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Wine Tasting in and near Chicago, IL


Wine Tasting for Two or Four at D'Vine Wine And Gifts (Up to 53% Off)
Wine Tasting for Two or Four at D'Vine Wine And Gifts (Up to 53% Off)

Customers will get to taste six - seven different types of wine and be able to choose from ten-twelve bottles to take home

243 East Northwest Highway, Palatine 27.2 mi
4.5
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201 Ratings
$60.00 $40.00$30.00
 Sale Ends 6/20
Wine Tasting for Two with Take Home Bottle of Wine
Virtual In-Home 90-Minute Wine Tasting with Four or Six Bottles from PRP Wine International (Up to 60% Off)
Virtual In-Home 90-Minute Wine Tasting with Four or Six Bottles from PRP Wine International (Up to 60% Off)

Experienced wine consultants reveal grapes’ backgrounds and regions and lead guests through the qualities of four or six varietals

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4.4
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50 Ratings
$180.00 $90.00$72.00
 Sale Ends 6/20
60-Minute Virtual In-Home Wine Tasting with Four Bottles of Wine (Up to $100 Value)
Two-Hour Six Bottle In-Home Wine Tasting for 14 to 18 People from Wines for Humanity (78% Off)
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Two-Hour Six Bottle In-Home Wine Tasting for 14 to 18 People from Wines for Humanity (78% Off)

Professional wine advisor teaches guests to discern distinctive notes in six exclusive vintages and pair them with appropriate dishes

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4.2
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86 Ratings
$250.00 $55.00
78% discount_off
Two-Hour, Six Bottle In-Home Wine Tasting for up to 18 People
Wine and Chocolate or Popcorn Tasting for Two or Four at D'Vine Wine And Gifts (Up to 55% Off)
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Wine and Chocolate or Popcorn Tasting for Two or Four at D'Vine Wine And Gifts (Up to 55% Off)

During the educational wine-tasting experience, customers taste different wines and chocolates and receive a bottle of wine of their choice

243 East Northwest Highway, Palatine 27.2 mi
4.5
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201 Ratings
$50.00 $32.00$24.00
 Sale Ends 6/20
Wine and Chocolate Tasting for Two with Take-Home Bottle Of Wine and Box of Chocolates
$41.60 for California Wine Mixer Tasting Flight from In Good Taste ($65 Value)
$41.60 for California Wine Mixer Tasting Flight from In Good Taste ($65 Value)

Clients can sample different types of wine with a California tasting

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$65.00 $52.00$41.60
 Sale Ends 6/20
California Wine Mixer Tasting Flight
10+ bought
In-Home 90-Minute Wine Sampling Experience for Up to Four or Eight from PRP Wine International (Up to 60% Off)
In-Home 90-Minute Wine Sampling Experience for Up to Four or Eight from PRP Wine International (Up to 60% Off)

Experienced wine consultants reveal grapes’ backgrounds and regions and lead guests through the qualities of six varietals

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4.4
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50 Ratings
$99.00 $49.00$39.20
 Sale Ends 6/20
In-Home 90-Minute Wine Sampling Experience for Up to Four People: Valid Monday-Thursday
Up to 40% Off on Tour - Wine / Vineyard at VIN312 Winery
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Up to 40% Off on Tour - Wine / Vineyard at VIN312 Winery

Wine aficionados may sample locally produced wine made with grapes sourced from regions of California and Washington state

4710 North Ravenswood Avenue, Chicago 8.2 mi
5.0
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40 Ratings
$45.00 $29.00$26.87
 Sale Ends 6/20
Tasting and One Bottle of Red or White Wine for Two
Wine Club Membership at D'Vine Wine And Gifts (Up to 56% Off). 2o
Wine Club Membership at D'Vine Wine And Gifts (Up to 56% Off). 2o

Customers are provided with wine club membership so they are able to take part in tastings and various events held every month

243 East Northwest Highway, Palatine 27.2 mi
4.5
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201 Ratings
$130.00 $75.00$56.25
 Sale Ends 6/20
Three Month Wine Club Membership
$18 for Vineyard Tour and Wine-Appreciation Seminar at Valentino Vineyards & Winery ($44 Value)
$18 for Vineyard Tour and Wine-Appreciation Seminar at Valentino Vineyards & Winery ($44 Value)

