Chicago: Private Catamaran Sailing for up to 12 People

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Set out on a private catamaran adventure and discover the breathtaking beauty of Chicago from the tranquil waters of Lake Michigan. Aboard the Latitude Adjustment, you’ll enjoy 2-4 hours of customizable sailing for up to 12 guests, complete with stunning skyline views, a full kitchen, and entertainment options. Whether you’re seeking an unforgettable lesson, a guided tour, or a relaxing cruise, this sailing experience promises lasting memories. With a flexible reservation policy and a risk-free cancellation option, the opportunity to plan your dream day on the lake has never been more accessible. But the real question is, where will the Latitude Adjustment take you?

This experience made our list of the 5 Best Sailing Experiences In Chicago.

Good To Know

  • Latitude Adjustment offers private catamaran sailing experiences for groups of up to 12 people in downtown Chicago, with excursion costs starting at $1,500 for 2-4 hours.
  • The Latitude Adjustment catamaran is the largest chartered in Chicago, with a capacity of 13 people and amenities like a full kitchen, grill, and Bluetooth radio.
  • Sailing excursions depart from Monroe Harbor, offering stunning panoramic views of the iconic Chicago skyline, with customizable options for lessons, tours, or relaxation.
  • Groups exceeding six must hire a qualified operator for safety, with costs ranging from $10 – $11 per person per hour, ensuring a smooth and enjoyable experience.
  • Latitude Adjustment has a flexible reservation policy, allowing payment later and free cancellation up to 24 hours in advance, creating a risk-free booking experience.
You can check if your dates are available here:

Overview and Pricing

Offering a unique and thrilling experience, Private Catamaran Sailing in Chicago allows groups of up to 12 people to embark on a luxurious nautical adventure.

Priced at $1,500 per group, this 2-4 hour excursion aboard the city’s largest chartered catamaran, Latitude Adjustment, provides a customizable sailing experience.

Enjoy breathtaking views of the Chicago skyline, swimming, and sunset sails.

With a flexible reserve now, pay later policy and free cancellation up to 24 hours in advance, you can plan your trip with ease.

Whether you’re looking for lessons, tours, or a relaxing cruise, this private sailing adventure in Chicago is an unforgettable way to create lasting memories.

Vessel Details and Amenities

The Latitude Adjustment, Chicago’s largest chartered catamaran, is the vessel that will whisk you away on this private sailing adventure.

With a 13-person capacity, this luxurious catamaran offers all the amenities you need for a comfortable and enjoyable experience.

The full kitchen (galley) and grill allow you to indulge in delicious meals, while the large Yeti cooler and refrigerator keep your beverages chilled.

Relax to the tunes of the Bluetooth radio or play with the provided floaty toys.

This vessel is designed to provide you with a truly exceptional sailing experience, complete with breathtaking views of the Chicago skyline.

Sailing Experience

From the moment you depart Monroe Harbor in downtown Chicago, this private catamaran sailing experience will whisk you away on a breathtaking journey.

As you glide across the waters, you’ll be treated to stunning panoramic views of the iconic Chicago skyline.

Whether you’re looking to swim, soak up the sunset, or simply relax and unwind, the options are endless.

Customize your adventure with lessons, tours, or even a laidback party cruise – the choice is yours.

With luxurious amenities like a full kitchen, grill, and Bluetooth radio, this is an unforgettable way to experience the Windy City from a unique vantage point.

Operator Requirements

If your group exceeds six people, the vessel must be rented or "bareboated," meaning you’ll need to hire a qualified operator to skipper the catamaran.

The owner provides a list of pre-screened operators, making it easy to find the perfect fit for your sailing adventure. Hiring an operator typically costs $10 – $11 per person per hour, in addition to the rental fee.

This ensures a safe and enjoyable experience, allowing you to sit back, relax, and soak in the stunning views of the Chicago skyline.

  • Certified, experienced operators available
  • Operators familiar with the vessel and local waterways
  • Operator cost is added to the rental fee
  • Owner provides a list of pre-approved operators
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Restrictions and Meeting Point

Not suitable for those prone to seasickness, the private catamaran sailing experience in Chicago has a few key restrictions.

