Rafting in Chicago, IL

Two-Hour 21-Ft Electric or 22-Ft Pontoon Boat Rental for Up to 12 People from Vantage Boat Share (Up to 67% Off)

Vantage Boat Share

Vantage Boat Share

Luxury 21-foot electric boats or 22-foot pontoon boats host up to 12 guests in two-hour tours of area waterways

$250 $99

One or Two Three-Hour Introductory Sailing or Racing Lessons from 3rd Coast Cruising (Up to 68% Off)

3rd Coast Cruising

DuSable Harbor

US Coast Guard–certified captains and certified instructors welcome sailors aboard 30-foot or larger boat

$300 $99

$29 for a Party or Individual Discovery Dive at Learn Scuba Chicago ($75 Value)

Learn Scuba Chicago

Multiple Locations

Exploratory dives for beginners led by dive expert Captain Bob

$75 $29

Three-Hour Sailing Lesson for Two, Four, or Six at Sailboat-X (Up to 54% Off)


Multiple Locations

US Sailing–certified instructors teach students to rig the boat and take the helm on a 33-foot vessel

$250 $132

Free Kids’ Event: Spooky Zoo Spectacular on Saturday, October 29

Free Kids’ Event: Spooky Zoo Spectacular

Lincoln Park Zoo

Kids of all ages don costumes and trick-or-treat throughout the zoo; rides, crafts in the animal houses, and a haunted house entertain

$0 $0

Up to 50% Off watersport rental at Apex Luxury Rental LLC

Apex Luxury Rental LLC

Far South Chicago

From the merchant: UNLIMITED Monthly Memberships, UNLIMITED Daily Wrist Bands & Tours for Half-Price Invest Today & begin your excursion

$230 $135

Intro to Climbing Class, Day Passes for Two, or Family Pass at Upper Limits Rock Climbing Gym (Up to 59% Off)

Upper Limits Rock Climbing Gym


Climbers of all experience levels learn to scale the rocks in this 20,000-square-foot climbing gym

$30 $15

Two-Hour Kayaking for One or Two from Lake Katherine Nature Ctr/Botanic Garden (Up to 31% Off)

Lake Katherine Nature Ctr/Botanic Garden

Palos Heights

Guests rent kayaks for paddling past beavers, herons, and turtles of Lake Katherine, with walks through scenic botanical gardens afterwards

$16 $12

Petting Farm and Animal Park Admission for Two, Four, or Six to Jo-Don Farms (40% Off)

Jo-Don Farms


Guests greet more than 200 animals, from camels to tigers, at zoo open for 40 years

$20 $12

Lake Michigan and Chicago River Architecture Cruise by Speedboat

Entertainment Cruises


$39.38 $39.38

Scuba-Diving Course with Option for Certification at Berry Dive Center (Up to 75% Off). Four Options Available.

Berry Dive Center


Scuba instructors lead students in diving techniques during weekend lessons inside classrooms, pools, and open water

$75 $19

$15 For $30 Toward Sporting Goods & Apparel


Blackberry Countryside

$30 $15

$299 for Scuba Certification Course with Equipment Rental, Materials, and Gear Credit ($500 Value)

Got Air Scuba

Elk Grove Village

PADI instructors let students try out equipment or lead classroom, pool, and open-water instruction for open-water certification

$500 $299

Registration for One, Two, or Four to the Charity Stair Climb by PEER Services, on November 6 (Up to 45% Off)

PEER Services

Far North Side

This annual event sends climbers up a 20-story building in downtown Evanston to stop stigma and to raise addiction treatment scholarships

$25 $15

$15 For $30 Toward Sporting Goods


Blackberry Countryside

$30 $15

$130 for a Computer Nitrox Diver Scuba Diving Course with Online Materials and Certification Card at Dive Right In Scuba ($250 Value)

Dive Right In Scuba


Open Water Diver certification holders learn to dive using Nitrox as a breathing gas to reduce post-dive fatigue and increase safety margins

