Skydiving in Pleasant Prairie, WI


One Tandem Skydiving Jump from Skydiving Chicago-Milwaukee (50% Off)

Skydiving Chicago-Milwaukee

Online Deal

Guests experience 30- to 60-second freefall during tandem skydive followed by leisurely 6- to 9-minute parachute ride; makes a great gift

$299 $149

$48 for a Racing Package with Four Races and Two Yearly Licenses at K1 Speed ($91.96 Value)

K1 Speed

Multiple Locations

Eco-friendly electric karts; speeds up to 45 mph; karts for kids and adults; collection of racing memorabilia on display

$91.96 $48

Unlimited Laser Tag and Go-Karts for Two or Four at LightSpeed Entertainment (Up to 50% Off)

Lightspeed Entertainment

Greenfield

Go-karts whiz by at up to 25 mph on 1/10 mile track; multilevel, spaceship-themed 4,500 sq. ft. laser-tag arena designed with safety in mind

$79.98 $40

Speedway Racing Experience or Ride-Along at Rusty Wallace Racing Experience (Up to 56% Off)

Rusty Wallace Racing Experience

The Milwaukee Mile

Professional drivers sate passengers’ need for speed in stock cars during exciting ride-alongs and racing experiences

$50 $39

Ferrari or Lamborghini Autocross Experience from Experience Supercars (Up to 86% Off). Six Options Available.

Experience Supercars

Miller Park

Drivers get behind the wheel of a Lamborghini or Ferrari with an instructor for three laps around an autocross car-control course

$399 $69

$49 for an Indoor Rock-Climbing Membership & Intro Climbing Lessons at Adventure Rock Indoor Climbing Gym ($99 Value)

Adventure Rock Indoor Climbing Gym

Multiple Locations

Package includes membership for six weeks, one On The Rocks introductory lesson, a movement class, and gear rental

$99 $49

Stock Car Racing Experience or Ride-Along at Rusty Wallace Racing Experience (Up to 55% Off)

Rusty Wallace Racing Experience

Madison International Speedway

Professional drivers sate passengers’ need for speed in stock cars during exciting ride-alongs and racing experiences

$50 $39

3-Lap Ride-Along or 10- or 15-Lap Driving Session with Kenny Wallace Dirt Racing Experience (Up to 55% Off)

Kenny Wallace Dirt Racing Experience

141 Speedway

Ride along with a dirt-track driver or take the wheel for a 10- or 15-lap experience in a Dirt Late Model car

$129 $64

3-Lap Ride-Along or 5- or 10-Lap Formula Car Driving Experience at The Formula Experience (Up to 51% Off)

The Formula Experience

The Milwaukee Mile

Burn rubber in on a track ride-along with a professional driver, or take the wheel of a F2000-Style Formula car or SCCA Race Miata

$99 $49

Three-, Five-, or Eight-Lap Muscle Car Road-Racing Experience at The American Muscle Experience (Up to 56% Off)

The American Muscle Experience

The American Muscle Experience

Learn racing basics during an introduction course, then get behind the wheel of an American muscle car alongside an in-car instructor

$299 $132

$149 for a Tandem Hang Gliding Experience from Hang Gliding Chicago-Milwaukee (52% Off)

Hang Gliding Chicago-Milwaukee

Online Deal

Give the gift of flight as students learn basic hang glider controls, safety, and take their first flight strapped to a seasoned instructor

$309.99 $149

Stock-Car Driving Experience at The Racing Experience (Up to 55% Off). Four Options Available.

The Racing Experience

Madison International Speedway

Professional drivers sate passengers’ need for speed in stock cars during exciting firsthand racing experiences

$50 $39

Stunt Class with 7, 15, or 25 Minutes Behind the Wheel at Stunt School USA (Half Off)

Stunt School USA

The Milwaukee Mile

During classes, students learn the basics of stunt driving and drifting, then put them to work behind the wheel

$199 $99

Climbing, Kayaking, Ziplining, or Outdoor-Adventure Combo for Two from Vertical Adventure Guides (50% Off)

Vertical Adventure Guides

Multiple Locations

Experienced guides lead participants on outdoor adventures, from top-rope rock climbing to kayaking to ziplining up to 20 ft. off the ground

$150 $75

Three-Hour Hang-Gliding Lesson for One, Two, or Four at Scooter Tow Hang Gliding School (Up to 59% Off)

