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Welcome aboard Chicago’s premier 49-passenger commercial sailing catamaran, operating from Navy Pier! If you are planning a corporate outing, group celebration, family milestone, or sunset cruise, our wide-deck catamaran gives your group the ultimate Lake Michigan experience. Enjoy quietly making way through the water powered purely by the breeze, with unmatched stability and sweeping views of the Chicago skyline. Why Book This Sailing Catamaran? - Unmatched Group Capacity: USCG Inspected for up to 49 commercial passengers—one of the only large-capacity sailing charters in the city! - Spacious Deck & Comfort: Lounge on our expansive bow trampolines, relax under our shaded cockpit canopy, or walk freely around wide, level twin-hull decks. - Premier Navy Pier Location: Convenient downtown boarding with direct, fast access to protected water, the open lake, and iconic skyline views. - Professional Crewed Experience: Operated by a USCG Licensed Master Captain and dedicated deck crew so your group can completely relax. What’s Included: - USCG Licensed Captain and professional crew - Coolers & ice storage (BYOB & catering friendly!) - Bluetooth sound system—connect your custom event playlist - Private, clean onboard restroom (head) - Safety gear & life jackets for all ages Catering & Beverages: - BYOB Friendly: Bring your favorite beers, wines, canned cocktails, or non-alcoholic beverages on board. - Catering Friendly: We welcome professional catering setups for corporate events and private parties! (Note: To maintain cleanliness and service standards, personal outside food or self-catered meals are not permitted—ask us about our preferred catering partners and setup options). Perfect For: - Corporate Outings & Client Entertainment - Bachelorette & Bachelor Parties - Milestone Birthdays & Anniversaries - Sunset Skyline Cruises, Navy Pier Fireworks, and the Chicago Air & Water Show What To Bring: - Your choice of beverages (BYOB allowed) - Your custom event playlist - Soft-soled shoes or non-marking footwear - Sunscreen, sunglasses, and layers for the lake breeze Charter Rates & Pricing (All base rates cover a 2-hour charter on Lake Michigan). Base Charter Rates Private Charters (Up to 24 Guests): - Monday – Thursday: $1,800 - Friday – Sunday: $2,160 Large Private Events (25 to 49 Guests): - Monday – Thursday: $75 per guest - Friday – Sunday: $90 per guest Required Taxes, Fees & Gratuity - Chicago City Amusement Tax: 9% (calculated solely on base charter fee) - Crew Gratuity: 15% minimum (calculated solely on base charter fee) - Navy Pier Facility Fee: $4.00 per person Optional Add-Ons - BYOB Amenities Package: $10.00 per person (Includes ice, cooler preparation, cups, bottle service setup, and cleanup for your beer, wine, or canned beverages). Total Quote Examples 24 Guests (Mon–Thu Base Charter): - Base Charter Fee: $1,800 - 15% Crew Gratuity: $270 (15% of $1,800) - 9% Chicago City Tax: $162 (9% of $1,800) - Navy Pier Facility Fees: $96 ($4 × 24 guests) Base Total: $2,328.00 (+$240 if BYOB option is selected) 40 Guests (Fri–Sun Large Private Event): - Base Charter Fee: $3,600 - 15% Crew Gratuity: $540 (15% of $3,600) - 9% Chicago City Tax: $324 (9% of $3,600) - Navy Pier Facility Fees: $160 ($4 × 40 guests) Base Total: $4,624.00 (+$400 if BYOB option is selected) (Note: Custom offers reflecting your exact date tier, guest count, required fees, and selected add-ons will be sent directly via GetMyBoat upon inquiry). Message us today with your target event date and group size to check availability and get your charter booked!
These options can be added during checkout.
