Private Lake Michigan Sailing Charter with Skyline Views
Description
A private sailing charter on Lake Michigan offers a serene escape with stunning skyline views of Chicago. Departing from Montrose Harbor, enjoy a relaxed atmosphere ideal for families, couples, or casual groups looking for a break from city life. Experience the charm of a personal sailing trip as you glide across the water, capturing perfect moments of the skyline from your private vessel. This charter caters to visitors and locals alike, providing a unique perspective of the city while ensuring a peaceful outing on the lake. - Private sailboat reserved exclusively for your group - BYOB-friendly with restroom and cooler space onboard - Scenic views of the Chicago skyline and lakefront - Ideal for families, groups, couples, and first-time sailors
Tour Options
Itinerary
Guests will board a private sailboat at Montrose Harbor and head out onto Lake Michigan for a scenic Chicago sailing experience. After a brief welcome and safety overview from the captain and crew, the boat will leave the harbor and sail along the Chicago lakefront. From the water, travelers can enjoy wide-open views of Lake Michigan, the Chicago skyline, nearby beaches, and the city’s north lakefront. Depending on wind, weather, and lake conditions, the route may include views toward downtown Chicago, Navy Pier, the Playpen area, and other scenic lakefront landmarks. During the cruise, guests can relax on deck, take photos, enjoy snacks and drinks they bring aboard, feel the lake breeze, and experience Chicago from one of its best viewpoints: the water. This is a private, relaxed sailing experience rather than a crowded tour boat, making it ideal for couples, families, friends, birthdays, visitors, and small group celebrations.
Highlights
What's included
Important Information
- Public transportation options are available nearby
- Infants are required to sit on an adult’s lap
- Suitable for all physical fitness levels
