Sailing in Maywood, IL


Three-Hour Sailing Lesson for Two, Four, or Six at Sailboat-X (Up to 54% Off)

Sailboat-X.com

Multiple Locations

US Sailing–certified instructors teach students to rig the boat and take the helm on a 33-foot vessel

$250 $132

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

$49 for a Mid-Day, Happy Hour, or Sunset Cruise for Two from Nauti Cat Cruises (up to an $80 Value)

Nauti Cat Cruises

Traverse City

Atop the largest commercial sailing catamaran on the Great Lakes, passengers take in the beautiful views and enchanting scents of the bay

$80 $49

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

Pontoon-Boat Rental for 8 or 12 from Corporate Tailgate Boat Rental (Up to 56% Off). Three Options Available.

Corporate Tailgate Boat Rentals-Chicago

Chicago

Pontoon boats cruise leisurely up and down the Chicago River on a waterfront tour; see Navy Pier fireworks; bring your own food and drinks

$300 $139

Two-Hour 21-Ft Electric or 22-Ft Pontoon Boat Rental for Up to 12 People from Vantage Boat Share (Up to 67% Off)

Vantage Boat Share

Vantage Boat Share

Luxury 21-foot electric boats or 22-foot pontoon boats host up to 12 guests in two-hour tours of area waterways

$250 $99

Two- or Three-Hour Boat Rental for Up to Six from Chicago Adventure Club (Up to 39% Off)

Chicago Adventure Club

Burnham Harbors

Groups of up to six cruise the waters of Lake Michigan in a sleek Carver 350 Mariner yacht during two- or three-hour rentals

$740 $499

Amphibious Tour for Two or Four from Dells Army Duck Tour (Up to 38% Off)

Dells Army Duck Tour

Wisconsin Dells

Amphibious, WWII-era vehicles take groups on one-hour trips through the natural landscapes and waterways of the Wisconsin Dells

$60 $39

Lake Paddle - Friday September 30, 2016 / 10:00am

Kayak Chicago - North Avenue Beach

North Side

$75.21 $45.11

$270 for a Two-Day Advanced Adventure Scuba Course with Five Dives from Dive Right In Scuba ($499 Value)

Dive Right In Scuba

Plainfield

Certified instructors who train police and fire department dive teams teach advanced scuba techniques during dives at a local quarry

$499 $270

Skyline Cruises for Up to Six from Knockout Charters (Up to 24% Off). Three Options Available.

Knockout Charters

DuSable Harbor

Up to six passengers climb aboard a 37-ft. charter boat to enjoy a gorgeous view of the city’s skyline and architecture

$198 $150

Full-Day SUP or Kayak Rental at Mill Race Cyclery (50% Off). Four Options Available.

Mill Race Cyclery

Geneva

Renters can choose to cruise the Fox River atop a stable standup paddleboard or sitting on a single-person or tandem kayak

$50 $30

$6 for Credit Towards First Three Rides ($8x3) from Uber for New Customers

Uber

Online Deal

Through the use of a free-to-download mobile app, this ride-service connects you with a driver in real time to take you where you need to go

$24 $6

2.5-Hour Dinner Cruise from Odyssey Cruises (Up to 40% Off)

Odyssey Chicago

Navy Pier

Passengers admire Chicago’s skyline through large windows on the elegant evening cruises, complete with a three-course meal

$109.86 $69

One-Way Transportation to or from Midway or O'Hare from GO Airport Express (Up to 39% Off)

GO Airport Express

Chicago

One-way trip in a shared shuttle or private van, valid to or from Chicago’s O’Hare or Midway airport

$29 $20

Murder-Mystery Dinner for One or Two at The Murder Mystery Co. (Up to 50% Off)

The Murder Mystery Co.

