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Plan your next epic party in Chicago, IL

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Dive into the fun with water activities! From boat rentals to paddle boarding, these experiences are sure to make a splash. Time to get wet and wild.

experience

Group of friends in bright pink swimsuits cheering on the bow of a yacht at a sunny marina with docked boats and clear blue sky, summer boat party vibe

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Private 40ft Yacht Rental in Chicago for Groups and Parties

5 (14)

experience

Thatched-roof party boat cruising coastal waters with people on the sunlit upper deck, sailboats dotting the horizon for a lively summer boat tour vibe.

Collage of a lively Chicago River boat party: tiki-style double-decker riverboat with blue slide by the downtown Chicago skyline, a group of friends in Hawaiian shirts posing inside, a woman in white cheering on the bow, and the boat passing under a bridge on the Chicago River.

Chicago River skyline with glass skyscrapers, a low bridge and a tour boat on rippling water under a bright blue sky

Tiki-themed party boat docked at an urban lakefront with a rooftop crowd, bright blue water slide, American flag, and downtown skyline in the background on a sunny day.

Tropical-themed party boat with a thatched roof and blue waterslide on Lake Michigan with the Chicago skyline in the background

Chicago’s Premier Tiki Party Boat: Bar Package Included + Slide

Instant Book

5 (10)
3hr

From $110/person

experience

Group of seven adults posing on a boat cruise in bikinis and sunglasses, smiling on a sunny summer day over turquoise tropical ocean water.

Two friends in bikinis and sunglasses striking a playful pose on a motorboat deck with the Chicago skyline and blue sky in the background.

Friends lounging on a white motorboat in turquoise water under a bright blue sky with puffy clouds, summer boating scene

Group of friends in bikinis enjoying a boat party on Lake Michigan with the Chicago skyline and yachts in the background.

Group of friends in swimsuits enjoying a summer boat party on a white motor yacht in a busy Chicago, IL marina under a bright blue sky

Friends partying on a yacht near a city skyline, lounging with drinks while others float on blue foam mats in choppy lake water.

Group of friends in swimsuits enjoying a boat party on the bow of a motorboat in turquoise coastal waters, taking photos and sipping drinks under a dramatic cloudy sky with other boats nearby.

Group of friends smiling on the swim platform of a white motor yacht docked at a Chicago marina, transom reading 'No Bad Days, Chicago, IL' under a partly cloudy summer sky.

Group of women in bikinis enjoying a sunny boat party on Lake Michigan with the Chicago skyline and blue sky in the background

Group of friends on a white motor yacht anchored off Chicago, IL, lounging, sunbathing and swimming on a sunny summer day

Party on Lake Michigan: Downtown Chicago Yacht Charter

5 (10)

Explore your destination through the lens of someone who’s already been there done that!

experience

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Pontoon party boat with passengers enjoying a sunny summer day on clear blue water, sailboats and motorboats visible on the horizon

Chicago Party on Boats , FunTime! Up to 20 Passengers, BYOB, Unforgettable Fun!

5 Reviews
3hr

From $1,630/party

experience

Three white motor yachts with people sunbathing on the bows, floating on turquoise lake water in front of a downtown skyscraper skyline under a clear summer sky.

Person lounging on a circular inflatable pool float in turquoise lake water with the Chicago skyline and waterfront Ferris wheel visible across the bay.

Three sleek yachts cruising on bright blue Lake Michigan with the Chicago skyline of skyscrapers towering behind on a sunny day.

Three luxury yachts cruising on golden Lake Michigan at sunset with the Chicago skyline and a dramatic pink-orange sky.

Three luxury yachts moored at a downtown marina at night, glowing skyscrapers and colorful city lights reflecting on calm water.

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Comparison chart for downtown Chicago boat charters showing a checklist-style graphic: left column with green checkmarks for included amenities (prime downtown pickup, no-haul ice, floating islands/water toys, wireless charging, complimentary items, real restroom focus, premium Bluetooth audio, hosted crew, towels, padded sun lounges); right column uses warning triangles and red Xs to show these features are limited or rare on typical Chicago charters.

Chicago’s Most Complete Yacht Charter & Party Boat Experience

5 (11)
4hr

From $100/person, $1,200/party

experience

Tour boat cruising the turquoise Chicago River beneath the Columbus Drive bridge with downtown Chicago skyscrapers on a sunny day

Smiling bartender in a sun hat and sunglasses pouring tropical cocktails into plastic cups at a tiki-decor boat bar on turquoise waterfront

Thatched roof leisure boat on the Chicago River with people on deck and downtown skyscrapers under a bright blue sky

Thatched-roof tour boat cruising bright turquoise downtown riverfront under a city bridge, passengers relaxing on the open-air deck by sunlit high-rise buildings

Group of friends in colorful leis, swimsuits and hula skirts enjoying a sunny boat party on the water with an urban skyline and waterfront park in the background.

Tiki-style party boat docked at a downtown riverwalk with passengers on the upper deck, tall office buildings and leafy trees along the waterfront, and a bright yellow life ring station visible.

Tiki-roofed double-decker party boat cruising calm coastal waters with an American flag and sailboats on the horizon under a pale evening sky

Tiki-style yellow party boat cruising a turquoise downtown river, passing under a bridge with people on deck and tall skyscrapers against a sunny blue sky

White two-story river tour boat with a thatched tiki-style roof docked along an urban riverwalk, decorative floral hull artwork and city buildings in the background.

Huge Tiki Party Boat with Bar Package Included (Minimum of 40 Guests)

Instant Book

5 (10)
3hr

From $70/person

experience

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Group of friends relaxing on a sailboat deck docked at a sunny waterfront promenade in summer

Lake Michigan Private Sailing Charter: Party in a Catamaran

5 (15)
2hr

From $900/party

experience

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Small leisure boat on the turquoise Chicago River passing a raised drawbridge with downtown skyscrapers under a sunny blue sky

Two kayakers paddling on the Chicago River past downtown skyscrapers and a historic clock-topped tower under a clear blue sky

Two kayakers paddling bright yellow kayaks on the Chicago River past downtown Chicago skyscrapers and a riverboat under an overcast sky.

Green kayaks lined on a dock along the Chicago River with people boarding, a tree‑shaded riverwalk and downtown high‑rise skyline with sunlight reflecting on the water.

Two paddlers in a bright green kayak on the Chicago River, passing beneath a flag-lined downtown bridge with the sunlit Chicago skyline of glass skyscrapers.

Private Chicago River Kayak Tours - Architecture & History

3 Reviews
1hr 30min

From $40/person

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