Experience Lake Michigan Like Never Before

Discover the comfort, stability, and freedom sailing aboard NOVA, a luxury 41-foot cruising catamaran based in beautiful Kenosha, Wisconsin.

Whether you're celebrating a special occasion, entertaining clients, spending time with family, or simply looking for a unique escape, every Waypoint experience is private, personal, and unforgettable.

A Voyage For Any Occasion

  • A private catamaran day charter departing from Chicago's North Shore on Lake Michigan.

    Day Sail

    Set sail on Lake Michigan for a full day of open water. Swim, cruise, anchor in a protected cove, the itinerary is yours. Includes options of premium provisions, and onboard amenities.

  • Guests aboard a private catamaran watching the sunset over Lake Michigan.

    Sunset Sail

    There is nothing quite like watching the sun disappear into the horizon from the deck of a private catamaran. Two to three hours of pure, unhurried calm.

  • A professional corporate group hosting a private event aboard a charter yacht on Lake Michigan near Chicago.

    Corporate Entertaining

    Entertain clients, reward your team, or host your next offsite somewhere they won't forget. Custom packages available.

  • A family enjoying a private sailing experience on Lake Michigan aboard a Waypoint Yachting catamaran.

    Family Celebrations

    Birthdays, graduations, anniversaries. celebrations are better on the water.

    Ideal for: All ages | Catering & custom arrangements available.

  • A romantic proposal setup on the deck of a private catamaran on Lake Michigan.

    Special Occasions

    Proposals, intimate dinners, or milestone moments. We will help you design something extraordinary. Everything from floral arrangements to champagne service can be coordinated on your behalf.

  • Extended Cruising

    Explore the Great Lakes and charter the boat for overnight or multi-day use.

s/v NOVA

Meet NOVA, a Fountaine Pajot Lipari 41 designed for comfortable cruising and unforgettable experiences.

With wide side decks, spacious lounging areas, twin hull stability, and accommodations typically found on much larger yachts, NOVA offers a sailing experience unlike anything else on Lake Michigan.

Whether you're new to sailing or an experienced boater, you'll immediately understand why cruising catamarans have become one of the most sought-after yachts in the world.

Why Sail a Catamaran?

QUALIFICATION

Charterers must demonstrate sufficient sailing experience, complete an approved training pathway prior to booking, or hire a professional captain with proper credentials.

CAPTAIN POLICY (IMPORTANT!)

Waypoint Marine does not provide captains.

However, for clients who wish to charter the vessel and prefer additional support, we offer a referral list of independent, licensed captains who may be contracted directly by the charterer.

  • Captain selection is entirely at the discretion of the charterer

  • Captains are paid directly by the client

  • Typical rates: $75–$150/hr depending on crew requirements and trip length.

Frequently Asked Questions

Still have questions? Take a look at the FAQ or reach out anytime. If you’re feeling ready, go ahead and apply.

Your Catamaran Adventure Starts Here.

Book your private sailing experience today and discover why so many sailors choose multihulls for cruising, entertaining, and adventure.

Continue Your Journey!

Loved your day on NOVA? There’s more to discover.

Learn to sail a catamaran.

Build the confidence to take the helm.

Join Waypoint Sailing Society.

Become a member and enjoy priority access, exclusive benefits, and regular time on the water.

Discover whether a catamaran is right for your family before making the investment.

Thinking about ownership?

“Every detail was thoughtfully executed. We're thrilled with the outcome.”

— Dan Washburn, Libertyville, IL.