BYOB Vessel Amenity Fee
$10 per person
Captain Mike is a US Coast Guard licensed Charter Captain. He grew up sailing the waters of Lake Michigan with his Dad, who taught him how to sail from an early age. After many summers spent sailing in Door Country, Wisconsin and Traverse City, Michigan, Captain Mike purchased a sailboat of his own, a 36-foot Catalina that he named Bernard. In addition to sharing his love of sailing with other people, Captain Mike has developed a passion for sailing solo. He has competed in three long distance (100 miles plus) solo sailing races (including two races from Chicago, Illinois to Mackinac Island, Michigan) and has achieved membership in the Great Lakes Single-Handed Society. Not only do these extended solo sailing voyages allow Captain Mike to practice and improve his sailing skills, they also provide opportunities to see beautiful sunrises sunsets, and amazing night skies from the unique viewpoint of the water, away from the bright lights of the city and often without any land in sight. Whenever possible, Captain Mike loves to have his wife and three daughters join him for sailing adventures throughout the Great Lakes
You’ll get helpful information for your departure after your booking is confirmed.
Street Address For Arrival
Departure Location
50% refund of offer amount up to 15 days prior.
Safety And Conduct - Strictly Non-Smoking: All vessels are 100% non-smoking and non-vaping. Use of cigarettes, cigars, pipes, e-cigarettes, any tobacco products, and marijuana products is strictly prohibited. Violations will result in the immediate termination of the charter and the assessment of the applicable Minimum Cleaning & Damage fee. No refunds will be issued in these cases. - Illegal Substances & Weapons: Illegal drugs and weapons of any kind are strictly prohibited on board. Violations will result in the immediate termination of the charter. No refunds will be issued in these cases. - Passenger Behavior: The captain reserves the right to terminate any charter if a guest’s behavior is deemed unsafe, illegal, or excessively disruptive. No refunds will be issued in these cases. Alcohol And Provisions - Vessel-Specific Alcohol Policy: By adding the BYOB Amenity Fee option, Guests may bring and consume reasonable amounts of beer and wine. Hard liquor is prohibited for safety reasons. - Glass Policy: For the safety of our guests and the protection of the vessel, glass containers are prohibited on deck. Please use plastic or metal drinkware. - Vessel-Specific Food Rules: No outside food is permitted. Catering options are available for private charters. Late Arrivals: Your charter will begin and end at the scheduled time. If you arrive late, your time on the water will be reduced accordingly. No refunds or extensions are provided for late arrivals. Weather Policy We sail in rain or shine. Only the Captain has the authority to cancel a charter due to unsafe weather or lake conditions. Our operational procedures are as follows: Private Charters: Our sailboat is a spacious and stable 49-passenger catamaran designed to serve as an excellent venue both on the water and at the pier. - The "Dockside" Clause: If the Captain determines it is unsafe to leave the dock, but safe to remain at the pier, the charter will proceed as a Dock Party. Guests have full access to the vessel's bar service, sound system, and lounge areas. - Service Rendered: Once the vessel is made available for boarding at the scheduled time (whether dockside or underway), the service is considered rendered. - No-Show Policy: If the Captain deems the vessel safe for a Dock Party and guests choose not to board, the booking is considered a No-Show. No refunds or rescheduling vouchers will be issued. - Extreme Weather: In the rare event the Captain determines it is unsafe for even a dockside party to occur, a rescheduling voucher will be provided. Standard Cancellation Policies For all cancellations initiated by the guest (not related to a Captain's weather call), the following cancellation fees apply: - 30+ days notice: Full refund, minus a 10% administrative fee. - 15–29 days notice: A 50% cancellation fee applies. - 14 days or less notice: A 100% cancellation fee applies; no refunds or reschedules will be granted. Liability And Cleaning Safety & Seasickness: For your safety and the comfort of all guests, if you are feeling unwell, please remain on the open-air deck where the fresh air and horizon views provide the best relief. Please do not go below into the cabin if you are feeling nauseous. Our crew is trained to assist you on deck. - Cleaning and Damage Minimums: A minimum $500 cleaning fee or $15 per person (whichever is greater) will be assessed for any damage to the vessel's interior/exterior, any excessive mess, or any "sickness" incidents occurring within the vessel’s interior cabin, the vessel bathrooms, the trampoline areas, or for vomiting on the crew or other guests. - Media Consent: By boarding any of our vessels, you grant Come Sailing, Inc. permission to use any photos or videos taken during the trip for promotional purposes. - Animals: No animals or pets are allowed on board any of our vessels at any time. - Booking Errors: We reserve the right to cancel reservations that are the result of incorrect pricing/availability due to malicious acts or software/website errors.