Sailing in Carpentersville, IL


Two-Hour Sailing Charter for Up to Six from Come Sailing (Up to 70% Off). Three Options Available.

Come Sailing

Chicago

Captain and full crew take groups of up to six people out onto Lake Michigan, where they can see breathtaking views of the shore and skyline

$350 $105

Two-Hour Private Cruise for Up to 6 from New Buffalo Sailing Excursions (Up to 44%Off). Four Options Available.

New Buffalo Sailing Excursions

New Buffalo

Groups climb aboard a 31-foot sailboat to enjoy a 2-hour cruise during the day, sunset or at night; BYOB friendly

$300 $173

Three-Hour BYOB Cruise or Four-Hour BYOB Fireworks Cruise for Up to Six from Celestial Sails (UP to 64% Off)

Celestial Sails

31st Street Harbor

Explore Lake Michigan aboard a 44-foot Beneteau Oceanis yacht; fireworks cruises include choice views of Navy Pier pyrotechnics

$250 $99

Private BYOB Sailboat Cruise for Up to Six People from The Salty Dog Sailing Co. (Up to 50% Off)

The Salty Dog Sailing Co.

Burnham Harbor

At Burnham Harbor, board a 34-foot yacht for a nautical adventure on Lake Michigan complete with BYO food and drinks and skyline views

$550 $275

$499 for Three-Hour BYOB Sailing Cruise for Up to Six on Luxury Yacht from Windy City Sailing ($600 Value)

Windy City Sailing

Lakeview

Take in one-of-a-kind views of Chicago on this three-hour BYOB cruise aboard a luxury sailing yacht

$600 $499

2.5-Hour Private, Hands-On Sailing Experience for Up to Six from Smelly Onion Sailing (Up to 41% Off)

Smelly Onion Sailing

Burnham Harbors

Private, hands-on sailing experience lets guests take over the role of the crew and sail the boat; captains teach them basic skills

$550 $325

75-Minute Sailing Tour for One Adult with Optional Beverage on Tall Ship Windy (38% Off)

Tall Ship Windy

Navy Pier

A 148-foot-long, traditional four-masted schooner sails throughout Lake Michigan for about 75 minutes

$30 $20

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

$13 for One Hour of Bowling for Four at Liberty Lanes Bowling Center ($30 Value)

Liberty Lanes Bowling Center

Liberty Lanes

Groups of four visit family friendly alley for one hour of bowling

$30 $13

$35 for 18 Holes of Golf with Cart Rental and Golf Balls at Bonnie Dundee Golf Course ($78 Value)

Bonnie Dundee Golf Course

East Dundee

Golfers are challenged by small greens well-guarded by sand hazards, forcing players to master their shot making

$78 $35

Round of Golf, Beer, and Range Balls for Two or Four at Whisper Creek Golf Club (Up to 66% Off)

Whisper Creek Golf Club

Huntley

Par 72 course certified as a cooperative sanctuary by Audubon International challenges golfers with pine tree lined bentgrass fairways

$159 $59

$49 for 18 Holes of Golf with Cart Rental and Range Balls at Randall Oaks Golf Club ($80 Value)

Randall Oaks Golf Club

West Dundee

18-hole championship golf course challenges players with water and sand hazards and multiple teeing areas for all skill levels

$80 $49

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

Roller Skating and Skate Rental for Two or Four or Family Outing Package at Orbit Skate Center (Up to 50% Off)

Orbit Skate Center

Palatine

Chicagoland’s largest skate rink with a half-acre of wood floors hosts open-skate sessions with DJs; family package includes pizza and soda

$68 $34

Kane County Cougars Baseball Game and Hot Dogs for Two (August 26–September 4)

Kane County Cougars

Fifth Third Bank Ballpark

The Class A minor-league affiliate of the Arizona Diamondbacks host opponents all summer long at Fifth Third Bank Ballpark

$37 $10

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

$79 for Golf for Two with Cart, Range Balls, and Lunch at Oak Grove Golf Course (Up to $156 Value)

Oak Grove Golf Course

Alden

Golf course features smooth greens, bent fairways, oak savannas, wetlands, and wildflowers in a private setting

$156 $79

30-Minute Kayak Rental for Two or Four at Naperville Kayak (Up to 50% Off)

Naperville Kayak

Naperville Kayak

Float on the waters of downtown Naperville’s Paddleboat Quarry in a kayak

$20 $12

18-Hole Round of Golf with Cart for Two or Four at Villa Olivia Golf Course (Up to 44% Off)

