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Sailing in Elgin, IL


Private Lakefront <strong>Sailing</strong> Tours with Windy City <strong>Sailing</strong> (Up to 31% Off)
Private Lakefront Sailing Tours with Windy City Sailing (Up to 31% Off)

Licensed captains charter along the Chicago lakefront in Lake Michigan

Chicago 33.8 mi
$700.00 $479.00
(3)
31% discount_off
One or Two Three-Hour Semi-Private <strong>Sailing</strong> or Racing Lessons from 3rd Coast Cruising (Up to 71% Off)
One or Two Three-Hour Semi-Private Sailing or Racing Lessons from 3rd Coast Cruising (Up to 71% Off)

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

Chicago 35.9 mi
$300.00 $89.00
(24)
70% discount_off
BYOB <strong>Sailing</strong> Cruise with Optional Fireworks for Two or Six from Offshore Adventures (Up to 69% Off)
BYOB Sailing Cruise with Optional Fireworks for Two or Six from Offshore Adventures (Up to 69% Off)

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

Downtown Chicago 36.0 mi
$220.00 $69.00
(623)
68% discount_off
$17 for 75-Minute <strong>Sailing</strong> Tour at Tall Ship Windy ($33)
BEST OF GROUPON BEST OF GROUPON
$17 for 75-Minute Sailing Tour at Tall Ship Windy ($33)

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

Near North Side 36.2 mi
$33.00 $17.00
(3159)
48% discount_off
Three- or Four-Hour Private Yacht Charter for Up to Six People from Celestial Sails (Up to 63% Off)
Three- or Four-Hour Private Yacht Charter for Up to Six People from Celestial Sails (Up to 63% Off)

Clients sail along Chicago’s beautiful Skyline on Lake Michigan aboard a luxurious 44’ Beneteau Oceanis

Chicago 37.6 mi
$1,099.00 $399.00
(30)
63% discount_off
Lake Michigan <strong>Sailing</strong> Excursion and Sightseeing Tour of the Chicago Skyline
Lake Michigan Sailing Excursion and Sightseeing Tour of the Chicago Skyline

Yes, you may be sailing with a few people that you don’t know

Chicago
$117.07
St. Patrick's Weekend Booze Cruise
St. Patrick's Weekend Booze Cruise

St. Patrick’s Day Booze Cruise

Dusable Habor 35.9 mi
$15.00 $13.65
7 bought
9% discount_off
Booze Cruises on Lake Michigan
Booze Cruises on Lake Michigan

Booze Cruises on Lake Michigan

Anita Dee II (Boarding at DuSable Harbor) 35.9 mi
$50.00 $28.88
1 bought
42% discount_off
Tuesday Night Sunset Happy Hour Cruise
Tuesday Night Sunset Happy Hour Cruise

Tuesday Night Sunset Happy Hour Cruise Aboard the Mystic Blue Yacht

Near North Side 36.2 mi
$25.00 $17.85
1 bought
28% discount_off
70-Minute Daytime or Sunset Cruise with Three Drinks for One from Tall Ship Red Witch (Up to 30% Off)
70-Minute Daytime or Sunset Cruise with Three Drinks for One from Tall Ship Red Witch (Up to 30% Off)

Passengers relax on Kenosha’s wooden tall ship while enjoying their drinks

Kenosha Harbor, South Seawall 44.8 mi
$45.00 $32.00
(168)
28% discount_off
90-min Chicago River Architecture Tour
90-min Chicago River Architecture Tour

Be inspired by the captivating, visual art that is Chicago’s legendary architecture, and the exceptional architects who created this ever-changing, dynamic legacy for all to enjoy and admire. This comprehensive 90 minute tour will navigate through the heart of the city on all three branches of the Chicago River while your professionally-trained architectural guide tells the story of more than 130 years of innovation in design, style and technique and why it is important today. There is no reserved seating, as seating is first come first served. Located on the bottom deck of our climate-controlled lounge are restrooms and a full service bar with snacks, such as chips and candy (no meals or food are served), and a selection of beers, wines, cocktails and soft drinks. All vessel bars accept cash and all major credit cards.

Near North Side 35.3 mi
(18)
$39.00
Three-Hour Tiki Boat Cruise with Crew at Chicago Tiki Boat (Up to 53% Off). Two Options Available.
BEST OF GROUPON BEST OF GROUPON
Three-Hour Tiki Boat Cruise with Crew at Chicago Tiki Boat (Up to 53% Off). Two Options Available.

Groups of up to 12 and a licensed captain hit the lake on a boat with a water slide, grill for barbecuing, and float rafts for lounging

Chicago 35.4 mi
$893.00 $419.00
(26)
53% discount_off
Four- or Eight-Hour Morning or Afternoon Fishing Guide Trip for Two from Musky and Pike Dreamers (Up to 16% Off)
Four- or Eight-Hour Morning or Afternoon Fishing Guide Trip for Two from Musky and Pike Dreamers (Up to 16% Off)

Participants can discover the fishing abundance of Southern Wisconsin during guided trips for Musky, Pike, Walleyes, Bass, and Panfish

Canterbury Fields 19.6 mi
$226.00 $189.00
2 bought
16% discount_off
Kayak or Paddleboard Trip for One, Two, or Four at Naperville Kayak (Up to 36% Off)
BEST OF GROUPON BEST OF GROUPON
Kayak or Paddleboard Trip for One, Two, or Four at Naperville Kayak (Up to 36% Off)

Participants paddle through the DuPage River, Fox River, or West Branch of DuPage River during their kayak or paddleboard trips

Knoch Knolls Park 23.5 mi
$39.00 $27.00
(1812)
30% discount_off
St. Patty's Green River Saturday Booze Cruise
St. Patty's Green River Saturday Booze Cruise

St. Patty’s Green River Saturday Booze Cruise

Downtown Chicago 35.2 mi
$29.00 $25.73
3 bought
11% discount_off
Odyssey Chicago River Dinner Cruise
Odyssey Chicago River Dinner Cruise

Discover fine dining, upscale entertainment and unparalleled riverfront views aboard the brand new Odyssey Chicago River! The Odyssey Chicago River is a brand new, glass enclosed boat, exclusively on the Chicago River – being the first of its kind!  This beautiful glass ship provides panoramic views of the Chicago River and its famous architecture right from your table all year round!  Included is 3-course plated meal, entertainment, outdoor lounge, high-end table side service, and 3-hour cruise with the best views of the Chicago River!

