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    Another special engagement
    Featured in the Sunday Chicago Tribune. Cover of the Life Section 6/6/2021
    Featured in the Sunday Chicago Tribune. Cover of the Life Section 6/6/2021
    At the dock

    31' Captained Yacht, Fun in Chicago Aboard

    81 reviews
    139 bookings
    2 hours minimum

    BEST OF 2017, 2018, 2019, 2020 & 2021 Award Winner! Enjoy Chicago by boat! Charter the 31' Motor Yacht for up to 6 people.  Rates: Standard:  • 4 hours: $1,100 • 3 hours: $900 • 2 hours: $700 Fuel and gratuity not included (fuel typically $80-$100, gratuity traditionally 20%-25% of charter) Specialty: • Chicago River Cruise + $100 to Rate • Guided Chicago Architectural Tour + $150 to Rate • Fireworks Wednesday & Saturday Evenings + $100 to Rate Special Events (increased rates) • Memorial Day Weekend May 29th-31st • Independence Day Weekend July 3rd-5th • Chicago Scene Boat Party July 31st • Air & Water Show August 20th-22nd • Labor Day Weekend September 4th-6th • Custom times and rates available • Fuel and gratuity not included What You Can Expect:  BEST OF 2017, 2018, 2019,2020 & 2021 Award Winner! BEST OF Award Winner the last five years in a row! Featured in the Sunday Chicago Tribune 6/7/2021. We are the ideal boat for relaxing on a hot summer day or viewing the breathtaking Chicago skyline from the most spectacular vantage point available. Enjoy your own private Yacht for a day. This twin engine 31ft Chaparral combines the style and power needed to create the perfect platform for having fun or just relaxing on the crystal clear waters of Lake Michigan. She easily accommodates up to six people so bring your family and friends to experience the other side of Lakeshore Drive. She is located in beautiful Belmont Harbor on Chicago’s north side, just minutes away from Wrigley Field, Lincoln Park Zoo, great shopping and wonderful restaurants. We are great for Special Events, Birthdays, Anniversaries, Engagements, Bachelor/Bachelorette Parties, Photo Shoots, Music Videos or Entertaining Out of Town Guests and Clients. Ask about our Architectural Tour and Fireworks Cruises. Spend a day in the Playpen or take a cruise up the Chicago River. Every one always leaves with a smile and great memories to share with their friends. We are registered with the City of Chicago and the State of Illinois as a Charter vessel and displays the current required licenses. What To Expect Onboard: This beautiful and spotless 31' Chaparral is the most space-efficient yacht you'll find on the water with plenty of room for fun or relaxation. She has a Generous Open Cockpit Layout with plenty of Comfortable Seating and comes fully equipped with a Large Swim Platform area that features Hot & Cold Shower, Stereo Remote and Swim Ladder. Beautiful Blue Underwater Transom Lights illuminate the water at night. The Large Carpeted Cockpit features a Large Folding Transom Couch, Dining Table/Sunbed, Twin Bolstered Helm Seat With Apposing Lounger, Wet Bar Sink with Portable Cooler, Large Seat Cooler, Magma Stainless Steel Gas Grill on calm days, JBL/Rockford Fosgate 1,400 Watt Custom Sound System with Bluetooth & AUX Cable to connect your iPod or stream Pandora all controlled by Cockpit & Swim Platform Remotes, Raymarine VHF Marine Radio, Garmin Marine GPS, Fireboy Halon Fire Protection System, Radar Arch with Integrated Bimini Top and Full Canvas for less than perfect weather. The Cockpit Table converts to a Large Sunbed and the Large Bow Deck accommodates several sunbathers. For a very special experience enjoy our Fire Pit Table while in harbor, you've never seen anything like it! Come chill in our 6 Person Floating Circular Island Lounge or for some extra fun try out our 10'6" Stand Up Paddle Board! In the Plush Burled Maple Wood Trimmed and Carpeted Cabin you will find both a Forward Day Bed and Aft Master Cabin, Port Side Table for Indoor Dining, Full Bathroom with Porcelain VacuFlush Toilet, Vanity/Sink and Shower, Full Galley with Stainless Steel Refrigerator. When in port enjoy the Air Conditioned & Heated cabin with Microwave Oven, Electric Stove Top, Stereo System and Flat Screen TV with DVD player. Other Information: • We do not tie up with other vessels due to charter insurance restrictions. • All passengers must board at our dock in Belmont Harbor. • All passengers must return to our dock at Belmont Harbor. • Non-passengers may not board our vessel or float during the charter. • We only re-anchor at the captain’s discretion. • We do not go on the Chicago River on weekends. If you have any questions, we can answer those through GetMyBoat’s messaging platform before you pay. Just hit, “Request to Book” and send us an inquiry for a custom offer.

