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Sailing in and near Chicago, IL


$25 for 75-Minute <strong>Sailing</strong> Tour at Tall Ship Windy ($33)
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Tall Ship Windy

Established in 1996, this family-owned company organizes educational and entertaining sailing cruises for children and adults

600 East Grand Avenue, Chicago 3.7 mi
4.7
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3,162 Ratings
$33.00 $25.00
24% discount_off
One 75-Minute Adult Ticket
Monday or Tuesday Night Sunset Cruise for 1, 2, or 4  (Up to 62% Off)
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Chicago Cruise Events

Guests board a luxurious 400 capacity yacht and dance the night away, while sipping on drinks and listening great music

200 North Breakwater Access, Chicago 3.2 mi
4.3
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1,304 Ratings
$32.00 $12.00
62% discount_off
Monday or Tuesday Night Sunset Skyline Cruise for One
90-Minute Chicago Architecture Boat Tour One, Two, Three, or Four (Up to 40% Off)
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Tours and Boats

Chicago river tour paired with architecture & history lessons about the city’s most popular landmarks

900 South Wells Street, Chicago 1.7 mi
4.6
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2,332 Ratings
$49.00 $29.00
40% discount_off
90-Minute Chicago Architecture Boat Tour for One
Three or Four-Night Cabin Stay and Daily Boat Rental for Two People at Gold Mine Camp (Up to 63% Off)
Gold Mine Camp

Visitors can explore the unique nature of Vermilion River, the lake, and the wilderness of Northern Minnesota

7036 Gold Mine Road, Orr
3.8
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49 Ratings
$750.00 $299.00$273.50
 Sale Ends 7/8
Three-Night Cabin Stay and Daily Boat Rental for Two: Valid Sunday–Thursday
Wednesday Fireworks & Sunset Cruise or Thursday Sunset Cruise for One, Two, or Four (Up to 56% Off)
Chicago Cruise Events

Participants can enjoy a picturesque Chicago skyline, fireworks, sunsets and great music aboard a luxury 400-capacity yacht

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4.3
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1,304 Ratings
$32.00 $14.00
56% discount_off
Wednesday Night Fireworks and Sunset Skyline Cruise or Thursday Night Sunset Skyline Cruise for One
Hands-on Cooking: Big Batch Chickpeas
Chicago Botanic Garden
1000 Lake Cook Road, Glencoe 21.9 mi
4.0
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68 Ratings
$70.00
Mon, August 17, 11:00AM- 1:00PM
One or Two Three-Hour Semi-Private <strong>Sailing</strong>, or Racing Lessons from 3rd Coast Cruising (Up to 74% Off)
3rd Coast Cruising

Beginner or advanced sailor training on a 30’ boat covering sailing essentials; customized to the experience level

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4.7
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24 Ratings
$300.00 $89.00$80.90
 Sale Ends 7/8
06/09/20–09/30/20: One Three-Hour Semi-Private Sailing or Racing Lesson
BYOB <strong>Sailing</strong> Cruise with Optional Fireworks for Two or Six from Offshore Adventures (Up to 74% Off)
Offshore Adventures

Cruises delight with views of Chicago’s skyline or Navy Pier’s fireworks; passengers can bring their own drinks and playlists

111 North Lake Shore Drive, Chicago 3.2 mi
4.4
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626 Ratings
$220.00 $69.00$55.20
 Sale Ends 7/8
Two-Hour BYOB Sailing Cruise for Two
Two-Hour Luxury <strong>Sailing</strong> for Two or Six from Chicago Sailboat Charters (Up to 50% Off)
Chicago Sailboat Charters

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

400 West Belmont Harbor Drive, Chicago 6.5 mi
4.8
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52 Ratings
$199.00 $109.00$103.85
 Sale Ends 7/8
Two-Hour Semi-Private Luxury Sailing for Up to Two
$344.24 for Two-Hour Private Weekend <strong>Sailing</strong> Charter for Two at Seabird <strong>Sailing</strong> ($490.50 Value)
Seabird Sailing

Guests can enjoy breathtaking views of Chicago during a sailing charter on a modern sailboat with a professional captain

