• Come Sailing, Inc. - The journey begins at Navy Pier Marina, located on the north side of Navy Pier. After a safety briefing and securing all dock lines, the adventure sets sail. The sailing route is primarily determined by the wind direction, but as this is a private charter, the itinerary is highly flexible and can be tailored to your preferences. If there’s a specific landmark you wish to see or a particular route you’d like to take, simply inform the captain, who will gladly accommodate your request. Alternatively, if you prefer to leave the decisions to the captain, they will ensure a delightful sunset sail on Lake Michigan, passing by some or all of the landmarks listed below.
• Navy Pier - As one of Chicago’s most iconic lakefront landmarks, Navy Pier is a top tourist destination. Sailing past the east end offers a fantastic view of the Grand Ballroom, perfect for selfies or capturing stunning architectural photos. Since its opening in 1916, Navy Pier has served various roles, including a significant one during WWII. This Chicago gem is much more than just a photo opportunity!
• Chicago Skyline - Renowned as one of the world’s most beautiful waterfront cities, Chicago’s stunning skyline is best admired from the water. The city boasts numerous stories of remarkable architecture, landmarks, and engineering achievements. Which stories you hear is entirely up to you. As this is your private charter, you set the tone for the trip. Whether you wish to socialize with friends and family or enjoy a guided tour, our captains are happy to serve as both captain and guide. Come Sailing and let us showcase the city we adore.
• Adler Planetarium - Located on the northeast corner of Northerly Island, the iconic dome of the Adler Planetarium stands proudly. Established in 1930, this picturesque public museum dedicated to astronomy and astrophysics is a popular spot for wedding photos. From the lake, you can view a side of this marvelous structure that most visitors overlook: the lakeside! Here, you’ll find the Doane Observatory, which houses a large telescope available to the public.
• Soldier Field - Opened in 1924, Soldier Field, now home to the Chicago Bears, has hosted a variety of significant and historical events. Despite the stadium’s extensive renovations over the years, the original colonnades remain visible from our vantage point on the water.
• Buckingham Fountain - On July 6, 1959, a small barge transported Queen Elizabeth II from the HMY Britannia anchored outside Monroe Harbor to the aptly named Queen’s Landing for a 13-hour royal visit. As we pass this historic site, Buckingham Fountain comes into view. (Pro Tip: this is an excellent time for a photo opportunity.) Buckingham Fountain, one of the world’s largest fountains, was designed as a focal point for Grant Park. According to the Chicago Park District website, John Philip Sousa himself conducted his band in playing “Pomp and Circumstance” before an audience of 50,000 people during the fountain’s dedication in August 1927. Contrary to popular belief, Buckingham Fountain is not related to Buckingham Palace or the Royal Family. It was donated by Chicago art patron and philanthropist Kate Buckingham in memory of her brother Clarence Buckingham.

• Use of Bluetooth speakers
• Professional captain licensed by the US Coast Guard
• All applicable taxes

• Gratuities
• Food and drinks (you may bring your own)
• Parking

Indulge in a private two-hour sailing adventure for up to six guests along the stunning Chicago lakefront. Sit back, unwind, and let a US Coast Guard licensed captain guide you through breathtaking views of Chicago’s magnificent skyline. Tailor the experience to your preferences. The flexibility of a private charter allows you to customize nearly every aspect of the sailing journey, from the guest list to music choices and sailing route.

This experience is not designed as an in-depth guided tour; however, the captain is always eager to share interesting sights, anecdotes, and historical insights. Feel free to ask the captain. For daytime sailing, explore our other product listing “Come Sailing with us at Navy Pier - Sail Beautiful Lake Michigan.” If you wish to enjoy the Navy Pier Fireworks from a private sailing charter, check out our other product listing “Come Sailing with us at Navy Pier - Saturday Fireworks Sail.” Please note, all charters are NON-SMOKING experiences.

• NO SMOKING - All charters are NON-SMOKING. Use of any tobacco products, cigars, pipes, cigarettes, e-cigarettes, vapor devices, etc. are strictly prohibited. Use of any of these products may result in a non-refundable, early termination of your charter and the assessment of a cleaning fee.
• CONSUMPTION OF ALCOHOL - Customers and guests may bring and consume reasonable amounts of alcoholic beverages within the bounds of Illinois State law.
• NO GLASS ON BOARD - Glass containers are prohibited. Please do not bring them. Wine and Champagne bottle are permitted as long as they remain secure in a protective container during charter. Please bring plastic cups for drinking.
• CUSTOMER/GUEST BEHAVIOR - Customers and guests are expected to conduct themselves in an appropriate manner. Inappropriate behavior will not be tolerated. Any behavior determined by the captain to be inappropriate (lewd, offensive, unsafe, etc.) may result in a non-refundable, early termination of your charter.
• WEAPONS ARE STRICTLY PROHIBITED - Weapons on any kind are strictly prohibited! Guns, knives, or weapons of any kind are NOT allowed on board our vessels at any time. Bringing any of these prohibited items aboard may result in a non-refundable, early termination of your charter.
• ANIMALS ARE PROHIBITED - Unfortunately, we cannot accommodate animals of any type.
• SWIMMING IS PROHIBITED - Swimming is not allowed on our Sunset Sails.
• FOOD AND BEVERAGE - Food and beverages may be consumed on deck. Please clean up any spilled food or beverage and take your garbage with you. A cleaning fee may be assessed for excessive spillage.
• SEASICKNESS/MOTION SICKNESS - Any person that experiences seasickness must remain on deck. The cabin area below deck is NOT an appropriate place for any person to deal with seasickness. A cleaning fee will be assessed for any person vomiting anywhere in the below deck cabin area of the sailboat, including the “head”/bathroom.
• GALLEY STOVE AND SINK - The galley stove onboard our sailboat is NOT for use by customers. The sinks on board our boats drain directly into the lake and are NOT intended for food prep nor for disposing of unwanted items. None of the sinks have garbage disposals. Please do NOT treat our sinks like you treat your kitchen sink. They are NOT the same.
• CLEANING FEES - Cleaning fees, if applicable, will be equivalent to the standard, full price of your charter.
• TERMINATION OF CHARTER - The captain reserves the right to cancel a charter at any time for reasons of weather, mechanical failure, or safety. Charters will be rescheduled at the customer’s convenience. A refund will be offered if rescheduling cannot be agreed upon.
• LATE ARRIVALS - The late arrival of customers and guests may result in a shortened charter sail without refund nor adjustment to price.
• 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.
• CONSENT TO BE FILMED/PHOTOGRAPHED - Boarding our sailboats is your implied consent to be filmed, photographed, and recorded. Furthermore, by boarding any of our sailboats you are granting our company, its agents, successors, assignees and affiliates, and their respective employees, officers, directors, shareholders, and representatives the right and permission to use such film, photographs, and recordings of your voice, image, and likeness for the purpose of promoting our company and its related services. You further agree that you will not receive any financial compensation or cash payment for the rights or permissions granted by you. In such case that you are the parent or guardian of any minor child that has accompanied you aboard our sailboat, you further consent to the foregoing on behalf of that minor child.

For a full refund, cancel at least 24 hours before the scheduled departure time.