Speed across Lake Michigan with your own music and skyline views
Cruise the Chicago River for skyline views and Riverwalk sights
Sail Lake Michigan on a private day charter with skyline views
Paddle the Chicago River in a single or double kayak, from the Wild Mile toward downtown
Take in Chicago’s skyline from a floating tiki bar with a full bar on board
Cruise Chicago’s waterways aboard a floating tiki bar with Sunday drink specials
Watch fireworks and Chicago sights from a floating tiki bar
Celebrate on an 80-foot yacht with an included open bar
Private Chicago river and lake charter with an included open bar
Cruise Chicago’s river and lake skyline aboard a private two-deck party boat
Ride a new 2026 Yamaha cruiser along Chicago's lakefront
Private 1962 vintage motorboat cruise on the Chicago River for up to 6 guests
Island tunes, skyline views, and a full bar on the Chicago River
Celebrate on a tiki-themed yacht with an open bar and Chicago skyline views
Cruise the Chicago River aboard a private floating tiki bar
Sail Chicago’s skyline aboard an 80-foot tiki-chic yacht
Private yacht charter with an included open bar and skyline charter option
Paddle Lake Michigan from Ohio Street Beach for two hours
Paddle Lake Michigan for Chicago skyline views
Private 50-foot charter with two decks, a waterslide, and an open bar
Cruise Chicago’s lake and river on a historic fireboat with docent-led stories
Sail Chicago’s lakefront on a private yacht with a captain, swimming and music on board
Clarity is geology, not luck: quartz sand, seagrass filtration, and how close the Gulf Stream runs. Thirteen beaches, and the trade-off each one asks of you.
Florida issues no boating license at all. What the marina checks is a safety education card, and whether you need one comes down to one date: January 1, 1988.