Near North Side 35.4 mi
8 bought
$169.86
SpringFest Booze Cruise - Saturday, Apr 4, 2020 / 1:00pm
SpringFest Booze Cruise - Saturday, Apr 4, 2020 / 1:00pm

SpringFest Booze Cruise

Near East Side 35.9 mi
$40.00 $27.57
31% discount_off
St. Patrick's Cruise from Yacht Party Chicago (Up to 65% Off). Eight Options Available.
St. Patrick's Cruise from Yacht Party Chicago (Up to 65% Off). Eight Options Available.

Guests can enjoy the views of Chicago landmarks while dancing to the music played by a DJ during a St. Patrick’s Day-themed cruise

Multiple Locations 35.9 mi
$57.45 $20.00
(1128)
65% discount_off
Late Night Booze Cruises Aboard Lake Michigan Spirit
Late Night Booze Cruises Aboard Lake Michigan Spirit

Late Night Booze Cruises Aboard Lake Michigan Spirit

Near North Side 36.0 mi
$50.00 $27.30
1 bought
45% discount_off
Chicago Skyline Sightseeing Cruise
Chicago Skyline Sightseeing Cruise

Leave the hustle and bustle behind! Explore Chicago's shores with a leisurely trip around Lake Michigan. Take in the world-famous skyline, enjoy spectacular views, and discover the Windy City from the water. This sail is approximately 75 minutes, no guide included. Choose from one of two departure times when you book.

Near North Side 36.0 mi
50+ bought
$35.84
Monday Night Sunset Happy Hour Cruise
Monday Night Sunset Happy Hour Cruise

Monday Night Sunset Happy Hour Cruise Aboard the Mystic Blue Yacht

Near North Side 36.2 mi
$25.00 $17.85
28% discount_off
Perch-Fishing Trip for Two or Three at Captain Hook's Charter Fishing (Up to 47% Off). Four Options Available.
Perch-Fishing Trip for Two or Three at Captain Hook's Charter Fishing (Up to 47% Off). Four Options Available.

Perch jerkers join a 60-foot Lake Michigan boat to catch perch averaging 6–10 inches

District 13
$90.00 $49.00
(453)
45% discount_off
Half- or Full-Day Fishing Trip for up to Two People at Forcier Guide Service (Up to 25% Off)
Half- or Full-Day Fishing Trip for up to Two People at Forcier Guide Service (Up to 25% Off)

Fishing expert shares knowledge during a fishing trip and advises on which lures and techniques should be used in the given circumstances

Wisconsin Rapids
$240.00 $180.00
1 bought
25% discount_off
Moschino Forever <strong>Sailing</strong> Men's Eau de Toilette (1, 1.7, or 3.3 Fl
Moschino Forever Sailing Men's Eau de Toilette (1, 1.7, or 3.3 Fl

Fresh masculine scent with lavender and juniper heart is wrapped in mint and citrus notes while the base allures with patchouli and musk

online_deal
$50.00 $28.99
20+ bought
42% discount_off
Private Weekend <strong>Sailing</strong> Charter
Private Weekend Sailing Charter

sailing out of Belmont Harbor in beautiful Lincoln Park, your sailing charter provides breathtaking views of Chicago and a chance to relax in the serenity that only comes from being on the water

Chicago
4 bought
$450.00
<strong>Sailing</strong> Ship Decanter Set with Dispenser and 4 Whiskey Glasses
Sailing Ship Decanter Set with Dispenser and 4 Whiskey Glasses

Beverage dispenser gift set, featuring a full-rigged ship, handmade details, 4 vintage looking glasses, and a wooden base

online_deal
$149.99 $79.99
520+ bought
46% discount_off
Kayak Boat Wind Sail Sup Sailboat Paddle Board <strong>Sailing</strong>  Canoe Kit
Kayak Boat Wind Sail Sup Sailboat Paddle Board Sailing Canoe Kit
  • Material: PVC
online_deal
$138.50 $108.50
21% discount_off
Virginia Coast <strong>Sailing</strong> Alexandria VA Boat Ladies T Shirt
Virginia Coast Sailing Alexandria VA Boat Ladies T Shirt
  • Color: Royal
  • Made in USA?: N
  • Material: Cotton Blend
  • Sizing Chart: 66626162.jpg
online_deal
$9.99
Virginia Coast <strong>Sailing</strong> Alexandria VA Boat Romper Bodysuit
Virginia Coast Sailing Alexandria VA Boat Romper Bodysuit
  • Care Instructions: Machine Wash
  • Color: Royal
  • Sizing Chart: 67254123.jpg
online_deal
$9.99
Carolines Treasures JMK1077TH68 <strong>Sailing</strong> Lessons Sailboats Leash & Key Holder
Carolines Treasures JMK1077TH68 Sailing Lessons Sailboats Leash & Key Holder
  • Materials: hardboard
online_deal
$33.95 $27.20
19% discount_off