II Yacht

Enjoy your Memorial Day with this Chicago party cruise that sets sail right on Memorial Day! This weekly Chicago party cruise starts off on May 29th and will set sail every Monday following that date. Get on board the spacious Anita Dee II yacht and enjoy this 140-foot long yacht with two inner decks and an outside upper deck. Take in the sights of Chicago and all of its iconic landmarks from the yacht and party your Memorial Day away on the waters of Lake Michigan. Sail through Chicago as you dance the night away to the sounds of a live DJ. Move your body on the dance floor of this yacht to the hits of this year’s Top 40, Hip-Hop, Dance, and Pop.

Chicago Memorial Day Weekend cruise

Monday Night Sunset Cocktail Cruise

Keep your favorite drink in hand with the fully stocked cash bar on board and enjoy your favorites on the sea. The fun from your Chicago Memorial Day weekend doesn’t have to end when Memorial Day arrives. Keep that same energy and excitement going all day long and book your tickets on board this Chicago party cruise this Memorial Day weekend!


The Chicago Memorial Day Weekend Parade

This yearly Chicago parade will be taking place on the Saturday of Memorial Day weekend. Celebrate your Chicago Memorial Day weekend with this traditional parade that’s perfect for the family. Start the day out with the opening wreath-laying ceremony in Daley Plaza with the march beginning at noon. Join Chicago locals and watch the parade fill up the streets as they march south along State Street from Lake Street to Van Buren. Celebrating your Chicago Memorial Day weekend this year should definitely include this yearly parade.

Chicago Beaches

Memorial Day weekend unofficially marks the start of summer for many people. Chicago is no stranger to this early summer celebration with beaches always opening up over Memorial Day weekend. This year, the beaches will be opening up on Friday, May 26. Celebrate your Chicago Memorial Day weekend with a trip to the beach with your friends and family. Enjoy the beautiful May weather on the beach and take in some sun. Play a game of volleyball or take a quick dip in the water. The water may still be too cold for a swim, but you definitely could still enjoy the beach environment this Memorial Day weekend.


Tuesday Night and July 4th Plans!

If you can’t make it out to the Memorial Day Monday night party cruise, don’t worry there’s a Tuesday Chicago party cruise just for you! This Tuesday Night Happy Hour cruise also takes place aboard the Anita Dee II and will have its first sail of the year on May 30th. Book your tickets on board for Tuesday night and enjoy your sail through Chicago with a live DJ and drinks all night long!

Chicago party cruise

Tuesday Night Happy Hour Cruise

Now that you’ve started making some Chicago Memorial Day weekend plans, it definitely isn’t too early to start looking for some July 4th plans. July 4th may be on a Tuesday this year, but that doesn’t mean you can’t celebrate early! Luckily for you, we have two pre-July 4th Chicago party cruises setting sail on July 3rd.

Our first pre-July 4th cruise will put you on board the multileveled Spirit of Chicago yacht as you start off July 4th early. Enjoy your sail on this three-deck ship and take in sights of the city while you enjoy a live DJ and drinks from the fully stocked bars on board. Tickets currently start at $25 so be sure to book them today!

Our next pre-July 4th Chicago cruise will be aboard the Mystic Blue yacht for a midnight sail into July 4th. Get on board this multileveled ship with three enclosed climate-controlled decks and enjoy a live DJ all night long. Keep your favorite drinks pouring at the fully stocked bar on board and sail into the early July 4th morning hours! Tickets currently start at $25 as well so start your booking today!

Chicago July 4th cruise

Rock the Yacht: Pre July 4th Yacht Party

Chicago July 4th cruise

The Midnight IndepenDANCE Yacht Party

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