Scooter Tow Hang Gliding School

Scooter Tow Hang Gliding School

Students ease into flight as instructors tow them and the glider along, teaching them the basics of taking off, steering, and landing

$135 $64

Speedway Driving Experience at The Racing Experience (Up to 60% Off)

The Racing Experience

The Milwaukee Mile

Professional drivers sate passengers’ need for speed in stock cars during exciting firsthand racing experiences

$50 $39

10 or 16 Martial-Arts Classes and Uniform with Option for Test and a Graduation Belt at Go2Karate (95% Off)

Go2Karate

Multiple Locations

Students don uniforms for classes in karate, tae kwon do, or krav maga

$324 $17

Daytime or Sunset Cruise with Drinks from Tall Ship Red Witch (Up to 31% Off)

Tall Ship Red Witch

Kenosha Harbor

Passengers relax on Kenosha’s only wooden tall ship while enjoying three drinks; Readers’ Choice award winner

$37 $26

Two-Game Bowling Package with 20 Tokens for Two, Four, or Six at Kristof's Entertainment Center (Up to 54% Off)

Kristof's Entertainment Center

Round Lake Beach

Bowlers compete across two games, then head to the arcade for games like pinball and Monster Drop

$41 $19

One 12 Inch Pizza with Purchase of One Hour of Bowling at Guttormsen Recreation Center

Guttormsen Recreation Center

Nash

Receive One 12 Inch Pizza with Purchase of One Hour of Bowling

$0 $1

Bowling, Shoe Rental, and Soda for Up to 5 People at Castle Lanes (Up to 68% Off). Three Options Available.

Castle Lanes

Racine

Named one of America’s Coolest Bowling Alleys by Travel + Leisure; pizza from DeRango’s

$64.75 $21

$28 for $50 Worth of Kayak Rental — Leslie's Kayak & Paddleboard Rental

Leslie's Kayak & Paddleboard Rental

Twin Lakes

From the merchant: Four hours (half day) paddleboarding or kayaking with access to Lake Elizabeth and Lake Mary. Must reserve ahead.

$50 $28

2, 4, 6, or 12 Paintball Passes with Safety Gear and Gun from Paintball USA Tickets (Up to 88% Off)

Paintball USA Tickets

Multiple Locations

Open play, safety gear & gun rental at 80+ participating locations nationwide, including over 9 in Chicago, NW Indiana & Southern Wisconsin

$70 $10

18 Holes of Golf for Two or Four with Cart Rental at Bristol Oaks Golf Club (Up to 35% Off)

Bristol Oaks Golf Club

Bristol Oaks Golf Club and Banquet Center

18-hole, par 72 course lined with mature trees and dotted with water hazards

$96 $62

Round of Golf with Cart Rental and Voucher for Food for One, Two, or Four at Foss Park Golf Club (Up to 50% Off)

FOSS PARK GOLF CLUB

North Chicago

Public course that stretches across an 18-hole, par 72 layout with an illuminated driving range

$63 $35

18-Hole Golf Outing for Two or Four at Deerpath Golf Course (Up to 60% Off)

Deerpath Golf Course

Onwentsia View

Golfers enjoy 18 holes on manicured greens, then hit up The Sandwedge Grill for a bite to eat

$136 $69

$14 for $35 Worth of Bike, Paddleboard, Paddleboat, Canoe, and Kayak Rentals at Wheel Fun Rentals

Wheel of Fun Rentals

Multiple Locations

Explore the water on a paddle boat or kayak, or navigate the park on a multi-seat family cycle or bicycle.

$35 $14

Skating Outing for 2 or 4 with Skate Rental or Birthday Party for Up to 10 at TraXside Skating (Up to 62% Off)

TraXside Skating

Burlington

Twosomes and foursomes glide around rink on rented skates; birthday parties entertain up to 10 with ice cream, soda, and goodie bags

$42 $16

Shooting Range Package for Two or Four at McMiller Sports Center (Up to 42% Off)

McMiller Sports Center

Eagle

Practice your marksmanship with all-day access to ranges of different lengths, plus ear and eye protection and targets

$47 $28

Two Hours of Bowling with Shoe Rental and Arcade Games for Two, Four, or Six at JB's on 41 (Up to 67% Off)

JB's on 41

Wilson Park

35 lanes with optional automated bumpers and a full service bar called The Junction; Galactic bowling on Friday and Saturday nights