Villa Olivia Golf Course

Bartlett

Verdant 18-hole course designed in 1926 and outfitted with modern amenities

$98 $59

$55 for a Member for a Day Pass with Unlimited Golf and Range Balls at Midlane Country Club ($117 Value)

Midlane Country Club

Wadsworth

Guests enjoy the perks of golf club membership for a day, with all-day access to the par-71 18-hole course and unlimited balls at the range

$117 $55

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

Two Hours of Bowling with Pizza for Four or Eight at Glo-Bowl Fun Center (Up to 66% Off)

Glo-Bowl Fun Center

Marengo

Bowlers receive two hours of play with rental shoes, large cheese pizzas, and soda

$79.85 $29

Shooting-Range Package for Two with an Intro Lesson, Targets, and Firearms at Article 2 Gun Range ($106 Value)

Article 2 Gun Range

Lombard

Armed with rental firearms ranging from rifles to revolvers and instruction from experts, two shooters take aim at automatic targets

$106 $68

Roller-Skating for Two, Four, or Six with Skate Rentals at Fleetwood Roller Rink (48% Off)

Fleetwood Roller Rink

Summit

Couples or groups boogie around the glass-smooth surface of this 75'x165' hard-maple rink on included rental skates

$22 $12

Bowling, Billiards, and Shuffleboard at Kings Rosemont (Up to 42% Off). Two Options Available.

Kings - Rosemont IL

Far North Side

20 bowling lanes and 5 billiards tables; retro decor updated with colored lights and more than 50 high-def TVs and projectors

$40 $24.99

Movement Classes, Summer Camp, Party, or Preschool at Elite Kids (Up to 49% Off). 11 Options Available.

Elite Kids - Crystal Lake

Crystal Lake

Gymnastics, dance, cheer/tumbling, academic preschool classes, summer camp or birthday parties for 20

$250 $175

Up to 65% Off Paintball at Wardawgs Paintball

Wardawgs Paintball

Holiday Hills

From the merchant: Play on our six outdoor themed scenario fields with Tippmann 98 markers, face mask and 250 paintballs per person.

$105 $49

Beginner Archery Lesson for One or Two at T.A.Z. Archery (Up to 56% Off)

T.A.Z. Archery, Inc.

T.A.Z. Archery, Inc.

Learn to use a bow and arrow at an indoor archery range with high-end retail equipment and a team of certified instructors

$40 $25

Golf Outing for Two or Four with Cart Rental and Food and Drink Credit at Lost Nation Golf Club (Up to 54% Off)

Lost Nation Golf Club

Southwest

Putt your way through 18 holes surrounded by rolling hills and arboreal vistas, then treat yourself to a post-game snack at the onsite bar

$82 $40

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

Select Local Merchants

  • Ericson Marine
    Climb aboard with Ericson Marine in Algonquin for a boating experience that is both relaxing and fun. Head on over to the in-house restaurant for a delectable meal. Save money on a sitter — kids are welcome to join in the fun at this center. Parking is plentiful, so patrons can feel free to bring their vehicles.
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    Algonquin, IL US
    +18476587622
  • Parkside Auto Center
    Float away on the waters of Lake In The Hills as you take a relaxing cruise with Parkside Auto Center. Whether you just need a quick tune-up or a total overhaul, Parkside Auto Center pride themselves on their car care. Parking is plentiful, so visitors can feel free to bring their vehicles.
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    Lake in the Hills, IL US
    +18476581460
  • Port Barrington Marina
    Cast off from the ordinary and set a course for the extraordinary on a boating trip with Port Barrington Marina in Crystal Lake. Parking is plentiful, so patrons can feel free to bring their vehicles.
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    Crystal Lake, IL US
    +18473811010
  • Boater's World Discount Marine Center
    Cast away all your troubles and take a relaxing boating trip with Boater's World Discount Marine Center in Schaumburg. Parking is plentiful, so patrons can feel free to bring their vehicles.
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    Schaumburg, IL US
    +18478399726
  • Wauconda Boat
    No matter what sport you play, you can load up on all the latest gear at Wauconda Boat in Wauconda. Don't miss your mark this hunting season with out-of-date gear. Pick up only the best equipment and ammunition at this store. Make use of the safe parking options near Wauconda Boat and reap the great benefits of parking close by. Keep yourself safe both on and off the field with some brand new sporting good items from Wauconda Boat in Wauconda.
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    Wauconda, IL US
    +18475262203
  • Bomar Marine
    Get your sea legs ready! Bomar Marine in Wauconda provides quality vessels so you can have a boating experience that is both relaxing and fun. Parking is plentiful, so patrons can feel free to bring their vehicles.
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    Wauconda, IL US
    +18475266161

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