Lakeside Cruise Company

06/16/2026

Enjoy a private sunset cruise, dinner cruise, or custom evening in Oshkosh.

06/13/2026

Meet your crew!

Captain Joe and First Mate Kaitlyn know these waters, and they know how to make a day on the boat feel easy, comfortable, and memorable. Whether you are heading out for a sunset cruise, a dinner by boat, a family outing, or a custom cruise with friends, having a great crew is what lets everyone else sit back and enjoy the ride.

With Lakeside Cruise Company, your cruise is private, relaxed, and built around the kind of day you want to have on the water.

Plan your cruise here: https://www.lakesidecruisecompany.com

Come aboard and let Captain Joe and First Mate Kaitlyn take it from there.

06/12/2026

Some of the best cruise moments are the little ones.

A sunny day, snacks on the boat, wildlife along the river, and time to actually slow down and enjoy it. Lakeside Cruise Company charters are private and custom, so your time on the water can be as relaxed, scenic, fun, or spontaneous as you want it to be.

Whether you are planning a family outing, a girls day, a date night, or a casual afternoon cruise, we will help make it feel easy and memorable.

Start planning your cruise here: https://www.lakesidecruisecompany.com

Come see Oshkosh from the water.

06/11/2026

Dinner plans, but make them unforgettable.

Our Winnebago Dinner by Boat cruise takes you across the water to Jim & Linda’s Supper Club, with beautiful lake views, shoreline scenery, and one of the most unique arrivals you can have for dinner. From sunset colors over Lake Winnebago to the tower at Jim & Linda’s, it is the kind of evening that feels like a little getaway without going far from home.

Perfect for date night, a small group, visiting family, or just doing dinner differently this summer.

Book the Winnebago Dinner by Boat cruise here: https://tinyurl.com/2s3kr5u4

Dinner tastes better when you arrive by boat.

06/10/2026

There is nothing quite like seeing Oshkosh from the water at sunset.

The bridges, the skyline, the river, and that evening light all come together in a way you just cannot get from shore. A private cruise with Lakeside Cruise Company is a perfect way to slow down, celebrate something special, or simply enjoy a beautiful night on the water with your favorite people.

Plan your custom cruise here: https://www.lakesidecruisecompany.com

Evenings like this are what summer in Oshkosh is all about.

06/09/2026

A little rain does not have to ruin the view.

Some of our favorite cruises are the quiet ones, when the river and lake feel calm, the shoreline trees turn extra green, and you get to slow down for a while. Whether it is sunshine, clouds, or a little summer rain, being out on the water has a way of making the day feel special.

Lakeside Cruise Company offers private, custom cruises in Oshkosh for small groups, date nights, family outings, celebrations, dinner cruises, and those “just because” days.

Plan your cruise here: https://www.lakesidecruisecompany.com

Let us know what kind of day on the water you have in mind.

06/08/2026

There’s just something about being out on the water that makes everything slow down in the best way.

We had a beautiful cruise this past weekend, full sun, calm water, good company, and the kind of view that makes you remember why summers in Oshkosh are so special.

Whether you’re planning a relaxing afternoon, a sunset cruise, a family outing, or a little time away with friends, we’d love to get you out on the water.

Book your private cruise with Lakeside Cruise Company and make the most of summer while it’s here!

Learn more about our cruises here: https://www.lakesidecruisecompany.com/

06/03/2026

Looking for a new way to enjoy summer in Oshkosh?

We put together a few custom cruise ideas on the blog to help you plan a day on the water that feels a little more personal, whether you’re celebrating something, hosting guests, or just looking for an excuse to get out on the Lake Winnebago or Butte des Morts.

Custom cruises let you plan your perfect day on the water — from mimosas and swimming to wildlife watching, dinner stops, and sunset views.

05/25/2026

02/09/2026

We'll be along side Lakeside Marina at both the Green Bay and Oshkosh Boat shows - stop by to meet your captains and learn about the cruises we offer!

Lakeside Marina is a marine dealership located in Oshkosh, WI. We sell new and pre-owned Boats from Chaparral and Recon with excellent financing and pricing options. Lakeside Marina offers service and parts, and proudly serves the areas of Zion, Black Wolf, Larsen and Winnebago.