Sailing in Pleasant Prairie, WI


$199 for Two-Hour Sailing Charter or Lesson for Four from Red Sails Charter & Sailing Lessons ($400 Value)

Red Sails Charter & Sailing Lessons

Harbor Centre Marina

Passengers relax and enjoy a ride aboard a classic sailing vessel or learn to command her themselves

$400 $199

10 or 16 Martial-Arts Classes and Uniform with Option for Test and a Graduation Belt at Go2Karate (94% Off)

Go2Karate

Multiple Locations

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

$324 $20

Two-Game Bowling Package with 20 Tokens for Two, Four, or Six at Kristof's Entertainment Center (Up to 49% 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 $21

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 64% Off). Three Options Available.

Castle Lanes

Racine

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

$64.75 $23

$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 24% 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 $73

Skating Outing for 2 or 4 with Skate Rental or Birthday Party for Up to 10 at TraXside Skating (Up to 49% 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 $22

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

Unlimited Laser Tag and Go-Karts for Two or Four at LightSpeed Entertainment (Up to 44% 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 $45

$16 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 $16

$159 for a Tandem Jump from Skydive Midwest (Up to $229 Value)

Skydive Midwest

Sturtevant

Experienced instructors hold 30-minute training sessions before strapped-together pairs jump from planes and drift slowly back toward land

$229 $159

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

Shooting Range Package for Two or Four at McMiller Sports Center (Up to 32% 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 $33

Two Hours of Bowling with Shoe Rental and Arcade Games for Two, Four, or Six at JB's on 41 (Up to 64% 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 $24

One or Two Private Horseback-Riding Lessons at Equidream School of Horsemanship (Up to 60% Off)

Equidream School of Horsemanship

Grayslake

Netta Schleden channels her British Horse Society training to teach riders to safely pilot their steeds

$50 $22

Paintball Package with Equipment Rental and Paintballs for Two, Four, or Eight at RHC Paintball Fields (50% Off)

Richmond Hunting Club

Richmond Hunting Club

Paintball warriors fire semiautomatic markers & don radar goggles during open play on seven themed fields

$111.50 $59

Paddleboat, Pedal-Cart, Kayak, and Bike Rentals from High Roller Fun Rentals (Up to 40% Off)

High Rollers Fun Rentals

High Roller Fun Rentals

Bicycles, pedal carts, and creature boats for multiple riders add leisure and speed to rides through Frame Park or floats down the Fox River

$25 $15

All-Day Paintball Package for 4, 6, or 12 from Paintball Tickets (Up to 82% Off)

Paintball International

Multiple Locations

Equipped with rental paintball guns and masks, groups vie for supremacy over outdoor fields

$100 $19

Three Games of Bowling with Shoe Rental and Beer for Four or Six at Classic Lanes Bowling (Up to 55% Off)

Classic Lanes Bowling

Menomonee Falls

This classic bowling alley features modern conveniences like automatic scoring, comfy couches, and an on-site snack bar

$55 $25

Two Hours of Bowling with Shoe Rental for Four or Eight at Maple Lanes (Up to 55% Off)

Maple Lanes

Business Drive South

Two hours of bowling on one or two lanes at an alley that also features sand volleyball courts and a golf simulator

$28 $14

Nine-Hole Round of Golf with Drinks for Two or Four at Baehmann's Golf Center (Up to 50% Off)

Baehmann's Golf Center

Baehmann's Golf Center

Cover nine holes on a par 3 short course, quaffing soft drinks, Gatorade, or beers as you putt

$22 $12

Roller-Skating Package for 2, 4, or 6 with Rental Skates and Snacks at Just for Fun Roller Rink (Up to 62% Off)

Just for Fun Roller Rinks

Multiple Locations

Roller skates careen across hardwood floors while popular music plays; packages include popcorn and drinks

$26 $12

4 or 10 Kickboxing Classes with Personal-Training Session and Boxing Gloves at iLoveKickboxing.com ( 74% Off )

iLoveKickboxing.com

iLoveKickboxing - Brookfield

Kickboxing classes combine boxing and martial arts to help tone and trim physiques, and one-on-one training helps refine style and results

$105 $30

Bowling with Shoes and Food Credit at Burnham Bowl (Up to 47% Off). Three Options Available.

