Special Celebrations

Some occasions deserve something more memorable than dinner at a restaurant. Whether you’re celebrating a birthday, engagement, graduation, retirement, family gathering, reunion, or simply spending time with the people who matter most, a private sailing charter aboard Peony offers an unforgettable way to celebrate on beautiful Lake Michigan.

Since 2015, The Salty Dog Sailing Co. has been creating personalized private sailing experiences for couples, families, friends, and small groups looking for a unique way to experience Chicago from the water. Every sailing charter is reserved exclusively for your group, allowing you to relax, celebrate, and enjoy authentic sailing beneath Chicago’s iconic skyline.

Choose a peaceful morning sail, a leisurely afternoon on Lake Michigan, a spectacular sunset charter, or an unforgettable evening beneath the stars. Bring your favorite food and beverages, enjoy complimentary harbor parking, and let us help create a celebration that’s as unique as the occasion itself.

Private sailing charters accommodate groups of up to six guests and depart from Burnham Harbor, just minutes from downtown Chicago. Whether you’re planning an intimate gathering or marking one of life’s important milestones, we’d be honored to help make your celebration truly unforgettable.

We invite you to plan your private Chicago sailing charter and celebrate your next special occasion on beautiful Lake Michigan.