In the summer months, Chicago is one of the best cities to experience on the water. Booking a day on a yacht is a must, whether you're a lifelong local or visiting Chicago for the first time. Lake Michigan offers miles of beautiful waters, gorgeous views of the city skyline, and many fun activities. The Chicago River offers unique boating experiences like architecture tours on the river and more. One of our Chicago captains, Captain Lindsey, is a great choice for your boating experience in the city.

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Captain Lindsey in Chicago provides incredible yacht charters, and her mission aligns with Getmyboat's - providing amazing boating experiences to more people, and making the joys of being on the water more accessible. She first launched her boat charter business in 2020 and now gets to share her passion for boating and being on the water with more people than ever before. Her yacht is a gorgeous 46' Azimut that can accommodate up to 13 guests, with an upper deck and interior cabin, plenty of space to relax and enjoy time with your family or friends on the water.

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Types of Boating Experiences Offered by Captain Lindsey

The best part about boating as an activity is that it is entirely customizable to the needs of your group. Whether you want to sightsee, enjoy food and drinks onboard, go swimming, listen to a concert (check out the schedule at Northerly Island Park!) or sunbathe and relax, you can fulfill all these desires by simply communicating with Lindsey and her team during the boat inquiry process.

Need to make plans with your family? Kids will LOVE a day spent on Lindsey's boat. Stop for a swim and float with your children on a family boat day. Lifejackets are on board for safety, and this can be the perfect way to break up a hot summer weekend and cool down in the refreshing waters of Lake Michigan.


Want to enjoy some food onboard? Bring the steaks, veggies, or whatever floats your boat when it comes to grilling! A cookout on the water is a fabulous way to spend an afternoon with friends or family, and Captain Lindsey's yacht has a great grill that you can use during your charter! If you don't want to think about bringing food - talk with Lindsey and her crew to discuss catering options.

Is it your first time in Chicago? Consider booking an architecture tour up the Chicago River! Cruise west up the river and see the highlights of the Chicago skyline from the water. It's truly the top way to get your bearings on the city and see so many of the highlights from the comfort of your own private yacht! Lindsey and her team will provide a great introduction to some of the best views of downtown.

If you're a Chicago local and you're getting sick of your home office and coffee shops - why not take your work on the water? A unique offering from Lindsey is to book her yacht for a work-from-home day on the water, where you can stay parked in the dock slip all day! This can be a fabulous option for hosting meetings or just staying isolated from the chaos on the calm of the water. Experience productivity and enjoy a day of working while on a yacht.

Host an Event in Chicago on the Water

Chicago is a top destination for celebrations like bachelor and bachelorette parties, and taking these experiences out on the water makes for a day your crew will never forget. Lindsey's team can help provide all the components of the perfect boat party - food and drinks, music, sightseeing, and stops at the best boating highlights of Chicago - like the Play Pen.

The Play Pen is essentially a floating club on Lake Michigan, it's a place where hundreds of yachts cruise to in the summer months and anchor for hours of partying on their boats. Blast your favorite playlist, pour a drink, and meet other boaters at the Play Pen. It's the ultimate experience to have while boating in Chicago during the summer.


Other Events you can host on the water:

  • Weddings
  • Family Gatherings
  • Baby Showers
  • Wedding Showers
  • Groom's Dinners
  • Graduations
  • Birthday Parties

Reviews from renters of Lindsey's Boat:

Still not convinced that you need to book a boat day with Lindsey? She is a 5-star captain, and her reviews truly speak to the experience you can expect when you book with her. Don't take our word for it, here are some reviews from renters who booked with Lindsey during the summer of 2021.

Starting from the owner of the vessel, crew, and everything else, all I can tell is "The best of the best". Since it was a special occasion, Lindsey was very understanding and helpful to resolve all the requests in order to make the trip unforgettable. Thank you!

Our experience was great. We went out with my family. Lindsey was easy to work with and helped us set everything up. Both the crew (Jay & Elias) and the captain (Captain Rosalie) were accommodating and communicative for our tour. We appreciated the cleanliness of the boat. Would recommend.

Lindsey was a fantastic host who helped my group with every aspect of the trip, highly recommend using her for any Chicago boating experience!!

Start Planning Your Summer 2023 Adventures

Whether you're in Chicago for a bachelorette or bachelor party, a family gathering, a birthday celebration, or you want to sightsee on the water, Captain Lindsey can provide you with an unforgettable experience on her boat. Book with Captain Lindsey in Chicago today!