$250 $130

Discover Scuba Class at Chicagoland Scuba (58% Off)

Chicagoland Scuba

Lake Zurich

Discover Scuba offers a brief introduction of all the ins and outs of underwater excursions

$60 $25

Rowing Machine, Scull Rowing, or Both Lessons for Up to Three People at Northshore Fitness Studio (Up to 60% Off)

Northshore Fitness Studio

Multiple Locations

Rowing Machine class works upper-body strength on indoor ergometers; Scull Rowing teaches fundamental moves

$75 $30

Ghosts & Goblins Halloween Day Party Cruise on Saturday, October 29 at 4:30 p.m.

Ghosts & Goblin's Halloween Day Party Cruise

DuSable Harbor

Don a costume, grab a drink, and set sail on the Halloween party cruise

$27.37 $20

$12 for 15 Batting Cage Tokens at Sluggers World Class Sports Bar ($20 Value)

Sluggers World Class Sports Bar


Sports bar’s upstairs game room includes batting cages where guests can practice their swings and crush fastballs

$20 $12

Bike Rentals from Wheel Fun Rentals (Up to 49% Off)

Wheel Fun Rentals

Multiple Locations

Group and solo pedalers mount bicycles, surreys, and other wheeled contraptions to cruise the waterfront and city

$35 $18

Open Roller-Skating with Skate Rentals for Two or Four at The Rink (Up to 52% Off)

The Rink

Far South Chicago

A classic hardwood-maple roller-skating rink eschews inline skates for traditional skates with two rows of wheels

$20 $10

Chicago Bears Tickets

Chicago Bears Tickets


Find tickets for sports, concerts and theatre events on FanXchange’s secondary ticket marketplace and get the best seats for live events.

$54 $54

5 or 10 Group Martial-Arts Classes at Valko Brazilian Jiu-Jitsu Academy (Up to 62% Off)

Valko Brazilian Jiu-jitsu Academy

Near North Side

Group martial-arts classes available in varying belt levels and led by instructors with vast amounts of experience

$170 $65

Chicago Blackhawks Game for Two with Options for Signed Memorabilia (October 24 or November 1)

Official Fan Package

United Center

The Blackhawks sink their blades into the season with a pair of home matches against Calgary

$275 $149

$59 for 10 Kickboxing Classes at StrikeForce Fitness ($250 Value)

StrikeForce Fitness


World-class instructors designed these kickboxing classes to increase energy, maximize weight loss, and foster a fun and social atmosphere

$250 $59

$20 for 30 Kickboxing and Fitness Classes from FIGHT2FITNESS ($299 Value)


Multiple Locations

30-class pass allows students of all ability levels to gain access to a variety of fitness and Kickboxing classes at various locations

$299 $20

Five or Ten Kickboxing Classes at Kickboxing Beverly (Up to 86% Off)

Kickboxing Beverly

Multiple Locations

Punch, kick, and jab your way to fitness, reduce stress, and learn self-defense in these calorie-burning kickboxing classes

$90 $15

5 or 10 Kickboxing Classes at Kickboxing Stoney Island (Up to 86% Off)

Kickboxing Stoney Island

Multiple Locations

Participants kick and punch their way through a full-body workout

$90 $15

Two Weeks or One Month of Beginner Jujitsu and Kickboxing at Movimento Fitness (Up to 85% Off)

Movimento Fitness

Central Chicago

Brazilian jujitsu and muay thai kickboxing classes led by a Gracie-trained instructor and a former US Marine Corps squad leader