Burnham Bowl

West Allis

Enjoy two games of bowling while munching on food like cheeseburgers, onion rings, tacos, and pizza in this family-friendly bowling alley

$28 $15

50- or 100-Round Sporting-Clay Outing for Two or Four at Richmond Hunting Club (Up to 51% Off)

Richmond Hunting Club

Richmond Hunting Club

Shooters take aim at clay pigeons and clay rabbits at 25 stations throughout three courses situated on 850 acres of wooded hunting terrain

$231 $118

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

Chicago Pet Show on Saturday, September 17–Sunday, September 18

Chicago Pet Show

Libertyville Sports and Fitness Complex

Two days of demonstrations, seminars, and games from pet-friendly retailers and rescue groups, aimed at current and prospective pet owners

$14 $7

$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

Select Local Merchants

  • Red Sails Charter & Sailing Lessons
    Cutting out through Southport Marina and onto the open water of Lake Michigan, the sloops of Red Sails Charter & Sailing Lessons are impossible to miss. Aboard the beautifully maintained Panache, students or Captain Richard Charette can trim the classic boat's signature crimson sails. Under the tutelage of Captain Richard, newbie sailors learn skills such as flying the spinnaker, steering, and the best wind position for hair whipping. Charters are also available for those who want to kick back on the boat while the crew mans the deck.
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    Kenosha, WI US
    +18478678296
  • Skipper Bud's Marina
    Refreshing zephyrs glide off freshwater lochs and onto SkipperBud's, an all-purpose marina on the shores of Lake Mendota. New and used boats from high-end brands such as Starcraft and Sea Ray bob beside the sprawling facilities, where savvy salespeople bring decades of know-how to the 40-year-old company. Engine parts, safety tackle, and watersports equipment are also on hand, as are adept boat mechanics trained to tinker on most boat models and engine types. Indoor storage facilities fend off the icy barks of Old Man Winter, and, in the summer, make for easy access to Lake Mendota's launch points.
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    Winthrop Harbor, IL US
    +18478723200
  • Silver Lake Marina
    Come for a tasty meal at Silver Lake Marina that the whole family will love. Gluten-free and low-fat is the name of the game at Silver Lake Marina, where eating healthy, flavorful dishes is of utmost importance. A night out deserves a drink to celebrate, and this restaurant has the perfect selection of beer and wine to go with your meal. Outdoor dining doesn't get much better than the beautiful patio at Silver Lake Marina. Silver Lake Marina can provide comfortable seating options for parties of any size. No need to gussy up for a trip to Silver Lake Marina, where patrons dress for comfort and fun. Throwing a big party? Count on Silver Lake Marina to provide top-notch catering with the same great dishes you love. Score parking in the lot adjacent to Silver Lake Marina, a local restaurant. Treating yourself doesn't mean breaking the bank, come taste the great dishes Silver Lake Marina has to offer. When you're craving a true American classic, such as a burger and fries, make your way over to Silver Lake Marina.
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    Salem, WI US
    +12628898465
  • Spring Lake Marina
    Take a relaxing outing on the waters when you rent a vessel from Spring Lake Marina in Antioch. When you're out and about in the area, you'll love that this center has a restaurant to take care of any last minute hunger. Take the kids along too — this center is a great spot for families with activities that even little ones will love. Parking is plentiful, so guests can feel free to bring their vehicles.
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    Antioch, IL US
    +18473956440
  • Barnacle Bob's
    Hankering for a side of fries? Try the grub at Barnacle Bob's, a tasty restaurant serving American-style fare. Parking is accessible and not far from the restaurant. Barnacle Bob's is creating dishes any foodie will love at around $30. So when you're on the market for some great American cuisine, check out Barnacle Bob's.
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    Antioch, IL US
    +18473952036
  • Sequoit Harbor Marina
    Take your next outing to the next level: sea level. Spend the evening on a relaxing cruise with Sequoit Harbor in Antioch. With a sizzling plate of terrific food, this center boasts among the best eats this side of the city. At Sequoit Harbor, you can easily find parking in the lot next door.
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    Antioch, IL US
    +18473956101

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