Popular Annual Events in Okoboji, Iowa

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Popular Annual Events in Okoboji, Iowa

Okoboji is more than just a summer destination—it’s a community that celebrates all year long. From ice-covered lakes in January to festive holiday parades in December, there is always something happening in the Iowa Great Lakes. Whether you’re a longtime resident, a seasonal visitor, or someone considering making Okoboji your home, these events highlight the energy and spirit that make our area so special. Let’s take a month-by-month look at some of the most popular annual events you can enjoy in Okoboji.

January: University of Okoboji Winter Games

The year kicks off with the University of Okoboji Winter Games, an event that has been a tradition for over 45 years. Always held on the last weekend in January, this is truly the area’s biggest celebration. From Thursday through Sunday, the community comes alive with activities that take full advantage of winter on the lakes.

Visitors and locals alike can take part in a wide variety of events, including a 5K fun run, broomball, snow softball, chili cook-off, dog show, cribbage tournament, human foosball, keg toss, mega pong, volleyball, and so much more. You’ll also find unique favorites like smooshing, snowga, and the thrilling polar plunge. On top of all that, the weekend includes fireworks, the burning of the greens, and an impressive inflatable #BojiKites kite show over the frozen bay.

This is the kind of event that you absolutely do not want to miss. For full schedules and details, visit uofowintergames.com.

University of Okoboji Winter Games Polar Plunge & #BojiKites

February: Okoboji Vintage Snowmobile Ice Drags

As winter continues, February brings the excitement of the Okoboji Vintage Snowmobile Ice Drags. Held on East Lake Okoboji in front of The Ritz, this event draws snowmobile enthusiasts from across the Midwest. Vintage machines line up on a 1,500-foot, four-lane track, thrilling spectators with high-speed races. Best of all, the event is free for the public to watch.

Because the event relies on ice conditions, race dates are determined each year, so be sure to follow their Facebook group for updates.

Okoboji Vintage Snowmobile Ice Drags on East Lake Okoboji

March: Explore Okoboji Home & Sports Show

As spring approaches, the Lakes Area gears up indoors with the Explore Okoboji Home & Sports Show at the Dickinson County Expo Building in Spirit Lake. Sponsored by KUOO and its sister stations, this show highlights home improvement, outdoor recreation, fitness, and more. It’s a great way to get inspired for the upcoming warm-weather season.

April: Okoboji Masters Mini Golf Tournament

In April, the fun moves outdoors again with the Okoboji Masters Mini Golf Tournament. This unique event combines a pub crawl with a round of mini golf, as participants “putt” their way through local bars in a day-long competition. It’s free to join, and prizes are awarded at the finale, held at Captain’s Entertainment Complex in Arnolds Park. Grab some friends, pick up a scorecard, and start wherever you like—it’s a creative way to enjoy Okoboji nightlife while adding a little competitive spirit.

May: Kicking Off Summer in Okoboji

May is when the Lakes Area truly wakes up for summer, and the month is filled with exciting events:

  • Spirit Lake Sip & Stroll: Stroll downtown Spirit Lake, sampling wines, brews, and spirits paired with hors d’oeuvres from local businesses. Enjoy live music and shopping while sipping your way through the heart of the community.
  • Iowa Great Lakes Area Walleye Weekend: A must for fishing enthusiasts, this tournament releases ten tagged walleye into the lakes, with prizes totaling more than $40,000. Even if you don’t catch a tagged fish, there are plenty of other prizes and fun throughout the weekend.
  • Memorial Day Weekend: Memorial Day marks the unofficial start of summer in Okoboji. Farmers markets open, flea markets pop up at Vick’s Corner and Treasure Village, and live music fills restaurants and bars. The highlight is the free concerts at Preservation Plaza, capped off with fireworks over West Lake Okoboji.
Fireworks Over West Lake Okoboji in Okoboji, Iowa

June: Sports, Fitness, and Fun

By June, summer is in full swing, and events highlight the area’s love of sports and outdoor activity:

  • University of Okoboji Soccer Classic: Over 60 youth teams gather at the Bedell Family YMCA fields for this competitive yet fun tournament, complete with an Olympic-style Parade of Teams.
  • University of Okoboji Campus Bike Ride: Held the last Saturday of June, this ride offers 25-, 50-, or 100-mile routes around the Iowa Great Lakes. Riders enjoy breakfast before the event and live music afterward, making it a true celebration of fitness and community.
University of Okoboji Campus Bike Ride in Okoboji, Iowa

July: Peak Summer Celebrations

July is one of the busiest months in Okoboji, filled with events that showcase summer at its best:

  • Fourth of July Weekend: Fireworks light up West Lake two nights in a row, accompanied by concerts, floating performances in Miller’s Bay, flea markets, and nonstop live music.
  • BRASL (Bike Ride Around Spirit Lake): Cyclists take on 15-, 25-, or 50-mile routes around Iowa’s largest natural lake, Big Spirit.
  • Classic Car Cruise & Cruise-In: Downtown Spirit Lake fills with vintage cars and trucks for spectators to admire. The weekend features live music, food vendors, and a Friday night cruise around the lakes.
  • University of Okoboji Homecoming Races: Triathlons, half-marathons, and 5Ks bring athletes of all levels to the area. Races showcase Okoboji’s beautiful trails and waters, making for a truly memorable competition.
  • Milford Pioneer Days: This beloved town festival features parades, races, games, food, and community fun at the end of July.
  • Antique & Classic Boat Show: Held at Arnolds Park Amusement Park, this event lets visitors admire beautifully restored wooden boats before they parade through the lakes.
  • Vettes in the Park: Corvettes from across the country gather for Iowa’s largest Corvette event, complete with shows and meet-ups in Arnolds Park.
Fourth of July Floating Concert in Millers Bay on West Lake Okoboji

August: A Month Full of Festivals

August is overflowing with festivals that celebrate food, art, music, and community:

Concerts at Arnolds Park Amusement Park's Preservation Plaza

September: Transitioning Into Fall

As the weather cools, the celebrations keep coming:

October: Art and Fall Fun

October offers a blend of art, family activities, and spooky fun:

November: Women’s Okoboji Weekend (WOW)

November brings the Women’s Okoboji Weekend (WOW) at the Dickinson County Expo Building. This event offers shopping, food, fashion, and fun for a perfect girls’ weekend or mother-daughter getaway. Deals also extend into local shops and marinas, making it a great way to kick off the holiday season.

December: Holiday Cheer

The year ends with festive celebrations across the Lakes Area:

  • Milford Holiday Fantasy: Downtown Milford comes alive with a Christmas Bazaar, Festival of Trees, Santa visits, and a holiday parade.
  • Santa’s Village on Hill Avenue: Families can enjoy photos with Santa, crafts, live music, carriage rides, and even visits from Whoville characters and Buddy the Elf.

Experience Okoboji All Year Long

No matter the season, there is always something happening in Okoboji. From winter sports and summer festivals to fall traditions and holiday cheer, our community offers experiences that bring people together year after year. Whether you’re planning your first trip or you’re a longtime local, these annual events highlight the heart of Okoboji. The Okoboji Realty team lives here all year long. Feel free to contact us about any local events!