    Captain is included.
    A captain is provided by the listing owner to host and operate the trip.
    6 guests
    Luxury, Events & Large groups
    Motor Yacht

    Super OwnerLen

    I love the water and love boating. I have over 40 years of boating experience. I am a certified captain by the U. S. Coast Guard. I am a Chicago native, but spent a good portion of my youth in South Florida. I was raised on the water and have sailed the Atlantic, Caribbean, Gulf of Mexico and Pacific waters. I was raised on boats and have been at the helm on everything from a 20' center console boat to a 72' sloop rig racing yacht. I enjoy motor yachting but still love the excitement of sailing. In the near future I plan to spend the winter months on a yacht in the Caribbean.I am a U.S. Coast Guard Certified Captain which limits him to 6 paying passengers and 2 crew members. This is the same certification for most pleasure boat captains and they should abide by the same restrictions.

    Check Availability


    81 reviews

    5.0 out of 5!

    • Listing Accuracy

    • Departure & Return

    • Vessel & Equipment

    • Communication

    • Value

    • Itinerary & Experience

    1. 31' Captained Yacht, Fun in Chicago Aboard
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    38 photos have been added by reviewers who booked this listing.
    1. Caitlin

      We had a fantastic time for my husband's birthday! Capt Len was extremely hospitable and made our trip super fun. Everything was as described. Can't wait to do it again!

    2. SL

      If you haven’t booked with Len, you need to do it. I told him I was booking a boat for my birthday with my friends and he went out of his way to buy happy birthday banners and whatnot to make it a great experience. The weather was a bit rainy and choppy the day we went, and Len’s experience made me and my crew feel extremely comfortable because he knows how to drive a boat. Len is there to make sure you feel comfortable and he is great with conversations as well. Book this boat!

    3. EW

      Len was a great host. We enjoyed just hanging out on the boat and seeing the sights. Highly recommend

    4. Kendra

      Len was the best captain! We all had so much fun with him and on the water. 100000/10 would recommend!

    5. LP

      My daughter Mallory and her four friends had such an awesome time on Len's boat! He was easy to communicate with and the trip left right on time. He provided several different options for where they could go and found a spot that worked perfectly for my daughter and her group. The boat was great with plenty of room for relaxing! Len took great care of them and made it a memorable experience!

    Features & Details


    Approximate Location

    You’ll get directions to the departure location when you make a booking.

    The boat's approximate location on a map

    Cancellation Policy

    Full refund up to 7 days prior.

    Additional Terms & Information

    Cancellation Policy • Customer can cancel up to 7 days in advance and receive 100% of the rental. Rental forfeited if canceled 6 days or less before charter. • We will monitor weather conditions and determine go or no go 12 to 3 hours before charter. • We reserve the right to cancel any trip due to the following conditions: • Sustained winds over 20 mph • Small craft advisory issued • Waves over 3 feet • Thunderstorms at the time of charter • Heavy rain • Fog with less than 1.5 miles visibility • Mechanical breakdown • Prior to boarding if any of these conditions are met we will reschedule the trip for another time that day or a different day, if this is not possible the customer will be offered a refund. • After Boarding if for safety reasons the trip must be cut short, refunds will be prorated based on the amount of trip not completed at the time of cancellation with exception. The Captain at their own discretion can terminate any cruise due to any passenger’s unlawful, unruly, dangerous and unsafe behavior without any consideration of trip remaining and no refunds will be granted. • We assume no liability for cancellations due to above conditions. • We will sail in any temperature and light rain or mist so please dress accordingly. • For major spills or stains requiring professional cleaning a $200 fee will be charged. Other • Fuel and gratuity not included • Please check calendar for specific day pricing. • I must speak with you prior to confirmation of booking.

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