Kayaking in Berwyn, IL


One or Two Full-Day Kayak Rentals with Beginner Land-Based Lessons from Kayak Morris (Up to 52% Off)

Kayak Morris

Morris

On-land lesson covers safety and essential strokes before students pilot craft on a nearby beginner waterway for the rest of the day

$80 $39

Sunset Nature Kayak Tour for One or Two from Chicago River Paddle & Kayak (40% Off)

Chicago River Paddle & Kayak

Roscoe Village

Guests float down the Chicago River in kayaks or canoes, spying native wildlife such as waterfowl and turtles

$50 $30

Kayaking Class for One, Two, or Four with Naperville Kayak (Up to 51% Off)

Naperville Kayak

Naperville Kayak

Float on the waters of downtown Naperville’s Paddleboat Quarry in a kayak, and learn basic kayaking techniques

$59 $35

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

$100 $50

Sunset Paddle

Kayak Chicago - Chicago River

Goose Island

$64.31 $38.91

Architectural Kayak Tour

Kayak Chicago - Chicago River

Goose Island

$75.21 $45.11

Fireworks Paddle

Kayak Chicago - Chicago River

Goose Island

$75.21 $45.11

City Lights Night Paddle

Kayak Chicago - Chicago River

Goose Island

$64.31 $38.91

Lake Paddle

Kayak Chicago - North Avenue Beach

North Side

$75.21 $45.11

Climbing, Kayaking, Ziplining, or Outdoor-Adventure Combo for Two from Vertical Adventure Guides (50% Off)

Vertical Adventure Guides

Multiple Locations

Experienced guides lead participants on outdoor adventures, from top-rope rock climbing to kayaking to ziplining up to 20 ft. off the ground

$150 $75

"Learning The Ropes" or "Learning To Boulder" Classes for One or Two at First Ascent Climbing (Up to 49% Off)

First Ascent Climbing

Multiple Locations

Learn rope skills for climbing up to 6 stories tall, or learn technique for bouldering, a more powerful style of climbing on shorter walls.

$73 $39

$45 for a 30-Minute Jet-Ski Rental at North Avenue Beach from Jetski Chicago ($85 Value)

JetSki Chicago II

North Avenue

Board a Yamaha VX110 jet ski to zoom around the lakefront taking in the sights in up to a two-mile ride zone at North Avenue Beach

$85 $45

Intro to Climbing Class, Day Passes for Two, or Family Pass at Upper Limits Rock Climbing Gym (Up to 59% Off)

Upper Limits Rock Climbing Gym

Bloomington

Climbers of all experience levels learn to scale the rocks in this 20,000-square-foot climbing gym

$30 $15

$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

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

Electric- or Pontoon-Boat Rental for Up to 12 from Vantage Boat Share (Up to 50% Off)

Vantage Boat Share

River North Marina on the Riverwalk

Passengers cruise the Chicago River on a luxury pontoon or electric boat

$200 $99

$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

Two-Hour BYOB Sailing Cruise for Two or Six from Offshore Adventures Chicago (Up to 70% Off)

Offshore Adventures

Offshore Adventures

Daytime or sunset Lake Michigan cruises delight with views of the Chicago skyline; passengers can bring their own drinks and playlists

$220 $69

Wakeboarding Lessons from Raging Buffalo (Up to 58% Off). Three Options Available

Raging Buffalo

Raging Buffalo Wakeboard School

Lessons begin with instruction in balance and form on dry land before instructors take students to the water for a half-day wake session

$69 $39

Animal Petting Farm Visit for Two or Four at Green Meadows Petting Farm (Up to 42% Off)

Green Meadows Petting Farm

East Troy

Fuzzy fleeces, soft feathers, and bristly hides rub against hands at a petting zoo where kids can also ride a pony and milk a cow

$27.50 $17

$29 for a Hobie Eclipse and Paddleboard Rental Package from Chicago Water Sport Rentals ($54.95 Value)

Chicago Water Sport Rentals

Online Deal

Glide across the water with a simple pedaling motion on a Hobie Eclipse standup pedal-board, and further explore the waters on a paddleboard

$54.95 $29

Petting Farm and Animal Park Admission for Two, Four, or Six to Jo-Don Farms (40% Off)

Jo-Don Farms

Caledonia

Guests greet more than 200 animals, from camels to tigers, at zoo open for 40 years

$10 $6

$269 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 $269

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

At Burnham Harbor, board a 34-foot yacht for a nautical adventure on Lake Michigan complete with BYO food and drinks and skyline views

$550 $275

$29 for a Party or Individual Discovery Dive at Learn Scuba Chicago ($75 Value)

Learn Scuba Chicago

Multiple Locations

Exploratory dives for beginners led by dive expert Captain Bob

$75 $29

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

SeaBreeze Charter LLC

SeaBreeze Charter LLC

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

$356 $179

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

Groups climb aboard a 31-foot sailboat to enjoy a 2-hour cruise during the day, sunset or at night; BYOB friendly

$300 $173

Discover Scuba Class at Chicagoland Scuba (58% Off)

Chicagoland Scuba

Lake Zurich

Discover Scuba offers a brief introduction of all the ins and outs of underwater excursions

$60 $25

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

Ready and Go Boats

31st Street Harbor

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

$130 for a Computer Nitrox Diver Scuba Diving Course with Online Materials and Certification Card at Dive Right In Scuba ($250 Value)

Dive Right In Scuba

Plainfield

Open Water Diver certification holders learn to dive using Nitrox as a breathing gas to reduce post-dive fatigue and increase safety margins