400 West Belmont Harbor Drive, Chicago 6.5 mi
4.9
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11 Ratings
$490.50 $349.00$344.24
 Sale Ends 7/8
Two-Hour Private Weekend Sailing Charter for Two; Valid June 1–August 30
$4.86 for Two Murder Mystery Party Games of Your Choice from Clean Murder Mysteries ($12 Value)
Clean Murder Mysteries

Add an extra element of suspense to any party – band together and solve the mystery before time runs out

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4.6
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26 Ratings
$12.00 $6.00$4.86
 Sale Ends 7/8
Two Murder Mystery Party Games of Your Choice
Ben Seidman: Camera Tricks (July 10–July 22)
Ben Seidman: Camera Tricks

All-new LIVE interactive and highly captivating magic experience via Zoom for the whole family to enjoy in the comfort of their own home

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$40.00 $28.00
30% discount_off
07/10/20 at 8 p.m. ET / 5 p.m. PT: One General-Admission Ticket
Limited Time Remaining!
Party-Bus Rental or SUV Transportation from Rokstars Chicago (Up to 46% Off). Four Options Available.
Rokstars Chicago

Celebrate any occasion with up to 24 people on a rented party bus for three, four, or five hours, or get where you need to go in an SUV

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$500.00 $299.00
40% discount_off
3-Hour Party Bus Rental for Up to 24 People
Limited Time Remaining!
$24 for $30 Worth of Services — MODEL ESTEEM
Model Esteem

From the merchant: MODELING DANCE CLASSES FOR YOUTH AND ADULTS

2130 South Halsted Street, Chicago 0.3 mi
$30.00 $24.00
20% discount_off
$30 Worth of Services
Limited Time Remaining!
DIY Soy Candles, Wine Bottle Cutting
Chicago Candle Co
1100 West Cermak Road, Chicago 0.3 mi
5.0
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14 Ratings
$45.00
Sat, July 11, 1:00PM- 3:00PM
$34 for $75 Worth of Services — Chicago Talent Coach Services
Chicago Talent Coach Services

From the merchant: Chicago’s most recommended private coaching services for actors, executives, vocalists for over 18 years. AMAZING!

2035 South Halsted Street, Chicago 0.4 mi
5.0
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1 Ratings
$75.00 $34.00
54% discount_off
$34 for $75 Worth of Services — Chicago Talent Coach Services
Two-Hour BYOB Wine and Paint for One or Two at Color Cocktail Factory (Up to 61% Off)
Color Cocktail Factory

Participants can express themselves through painting while sipping beverages brought from home

2 Locations 0.5 mi
4.6
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980 Ratings
$60.00 $29.00$23.20
 Sale Ends 7/8
Two-Hour BYOB Wine and Paint for One
BYOB Paint Your Own Pottery for One or Two at Color Cocktail Factory (Up to 72% Off)
Color Cocktail Factory

Participants unleash their creativity while using paint and sponges to decorate a chosen piece of pottery that is later glazed and fired

2 Locations 0.5 mi
4.6
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980 Ratings
$65.00 $25.00$20.00
 Sale Ends 7/8
BYOB Paint-Your-Own-Pottery Class for One
BYOB Terrarium Making Class for One, Two, or Four at Color Cocktail Factory (Up to 58% Off)
Color Cocktail Gallery

Handmade terrarium mini-garden makes for a great, heartfelt gift or a unique piece of home decor that will bring the room together

2 Locations 0.5 mi
4.6
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980 Ratings
$50.00 $29.00$23.20
 Sale Ends 7/8
BYOB Terrarium Making for One
BYOB Adult Toy Making Class for Up to 20 at Color Cocktail Factory (Up to 67% Off). Four Options Available.
Color Cocktail Gallery

Participants make adult toys from clay and sip on their faves; great idea for a bachelorette party or a night out with the girls

917 West 18th Street, Chicago 0.5 mi
4.6
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980 Ratings
$50.00 $29.00$23.20
 Sale Ends 7/8
BYOB Ceramic Adult Toy Making Class for 1
Admission for One or Two to BYOB Naughty Nights Nude Painting at Color Cocktail Gallery (Up to 54% Off)
Color Cocktail Gallery