$130 $25

Select Local Merchants

  • Kayak Chicago
    The hustle and bustle of the city can’t touch the calm waters of Lake Michigan. There, on gently rolling waves surrounded by fresh breezes, Kayak Chicago hosts tours and lessons, and lets paddlers take to the waters on their own with rentals. Captained by Dave Olson, a kayaker for more than 20 years and outdoor educator for more than 10, the company entrusts certified instructors and guides with shaping the strokes of kayaking newbies. Their tours take aquatic explorers down the Chicago River at night to ooh and ahh over summer fireworks or during the day to survey the city’s renowned architecture and map out their next bank heist. The staff also plants patrons on standup paddleboards for introductory lessons or wave-top rounds of SUPYoga or SUPPilates.
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    Chicago, IL US
    (312) 852-9258
  • Chicago River Paddle & Kayak
    If it's the boater's life for you, you'll want to check out the incredible seaworthy vessels for rent at Chicago River Canoe and Kayak in Chicago. Parking is plentiful, so guests can feel free to bring their vehicles.
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    Chicago, IL US
  • Adventures Accessed
    What services does your business offer and what makes your business stand out from the competition? We provide full outfitting, transportation and expertise to enable groups and teams to thrive in the outdoors. There is no other outfitting or guide service that connects clients with all the gear, transportation and an actual guide to help them thrive in nature. What was the inspiration to start or run this business? Adventures Accessed was inspired by a lack of legitimate outdoor options for Chicago. We can paddle the river, hike a bit in Cook County, but we don't have much opportunity to actually get lost in our natural landscape. Knowing we rely on the CTA, we have no vehicles and are stuck; most of us don't have equipment and no one is renting out camping gear; and no one really knows the large and expansive secrets of the Midwest's national forests. So we set out to eliminate all of that in one seamless experience. What is the experience customers can expect? Customers can expect an experience filled with physical and mental stimulation, rewarding hikes and views, new and stronger friendships, a better understanding of our natural environment, handy new outdoor skills and a greater perspective of our planet and impact as human beings. What do you love most about your job? I love sharing my passion with others and helping them forge a meaningful connection with nature. It's wild to see the transformation people take from Chicagoan to master hiker. The memories are great too, all of my outings are too much fun to forget. I truly believe nature brings out the best in everyone so I've had nothing but pleasant people having the time of their lives. It's the most incredible feeling.
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    Chicago, IL US
  • Premium Luxury Rentals
    Premium Luxury Rentals doesn't simply provide customers with the keys to exotic cars and jet . The staff gives people the opportunity to briefly escape from everyday routines and experience an entirely different sort of lifestyle. In addition to letting patrons slide behind the wheel of a Mercedes or Bentley, Premium Luxury Rentals also gives guests the opportunity to call a condo home until the building turns back into a pumpkin at midnight. Likewise, helicopter rides and chauffeured trips around the city allow passengers to sit back and enjoy an elegant outing. The selection of activities changes depending on the season: jet-ski rentals and rock-climbing trips are available during the summer; and ski trips and snowball-packing workshops are offered each winter.
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    Chicago, IL US
  • SideTour - Leisure
    When you have a free day, head to SideTour - Leisure in Chicago for a day packed full of fun. Elevate your workout with their intense aerial yoga. You'll even be happy to know that these workouts are low-impact and well suited for your joints. Ready, set, go! Navigate the field at SideTour - Leisure but remember to throw on some safety gear before the paintballing begins. Healthy living is the name of the game at SideTour - Leisure, where hot yoga classes are all the rage. Parking is plentiful, so patrons can feel free to bring their vehicles. So head to SideTour - Leisure for some fun, laughs, and a great experience.
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    Chicago, IL US
  • SideTour - Leisure
    If you're looking for a way to switch up your tired routine, Chicago's SideTour - Leisure is the place for you. Combining movements that are centered around gravity, this aerial yoga class is a great way to gain balance and strength. Make your day a little messy at SideTour - Leisure and challenge your opponents to a friendly game of paintball. Join hot yoga enthusiasts at SideTour - Leisure and open up your mind, body (and pores) to a healthier lifestyle. Parking is plentiful, so visitors can feel free to bring their vehicles. So as you can see, SideTour - Leisure is the place to be this weekend.
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    Chicago, IL US