Sailing in Fulton River District, Chicago


Two-Hour Sailing Charter for Up to Six from SeaBreeze Charter (50% Off). Two Options.

SeaBreeze Charter LLC
Chicago

American Sailing Association–certified captain entertains passengers during two-hour charters on Lake Michigan; BYOB and food

$356 $179

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Semi-Private Sunset Cruise for Two or Basic Intro to Sailing Course at Chicago Yacht Share (52% Off)

Chicago Yacht Share
Lakeview/Lincoln Park

Instructor teaches basic sailing techniques to complete novices on Lake Michigan; couples enjoy a romantic sunset cruise

$400 $190

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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

private BYOB sailing cruise for up to six people ($550 value) .

$550 $275

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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

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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

$99 for a three-hour BYOB sailing excursion for one ($250 value).

$250 $99

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$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

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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

Here are some things to know about the sailing excursions.

$300 $173

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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

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

3rd Coast Cruising
DuSable Harbor

$189 for two three-hour introductory sailing or racing lessons ($600 value).

$300 $99

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Chicago Explorer Pass Including Admission to Three or Five Attractions from 20+ Options. Pay Nothing at Gate.

Go City Card
Chicago

Card grants free admission to 3 or 5 Chicago museums, tours, and attractions, chosen from over 20 options

$49 $40.50

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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

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$62 for a 90-Minute Architectural Boat Tour for Two from Chicago Line Cruises ($84 Value)

Chicago Line Cruises
Chicago

Award-winning Docents tell the stories behind over 50 “cloud busters” and narrate historical events that influenced the present-day skyline

$84 $62

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Gangster Tour of Chicago for One, Two, or Four from Best Tours (Up to 65% Off)

Best Tours (Chicago)
Chicago

Tour-goers take a 90-minute jaunt past iconic landmarks and mob movie filming locations while learning about Chicago’s gangster past

$35 $17

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

Best Tours
Chicago

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

$50 $25

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Admission for One, Two, or Four to the Chicago Riverwalk Food Tour from Best Tours (Up to 60% Off)

Best Tours (Chicago)
Chicago

Tours make stops at eateries located along the Chicago Riverwalk and introduce tour-goers to Chicago’s history and famous architecture

$50 $25

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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

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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

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Chicago Helicopter Tour for Two in the Daytime or Nighttime from Chicago Helicopter Experience

Chicago Helicopter Experience
Bridgeport

Passengers soar over the skyline, marveling at the Willis Tower, John Hancock Building, and Trump Tower

$296 $275

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Sightseeing Tour or Brunch Tour for One or Two from Chicago's Finest Tours (Up to 52% Off)

Chicago's Finest River Walk Tour
Wrigley Building Plaza

Tours take guests along Chicago’s historic River Walk, around the Loop, or to a hearty brunch buffet

$50 $24

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Pepsi Tall Ships Chicago Festival 2016 on July 28 - 31 (Up to 23% Off)

Pepsi Tall Ships Chicago 2016
Navy Pier

Navy Pier fills up with 14 tall ships such as two-masted schooners and a Viking longboat during this four day festival

$70 $55

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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

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Tour by Bus for Two or Four from Chicago Crime Tours (Up to 38% 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 $99

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

Best Tours
Chicago

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

$100 $49

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River North Wine Fest - Saturday September 17, 2016 / Noon to 4:00pm

Moe's Cantina and Old Crow Smokehouse River North
Near North Side

$50 $29

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Admission for One, Two, or Four to the Chinatown Food Tour of Chicago from Best Tours (Up to 60% Off)

Best Tours (Chicago)
Chicago

Tours of Chicago’s Chinatown make stops for dumplings, tea, and fortune and almond cookies

$50 $25

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$75 for a Lazy River Tubing Outing with Round-Trip Transport from Cannonball Productions ($93.65 Value)

Cannonball Productions
Bus Pick-Up

Enjoy a day of river floating and an afternoon at the park, basketball, slip n’ slide, volleyball, and an all-you-can-eat taco bar

$93.65 $75

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Monday Night Sunset Cocktail Cruise Aboard the Anita Dee II Yacht

Anita Dee II Yacht
Chicago

$25 $16.50

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Gangster History Tour from The Barrel Run (Up to 40% Off)

The Barrel Run
Near North Side

A bus styled to look like an actual beer barrel sets a party-friendly tone for these educational tours of Chicago’s gangster-filled history

$70 $49

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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

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

Sidewalk Food Tours of Chicago
Wicker Park

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

$55 $35

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One, Two, or Four Tickets to the Chicago Gangster Tour from Second City Tours (Up to 61% Off)

Second City Tours
Holy Name Cathedral

Guides recount local legends about Al Capone, Dillenger, and more during a 90-minute gangster tour

$30 $14

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Sunset Paddle

Kayak Chicago - Chicago River
Goose Island

$64.31 $38.91

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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

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Admission for One, Two, or Four to the Beer & Bacon Tour of Chicago from Best Tours (Up to 58% Off)

Best Tours (Chicago)
Chicago

Visit local eateries to try five seasonal beer and bacon samples

$100 $49

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Architectural Kayak Tour

Kayak Chicago - Chicago River
Goose Island

$75.21 $45.11

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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

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Fireworks Paddle

Kayak Chicago - Chicago River
Goose Island

$75.21 $45.11

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Downtown Naperville Food Tour for One or Two from Naperville Bites and Sites (Up to 22% Off)