$50 $22

Select Local Merchants

  • Skydive Milwaukee
    Despite their name, The Sky Knights won't swoop down to earth on a dragon—instead, they use a parachute. Since its founding in 1963, the club has helped others take their first skydiving plunge via tandem jumps or work toward becoming USPA-certified skydivers. They conduct all of their classes and aerial excursions at Skydive Milwaukee, a dedicated drop zone extending up to 14,500 feet above the Wisconsin countryside. Whether briefing visitors pre-jump in their climate-controlled classrooms or strapping them in with an instructor for their first 50-second free fall, the company adheres to all FAA and United States Parachute Association rules and recommendations and uses only FAA-certified teaching equipment fitted with automatic reserve-activation devices. The center, meanwhile, features open-air grills and an observation deck—allowing even those on the ground to partake in the pulse-pounding thrills.
    Read More
    East Troy, WI US
    +12626429494
  • Chicagoland Skydiving Center
    Fully licensed instructors, thoroughly maintained aircrafts, and a skydiving training program licensed by the US Parachute Association ensure that a jump at Chicagoland Skydiving Center is rigorously safe—but nothing can dampen the thrill of free falling from 14,000 feet. The center’s spotless student record can be attributed both to the longevity of the program, which has been around since 1968, and to the expertise of the instructors, some of whom have made more than 15,000 jumps. Their attention to safety enables visitors to focus on the fun part: a 60-second free fall followed by a leisurely float under a parachute with countless high-fives from passing birds. Once their feet have firmly planted on the ground, skydivers can celebrate besting Sir Isaac Newton in a spacious facility with games, a lounge, and an onsite restaurant. HD video and photos are ready to take home within minutes of landing to show friends and family footage of the adventure.
    Read More
    Rochelle, IL US
    +18155613663
  • Skydive Midwest
    Skydive Midwest's U.S. Parachute Association–certified instructors have completed an average of more than 4,000 skydives each. The instructors' ample explorations of gravity and comprehensive training sessions, which are held onsite, help them to securely guide thrill-seekers during tandem jumps, solo jumps, and bouts of spontaneous levitation. Skydivers leap from a sleek and speedy DeHavilland Twin Otter jump ship, which boasts a glitzy new paint job, lightweight bench seating for 23 people, and the ability to climb to 14,500 feet in only 18 minutes.
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    Sturtevant, WI US
    +12628863480
  • The Northwest Passage Chicago
    Founder Rick Sweitzer started the adventure travel company in 1983 before leading one of the first amateur dogsled expeditions to North Pole. Driven by his vision, the guides and instructors of The Northwest Passage lead travelers of all skill and fitness levels to some of the most dramatic terrain on the planet. Locally, the team leads outings around the Chicago area, ranging from stand-up paddleboarding classes on Lake Michigan to kayaking and camping trips in Door County, Wisconsin. As for the rest of the world, Northwest Passage sends it adventurers to conquer it locale by stunning locale during programs that include hiking across Europe, trekking to remote Polar regions, and dressing up like scientists to infiltrate Area 51.
    Read More
    Wilmette, IL US
    +18479204409
  • Whitewater Hang Gliding
    Sportations connects amateur adrenaline jockeys to certified professional adventurers, drawing from a nationwide network of aeronauts and speed demons to introduce habitual pedestrians to the wonders of skydiving, ballooning, hang gliding, and stock-car racing. Thrill seekers can zipline across a forest canopy, hollering like Tarzan or taunting nearby birds until they agree to race. Helicopter tours ferry patrons skyward over landmarks and cityscapes, whereas paragliding adventures get up close and personal with blue skies and clouds. For most sports, Sportations accommodates groups of any size, from physics classes empirically proving gravity's existence to solo ballooning supervillains declaring dominion over all they see.
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    Whitewater, WI US
  • Skydiving Great Lakes
    Jumping out of an airplane is always more fun with company—especially if it's your first jump. Hence Skydiving Chicago-Milwaukee's tandem skydives, during which customers plunge through the air while strapped to an instructor. After a 30- to 60-second freefall, the expert deftly deploys the parachute, initiating a lazy canopy ride lasting up to nine minutes. Visitors can also learn to dive alone—and execute cool aerial flips—in the company's seven-level skydiving school.
    Read More
    Whitewater, WI US
    +18554458975

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