Make The Most of Chicago Summer!

Come Sailing

Yes, we’ve already reached the final two months of summer… with autumn on the horizon. Get outside with these activities while the warmth of summer permits!

Get on the Water

Whether you’re looking to get active, explore the city, or escape the summer heat, Chicago’s options for aquatic fun are endless. Rent a kayak and paddle down the Chicago River. Tour the city by river on the Chicago Water Taxi or gain a new perspective by learning about architectural history aboard one of Shoreline Sightseeing’s vessels or First Lady’s architecture cruise. Want to bring your pooch? Check out Mercury’s Canine Cruise

If you’d rather cruise at your own pace, check out Come Sailing, Inc. They offer private charters for small groups of 6 or fewer. How about your own private sunset cruise or a fireworks outing on Wednesday or Saturday night? If you plan to pop the question, Captain Mike will happily help you plan the perfect romantic proposal, as he has done -successfully- for 51 other couples already!

Cruise on a Fireboat

For a unique perspective on the water, hop on a Chicago Fireboat Tour. This veteran-owned business makes use of a retired, classic fireboat, designed to fit under the city’s river bridges and used to fight fires throughout the 20th century.  Not only will you learn about Chicago’s history and architecture while enjoying the spectacular views, you’ll hear fascinating accounts of the boat’s battles with fire.

Explore Chicago’s Parks 

Cloud Gate

Chicago isn’t known as “City in a Garden” for nothing! With over 600 parks, everyone is sure to find an outdoor space they enjoy. Head to the famed Millennium Park to visit “The Bean” and Crown Fountain or attend one of the Park’s many live events. And adjacent to Millennium Park, you will also find the delightful Maggie Daley Park–every kid’s dream. Explore three acres of play space complete with fantastical structures. Looking to simply soak in the beauty of nature? Garfield Park on the West Side of Chicago is especially popular for its Conservatory, which houses over 100,000 plants and a play area for little ones.

Trek a Trail

City views? Lakefront? Short walk? Long bike ride? Chicago’s trails have you covered. Walk, ride or run the Lakefront Trail, an 18-mile paved trail along Lake Michigan. Make a slight detour at any point to explore Chicago’s numerous lakeside neighborhoods. Take the Chicago Riverwalk to surround yourself with the towering architecture of Chicago. Many restaurants line the Riverwalk, making it perfect for a pre- or post-meal scenic stroll. To explore the diverse neighborhoods of Chicago, head to the northwest side of the city for the 606 Trail, once an abandoned rail route. This unique elevated pathway connects four of Chicago’s neighborhoods. With 12 access points and much to see, this is an excellent way to explore the culture and ambience of these distinct areas.

Hit the Beach

Rest and relax while soaking in the sun at one of Chicago’s two dozen beaches. Get views of the Lake and skyline from the popular North Avenue Beach. Rent paddle boards by the hour at Montrose Beach. Splash in the shallows at Ohio Street Beach. Marvel at the beauty of a sunset while listening to live music at 63rd Street Beach. Anywhere along Chicago’s lakefront, there is a nearby beach perfect for your day in the sun. 

See the City from Above

Some of the best views of Chicago are seen from above. Looking down on this magnificent city, one can marvel at the profusion of spectacular buildings and the vastness of Lake Michigan. Catch all the summer vibes of the city while enjoying drinks or a full meal on a rooftop. Some favorites include LondonHouse, Cindy’s, AIRE, Raised, Rosebud on Randolph and Upstairs at The Gwen

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