Summer Schedule

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DAILY ADVENTURE DESRIPTIONS:
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DAILY SCHEDULE

Times shown are "cast-off" times. Please arrive 45 minutes early. For today's schedule "CLICK HERE"

Our 2014 schedule has not been finalized yet..
10:45amLakeside Architecture
12:30pmReal Pirates
2:15pmA Sailor's Life for Me!
4:00pmTBD
5:45pmReal Pirates
7:30pmTBD
9:15pm Wednesday Fireworks
9:45pm Saturday Fireworks
9:15pmSpirit Ships & Haunted Harbors
TBDWhale Watching
VariousSkyline Sail
VariousCaptain's Choice

Sailing options:


Weddings and Wedding Parties

Field Trips

FAQ's

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312-451-2700


Sailing Adventures Aboard Windy

Each day our sailing schedule is unique, with every trip dependent on the direction of the wind. No two tours are alike. Each sail also has a tour theme led by our enthusiastic crew-educators! Our tall ship crew are multi-talented individuals, many of whom have experience in the study of history, maritime lore, the arts, music, and theatre- ready to bring their experience to enhance your enjoyment aboard Windy! You can simply relax on deck in quiet, or gather around for storytelling and hands-on fun! On any given day, you may find one or more of these sailing themes occurring during our famous Chicago Skyline day sails.. . All of our regularly scheduled sails are approximately 75 minutes in length, unless otherwise stated.

Arrrchitecture Cruise

Lakeside Architecture Sail

EXPLORE Chicago's architectural majesty while sailing across our beautiful lakefront skyline, to learn about the people, plans, and persistence that shaped Chicago's most famous sights. From our historical maritime roots to modern science and technology, you will be delighted with interesting facts, unique stories, and a healthy dose of whimsy.
Offered: May – October
Pricing:
Adult $30.00, SR (60+)/Youth (13-22) $25.00, Children (2-12) $10.00, Infants (0-24m) $1.00
Purchase Tickets for this Adventure
Living History
Family Friendly
Fun for All
War on the Water

Educational Sail: Tall Ship Discovery Program

(This adventure will take the place of the Lakeside Architecture Cruise when scheduled.)
SHARE THE MARVEL of maritime heritage on the Great Lakes! History comes alive with an exciting educational adventure for curious minds of all ages. Join a local school or youth group, on their sail training mission, for hands-on sailing aboard Windy, and then muster for learning stations led by our crew-educators.
Offered: May – October
Pricing:
Adult $30.00, SR (60+)/Youth (13-22) $25.00, Children (2-12) $10.00, Infants (0-24m) $1.00
Purchase Tickets for this Adventure
Educational
Family Friendly
Fun for All
Skyline Sail

Skyline Sail

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.
Offered: May – October
Pricing:
Adult $30.00, SR (60+)/Youth (13-22) $25.00, Children (2-12) $10.00, Infants (0-24m) $1.00
Purchase Tickets for this Adventure
Family Friendly
Fun for All
Real Pirates of the Inland Seas

Real Pirates of the Inland Seas

Tales of Piracy on the Great Lakes! From epic battles to trickery and treasure, experience the incredible tales of real pirate adventure that happened right here on these magnificent inland seas.
Offered: May – October
Pricing:
Adult $30.00, SR (60+)/Youth (13-22) $25.00, Children (2-12) $10.00, Infants (0-24m) $1.00
Purchase Tickets for this Adventure
Hands-on History
Great for Families
Sailor’s Paradise: The Life of a Tall Ship Sailor

A Sailor's Life for Me!

What did it take to survive and thrive as a Tall Ship sailor? On this trip through time, hear the story of how Tall Ship sailors became sailors, where in the world they sailed, and what they did on these great ships! See and touch their tools of the trade, discover how they lived every day, and what made Tall Ship sailing on our Great Lakes, "Great"!
Offered: May – October
Pricing:
Adult $30.00, SR (60+)/Youth (13-22) $25.00, Children (2-12) $10.00, Infants (0-24m) $1.00
Purchase Tickets for this Adventure
Hands on History
Fun for All
Spirit Ships and Haunted Harbors

Spirit Ships and Haunted Harbors

This STIRRING AND SPOOKY storytelling adventure peers into the dark waters of Great Lakes ghost ships and the darker deeds of souls that sailed its shorelines. As night falls and the light grow dim, journey through the misty curtains of time to uncover the mystery, history, legend, and lore of Spirit Ships and Haunted Harbors.
Offered: May – October
Pricing:
Adult $30.00, SR (60+)/Youth (13-22) $25.00, Children (2-12) $10.00, Infants (0-24m) $1.00
Purchase Tickets for this Adventure
Living History
Adult Themed
Fireworks Cruise and Sea Shanties!

Fireworks Cruise and Sea Shanties!

A SPECIAL EVENT SAIL! Relax and enjoy Navy Pier’s spectacular fireworks display from the best seat in town. Then, get your history fix with a rousing rendition of traditional shipboard working songs against the backdrop of the brilliantly lit Chicago skyline. It’s the best of both worlds!
FOR MORE DETAILS ABOUT FIREWORKS CRUISES- CLICK HERE

Offered: Saturday Nights; Memorial Day – Labor Day
Pricing:
Adult $39.50 Children (2-12) $20.00, Infants (0-24m) $20.00
Purchase Tickets for this Adventure
Family Friendly
Music
Fireworks Cruise and Spirit Ships!

Fireworks Cruise and Spirit Ships!

A SPECIAL EVENT SAIL! Treat yourself to Navy Pier’s spectacular fireworks display from the best seat in town! Grab a cool drink from our bar, relax, and enjoy a leisurely evening sail past the brilliant and beautiful Chicago skyline. Then, join our storytellers on the main deck, if you dare. As night falls and the seas grow dim, journey through the misty curtains of time to uncover the mystery, history, legend, and lore of our Spirit Ships and Haunted Harbors.
FOR MORE DETAILS ABOUT FIREWORKS CRUISES- CLICK HERE

Offered: Wednesday Nights; Memorial Day – Labor Day
Pricing:
Adult $34.50, Children (2-12) $20.00, Infants (0-24m) $20.00
Purchase Tickets for this Adventure
Living History
Family Friendly – Ghost Stories Offered on Main Deck
Captain's Choice

Captain's Choice

Our Captain will call down any one of our historical and entertaining sails! Who knows what might happen next on this spontaneous adventure.
Offered: May – October
Pricing:
Adult $30.00, SR (60+)/Youth (13-22) $25.00, Children (2-12) $10.00, Infants (0-24m) $1.00
Purchase Tickets for this Adventure
Family Friendly
Fun for All
War on the Water

Whale Watching - After work sail!

It's Friday night, and you need a break from the regular bar scene. Bring your friends and co-workers and join us for an after work sail! Enjoy the breeze from the lake, drinks from our bar and some music. Who knows, as the stress of the week slips away, and your thirst is quenched, you may become the first ever to spot a whale in our Lake! What is the best part you ask, the first draft beer is compliments of the Captain!
Offered: May – October
Adult Oriented - *Alcohol Included

Please note that WINDY is NOT "Handicapped Accessible" as it is considered an adventure activity. Access to the main deck is six stairs with hand rails (sometimes the ship is moving from waves), no ramps are available.