Following months of unpredictable weather, summer is finally upon us. Celebrate the unofficial start of the season this Memorial Weekend with our favorite destinations, spanning both land and sea.
1. Odyssey Firework Cruise
Spend an evening dining and cruising aboard the Odyssey. To fete the beginning of Navy Pier’s firework season, the cruise line is offering an exclusive dinner package including three hours of sailing, a gourmet dinner and panoramic views of Chicago’s skyline—truly the quintessential Memorial Day celebration. From $115.
2. Randolph Street Market
Pegged “the Barney’s of vintage” by celebrity designer Nate Berkus, Randolph Street Market Festival invites guests to its biggest show of the year. Browse hand-picked items from more than 300 vendors featuring eclectic furnishings, collectibles and jewelry. There are also appraisers and restoration services onsite to ensure you truly get the most bang for your buck. Tickets $8.
3. ROOF on theWit
The Wit Hotel’s new JetSet Weekend Series combines the ambience of your favorite travel destinations—think Saint-Tropez, Ibiza and Bangkok—with a lively rooftop party. For the series’ inaugural kick off, enjoy a Rio de Janeiro-themed soiree filled with vibrant colors, lush greenery, and traditional Brazilian street fare. The bonus? The series continues every month through Labor Day Weekend, ensuring that you’ll be well-travelled—without stepping foot out of the city.
4. Chicago Philharmonic & Cirque de la Symphonie
Calling all Cirque du Soleil fans! This Saturday, Chicago Philharmonic and Cirque de la Symphonie join forces for a dynamic performance highlighting the best of orchestra and acrobatics, with Olympic-winning circus acts and athletes performing to classic scores like Tchaikovsky’s "Swan Lake" and Bizet’s "Carmen." From $25.
5. Castaways Bar & Grill
Celebrate the official reopening of Chicago’s public beaches with top-notch cocktails and live music at North Avenue Beach’s Castaways Bar & Grill. A new addition? The lounge now offers cabanas available for rent through Labor Day, perfect for taking in the rooftop views from a more private setting.