$250 $130

Select Local Merchants

  • Urban Kayaks - Chinatown
    Brothers Aaron and Asher Gershenzon and friend James Morro grew up in the city but always possessed a passion for the outdoors. They practiced wilderness kayaking for most of their lives before earning their American Canoe Association certifications on Lake Superior. Each of them brings dual passions for their home city and outdoor sports to the company’s guided group and private kayak trips. Every paddle outing is different as guides blend downtown architectural commentary and little-known gangster stories with tie-ins to current events. Though each guide tells different stories, often interspersed with humor, all of them focus on environmentally friendliness. Paddling trips utilize a fleet of lime-green Confluence Watersports kayaks, and staffers often wear lime-green shirts—all of which render them easily identifiable from the Riverwalk but well-camouflaged in supermarket produce sections. Up to four guides lead groups of 15 or fewer kayakers, first preparing them with a briefing on paddling techniques, rules of the river, and assurances of the stability of their wide recreation kayaks. The guides' watchful eyes and constant advice have instilled confidence in even the most unsure participants. When not guiding trips, staffers extend their easygoing atmosphere to their office—nestled across the river from the Centennial Fountain's Water Arc—where the storefront lies amid the bustling city that surrounds it. Inside the shop, the owners' much-beloved pooches frolic around a hanging hammock.
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    300 West 19th Street
    Chicago, IL US
  • Urban Kayaks
    Brothers Aaron and Asher Gershenzon and friend James Morro grew up in the city, but always possessed a passion for the outdoors. They practiced wilderness kayaking for most of their lives before earning their American Canoe Association certifications on Lake Superior. Each of them brings dual passions for their home city and outdoor sports to the company’s guided group and private kayak trips. Guided paddles change on every outing as guides blend downtown architectural commentary and little-known gangster stories with tie-ins to current events. Though each guide tells different stories, often interspersed with humor, all of them focus on environmentally friendliness. Paddling trips utilize a fleet of lime-green Confluence Watersports kayaks, and staffers often wear lime-green shirts—all of which render them easily identifiable from the riverwalk, but well camouflaged in supermarket produce sections. Up to four guides lead groups of 15 kayaks or less and prepares them with a briefing on paddling techniques, rules of the river, and assurances of the stability of their wide recreation kayaks. The guides' watchful eyes and constant advice have instilled confidence in even the most unsure participants, When not guiding trips, staffers extend their easygoing atmosphere to their office—nestled across the river from the Centennial Fountain's Water Arc—where the storefront lies amidst the bustling city that surrounds it. Inside the shop, the owners' much-beloved pooches frolic around a hanging hammock.
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    435 E. Riverwalk South
    Chicago, IL US
  • Kayak Chicago
    The hustle and bustle of the city can’t touch the calm waters of Lake Michigan. There, on gently rolling waves surrounded by fresh breezes, Kayak Chicago hosts tours and lessons, and lets paddlers take to the waters on their own with rentals. Captained by Dave Olson, a kayaker for more than 20 years and outdoor educator for more than 10, the company entrusts certified instructors and guides with shaping the strokes of kayaking newbies. Their tours take aquatic explorers down the Chicago River at night to ooh and ahh over summer fireworks or during the day to survey the city’s renowned architecture and map out their next bank heist. The staff also plants patrons on standup paddleboards for introductory lessons or wave-top rounds of SUPYoga or SUPPilates.
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    1220 W. LeMoyne Ave.
    Chicago, IL US
  • Wheel Fun Rentals
    While vacationing in Italy in 1987, Brian McInerney came across the four-wheel, multi-passenger Surrey cycle. An avid cyclist, he was so enamored by the Surrey, he sought out the manufacturer and purchased a container of them before returning to the States. From that one container, Brian revolutionized his Surrey-distribution company into a rental and tour company that spans the nation with more than 100 locations. The company's goal is to bring smiles to faces and help make special memories that’ll last a lifetime, and they do this with their wide array of recreational vehicles. Wheel Fun's fleet of rentals now includes two wheel bicycles, multi-passenger Surreys, kayaks, pedal boats, boogie boards, Segways, and more. They also promote green communities by offering free rentals to Big Brothers Big Sisters.
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    5200 N Lake Shore Dr.
    Chicago, IL US
  • Premium Luxury Rentals
    Premium Luxury Rentals doesn't simply provide customers with the keys to exotic cars and jet . The staff gives people the opportunity to briefly escape from everyday routines and experience an entirely different sort of lifestyle. In addition to letting patrons slide behind the wheel of a Mercedes or Bentley, Premium Luxury Rentals also gives guests the opportunity to call a condo home until the building turns back into a pumpkin at midnight. Likewise, helicopter rides and chauffeured trips around the city allow passengers to sit back and enjoy an elegant outing. The selection of activities changes depending on the season: jet-ski rentals and rock-climbing trips are available during the summer; and ski trips and snowball-packing workshops are offered each winter.
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    6300 South Lake Shore Drive
    Chicago, IL US
  • SideTour - Leisure
    When you have a free day, head to SideTour - Leisure in Chicago for a day packed full of fun. Elevate your workout with their intense aerial yoga. You'll even be happy to know that these workouts are low-impact and well suited for your joints. Ready, set, go! Navigate the field at SideTour - Leisure but remember to throw on some safety gear before the paintballing begins. Healthy living is the name of the game at SideTour - Leisure, where hot yoga classes are all the rage. Parking is plentiful, so patrons can feel free to bring their vehicles. So head to SideTour - Leisure for some fun, laughs, and a great experience.
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    1658 W Cortland St.
    Chicago, IL US

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