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Experience a private 2-hour sailing tour on Lake Michigan from Milwaukee, with stunning city views and wildlife spotting, guided by expert captain.
For those seeking a personalized and scenic escape on Lake Michigan, the 2 Hour Sailing Adventure in Milwaukee offers a relaxing and intimate experience. Priced at $99 per person, this tour is perfect for small groups up to 6 guests, providing a chance to enjoy the waters with the guidance of an experienced boat captain. This adventure emerges as an ideal way to combine stunning city views with the tranquility of sailing, all in a private setting that emphasizes safety and personalized attention.
What makes this tour especially appealing is its flexible scheduling options and the promise of a smooth, calming cruise along Lake Michigan. Whether you’re interested in learning sailing techniques or just soaking up the scenery, this tour delivers a memorable and relaxed experience. It is especially suited for travelers who appreciate an exclusive, quiet outing and want to encounter local wildlife like lake trout, otters, and sandhill cranes.

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This tour departs from 2 Christopher Columbus Causeway, Racine, WI 53403. The meeting point is easy to find and provides a scenic start to your adventure. The activity ends back at the same location, making it convenient for participants. The tour features mobile ticketing, simplifying the check-in process and ensuring a smooth start to your sailing experience.
Safety is a priority on this private sailing adventure. Each guest is provided with a life jacket, and the boat captain leads the journey, ensuring a secure and enjoyable cruise. The tour is designed to accommodate most travelers, with confirmation received immediately upon booking, and it operates with flexible weather considerations. In case of poor weather, an alternative date or full refund is available, providing peace of mind for participants.
The 2-hour sailing provides ample time to relax on deck while taking in the beautiful scenery of Milwaukee, Racine, and Kenosha. The calm waters of Lake Michigan create a smooth sailing environment, perfect for those new to boating or seasoned sailors alike. Guests can enjoy the expansive views of city skylines and waterfronts, and the opportunity to spot local wildlife including lake trout, sandhill cranes, and otters adds a unique touch to the experience.
This private tour emphasizes personalized attention. The boat captain shares sailing tips, making it a particularly good choice for anyone interested in learning more about sailing or simply enjoying a leisurely cruise led by an expert. Whether you’re looking for a calming afternoon or an engaging sailing lesson, the experience adapts to your mood and interests.
Starting at Racine’s Christopher Columbus Causeway, the boat heads out onto Lake Michigan where you can marvel at the city views of Milwaukee, Racine, and Kenosha. This route offers a chance to see the waterfront from a different perspective, with the opportunity to observe local wildlife along the way. The tour’s flexible schedule allows for a leisurely pace or a more lively adventure, depending on your preferences.
The private nature of this tour means only your group participates, creating a personalized and intimate atmosphere. The minimum guest requirements are two for Monday to Thursday and four for Friday to Sunday, ensuring a tailored experience that suits your schedule. With a maximum of 6 guests, everyone receives the captain’s full attention, making for a more engaging, educational, or relaxing outing.

One of the tour’s highlights is the chance to learn sailing tips directly from the boat captain. This is not just a sightseeing cruise but also an educational experience where you can gain insights into sailing techniques and navigation. The captain, known as Rich in reviews, is praised for his amazing family and his ability to make guests feel comfortable and involved.

Booking flexibility is a significant advantage. The tour allows free cancellation if done at least 24 hours in advance, and a full refund is available if weather conditions require cancellation. Since sailing is weather-dependent, this policy ensures you won’t be out of pocket if conditions turn unfavorable. The experience is designed to be enjoyable regardless of weather, with options for rescheduling or refunds.
This tour appeals most to those looking for an exclusive, relaxed outing on Lake Michigan. It’s ideal for small groups or couples seeking privacy and a personalized experience. Travelers interested in wildlife spotting—including otters and cranes—will find this tour especially rewarding. It’s also suitable for anyone eager to learn sailing basics or simply enjoy a scenic cruise with stunning views.
The 2 Hour Sailing Adventure in Milwaukee offers a combination of scenic beauty, personalized service, and educational value. Its affordable price point of $99 per person, coupled with the small group size, makes it an excellent choice for travelers yearning for a quiet, intimate day on the water. The tour’s flexibility around weather and scheduling, along with the warm, knowledgeable captain, enhances its appeal.
While it’s a shorter adventure, the opportunity to see city skylines, wildlife, and learn sailing tips makes this experience well worth the cost. It’s a perfect pick for those who want a peaceful escape on Lake Michigan, away from crowded boat tours, and who value personalized attention. Whether celebrating a special occasion or simply seeking a calming day on the water, this private sailing tour delivers a memorable outing.
“Captain Rich and his family are amazing! I had the most wonderful experience sailing around Lake Michigan. First time I got to steer a boat! Awesom…”
What is the price of this sailing tour?
The tour costs $99 per person.
How long does the tour last?
It lasts approximately 2 hours.
Where does the tour start and end?
The tour begins and ends at 2 Christopher Columbus Causeway, Racine, WI 53403.
Is this a private tour?
Yes, the tour is private, with only your group participating.
What is the cancellation policy?
You can cancel for free up to 24 hours in advance for a full refund.
Who is the guide and what are they like?
The boat captain is skilled and friendly, known for making guests feel comfortable and sharing sailing tips during the trip.