Escape the Ordinary. Embrace the Exclusive.

Welcome to the premier charter cruise business in Oshkosh, WI.

Your Destination Awaits

Join Captains Joe and Kaitlyn on a cruise of your choice aboard a luxurious Chaparral 317 SSX. Whether you prefer a relaxing sunset cruise, a race across the lake to dinner, or a bit of both, you’re sure to enjoy it in style.

With 6 different excursions to choose from, Lakeside Cruise Company is an ideal choice for entertaining friends, hosting a birthday, or celebrating a special anniversary.

Kick back, relax, and enjoy the ride.

Woman with curly hair wearing sunglasses and a black off-shoulder top sitting on a boat, enjoying the breeze, holding a soda can, with water and distant trees in the background.

Cruises Available

A drawbridge opened in two sections with the sky displaying pink and orange clouds, over a body of water at sunset.
Sunset over a body of water with clouds in the sky and birds flying.
Aerial view of a small town at sunset with a bridge crossing over a body of water, boats docked along the shoreline, and residential and commercial buildings amid trees.
View from a boat on a calm lake showing the wake trail in the water with distant shoreline and trees under a clear sky.
View from a boat on a river with lush green trees on the banks and a bright blue sky with the sun shining.

Trip to Fremont

A scenic view from a balcony overlooking a river with colorful autumn trees, a house, and a boat on the water during sunset.

Now Offering

Gift Cards

Group of people relaxing and enjoying drinks on a boat with water and bridge in the background, under a partly cloudy sky, with Lakeside Cruise Company logo in the corner.
View from a boat speeding across open water during sunset, leaving a trail of waves behind with the sun low on the horizon over the ocean.
Three people on a boat at sunset, two sitting and one standing, with a lake and trees in the background. The boat has a table with drinks and a logo for Lakeside Cruise Company.
A boat on a lake at sunset with a partially sunken bridge in the background and the Lakeside Cruise Company logo in the foreground.
A woman and a man standing on a boat docked by a canal, smiling at the camera, with trees and houses in the background.
Group of five people sitting on a boat at sunset, enjoying the view over the water with colorful sky and clouds.
View from a boat showing a rain-soaked lake with green trees along the shoreline, overcast sky, and part of the boat's canopy and seating with Lakeside Cruise Company logo.
Three people sitting on a boat near the water, with a table holding snacks and drinks in front of them, enjoying a sunny day.
Two people dressed as boat crew members standing in front of a white motorboat on a body of water, both wearing white shirts, black ties, and sunglasses, with a shoreline in the background.
A man and woman standing on a dock next to a boat with a sign that reads 'Summer Fun Cruises.' The woman is wearing a cream-colored jacket, and the man is in a green jacket with yellow stripes. The background features water, a house, trees, and a boa
Group of five elderly people standing next to a boat with a sign that reads 'Summer Fun Cruises' on a dock by the water.
Four friends smiling on a boat with a water and shoreline background during sunset.