Sailing in Schaumburg


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

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

View Deal

Chicago Sailboat Charters: Luxury First-Class Sailing for Two or Six from Chicago Sailboat Charters (Up to 50% Off)

Luxury First-Class Sailing for Two or Six from Chicago Sailboat Charters (Up to 50% Off)

Chicago Sailboat Charters

Chicago

Captains ferry groups of up to six onto Lake Michigan for relaxing excursions and stunning views

$199 $99

View Deal

Chicago Sailing Charters: Sailboat Cruise for Two, Four, or Six from Chicago Sailing Charters (Up to 50% Off)

Sailboat Cruise for Two, Four, or Six from Chicago Sailing Charters (Up to 50% Off)

Chicago Sailing Charters

31st Street Harbor, Dock K, Slip 14

Sit back and relax with the captain on a semi-private or private sailboat charter that floats around Lake Michigan

$100 $59

View Deal

Millennium Sailing: Up to 50% Off BYOB Sailing Charter at Millennium Sailing

Up to 50% Off BYOB Sailing Charter at Millennium Sailing

Millennium Sailing

Central Chicago

From the merchant: Experience the sport of sailing while enjoying the skyline from the lake, or just hang out at the Play Pen.

$400 $199

View Deal

The Salty Dog Sailing Co.: 2.5-Hour Private BYOB Cruise on a Sailboat for Up to Six People from The Salty Dog Sailing Co. (Up to 49% Off)

2.5-Hour Private BYOB Cruise on a Sailboat for Up to Six People from The Salty Dog Sailing Co. (Up to 49% Off)

The Salty Dog Sailing Co.

Columbia Yacht Club

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

$490 $249

View Deal

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

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

Tall Ship Windy of Chicago

Navy Pier

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

$30 $20

View Deal

Chicago Water Sport Rentals: Two-Hour Rental for a Single or Tandem Sailing Kayak at Chicago Water Sport Rentals (Up to 51% Off)

Two-Hour Rental for a Single or Tandem Sailing Kayak at Chicago Water Sport Rentals (Up to 51% Off)

Chicago Water Sport Rentals

Chicago Water Sport Rentals at 31st Street Harbor

Hobie sail kayakers enjoy Lake Michigan in models with sails and pedal-based propulsion and paddles while gazing at skyline views

$139.90 $69

View Deal

I&M Canal National Heritage Corridor Civic Center Authority: Two Adult Tickets or a Family Pass to A River Thru History – The Des Plaines Valley Rendezvous  (Up to 50% Off)

Two Adult Tickets or a Family Pass to A River Thru History – The Des Plaines Valley Rendezvous (Up to 50% Off)

I&M Canal National Heritage Corridor Civic Center Authority

Willow Springs

The party sends visitors back in time to early Illinois, when fur trading was lucrative and the sound of cannon fire was a part of life

$25 $13

View Deal

Penrose Brewing Company: $15 for a Brewery Tour for Two or Four with Beer at Penrose Brewing Company ($20 Value)

$15 for a Brewery Tour for Two or Four with Beer at Penrose Brewing Company ($20 Value)

Penrose Brewing Company

Geneva

Learn about the Geneva brewery’s craft-beer brewing process and sip two 12 oz. beers

$20 $15

View Deal

Chicago Trolley & Double Decker Co.: 48-Hour or Daytime Passes to Guided Tours from Chicago Trolley & Double Decker Co. (Up to 29% Off)

48-Hour or Daytime Passes to Guided Tours from Chicago Trolley & Double Decker Co. (Up to 29% Off)

Chicago Trolley & Double Decker Co.

Chicago

Guides narrate the sights of the Windy City as trolleys cruise to multiple stops downtown and in neighborhoods; “hop on hop off” access

$35 $25

View Deal

Second City Tours: Chicago Food Crawl for One, Two, or Four from Second City Tours (Up to 60% Off)

Chicago Food Crawl for One, Two, or Four from Second City Tours (Up to 60% Off)

Second City Tours

Near North Side

Head to River North for deep-dish pizza, Chicago-style hot dogs, Mike Ditka’s favorite italian-beef sandwiches, and dessert

$50 $23

View Deal

Best Tours: Cupcake Tour of Chicago with Six Tastings for One, Two, or Four from Best Tours (Up to 68% Off)

Cupcake Tour of Chicago with Six Tastings for One, Two, or Four from Best Tours (Up to 68% Off)

Best Tours

Chicago

Tours make six stops along Michigan Avenue, visiting a century-old shop, one with 50 varieties of cupcake, and another with gelato

$50 $19

View Deal

Chicago Water Sport Rentals: Two-Hour Hobie MirageDrive Kayak Rental at Chicago Water Sport Rentals (51% Off). Two Kayak Options Available.