Chicago

Interactive murder mystery dinner starring professional actors testing guests’ sleuthing skills throughout a three course meal

$60 $29.99

Upscale American Dinner for Two or Four at Big Shot Piano Lounge (50% Off)

Big Shot Piano Lounge & Restaurant

Central Business District

Diners enjoy live music while dining on upscale fare like blue-cheese shrimp salad and entrees like seared scallops or Manhattan strip filet

$40 $20

$19 for a Blues Concert for Two at Kingston Mines ($30 Value)

Kingston Mines

Lincoln Park

Legendary blues club stages performances by equally legendary blues musicians seven nights a week

$30 $19

Three-Lap Racing Experience or Ride-Along in an Exotic Supercar from Xtreme Xperience (Up to 54% Off)

Xtreme Xperience

Autobahn Country Club

Drive exotic cars like a Ferrari, Lamborghini, Nissan, Porsche, and more at high speeds on a professional racetrack

$279 $179

$39 for One-Way Ride to or from O'Hare for up to Three Passengers from J & J Limo Service, Inc ($90 Value)

J & J Limo Service, Inc.

O'Hare Airport

Professional drivers chauffeur up to three passengers to the airport or back aboard a sedan or Ford Flex

$90 $39

One-Way Taxi Ride to O'Hare or Midway from USTAD (50% Off)

USTAD

Chicago

Get a ride to either of Chicago’s airport without having to worry about parking or public transit delays

$30 $15

Up to 68% Off Trips to Midway or O'hare at Grid Transportation Service

Grid Transportation Service

Multiple Locations

From the merchant: Friendly drivers assist our guests with livery needs; for availability, call 312-975-3740 or email GridLimo@gmail.com

$110 $35

Two-Hour Kayaking for One or Two from Lake Katherine Nature Ctr/Botanic Garden (Up to 31% Off)

Lake Katherine Nature Ctr/Botanic Garden

Palos Heights

Guests rent kayaks for paddling past beavers, herons, and turtles of Lake Katherine, with walks through scenic botanical gardens afterwards

$16 $12

Dinner Show for One or Two from The Murder Mystery Company (47% Off)

The Murder Mystery Company

Chicago

Interactive dinnertime murder mystery that stars professional actors tests diners’ sleuthing skills throughout a multicourse meal

$60 $32

Up to 62% Off 34 - 36 passenger Party Bus at Access Granted Chicago

Access Granted Chicago

Chicago

From the merchant: Exotic Bus servicing Chicago and surrounding suburbs for ANY occasion. 3hr, 4hr, 6 hr, drop off and pick-up.

$875 $400

$299 for Scuba Certification Course with Equipment Rental, Materials, and Gear Credit ($500 Value)

Got Air Scuba

Elk Grove Village

PADI instructors let students try out equipment or lead classroom, pool, and open-water instruction for open-water certification

$500 $299

Halloween Booze Cruise - Thursday October 27, 2016 / 7:30pm

Anita Dee II Yacht at DuSable Harbor

Chicago

$50 $31

Scuba-Diving Course with Option for Certification at Berry Dive Center (Up to 75% Off). Four Options Available.

Berry Dive Center

Northbrook/Glenview

Scuba instructors lead students in diving techniques during weekend lessons inside classrooms, pools, and open water

$75 $19

Six-Hour Ice-Fishing Trip for Two or Four at Trophy Ice Fish (Up to 71% Off)

Trophy Ice Fish

Trophy Ice Fish Headquarters

Drop a line into a hole cut into Green Bay’s frozen layer and await bites from whitefish while keeping warm in a provided ice house

$380 $115

Admission for One or Two to The Royal Masquerade Dinner & Ball (Up to 40% Off)

The Royal Masquerade Dinner & Ball

Elmhurst

Guests don their finest duds to attend a dinner theatre production of a royal ball flush with contests, dancing, and interactive party games