Instructors with MFAs from the School of the Art Institute of Chicago lead fun and upbeat BYOB painting classes with a nude model

2 Locations 0.5 mi
4.6
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980 Ratings
$120.00 $69.00$55.20
 Sale Ends 7/8
Admission for One to BYOB Naughty Nights Nude Painting
BYOB Mosaic Creations Class for One, Two, or Four at Color Cocktail Factory (Up to 58% Off)
Color Cocktail Gallery

Instructors with MFAs from the School of the Art Institute of Chicago lead laid-back BYOB mosaic classes at their studio

2 Locations 0.5 mi
4.6
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980 Ratings
$50.00 $29.00$23.20
 Sale Ends 7/8
BYOB Mosaic Creations Class for One
BYOB Candle Making Class for One, Two, or Four at Color Cocktail Factory (Up to 58% Off)
Color Cocktail Gallery

Experienced artists teach participants how to make beautiful, one of a kind, fragrant candles

2 Locations 0.5 mi
4.6
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980 Ratings
$50.00 $29.00$23.20
 Sale Ends 7/8
BYOB Wax Candle Making Workshop for One
BYOB Bath Bomb or Soap Making Workshop for One, Two, or Four at Color Cocktail Gallery (Up to 66% Off)
Color Cocktail Gallery

Participants of this workshop can make their own bath bomb or soap, choosing from a wide array of fragrances and other necessary ingredients

2 Locations 0.5 mi
4.6
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980 Ratings
$50.00 $25.00$20.00
 Sale Ends 7/8
Choice of BYOB Bath Bomb or Soap Making Workshop for One
BYOB Soy Candle or Melt and Pour Soap Making Workshop for One or Two at VIP Paints (Up to 60% Off)
VIP Paints

Guests will customize their own scent and color to make an 12 ounce soy candle using natural ingredients with a burn time of up to 90 hours.

2015 South Laflin Street, Chicago 0.8 mi
4.7
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1,099 Ratings
$45.00 $25.00$20.00
 Sale Ends 7/8
BYOB Soy Candle Workshop for One
$39.20 for Couples Painting Class at VIP Paints ($90 Value)
VIP Paints

Couples unleash their creative potential during a painting class guided by a dedicated instructor

2015 South Laflin Street, Chicago 0.8 mi
4.7
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1,099 Ratings
$90.00 $49.00$39.20
 Sale Ends 7/8
Couples Painting Class
BYOB Painting Class for One or Two at VIP Paints (Up to 56% Off)
VIP Paints

Lighthearted class teaches students to complete a painting step by step, with all materials included

2015 South Laflin Street, Chicago 0.8 mi
4.7
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1,099 Ratings
$45.00 $25.00$20.00
 Sale Ends 7/8
One BYOB painting class for one, materials included
BYOB Wine Glass or Beer Mug Painting Class for One or Two at VIP Paints (Up to 56% Off)
VIP Paints

Painters of all stripes enjoy a night of creativity that includes all their supplies and materials as they decorate delicate wine glasses

2015 South Laflin Street, Chicago 0.8 mi
4.7
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1,099 Ratings
$45.00 $25.00$20.00
 Sale Ends 7/8
BYOB Wine Glass or Beer Mug Painting Class for One
$18 for Adobe Lightroom Online Photography Course from Chicago Photography Academy ($49 Value)
Chicago Photography Academy Inc.

During the course photography experts share their knowledge about capturing motion, framing portraits, and proper use of the natural light

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4.7
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185 Ratings
$49.00 $19.00$18.00
 Sale Ends 7/8
Adobe Lightroom Online Image Editing Software
One or Two Months of Synchronized Swimming Practice for Kids at Windy City Synchro (Up to 50% Off)
Windy City Synchro

Professional synchronized swimming club instills fundamentals of sports and provides competitive opportunities for swimmers of all ages 

901 West Roosevelt Road, Chicago 1.1 mi
5.0
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5 Ratings
$150.00 $79.00
47% discount_off
One Month of Synchronized Swimming Practice for Kids: Valid Three Times a Week