Two-Hour Hobie MirageDrive Kayak Rental at Chicago Water Sport Rentals (51% Off). Two Kayak Options Available.

Chicago Water Sport Rentals

Chicago Water Sport Rentals at 31st Street Harbor

Kayakers float on Lake Michigan in models with pedal-based propulsion or paddles while gazing at skyline views

$69.90 $34

View Deal

Best Tours: Chocolate Tour of Chicago with Seven Tastings for One, Two, or Four from Best Tours (Up to 60% Off)

Chocolate Tour of Chicago with Seven Tastings for One, Two, or Four from Best Tours (Up to 60% Off)

Best Tours

Wrigley Building

Sample Aztec chocolate drinks, cupcakes, truffles, and chocolate donuts during two-hour chocolate tour along the Magnificent Mile

$50 $25

View Deal

Fox River Distilling Company: Tour for Two or Four with Bloody-Mary Mix, Hats, and Rocks Glasses at Fox River Distilling Company (Up to 43% Off)

Tour for Two or Four with Bloody-Mary Mix, Hats, and Rocks Glasses at Fox River Distilling Company (Up to 43% Off)

Fox River Distilling Company

Geneva

Tour the distillery, which produces vodka, gin, and moonshine, and leave with bloody-mary mixes, hats, and rocks glasses

$47 $27

View Deal

McCormick Bridgehouse & Chicago River Museum: Bridge and Bridgehouse Tour for 1, 2, or 4 at McCormick Bridgehouse & Chicago River Museum (Up to 50% Off)

Bridge and Bridgehouse Tour for 1, 2, or 4 at McCormick Bridgehouse & Chicago River Museum (Up to 50% Off)

McCormick Bridgehouse & Chicago River Museum

The Loop

Museum guide showcases historic landmark bridgehouse with views of bridge gears, structure, and five-story tower along this riverwalk tour

$8 $5

View Deal

Disturbia Screams in the Park: $18.30 for Disturbia Screams in the Park Haunted House on October 4–November 1 ($28.15 Value). 11 Options Available.

$18.30 for Disturbia Screams in the Park Haunted House on October 4–November 1 ($28.15 Value). 11 Options Available.

Disturbia Screams in the Park

MB Financial Park at Rosemont

H.H. Holmes–themed haunted house features macabre scenes such as torture chambers, cannibalized victims, and the living dead

$28.15 $18.30

View Deal

The Spirit of Peoria: Riverboat Sightseeing Cruise or Overnight Excursion aboard The Spirit of Peoria (Up to 44% Off)

Riverboat Sightseeing Cruise or Overnight Excursion aboard The Spirit of Peoria (Up to 44% Off)

The Spirit of Peoria

Peoria

Enjoy the nostalgia of cruising the Illinois River Valley or the Mississippi River aboard an authentic paddlewheel driven riverboat

$32 $18

View Deal

Best Tours: Chicago Ghost Walk for One, Two, or Four from Best Tours (Up to 65% Off)

Chicago Ghost Walk for One, Two, or Four from Best Tours (Up to 65% Off)

Best Tours

Chicago

Tours visit haunted spots in search of apparitions, including the sites of the Iroquois Theatre fire and the Eastland shipwreck

$35 $17

View Deal

Sidewalk Food Tours of Chicago: Walking Food Tour for One or Two from Sidewalk Food Tours of Chicago (Up to 37% Off)

Walking Food Tour for One or Two from Sidewalk Food Tours of Chicago (Up to 37% Off)

Sidewalk Food Tours of Chicago

Multiple Locations

Enjoy a roving lunch of five different tastings while learning about the history and culture of either River North or Wicker Park

$55 $35

View Deal

Inside Chicago Walking Tours: One or Two Youth or Adult Architecture Walking Tour Tickets from Inside Chicago Walking Tours (Up to 30% Off)

