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Skip to main content
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Sail Chicago’s Skyline Aboard The Gwen: Private Yacht Charters for Unforgettable Water Adventures

Sail Chicago’s Skyline Aboard The Gwen: Private Yacht Charters for Unforgettable Water Adventures

Ages 21+ to Book • 3 to 6 Hour Rentals Available • Up to 13 Passengers • Starting at $900

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  4. Sail Chicago’s Skyline Aboard The Gwen: Private Yacht Charters for Unforgettable Water Adventures

Adventure Brief

Discover a fresh way to see Chicago by booking a private charter aboard The Gwen, a 38-foot Carver Mariner yacht offering customizable 3-to-6-hour cruises with up to 13 passengers. Perfect for parties and corporate events, this yacht delivers city skyline views and private luxury on Lake Michigan.

3–6 hours
easy
Family Friendly

Keep the Adventure Going

More ways to explore the area's outdoor wonders

No Experience Required

Set course for an unforgettable adventure on Chicago’s iconic Lake Michigan waterways aboard The Gwen, a sleek 38-foot Carver Mariner yacht available for private charters. Whether you’re planning a lively bachelorette party, a corporate gathering, or an intimate celebration, this yacht brings a unique way to experience Chicago’s lakeside charm from the water.

Located just off the bustling shores of downtown Chicago, The Gwen offers more than just a boat—it’s a floating event space equipped with spacious amenities designed to elevate your outing. The interior features a full kitchen, allowing guests to prepare refreshments or meals during the voyage, while the state-of-the-art sound system sets the mood for your event with your choice of music. The yacht can comfortably accommodate up to 13 passengers, making it an ideal setting for groups looking to escape the city buzz while still enjoying spectacular urban views.

A notable perk is the option to bring your own captain, providing flexibility and control for seasoned sailors or those who want to personalize their experience. Alternatively, you can opt for a professional skipper to take the helm, letting you sit back and savor Chicago’s lakefront sights, from Navy Pier’s ferris wheel spinning high above to the gleaming skyscrapers that define this metropolis.

The Gwen’s private charters range from 3 to 6 hours, giving travelers the luxury of tailoring their trip length to fit any occasion. As the sun dips behind the skyline, the reflection of city lights on Lake Michigan’s surface creates a stunning backdrop for photographs and memories alike. This unique vantage point not only highlights Chicago’s architectural splendor but also offers a refreshing perspective of the city’s expansive waterfront.

Sailing on The Gwen is a standout experience because it combines the freedom of the open water with the convenience of central urban access, a rare combination in major metropolitan areas. The yacht’s design balances comfort and style, promising an adventure that’s both elegant and exhilarating. Whether you’re a local looking for a new way to entertain or a visitor wanting to see Chicago from an unforgettable angle, The Gwen turns a simple boat ride into a bespoke maritime celebration.

Embrace the wind and waves, explore Chicago’s skyline from the lake, and craft memories that last long after the sails come down.

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Trip Details from the Operator

Frequently Asked Questions

Yes, you are welcome to bring your own refreshments, and the yacht’s full kitchen is available for use during your charter.

Bringing your own captain is allowed; however, if you need a professional skipper, this can be arranged for an additional fee.

The yacht comfortably accommodates up to 13 passengers per charter.

Key Highlights

Difficulty

easy

Duration

3–6 hours

Fitness Level

No strenuous activity required; suitable for all fitness levels.

Local Insights

Wildlife

  • Common loon
  • Great blue heron

History

Chicago’s Lake Michigan shoreline has been central to the city’s development since the 19th century, evolving from industrial docks to vibrant recreational waterways.

Conservation

Charters like The Gwen follow strict environmental guidelines to minimize impact on lake water quality and local wildlife habitats.

Related Adventures & Guides

  • See other trips from MPower Charters & Yacht Rentals
  • Explore more Chicago adventures
  • Browse more boat charters experiences

Operated By

MPower Charters & Yacht Rentals

Ages 21+ to Book • 3 to 6 Hour Rentals Available • Up to 13 Passengers • Starting at $900

About MPower Charters & Yacht Rentals

MPower Charters & Yacht Rentals operates private yacht charters from Chicago, Illinois, offering customizable day and evening cruises on Lake Michigan. The company provides three primary vessels available for private rental: the Genius, a 40-foot Sea Ray motor yacht; the Aquaholic, a 40-foot Sea Ray motor yacht; and The Gwen, a 38-foot Carver Mariner. Each yacht includes a full kitchen and onboard sound system for music and entertainment. The Genius and Aquaholic are marketed for gatherings such as bachelorette parties, corporate events, and family outings, while The Gwen also offers the option to bring a private captain. All vessels comply with applicable safety regulations and provide life jackets and required safety equipment as part of charter operations.

MPower Charters focuses on private bookings that emphasize flexibility in itinerary, scenic views of the Chicago skyline, and vessel amenities rather than public sightseeing schedules. Reservations typically cover a set time block for boarding, cruising, and return; clients select departure points within Chicago harbor areas. The business lists vessel types and features for transparency so guests can choose a yacht that fits group size and event needs. Pricing and availability are provided per trip on booking platforms and the company coordinates with guests on arrival procedures and safety briefings. MPower Charters maintains a presence on platforms like The Adventure Collective to list trips and connect with travelers seeking private yacht experiences in Chicago. Booking terms, cancellation policies, and specific guest limits are posted with each trip listing for clarity and seasonal availability noted.

MPower Charters & Yacht Rentals fleet
MPower Charters & Yacht Rentals team

Location

Chicago, IL

Charters on Lake Michigan

Vessels

3 Yachts

Sea Ray & Carver Mariner options

Ideal For

Private Events

Bachelorettes, corporate, family outings

Booking

Flexible Times

Day and evening charters available

CTA Section Background Image

Reserve a Private Yacht in Chicago

Select Genius, Aquaholic, or The Gwen for a tailored Lake Michigan cruise — check availability and book a private charter today.

Adventure Tips

Book Ahead for Peak Times

Secure your preferred date and time early, especially on weekends and summer evenings when charters sell fast.

essential

Bring Layered Clothing

Lake Michigan’s breezes can be cool even in summer; pack layers to stay comfortable on deck.

info

Request Captain Assistance if Needed

If you don’t have sailing experience, consider hiring a professional captain to ensure safe and enjoyable navigation.

essential

Plan for Seasickness

Even on inland waters, some guests may experience motion sickness; bring remedies if you’re prone.

warning

Recommended Gear

Windbreaker Jacket

Protects against lake breezes during open-water cruising.

summer

Essential

Sunglasses

Shields eyes from reflected sunlight off the water.

summer

Essential

Non-Slip Shoes

Ensures safe footing on wet surfaces aboard the yacht.

Essential

Camera or Smartphone

  • Read our Chicago travel guide
  • Capture stunning skyline and sunset views throughout the cruise.