Following a brief tour in the vineyard, guests enter a winery to sample five estate wines during wine appreciation seminar

5175 Aptakisic Rd., Long Grove 28.5 mi
4.1
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401 Ratings
$44.00 $18.00
59% discount_off
90-Minute Vineyard Tour and Wine Appreciation Seminar
Winery Tour Package for Two, Four, or Six at Baxter's Vineyards & Winery (Up to 59% Off)
Winery Tour Package for Two, Four, or Six at Baxter's Vineyards & Winery (Up to 59% Off)

Family winery established in 1857 offers a selection of 14 wines including Blackberry Norbie, Nauvoo Red Wine, and Baxter’s Bubbly

2010 E. Parley Street, Nauvoo
4.7
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11 Ratings
$34.50 $20.00$16.00
 Sale Ends 6/20
Winery Tour Package for Two
Collection of Napa Wines from Wine Ambassador (Up to 62% Off)
Collection of Napa Wines from Wine Ambassador (Up to 62% Off)

Napa Wine Club - Wine Ambassador Discovery Collection delivered to your home or business each month

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$156.00 $79.00$59.25
 Sale Ends 6/20
Four Bottle Box of Napa Wine Mixed Bottles
40+ bought
Chicago's Chinatown Food and Walking Tour
Chicago's Chinatown Food and Walking Tour

Few neighborhoods in America combine such delicious cuisine with such fascinating history as Chicago’s Chinatown. Join Bobby’s Bike Hike, America’s longest running city bicycle tour company, whose walking tours have been recognized nationally by National Geographic, USA Today, and Conde Nast Traveler Magazine, for an afternoon of interesting beats and scrumptious eats through Chinatown. On this 2.5-hour walking tour, you’ll see the bustling Chinatown Square, then get to sampling some of the richest cuisine around, including Cantonese dim sum and tea, Portuguese-Chinese bakery treats, Szechuan chicken, and Mongolian hot pot, all the while learning about the history of how these foods and cultures arrived in Chicago. This is a totally unique culinary tour experience, and not to be missed! Add a VIP Drink option for alcoholic and ethnic drink pairings at several stops!

318 West Cermak Road, Chicago 1.6 mi
4.6
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5 Ratings
$64.99
Chicago's Chinatown Food and Walking Tour
Up to 48% Off at The Horror House
Up to 48% Off at The Horror House

Gets you entry into the 3 day horror pop up along with access to a signing by IMPACT wrestling/Lucha Underground superstar “Killer Kross”.

1023 South Delano Court, Chicago 1.6 mi
5.0
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1 Ratings
$13.00 $9.00$6.75
 Sale Ends 6/20
Friday Ticket- Admission for One
$179 for In-Studio Photo Shoot for Artists, Dancers, and Performers at Philamonjaro Studio ($300 Value)
$179 for In-Studio Photo Shoot for Artists, Dancers, and Performers at Philamonjaro Studio ($300 Value)

Passionate photographer aim to capture the unique moments during the in-studio session for artists, dancer, musicians, and performers

1325 South Wabash Avenue, Chicago 1.7 mi
$300.00 $199.00$179.00
 Sale Ends 6/20
In-Studio Photo Shoot for Artists, Musicians, Dancers, and Performers
1 bought
90-Minute Chicago Architecture Boat Tour One, Two, Three, or Four (Up to 40% Off)
90-Minute Chicago Architecture Boat Tour One, Two, Three, or Four (Up to 40% Off)

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

900 South Wells Street, Chicago 1.7 mi
4.7
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2,877 Ratings
$49.00 $29.00
40% discount_off
90-Minute Chicago Architecture Boat Tour for One
$14.99 for One Augmented Reality Detective Game from YouSleuth ($35 Value)
$14.99 for One Augmented Reality Detective Game from YouSleuth ($35 Value)

Augmented Reality Game users can play detectives in their neighborhood using a real-world map on their smartphones

313 Locations 1.9 mi
3.3
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7 Ratings
$105.00 $33.00
68% discount_off
One Augmented Reality Detective Game
The Field Museum - All Access Pass, Discovery Pass, General Admission, or Early Access
The Field Museum - All Access Pass, Discovery Pass, General Admission, or Early Access

Visitors can explore ancient Egypt, see Maximo the Titanosaur, and get access to a 3D movie, “Underground Adventure” or “new Halls of China”

1400 South Lake Shore Drive, Chicago 2.0 mi
4.8
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1,730 Ratings
$23.00
Dated Admission Ticket
Chicago Lakefront and Museum Campus Small Group Tour
Chicago Lakefront and Museum Campus Small Group Tour

Looking for fun things to do in Chicago? Look no further - Explore Chicago with one of our professional guides on this scenic 7 or 8 mile Chicago Segway tour. Begin these guided Chicago Segway tours traveling through the fragrant garden paths of Grant Park to view Buckingham Fountain. Enjoy the breeze as you glide effortlessly to the most popular Chicago tourist attractions along the Chicago lakefront: the Museum Campus, the Shedd Aquarium, the Field Museum, and of course Soldier Field, home of the Chicago Bears. You can't go wrong with this perfect sightseeing tour.

1200 South Lake Shore Drive, Chicago 2.0 mi
4.9
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11 Ratings
$73.24
Chicago Lakefront and Museum Campus Small Group Tour
Up to 14% Off on Tour - Boat at ChicaGo By Boat
Up to 14% Off on Tour - Boat at ChicaGo By Boat

Welcome back Chicago! Celebrate and relax by joining us on our five star rated Weekday Afternoon Sailing PRIVATE boat charter

1559 South Lake Shore Drive, Chicago 2.1 mi
5.0
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24 Ratings
$450.00 $387.00
14% discount_off
2.5 Hour Weekday Afternoon Sailing PRIVATE Boat Charter for up to 6 Guests
Four- or Eight-Hour Yacht Rental for Up to 12 People from The Debonair (Up to 20% Off). Four Options Available.
Four- or Eight-Hour Yacht Rental for Up to 12 People from The Debonair (Up to 20% Off). Four Options Available.

Group can enjoy a private cruise, swim, dancing to the music blasting from the yacht’s sound system and sipping drinks brought from home

1559 South Lake Shore Drive, Chicago 2.1 mi
$2,200.00 $1,760.00
20% discount_off
Four-Hour Boat Rental for Up To Twelve People; Valid Monday–Thursday
10+ bought
Chicago CityPASS Tickets for Adult or Child
Chicago CityPASS Tickets for Adult or Child

Discover Chicago’s best attractions at great savings and enjoy instant delivery with convenient mobile tickets.

5 Locations 2.1 mi
5.0
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2 Ratings
$109.00
Chicago CityPASS
Chicago Explorer Pass: Entry to 3, 4 or 5 Things to Do from 25+ Museums, Navy Pier, Cruise, Observation Decks & More
Chicago Explorer Pass: Entry to 3, 4 or 5 Things to Do from 25+ Museums, Navy Pier, Cruise, Observation Decks & More

Pass to 20+ Chicago Things to Do: Kids activities, SkyDeck, Chicago 360, Cruise, Field Museum, Museum of Science and Industry, Navy Pier

20 Locations 2.1 mi
4.5
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23,251 Ratings
$40.85
Three-Attraction Go Chicago Explorer Pass for One Child (Ages 3–12)
Chicago City Minibus Tour with Optional Architecture River Cruise
Chicago City Minibus Tour with Optional Architecture River Cruise

Enjoy Chicago’s famous sights and fabulous views on this award-winning small-group sightseeing tour of the city.
Travel through Chicago with an expert guide on a comfortable minibus, enjoy world renowned architecture including the world's first skyscrapers, Museum Campus (for the BEST skyline view in town), Millennium Park (Home of "The Bean"), Buckingham Fountain, The Magnificent Mile, Lincoln Park, Chicago River, The Gold Coast, Lake Shore Drive and more! Along the way, your guide will provide historical and informational commentary about the area and its many attractions. Four photo stops are along the way. The small-group atmosphere with a maximum of 10 people ensures a more personal experience. 

You also have the option to upgrade to include a 75-minute Architecture Cruise down the Chicago River! This popular open-top boat tour offers the perfect vantage point to admire the city’s renowned buildings.