$99 $65

Select Local Merchants

  • Go Sailing Chicago
    Gliding across Lake Michigan, the sailing party watches the sun sink beneath the Chicago skyline. As the last rays fade from view, the city's skyscrapers throw their light onto the lake's surface. The captain steers the ship past Grant Park and Millennium Park, and then veers out toward Navy Pier, where the ship's passengers find a prime viewing spot for the Saturday-night fireworks show. In addition to charters like these, the captains of Go Sailing Chicago—all holding US Coast Guard Master Captain licenses and certifications from the American Sailing Association and US Sailing—furnish beginner through advanced sailors with sailing gloves and life jackets before leading hands-on instruction in proper seamanship. Launching from DuSable and Monroe Harbor, and sometimes other points along the lakeshore, Go Sailing Chicago's four-boat fleet meets or exceeds the safety standards set down by the USCG and the most persnickety of ship-in-a-bottle builders.
    Read More
    Chicago, IL US
    +17737107245
  • Tall Ship Windy
    The massive schooner gently bobs in the Lake Michigan waters as the Chicago skyline towers on the shore. Onboard, hardy sailors relate tales of piracy as they train their passengers to tie knots and unfurl sails. Period lessons abound onboard Windy, the lone vessel helmed by US Coast Guard-certified captains and crews. The nostalgic steed is used to educate visitors on the lake's maritime traditions and explore coastal waters. Windy also plays host to themed adventures that include fireworks shows, pirates explaining city architecture, and pirates complaining about the popularity of pool noodles. Crews strive to make each tour unique, with sailors who expound on their skills as well as performers and educators versed in history, maritime lore, art, and theater.
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    Chicago, IL US
    +13124512700
  • Marine Navigation
    If it's the boater's life for you, you'll want to check out the incredible seaworthy vessels for rent at Marine Navigation in La Grange. Parking is plentiful, so visitors can feel free to bring their vehicles.
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    La Grange, IL US
    +17083520606
  • Denna Lawn & 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.
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    Bensenville, IL US
    +16307665019
  • Chicago Line Cruises
    Sometimes all it takes is a suggestion. Terry Johnson and Paul McCarthy founded their vessel-chartering business in 1980. But when a good friend recommended they offer expertly narrated tours on the history and the iconic architecture of Chicago, the pair jumped at the opportunity. Praised as the “Best architecture tour available” by the Chicago Sun-Times and “Most engaging tour of the bunch” by Time Out Chicago, their river cruises take passengers on three types of educational, 90-minute tours of the city. Chicago Line Cruises has transported more than three million Chicagoans and visitors along the river for entertainment, stunning views, and a deeper appreciation for architectural design. Architectural Cruises Learn how Chicago became the birthplace of the first buildings to be dubbed "skyscrapers." Hear how the Great Chicago Fire paved the way for an architectural renaissance. See a broad selection of modern architectural styles and discover the distinctive characteristics of each. Experience Chicago's first architectural river cruise. Historical Cruises Hear the overarching story of how Chicago transformed from a swampy marshland to a world-class city. Learn about the Chicagoans whose innovations helped influence architecture and commerce around the world. Savor a cup of Starbucks coffee while a guide recounts Chicago's triumphant and tragic moments. Historical tours are presented in partnership with the Chicago History Museum. Chartered Cruises Private outings are available for 20–173 passengers. Full-service bars and professional sound systems are available for special events. Celebrate while savoring views of the Chicago skyline from a different perspective. Choose from three vessels: the Ft. Dearborn, the Innisfree, and the Marquette.
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    Chicago, IL US
    +13125271977
  • Millennium Sailing
    What services does your business offer and what makes your business stand out from the competition? Large, comfortable, 40 ft pristine luxury sailing yacht; fully equipped with everything you need for your party including 2 bathrooms, refrigerator, serviceware, grill, pool toys, and play your own music with an iPod connection. Ice and water is also included. What is the experience customers can expect? Amazing views of the city skyline. Experience the quiet motion of the boat under sail and even take the helm if desired. Captain shares knowledge of local city history & architecture. Watch transformation from daylight to city lights on evening cruises. A safe, fun, memorable summer experience! What was the inspiration to start or run this business? After 30 years of sailing experiences while raising my family and entertaining friends on our sailboat, I wanted to share my love of sailing with others. What do you love most about your job? Sailing itself while making a boat move only under the power of the wind and sails, stimulating conversations with clients, Entertaining guests with humor and knowledge with personal stories while sharing information about the skyline and Chicago history and watching clients enjoy themselves!
    Read More
    Chicago, IL US
    +16303382785

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