Chicago Private Sunset Sail on Lake Michigan

As the sun dips below the horizon, the shimmering waters of Lake Michigan beckon for a truly captivating experience. Aboard a private sailboat, you’ll glide across the tranquil lake, the iconic Chicago skyline providing a breathtaking backdrop to this serene journey. Led by a U.S. Coast Guard-certified captain, you’ll customize the voyage with your choice of music and route, enjoying the lake’s natural beauty. As the sky erupts in a vibrant display of colors, you’ll bask in the magic of a sunset unlike any other, creating memories that’ll linger long after the last ray of light fades away.

This experience made our list of the 25 Best Cruises And Boat Tours In Chicago.

Key Points

• A private sunset sail on Lake Michigan, led by a US Coast Guard-certified captain, offers breathtaking views of the Chicago skyline and tranquil lake scenery.
• Passengers can customize the experience by selecting their own music playlist through onboard Bluetooth speakers and choosing a unique route.
• The private sailboat accommodates up to 6 guests, providing a personalized and intimate adventure on the open waters.
• The tour ensures a serene and safe journey, with restrictions in place to maintain a calm and enjoyable experience.
• Convenient pickup and dropoff locations at East Monroe Street and South Lake Shore Drive provide a hassle-free start and end to the tour.

Overview

Sailing along the shimmering waters of Lake Michigan, guests embark on a private sunset tour that offers a customizable experience, led by a US Coast Guard-certified captain.

Onboard the private sailboat, guests can curate their own musical soundtrack and choose their preferred route, allowing them to enjoy the breathtaking scenery of the Chicago skyline and the lake’s tranquil beauty.

This intimate setting, limited to the captain and up to five additional guests, ensures a personalized and relaxing journey as the sun dips below the horizon, casting a warm glow over the serene surroundings.

With the freedom to tailor the experience, guests can create a truly unforgettable sunset sail on Lake Michigan.

Highlights

Guests can admire the sweeping vistas of Lake Michigan and the iconic Chicago skyline as the private sailboat glides across the shimmering waters.

Onboard, they’ll be led by a U.S. Coast Guard-licensed captain who knows the lake’s hidden gems. The customizable route allows them to tailor the experience to their preferences, whether that means catching the sunset over the city or exploring a quieter section of the shoreline.

With Bluetooth speakers on hand, they can set the mood with their own tunes as they breathe in the fresh lake air and bask in the tranquility of this private sailing adventure.

Inclusions

A professional, U.S. Coast Guard-licensed captain leads this private sailing adventure, ensuring a safe and enjoyable experience for all.

Bluetooth speakers are provided, allowing guests to set the mood with their preferred tunes as they sail along the serene waters of Lake Michigan.

Plus, all applicable taxes are included in the tour.

The gentle breeze fills the sails, carrying the boat across the shimmering surface of the lake. Passengers can sit back, relax, and take in the picturesque views of the Chicago skyline in the distance.

This customizable experience offers a truly tranquil and memorable way to end the day on the water.

Restrictions

No smoking, glass containers, weapons, or animals are permitted on this private sunset sail. Inappropriate behavior may result in the charter’s early termination, disrupting the tranquil atmosphere.

Plus, guests should be mindful of any messes, as cleaning fees may apply.

The captain and crew aim to ensure a serene and enjoyable experience for all aboard the private sailboat.

The calm waters of Lake Michigan reflect the vibrant hues of the setting sun, creating a picturesque scene. The gentle breeze fills the sails, guiding the vessel along the shore, offering unobstructed views of the Chicago skyline.

This is a moment of tranquility, where guests can fully enjoy the beauty of the lake and the city.

Pickup/Dropoff

The meeting point for this private sunset sail is located at East Monroe Street and South Lake Shore Drive, allowing guests to conveniently access the departure point along the serene waters of Lake Michigan.

After an evening of tranquil sailing and breathtaking views, the sailboat returns to this same location, completing the picturesque journey.

Guests will find the meeting point easily accessible, with the sailboat ready to embark on a memorable sunset adventure.

The return to the original location ensures a seamless and hassle-free experience, allowing guests to fully enjoy the beauty of the lake and the city skyline without having to worry about transportation logistics.

Setting Sail

With a gentle push, the sailboat gracefully glides away from the shore, its sails catching the light breeze as it embarks on a peaceful journey across the glistening waters of Lake Michigan.

The captain, a seasoned professional, effortlessly maneuvers the vessel, setting a course that showcases the stunning natural beauty of the lake.

As the boat gently sways, passengers are treated to a breathtaking view of the Chicago skyline, its towering skyscrapers silhouetted against the vibrant hues of the setting sun.

The tranquil rhythm of the waves and the gentle rustling of the sails create a serene ambiance, inviting guests to sit back, relax, and soak in the magic of this private sunset sail.

Customizable Experience

Passengers can customize their sunset sail adventure by selecting their own music playlist, choosing a unique route, and inviting up to five additional guests to join them on the tranquil waters of Lake Michigan.

The private sailboat, captained by a US Coast Guard-licensed professional, provides a personalized experience where guests can:

• Admire the stunning views of the Chicago skyline as the sun dips behind the horizon.
• Relax and unwind to the soothing sounds of their favorite tunes played through the onboard Bluetooth speakers.
• Explore hidden coves and serene corners of the lake, discovering new vantage points to take in the peaceful surroundings.
• Savor the moment with friends or loved ones, creating lasting memories on the open water.

Safety and Etiquette

A captain’s vigilance ensures the sailboat’s tranquil journey, as passengers must abide by the charter’s safety guidelines and etiquette.

No smoking, glass containers, weapons, or animals are permitted aboard, as these could disrupt the serene atmosphere. Inappropriate behavior may lead to an early end to the charter.

Passengers are encouraged to relax and enjoy the stunning views of the Chicago skyline and Lake Michigan, but must be mindful of keeping the boat clean. Any excessive messes could result in additional cleaning fees.

Throughout the experience, the captain remains attentive, ensuring a safe and pleasant voyage for all aboard the private sunset sail.

Frequently Asked Questions

Can I Bring My Own Food and Beverages?

Yes, guests can bring their own food and beverages to enjoy during the serene sunset sail. The captain encourages guests to pack a picnic to relish as they bask in the tranquil beauty of the lake.

Is There a Minimum or Maximum Group Size?

The group size is flexible, allowing up to 5 additional guests to join the captain on their private sunset sailing tour. Whether a couple or small group, the experience can be customized for an intimate, peaceful voyage.

Can the Charter Be Extended Beyond 2 Hours?

The charter can be extended beyond the initial timeframe, allowing guests to further savor the serene ambiance and captivating vistas. Flexibility ensures the experience aligns with each party’s preferences for a truly customized nautical adventure.

Do You Provide Life Jackets and Other Safety Equipment?

Yes, the provider offers life jackets and other essential safety gear for passengers. This ensures a tranquil and worry-free sailing experience, allowing guests to fully enjoy the scenic beauty of the waterfront.

What if the Weather Conditions Change During the Sail?

If the weather changes during the sail, the captain will monitor conditions and make necessary adjustments to ensure a safe, comfortable journey. They’ll expertly navigate the boat, providing a tranquil experience despite any shifting elements.

Recap

Sail away into the tranquil waters of Lake Michigan, with the iconic skyline as your backdrop. Bask in the golden glow of the setting sun, as the private sailboat glides across the shimmering surface.

Customized to your preferences, this unforgettable journey promises a truly scenic and picturesque experience, leaving you with memories to cherish long after the sails have been furled.