One or Two Youth or Adult Architecture Walking Tour Tickets from Inside Chicago Walking Tours (Up to 30% Off)

Inside Chicago Walking Tours

Chicago

A former teacher and improv comedian offers a slice of Chicago’s architecture and history on engaging walking tours

$20 $14

View Deal

Chicago Crime Tours: Tour by Bus for Two or Four from Chicago Crime Tours (Up to 47% Off)

Tour by Bus for Two or Four from Chicago Crime Tours (Up to 47% Off)

Chicago Crime Tours

Near North Side

Learn about more than 100 years of Chicago’s crime history in a 90-minute tour of famous crime scenes and landmarks

$159.80 $85

View Deal

Second City Tours: Chicago River Walk Architecture and History Walk for One, Two, and Four from Second City Tours (Up to 61% Off)

Chicago River Walk Architecture and History Walk for One, Two, and Four from Second City Tours (Up to 61% Off)

Second City Tours

The Loop

90-minute tour shares history and insight of the Chicago river region

$30 $14

View Deal

Argus Brewery: 90-Minute Brewery Tour for Two, Four, or Six with Tastings, Snacks, and Glasses at Argus Brewery (Up to 63% Off)

90-Minute Brewery Tour for Two, Four, or Six with Tastings, Snacks, and Glasses at Argus Brewery (Up to 63% Off)

Argus Brewery

Roseland

During a 90-minute tour, guests learn about the historic origins of the brewery and the neighborhood while sampling craft brews

$30 $12

View Deal

Best Tours: Drunk History of Chicago Tour at Four Pubs for One, Two, or Four from Best Tours (Up to 60% Off)

Drunk History of Chicago Tour at Four Pubs for One, Two, or Four from Best Tours (Up to 60% Off)

Best Tours

Chicago

Visit four local pubs to sample alcoholic beverages and shots, learn about the history of the city, and pick up some fake history too

$50 $25

View Deal

Slice of Chicago Pizza Tours: Chicago Pizza Walking Tour for Two or Four from Slice of Chicago Pizza Tours (Up to 57% Off)

Chicago Pizza Walking Tour for Two or Four from Slice of Chicago Pizza Tours (Up to 57% Off)

Slice of Chicago Pizza Tours

Near North Side

2-hour, 1.2-mile walking tour hits several pizzerias like Pizzeria Uno and Giordano’s in River North to sample pizza and learn its history

$90 $41

View Deal

Haunted Hometowns: Two-Hour Walking Ghost Tour of Aurora or Naperville for Two or Four from Haunted Hometowns (Up to 51% Off)

Two-Hour Walking Ghost Tour of Aurora or Naperville for Two or Four from Haunted Hometowns (Up to 51% Off)

Haunted Hometowns

Multiple Locations

Ghost-seekers clutch EMF meters on lantern-lit tours through historic and haunted sites as guides relate tales of local specters

$40 $20

View Deal

Second City Tours: Underground Pedway Tour for One, Two, or Four from Second City Tours (Up to 61% Off)

Underground Pedway Tour for One, Two, or Four from Second City Tours (Up to 61% Off)

Second City Tours

The Loop

90-minute walking tour takes guests through the underground walkways that connect a number of Chicago buildings

$30 $14

View Deal

Best Tours: Italian Food Tour of Chicago with Five Tastings for One, Two, or Four from Best Tours (Up to 60% Off)

Italian Food Tour of Chicago with Five Tastings for One, Two, or Four from Best Tours (Up to 60% Off)

Best Tours

Chicago

Sample Chicago-style pizza, italian beef, and artisan products during a two-hour Italian-food tour along the Magnificent Mile

$50 $25

View Deal

Best Tours: Great Food Tour of Chicago with Six Tastings for One, Two, or Four from Best Tours (Up to 60% Off)

Great Food Tour of Chicago with Six Tastings for One, Two, or Four from Best Tours (Up to 60% Off)

Best Tours

Chicago

Tours make six stops along Michigan Avenue, visiting the originator of deep-dish pizza and an eatery serving up Chicago-style hot dogs

$50 $25

View Deal

Yacht Party Chicago: Halloween-Weekend Booze Cruise from Yacht Party Chicago (Up to 53% Off). Four Options Available.

Halloween-Weekend Booze Cruise from Yacht Party Chicago (Up to 53% Off). Four Options Available.

Yacht Party Chicago

Multiple Locations

Celebrate Halloween on a yacht that cruises into Lake Michigan with drinking and dancing to a DJ, followed by an after-party

$55.50 $26

View Deal

Best Tours: Wine and Cheese Tour of Chicago with 12 Tastings and Pairings from Best Tours (Up to 58% Off)

Wine and Cheese Tour of Chicago with 12 Tastings and Pairings from Best Tours (Up to 58% Off)

Best Tours

Near North Side

Stroll along the Magnificent Mile and through the Gold Coast as you sample 12 bites of cheese paired with sips of wine

$100 $49

View Deal

Smart Destinations: Two-Day All-Inclusive Go City Card Including Free Admission to Dozens of Popular Attractions

Two-Day All-Inclusive Go City Card Including Free Admission to Dozens of Popular Attractions

Smart Destinations

 

Card grants free admission to museums, tours, and attractions; save up to 55% off combined gate prices if purchased separately

$52.99 $49.50

View Deal

Second City Tours: Ghost Tour for One, Two, or Four from Second City Tours (Up to 61% Off)

Ghost Tour for One, Two, or Four from Second City Tours (Up to 61% Off)

Second City Tours

John Hancock Center

90-minute tour explores the tragic side of Chicago history with stops to locales said to be marked by paranormal activity

$30 $14

View Deal

Scoot for Good: 4- or 8-Hour Scooter Rental for One or Two from Scoot for Good (Up to 59% Off)

4- or 8-Hour Scooter Rental for One or Two from Scoot for Good (Up to 59% Off)

Scoot for Good

Meeting point

Sight-see around Chicago on easy-to-operate scooters that come with instruction overview

$79 $38

View Deal

Second City Tours: One, Two, or Four Tickets to the Wine and Cheese Walk from Second City Tours (Up to 59% Off

One, Two, or Four Tickets to the Wine and Cheese Walk from Second City Tours (Up to 59% Off

Second City Tours

Near North Side

Travel to three upscale restaurants and bars and sip nine or more samples of wine paired with assorted cheeses and small bites

$100 $49

View Deal

Second City Tours: One, Two, or Four Tickets to the Beer & Bacon Binge Food Tour from Second City Tours (Up to 59% Off)

One, Two, or Four Tickets to the Beer & Bacon Binge Food Tour from Second City Tours (Up to 59% Off)

Second City Tours

Near North Side

Explore three River North hotspots and sip craft beer paired with bacon snacks

$100 $49

View Deal

Second City Tours: One, Two, or Four Tickets to Belmont Food Binge Tour from Second City Tours (Up to 60% Off

One, Two, or Four Tickets to Belmont Food Binge Tour from Second City Tours (Up to 60% Off

Second City Tours

Lakeview

Enjoy Lakeview’s ethnic- and American-food offerings, including tacos, French pastries, falafel, and grilled cheese

$50 $23

View Deal

Second City Tours: Pizza Parade Tour for One, Two, or Four from Second City Tours (Up to 60% Off)

Pizza Parade Tour for One, Two, or Four from Second City Tours (Up to 60% Off)

Second City Tours

Near North Side

Guides will lead you through River North to sample pizza from local eateries, including the original Uno Pizzeria & Grill

$50 $23

View Deal

Brews Cruise Chicago: Brewery Tour in Southwest Chicagoland from Brews Cruise Chicago (Up to  Off). 2 Options Available.

Brewery Tour in Southwest Chicagoland from Brews Cruise Chicago (Up to Off). 2 Options Available.

Brews Cruise Chicago

Chicago

A half-day tour takes you to working breweries where you’ll sample beverages and learn what makes some of your favorite beers so good

$130 $65

View Deal

The Plant: Sustainable-Food Facility Tour for Two or Four at The Plant (Up to 45% Off)

Sustainable-Food Facility Tour for Two or Four at The Plant (Up to 45% Off)

The Plant

Back of the Yards

Self-sustaining urban facility houses a hydroponic farm, nonprofit education and research center, and various food-production businesses

$20 $12

View Deal

Second City Tours: Chocolate Crawl for One, Two, or Four from Second City Tours (Up to 60% Off)

Chocolate Crawl for One, Two, or Four from Second City Tours (Up to 60% Off)