233 South Wacker Drive, Chicago 2.1 mi
5.0
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126 Ratings
$39.95
Chicago City Minibus Tour with Optional Architecture River Cruise
Private Speakeasy Pub Crawl in Chicago with Local Historian
Private Speakeasy Pub Crawl in Chicago with Local Historian

Our Prohibition Era Speakeasy Pub Crawl is filled with cocktails and a perfect venue for bachelor or bachelorette parties, corporate events, or just a fun night out on the town to celebrate life and your friends. Hosted by a local historian, dressed in period clothing, the tour makes stops at:
• Al Capone’s neighborhood
• Old Chicago bars
• Prohibition era establishments 

We transport you back in time to the 1920s, entering our venues through secret openings that really shed light on what the city was like 100-years ago. Relive the glamour of this time period while listening to stories of the rampant racketeering and bootlegging. If you’re really feeling up to it, dress the part, too.

400 South State Street, Chicago 2.1 mi
$330.00
Private Speakeasy Pub Crawl in Chicago with Local Historian
Chicago Loop Secret Food Tour with Private Tour Option
Chicago Loop Secret Food Tour with Private Tour Option

Join this 3-hour tour of Chicago's food scene, and see what sets this friendly mid-western metropolis apart. On this 12 person maximum walking tour of the 'Chicago Loop', a local guide will share with you some hidden gems and great stories about the city. Taste where the world-famous dipped Italian beef sandwich was invented, try some of the best deep dish Chicago pizza. Be shown how important the immigrants that built this town are to the food scene.

400 South State Street, Chicago 2.1 mi
4.9
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16 Ratings
$103.36
Chicago Loop Secret Food Tour with Private Tour Option
$14.25 for Scavenger Hunt Adventure for One Team at ZeeTours ($50 Value)
$14.25 for Scavenger Hunt Adventure for One Team at ZeeTours ($50 Value)

During the scavenger hunt teams answer trivia questions, follow clues scattered around the city, and complete photo and compass challenges

78 East Adams Street, Chicago 2.4 mi
4.1
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82 Ratings
$50.00 $19.00$14.25
 Sale Ends 6/20
Scavenger Hunt Adventure for One Team
Museum Campus, Gangster, or Fireworks Tour for 1 or 2 from Absolutely Chicago Segway Tours (Up to 17% Off)
Museum Campus, Gangster, or Fireworks Tour for 1 or 2 from Absolutely Chicago Segway Tours (Up to 17% Off)

Ride up to some of Chicago’s most iconic landmarks during Museum Campus, Gangster history tours, and fireworks displays

238 E Monroe St., Chicago 2.6 mi
4.8
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44 Ratings
$60.00 $50.00
16% discount_off
Lakefront/Museum Campus Tour for One
Pilsen Walking Tour for One, Two, Four, or Eight from Chicago Under The Radar Food Tours (Up to 56% Off)
Pilsen Walking Tour for One, Two, Four, or Eight from Chicago Under The Radar Food Tours (Up to 56% Off)

During the walking tour, participants learn about the Mexican culture through six murals

1751 West Lake Street, Chicago 2.6 mi
3.0
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2 Ratings
$30.00 $21.00$15.75
 Sale Ends 6/20
Two-Hour Pilsen Walking Tour for One
Private Lake Michigan Sailing Charter and Sightseeing Tour of Chicago
Private Lake Michigan Sailing Charter and Sightseeing Tour of Chicago

Enjoy a private two-hour sailing experience for up to six people along Chicago’s beautiful lakefront.  Kick back, relax, and let the US Coast Guard licensed captain treat you to stunning views of Chicago’s spectacular skyline.  Make the experience your own.  The flexibility of a private charter allows customization of virtually any aspect of the sailing adventure from guest list to music selection to sailing route.  Three departure times offered daily.  All charters are NON-SMOKING experiences.

30 S Columbus Dr, Chicago 2.6 mi
5.0
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1 Ratings
$427.28
Private Lake Michigan Sailing Charter and Sightseeing Tour of Chicago
$19.99 for Team Scavenger Hunt from Puzzling Adventures  ($49.99 Value)
$19.99 for Team Scavenger Hunt from Puzzling Adventures ($49.99 Value)

Players explore the city via an adventure combining the fun of a scavenger hunt with the information of a self-guided tour

179 Locations 2.7 mi
4.1
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1,681 Ratings
$149.97 $55.50
62% discount_off
Scavenger Hunt & Walking Tour For One Team