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Outdoor Rentals
Boat Rentals

Best results for Boat Rentals in Chicago, IL

Showing 1-5 of 5 results

Drive an 18' Pontoon on the Chicago River

ChicagoUp to 6

Drive an 18' Pontoon on the Chicago River

Cruise the Chicago River for 2 hours on a private, self-drive pontoon

Cruise the Chicago River for 2 hours on a private, self-drive pontoon

4.6 • 116 reviews

$173

Drive a 22' Pontoon Boat on the Chicago River

ChicagoUp to 10

Drive a 22' Pontoon Boat on the Chicago River

Take the wheel on a 22 ft pontoon cruise on the Chicago River

Take the wheel on a 22 ft pontoon cruise on the Chicago River

4.6 • 116 reviews

$396

Drive a 2-Hour Chicago River Fireworks Pontoon Rental

ChicagoUp to 10

Drive a 2-Hour Chicago River Fireworks Pontoon Rental

Self-drive pontoon on the Chicago River with Navy Pier fireworks

Self-drive pontoon on the Chicago River with Navy Pier fireworks

4.6 • 116 reviews

$555& up

1950s Boat Rental on Chicago River

ChicagoUp to 6

1950s Boat Rental on Chicago River

Cruise Chicago’s river in a vintage 1950s Milo Craft

Cruise Chicago’s river in a vintage 1950s Milo Craft

4.7 • 475 reviews

$559/ boat

Explore the Chicago River on a 2-Hour E-Boat Rental

Explore the Chicago River on a 2-Hour E-Boat Rental

Pilot a 2-person Craig Cat and cruise the Chicago River skyline

Pilot a 2-person Craig Cat and cruise the Chicago River skyline

4.7 • 475 reviews

$211

Travel guides for Boat Rentals

Do You Need a License to Rent a Boat in Florida? Your Complete Guide

Best of Florida • 2026

Do You Need a License to Rent a Boat in Florida? Your Complete Guide

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.