Naperville Bites and Sites
Chicago

Eat, walk, and discover Naperville’s historic neighborhood during a culinary and cultural food tour

$48 $40

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Pizza Tour of Chicago for One, Two, or Four from Best Tours (Up to 60% Off)

Best Tours (Chicago)
Chicago

Guest stroll past famous Chicago landmarks on their way to the city’s best pizza joints for samples, demos, and history lessons

$50 $22

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

Second City Tours
Chicago

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

$50 $23

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$29 for Three-Cheese Tasting and Two Wine Flights at Rittergut Wine Bar (Up to $45 Value)

Rittergut Wine Bar
The Loop

Flights of two sparkling, white, or red wines bring forth the nutty-sweet flavors of imported cheeses

$45 $29

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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

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24- or 48-Hour Adult Ticket for a Hop On, Hop Off Chicago Bus Tour from Big Bus Tours

Big Bus Tours
Michigan Ave

Narrated double-decker bus tour of Chicago sights; hop on and off at your leisure, with discounts and free treats at local businesses

$40

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Chicago Pizza Walking Tour for Two or Four from Slice of Chicago Pizza Tours (Up to 44% 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

$100 $60

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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

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Coffee & Hot Cocoa Crawl for One, Two, or Four from Second City Tours (Up to 60% Off)

Second City Tours
Chicago

Tour-goers sample coffees, cocoa, desserts, and pastries at some of River North’s most delicious spots

$50 $23

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Notorious Chicago Crime Walk for One, Two, or Four from Second City Tours (Up to 61% Off)

Second City Tours
John Hancock Center

90-minute tour explores the sites and shares the stories and secrets behind Chicago’s most infamous crimes

$30 $14

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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

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

Stray Boots
Chicago

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

$24 $12

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Select Local Merchants

  • Offshore Adventures Chicago
    The 35-foot Alpha Puppy and the 30-foot Sundog could be the names of two extremely long dachshunds, but they're actually the two boats comprising Offshore Adventures Chicago's fleet. Captain Rick, a USCG Master Captain, helms the boats on the company's Lake Michigan cruises, with routes that highlight views of the city's skyline. As he steers, passengers enjoy beverages they brought along and listen to their personal playlists rather than the music of a nearby seagull pecking its xylophone. During the summer, twice-weekly night cruises augment the typical cruise selections and offer spectacular views of the city's fireworks displays.
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    321 South Sangamon Street
    Chicago, IL US
  • SideTour - Leisure
    Everyone deserves to treat themselves every once in a while so head to SideTour - Leisure in Chicago today and have some fun. Get ready for some serious sweating at SideTour - Leisure — the hot yoga classes here will help flush out even the toughest toxins. Enter into combat (paintball combat, that is) at SideTour - Leisure, and get ready to pull out the big guns. Increase your core strength and balance with an aerial yoga class from this establishment. Parking is plentiful, so patrons can feel free to bring their vehicles. So why wait? Stop in at SideTour - Leisure today.
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    116 Hubbard St.
    Chicago, IL US
  • SideTour - Leisure
    Stop by SideTour - Leisure in Chicago today and have a fun-filled adventure with the whole entire family. Join hot yoga enthusiasts at SideTour - Leisure and open up your mind, body (and pores) to a healthier lifestyle. Duck, hide, and dodge to avoid being splattered by balls of paint from your opponents at SideTour - Leisure. Switch up your normal yoga routine and check out a fun and thrilling aerial yoga class. Parking is plentiful, so patrons can feel free to bring their vehicles. If you're looking to spice up your weekends, give SideTour - Leisure a call today.
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    600 N Clark St.
    Chicago, IL US
  • SideTour - Leisure
    Tired of the same old thing? This weekend stop in at SideTour - Leisure in Chicago. Extend beyond your limits during one of these fun and exciting aerial yoga classes. Put your endurance, flexibility, and strength to the test with SideTour - Leisure's hot yoga classes. If you're up for a round of paintball at SideTour - Leisure, move quickly and quietly to avoid being targeted. Parking is plentiful, so guests can feel free to bring their vehicles. SideTour - Leisure is sure to be a fun experience for the whole family!
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    65 W Kinzie St.
    Chicago, IL US
  • SideTour - Leisure
    SideTour - Leisure is Chicago is a place where the fun doesn't stop. Ready, set, go! Navigate the field at SideTour - Leisure but remember to throw on some safety gear before the paintballing begins. It's about time you took advantage of their low-impact but exhausting aerial yoga. Join hot yoga enthusiasts at SideTour - Leisure and open up your mind, body (and pores) to a healthier lifestyle. Parking is plentiful, so guests can feel free to bring their vehicles. If you're ready to try something new, come to SideTour - Leisure!
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    632 N Dearborn St.
    Chicago, IL US
  • SideTour - Leisure
    If you're looking for a way to switch up your tired routine, Chicago's SideTour - Leisure is the place for you. Combining movements that are centered around gravity, this aerial yoga class is a great way to gain balance and strength. Make your day a little messy at SideTour - Leisure and challenge your opponents to a friendly game of paintball. Join hot yoga enthusiasts at SideTour - Leisure and open up your mind, body (and pores) to a healthier lifestyle. Parking is plentiful, so visitors can feel free to bring their vehicles. So as you can see, SideTour - Leisure is the place to be this weekend.
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    1340 W Washington Blvd.
    Chicago, IL US

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