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The best boating town in America is in the midwest

BoatBooker’s 2025 rankings put Chicago at number one

By Amanda Teague Published November 23, 2025

Chicago, Illinois — Chicago, Illinois Pedro Lastra / Unsplash

A new study from BoatBooker has revealed an unexpected champion in the world of U.S. boating destinations. According to the platform’s 2025 analysis, Chicago, Illinois ranks as the number one boating town in America, earning an impressive score of 98.5 and boasting 63 qualifying boating-related spots across the city.

Using Google Maps data to evaluate scenic beauty, water access, variety of activities, and overall boater experience, BoatBooker’s report highlights how America’s boating culture is shifting far beyond its coastlines. And Chicago, with its striking Lake Michigan shoreline, iconic skyline views, and bustling waterfront marinas, comes out on top. From architecture cruises along the Chicago River to sailing out of Monroe Harbor and kayaking under historic bridges, the city offers an unmatched variety of ways to get on the water.

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One of the most notable findings from the study is that inland destinations are becoming powerhouses in the boating world. Jackson, Wyoming (#18) draws adventure seekers with its glacial lakes and mountain vistas. Madison, Wisconsin (#15) thrives on its chain of lakes, perfect for paddleboarding and pontoon cruising. Even Oklahoma City (#18) is gaining attention with its riverfront developments and popular kayaking routes.

Smaller towns also performed strongly. Scenic and less crowded destinations like Portland, Maine (#18), Cape May, New Jersey (#17), and Madison, Wisconsin (#15) are proving they can compete with major boating hubs.

The study also found that modern boaters are seeking diverse, memorable experiences. Chicago and New York (#9) shine for urban cruises, while Honolulu (#2) dominates deep-sea fishing and Newport, Rhode Island (#7) remains a classic sailing haven.

“This year’s study highlights a shift in America’s boating landscape,” said Vukan Simic, CEO of BoatBooker. “Travelers are seeking unique experiences, whether that’s paddling across a high-altitude lake, cruising a historic harbor, or exploring calm bayous.”

The top 20 boating towns in America

Chicago, IL
Honolulu, HI
Austin, TX
Seattle, WA
Orange Beach, AL
Virginia Beach, VA
Newport, RI
Slidell, LA
New York, NY
Nashville, TN
Kailua-Kona, HI
Biloxi, MS
Boston, MA
Charleston, SC
San Diego, CA
Madison, WI
Cape May, NJ
Oklahoma City, OK
Portland, ME
Jackson, WY

Contributor

Amanda, an accomplished freelance writer from Columbus, Ohio, is a dedicated explorer of both the world and the written word…

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