Second City Tours

Water Tower Place

Get your chocolate fix during this tour that visits five of the city’s most beloved sweet-treat havens

$50 $23

View Deal

Illinois River Winery: Tour with Six Tastings and a Glass of Wine or $17 for $30 Worth of Food and Wine at Illinois River Winery

Tour with Six Tastings and a Glass of Wine or $17 for $30 Worth of Food and Wine at Illinois River Winery

Illinois River Winery

North Utica

Sample more than 30 handcrafted wines from the tasting room or sip wines while touring the facility

$30 $17

View Deal

Second City Tours: Cupcake Crawl for One, Two, or Four from Second City Tours (Up to 60% Off)

Cupcake Crawl for One, Two, or Four from Second City Tours (Up to 60% Off)

Second City Tours

Water Tower Place

The city’s favorite cupcake hot spots are visited during this tour: Sprinkles, Sacred Grounds, More, and Crumbs

$50 $23

View Deal

Second City Tours: Loop Architecture Tour for One, Two, or Four from Second City Tours (Up to 61% Off)

Loop Architecture Tour for One, Two, or Four from Second City Tours (Up to 61% Off)

Second City Tours

The Loop

90-minute walking tour takes guests to view some of the city’s most remarkable buildings

$30 $14

View Deal

Stray Boots: Interactive Walking Tours of Chicago from Stray Boots (50% Off). Four Options Available.

Interactive Walking Tours of Chicago from Stray Boots (50% Off). Four Options Available.

Stray Boots

 

Clues, trivia, and riddles lead explorers through vibrant neighborhoods via the Stray Boots iPhone or Android app

$24 $12

View Deal

Kayak Chicago - Chicago River: Architectural Kayak Tour at Kayak Chicago - Chicago River

Architectural Kayak Tour at Kayak Chicago - Chicago River

Kayak Chicago - Chicago River

Chicago

$67.60 $42.10

View Deal

Chicago Running Tours & More: Running Tours of Downtown Chicago from Chicago Running Tours & More (Up to 55% Off)

Running Tours of Downtown Chicago from Chicago Running Tours & More (Up to 55% Off)

Chicago Running Tours & More

Central Chicago

Professional guides lead sightseeing tours at a jogging pace during excursions that emphasize fun and learning over speed

$32 $15

View Deal

Chicago Loop Bridges: Explore the History of Chicago's Massive Downtown Bridges

Explore the History of Chicago's Massive Downtown Bridges

Chicago Loop Bridges

The Loop

Walk along the Chicago River with a retired civil engineer who explains the history and architecture of the city’s iconic bridges

$20

View Deal

Select Local Merchants

  • 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.
    Read More
    697 East Golf Road
    Schaumburg, IL US
  • Denna Lawn and Marine
    Get your sea legs ready! Denna Lawn and Marine in Bensenville 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.
    Read More
    560 N York Rd
    Bensenville, IL US
  • 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.
    Read More
    811 N Harrison St
    Algonquin, IL US
  • Tanglewood Marine
    Ever wanted to experience the relaxing life of a boater? Now you can with Tanglewood Marine in Saint Charles. Whether you're looking for a quick snack or a full meal, the restaurant at this center is sure to dish out something delicious. At this center, kids of all ages are welcome. Parking is plentiful, so patrons can feel free to bring their vehicles.
    Read More
    520 S 14th Ave
    Saint Charles, IL US
  • Anderson Enterprises
    Take your family on a high-seas adventure for the afternoon! Rent one of the many ship-shape vessels available at Anderson Enterprises in Saint Charles. Parking is plentiful, so visitors can feel free to bring their vehicles.
    Read More
    2 North Ave
    Saint Charles, IL US
  • Raging Buffalo
    Raging Buffalo's adrenaline junkies have turned their athletic addiction into a successful enterprise by offering snowboarding and wakeboarding lessons to beginners and experienced riders. In the summer, their instructors take to the wake for lessons that start at the wakeboard school, which has been open since 2001. When winter comes, the instructors dry-dock their boards in local bear caves and show students how to navigate the drifts with snowboard lessons at their ski park, which opened in 1992. Additionally, Raging Buffalo plays host to a variety of events, from rail jams to USASA competitions.
    Read More
    614 S Rawson Bridge Rd
    Port Barrington, IL US

Groupon Guide

Grouber