Island Party Boat

We have multiple boats ranging from 2 to 120 passengers. All boats feature private bathrooms, some feature waterslides, full bars, and more.... Join us on one of our Floating Tiki Bar ticketed cruises, perfect for tourists, family, friends and business groups. Bar Service is available, bring food from the HUT aboard... Join us on the Chicago Riverwalk. Island Party Hut Tiki Bar & Grill offers the charm and atmosphere of being on a tropical island, right on the Chicago River. Combine a before or after party at the Tiki Bar to enhance your charter experience.

Chicago TikiBoat

We provide our customers with the friendliest and safest way to have an unforgettable party boat experience on Chicago’s Lake Michigan. Book us for any of your summertime Chicago events. Perfect for bachelor & bachelorette parties, birthdays, corporate & group outings, or just an exciting family outing. Our boat fleet has various size options, most with US Coast Guard Certified Captains and deckhands on board. BYOB with cooler & ice, grill, bluetooth stereo, and floaties. Don’t forget about the waterslides!

Boat In Chicago

Chicago Sailing

On behalf of everyone here at Chicago Sailing, Welcome! We pride ourselves on being Chicago’s premier sailing school and charter facility. With our wide array of offerings we are a complete one stop shop for all of your sailing needs. No matter what your sailing goals are we will work with you to get you out on the water!

Chicago Yacht Rental

Take a One—of—a—Kind, Care—Free Cruise along Chicago's Lakefront aboard the "Martini," a 60—foot—long, twelve—ton, all—fiberglass SeaRay luxury yacht rental. The Martini is the only luxury Chicago yacht rental of its kind offering intimate Lake Michigan outings for friends, family, professional associates, conventioneers, brides and grooms hosting wedding parties, and many others. Enjoy breathtaking views of the Adler Planetarium, McCormick Place, Navy Pier and other iconic Chicago landmarks-whether seated on the yacht party broad foredeck or on the yacht's stern deck or on a massive wraparound sofa in the yacht's air conditioned, window—lined cabin down below. The luxury yacht rental is fully certified by the U.S. Coast Guard. "Captain Sam," the Martini's helmsman, is a licensed pilot with countless hours beneath his belt. And our trained staff waits to serve you. So let your worries be ours.

Skokie Lagoons

The 894-acre Skokie Lagoons are a prime destination for water exploration, featuring public boat access, canoe and kayak rentals, fishing, biking and hiking trails and picnic areas.

Nautical Chicago Boat Rentals

Come experience the calm side of Chicago. Nautical Chicago Boat Rentals allows you to explore on your own terms. You are the Captain. Cruise, Fish, or Swim. Lake Michigan is yours. Our boats are carefully chosen to be easy to drive while still being a capable big water boat. Book your Chicago boat rental today and experience what the city has to offer on the Great Lake Michigan! Looking for the best option to explore the lake on your own? We offer Lake Michigan boat rentals for you to start your adventure today! Explore Lake Michigan like never before – be your own captain, lead your own crew.

Rent Chicago Boats

Welcome to Rent Chicago Boats! We're Chicago's 1st pontoon rentals since 2001. Join us in 2022 to celebrate a day on the water away from life's and covid stresses. We are located at the beautiful River City Marina, behind the bldg on the river at 900 South Wells Street; Look for our RentChicaoBoats.com sign on Gray Dock. We're 2 blocks south of Congress Parkway and the Chicago's Loop. We humbly serve the movie / TV industry, bridal parties, ladies groups, corporate groups, and families with their boating needs. We are event planners that co-produced over 650 wonderful bachelorette and bridal boat parties, 350 ladies nights out, 850 birthday boat parties, 1000 friendship cruises, 350 corporate lunch and office meeting cruises and many other events. Our pontoons have served many companies with their on-water projects. We invite you to JOIN Rent Chicago Boats for another great boating season!

Kayak Chicago

Kayak Chicago is Chicago’s original kayak and paddleboard outfitter, since 1999. Our kayak outposts have everything you need for your urban adventure on the Chicago River, family outings at Montrose Beach, or catching some sunshine at North Ave Beach. Join us for one of our many guided tours, which include our Chicago architecture tour, the original fireworks paddle, and a city lights tour after dusk. For a full list of guided tours with descriptions of the tours

Fun in the Sun

Fun In The Sun Key West Watersports @ The Capitana Resort offers Paddle Board & Kayak Rentals & Tours for a relaxing day exploring the mangroves and grass flats. Come check out the backcountry with hourly rentals or guided tours. For an easy way to get around the island