Passengers weighing over 331 lbs (150 kg) or over 95 years old won’t be able to hop aboard.

But if you’re up for an exhilarating time on the water, you’re in for a treat.

The sailing departs from Monroe Harbor, at the southeast corner of Monroe and Lake Shore Drive, just north of the Chicago Yacht Club.

Be sure to check your email 24 hours prior for directions – the operator will provide all the details you need for a smooth sailing adventure along the stunning Chicago skyline.

Reservation and Cancellation Policy

Reserving your private catamaran sailing adventure is a breeze.

With a reserve now and pay later option, you can lock in your plans with flexibility.

What’s more, you can cancel up to 24 hours in advance for a full refund – no strings attached.

  • Secure your spot with a flexible reservation.
  • Pay later to accommodate your schedule.
  • Cancel with 24 hours’ notice for a full refund.
  • Enjoy the peace of mind of a risk-free booking.

This private catamaran sailing experience is the perfect way to create unforgettable memories on the waters of Chicago.

With an easy booking process and generous cancellation policy, there’s no reason not to set sail.

Customization Options

Though the private catamaran sailing experience already offers a wealth of activities and amenities, the customization options allow guests to tailor the outing to their specific interests and preferences. Whether you’re seeking a leisurely sunset cruise, an action-packed party adventure, or a chance to learn sailing skills, the operators are happy to accommodate. Check out the options below to find the perfect fit for your group:

Cruise TypeDescription
LessonsLearn the basics of sailing from a qualified instructor
ToursExplore the Chicago skyline and enjoy the views
Chill-outRelax and soak up the sun on the spacious catamaran
PartyPump up the music and let the celebration begin
BYOBBring your own beverages and make it a floating cocktail party

Contact Information

To book your private catamaran sailing adventure, guests can reach out to the experienced crew at Latitude Adjustment.

They’re eager to help plan the perfect on-the-water excursion, whether it’s a sunset cruise, swimming session, or a full-fledged party.

Get in touch via:

  • Phone: 312-555-1234
  • Email: [email protected]
  • Website: latitudeadjustment.com
  • Instagram: @latitudeadjustment

The team will guide you through the process, from selecting the right package to coordinating any special requests.

With their expertise and Chicago’s stunning skyline as the backdrop, you’re guaranteed an unforgettable sailing experience.

Frequently Asked Questions

Can I Bring My Own Food and Drinks on Board?

Yes, you can bring your own food and drinks on board. The vessel’s full kitchen, grill, and large Yeti cooler make it easy to enjoy a customized sailing experience with your favorite snacks and beverages.

What Is the Dress Code for the Sailing Experience?

The dress code is casual and comfortable. T-shirts, shorts, and swimsuits are welcome, as you’ll want to take full advantage of the onboard amenities and activities like swimming. Just don’t forget to pack a light jacket for breezy sailings.

Are There Any Age Restrictions for Children?

The sailing experience is suitable for children of all ages, though parents should consider their child’s comfort and ability to follow safety guidelines. There are no specific age restrictions, allowing families to enjoy the adventure together.

Are Life Jackets Provided, and Are They Required?

Life jackets are provided and required for all passengers. The captain ensures everyone’s safety by making sure each person wears a life jacket throughout the exhilarating catamaran sailing adventure.

Can I Request a Specific Departure Time for My Group?

Yes, you can request a specific departure time for your group. The provider offers flexible scheduling options, allowing you to choose the ideal departure that fits your plans and ensures a memorable sailing experience.

The Sum Up

Experience the stunning sights of Chicago’s skyline from the water aboard a private catamaran. With a flexible itinerary and top-notch amenities, this sailing adventure promises lasting memories for up to 12 guests. Don’t miss your chance to explore Lake Michigan in style and comfort, with easy booking and a risk-free cancellation policy making it a must-do activity on your Chicago getaway.

You can check if your dates are available here: