Homepage
Day Trips and Tours
Private Lake Michigan Sailing Charter and Sightseeing Tour of Chicago

Link has been copied to your clipboard

/ Boat

Your Product

Select participants

Participant (0-99)

Min: 1 Max: 6

You should select a minimum of and a total maximum of

At least one participant is required. Please adjust and try again.

Free Cancellation up to before the experience starts (local time)

Please wait, fetching options!

Experience the beauty of Chicago's stunning skyline from the comfort of a private sailing charter on Lake Michigan. This two-hour sightseeing tour allows you to relax and take in the breathtaking views while being treated by a US Coast Guard licensed captain. The best part? You can customize every aspect of your adventure, from the guest list to the music selection and even the sailing route. Departing three times a day, this non-smoking charter promises a memorable and personalized experience for up to six people. Sail past iconic landmarks such as Buckingham Fountain, the Shedd Aquarium, Adler Planetarium, Soldier Field, Navy Pier, and the majestic Chicago skyline. Let the captain guide you through the city's rich history and impressive architecture, or simply enjoy the company of your loved ones as you soak in the beauty of the Windy City.

About this experience

Free Cancellation For a full refund cancel at least before the start of your booking
Admission Included
2 hours
Suitable for 1-6 Participants
Private Tour
Self Guided Experience

Highlights

Stunning views of Chicago's spectacular skyline
Flexibility to customize the sailing adventure
Passing by landmarks such as Buckingham Fountain and Shedd Aquarium
Seeing the iconic dome of the Adler Planetarium
Viewing the beautiful Chicago skyline from the water

Included

Use of bluetooth speakers
All applicable taxes
Professional us coast guard licensed captain

Not included

Gratuities
Food and drinks
Parking

More about this experience

Introduction

Explore the stunning beauty of Chicago's lakefront with a unique private Lake Michigan sailing charter and sightseeing tour. This exclusive two-hour experience offers breathtaking views of Chicago's magnificent skyline as you sail along the sparkling waters. With a US Coast Guard licensed captain at the helm, you can sit back, relax, and soak in the stunning scenery. What sets this experience apart is the complete customization it offers. From the guest list to the music selection and even the sailing route, you have the freedom to tailor every aspect of your sailing adventure to your preferences. Whether you want to visit specific landmarks or simply enjoy a leisurely sail, the experienced captain will ensure a remarkable experience.

What to expect?

During this private sailing charter, you can expect a 120-minute journey filled with awe-inspiring sights and relaxation. The itinerary for the day is flexible, allowing you to have a say in the route and landmarks you want to explore. Departing from Monroe Harbor, you'll have the opportunity to sail in close proximity to iconic Chicago landmarks such as Buckingham Fountain, Shedd Aquarium, Adler Planetarium, Soldier Field, Navy Pier, and the famous Chicago Skyline. The captain will take your preferences into account, making sure you have the best possible experience.

Who is this for?

This private Lake Michigan sailing charter and sightseeing tour is designed for anyone seeking an unforgettable experience on Chicago's picturesque lakefront. Whether you're a couple looking for a romantic getaway, a group of friends celebrating a special occasion, or a family wanting to create lasting memories, this tour caters to all. The flexibility of customization ensures that everyone's preferences are met, making it suitable for all age groups and interests. Whether you're a local or a visitor, this exclusive sailing experience allows you to see Chicago's beauty from a unique perspective.

Why book this?

This private sailing charter offers an unparalleled opportunity to explore Chicago's lakefront in a personalized and luxurious setting. The stunning skyline views combined with the freedom to customize every aspect of the journey create an unforgettable experience. The US Coast Guard licensed captain ensures your safety and comfort throughout the tour, making it a worry-free adventure. Whether you're a sailing enthusiast or a first-time sailor, this tour guarantees an exhilarating and relaxing experience on Lake Michigan, away from the hustle and bustle of the city.

Good to know

As you embark on this private sailing charter, keep in mind that all charters are non-smoking experiences. The meeting point is conveniently located at the northeast corner of Lake Shore Dr. and Monroe St. Follow the lakefront trail to the north and continue along the harbor's edge to find our boat, "BERNARD," along the Monroe Harbor wall. Remember to bring your camera to capture the memorable moments and stunning landmarks along the way. Sit back, relax, and let the experienced captain and crew guide you through this unparalleled sailing adventure.

Reviews

Customers who have experienced this private sailing charter rave about the personalized and unique journey. The breathtaking views, attentive crew, and comfortable setting have left guests in awe. Many have praised the flexibility of the itinerary, allowing them to see their favorite landmarks or simply enjoy a leisurely sail. Travelers of all ages have enjoyed the experience, making it a perfect choice for couples, families, and groups alike. Overall, the reviews highlight the exceptional service, stunning scenery, and unforgettable memories created during this private Lake Michigan sailing charter and sightseeing tour. Don't miss out on the opportunity to explore Chicago's beauty from a whole new perspective.

About this product

How long before the event do I need to book?

You can book at any time before the event

Vouchers accepted in the following formats

Mobile

Is an adult required for the booking?

At least one adult or senior required per booking

Your Itinerary

Come Sailing, Inc.

We’ll depart from the north side of Monroe Harbor at our dedicated pick-up/drop-off spot. Once the safety briefing is completed and all dock lines have been brought on board, our trip will begin. The itinerary, course/route we are sailing for the day, will depend mostly on wind the direction. However, being that this is a private charter, the itinerary remains very flexible and pretty much at your discretion. So, if you’d like to see a particular landmark or prefer to sail a particular route, just ask our captain and they will be happy to oblige. If, instead, you’d prefer to leave all of the decision up to the captain, no problem. Our captain will be happy to take you for an enjoyable sail on Lake Michigan during which you will sail in close proximity to some or all of the landmarks listed in the itinerary below.

Clarence F. Buckingham Fountain

(Pass by)

Our charter begins with a quick motor passed a part of Monroe Harbor named in honor of a visit by Queen Elizabeth II. On July 6, 1959, a small barge ferried Her Majesty from HMY Britannia anchored outside of Monroe Harbor to the aptly named Queen’s Landing for a 13-hour royal visit spectacular. As we pass this historic site Buckingham Fountain comes into view. (Pro Tip: this is a great time for a photo op.) Buckingham Fountain, one of the world’s largest fountains, was designed as a focal centerpiece for Grant Park. According to the Chicago Park District website, John Philips Souza himself conducted his band in the playing of “Pomp and Circumstance” before an audience of 50,000 people during the fountain’s dedication in August 1927. Contrary to conventional wisdom, Buckingham fountain is not related to Buckingham Palace or the Royal Family. The fountain was actually donated by Chicago art patron and philanthropist, Kate Buckingham in memorial honor of her brother Clearance Buckingham.

Shedd Aquarium

(Pass by)

Another building which cannot be ignored as we depart from Monroe Harbor is the Shedd Aquarium which sits prominently at the south end of Monroe Harbor. Completed in 1930, the Shedd Aquarium’s mission is “Sparking compassion, curiosity and conservation for the aquatic animal world”. The large dark windows facing the lake house the Abbott Oceanarium exhibit. Added in 1991, the Oceanarium features Pacific white-sided dolphins and beluga whales.

Adler Planetarium

(Pass by)

Sitting on the northeast corner of Northerly Island is the iconic dome of the Adler Planetarium. Built in 1930, this picturesque public museum dedicated to the study of astronomy and astrophysics a popular location for wedding photos. As we head out into the Lake, we get to see a side of this marvelous structure that most visitors never think to investigate: the lakeside! This is where you will find the Doane Observatory which has a large telescope available to the public.

Soldier Field

(Pass by)

Opened in 1924, Soldier Field, known today as the home of the Chicago Bears, has played host to a variety of interesting and historical events. Even though the stadium has changed drastically over the years, the original colonnades can still be seen from our vantage point on the water.

Navy Pier

(Pass by)

One of the most recognized landmarks along Chicago’s lakefront, Navy Pier is also one of the most and visited tourist destinations in Chicago. Sailing passed the east end we’ll have a great view of the Grand Ballroom. This would be another perfect time to snap some selfies or capture a stunning architectural photo. Opened to the public in 1916, Navy Pier has played many roles during its lifetime including an important role during WWII. This piece of Chicago is definitely more than just a photo op!

Chicago Skyline

(Pass by)

One of the most beautiful waterfront cities in the world, Chicago’s magnificent skyline is best viewed from the water. There are too many stories to be told about the amazing architecture, landmarks, and engineering feats accomplished in Chicago. Which ones you hear are up to you. Again, this is your private charter and you set the tone for the trip. If you prefer to just visit with friends and loved ones, no worries at all. Our captains are happy to the role of captain, guide, or both. Come Sailing and let us show you the city we love.

Additional information

Public transportation options are available nearby
Suitable for all physical fitness levels
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 MAY BE PERMITTED - Swimming may be permitted on charters of 3 hours or longer. Swimming is not guaranteed and is at the captain's discretion. If swimming is deemed permissible by the captain, every passenger on board will be required to sign a waiver & release prior to swimming. Swimming will not be allowed after the departure time of our Sunset Sail scheduled for that same day. SWIMMING IS AT YOUR OWN RISK!
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 any sailboats operated by Come Sailing, Inc. is your implied consent to be filmed, photographed, and recorded. Furthermore, by boarding any of our sailboats you are granting Come Sailing, Inc., their 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 Come Sailing, Inc. 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.
COVID-19 FACE MASKS ARE OPTINAL - MASK FREE SAILING IS HERE! New for 2022, face masks are OPTIONAL. Wear them or not, the choice is yours. Our captains and crew are not required to wear face masks. However, if it would make you feel more comfortable, please let the captain know and they will be more than happy to wear face masks during your charter.
COVID-19 SOCIAL DISTANCING - This is a private charter for you and your guests only. Social distancing is your responsibility and at your discretion within your group. There is plenty of space on board our sailboats to spread out and maintain appropriate social distances.
COVID-19 SICK PEOPLE SHOULD STAY AT HOME - All passengers are required to self-diagnose their health status before boarding and let us know if they are not feeling well. PLEASE STAY AT HOME IF ANY OF THESE CONDITION APPLY: SICK – If you are sick or not feeling well. SYMPTOMATIC – If, in the last 5 days, you have experiences symptoms related to COVID-19, the flu, or any other potentially contagious disease.
COVID-19 ACCESS TO CABIN AND RESTROOMS - The fun is up on deck sailing! Not hanging out below deck in the cabin! So, please minimize your time below deck in the cabin. We also ask that no more than one person goes down below into the cabin at a time. There is a restroom on board each boat. However, the restrooms are small, and toilets on a boat do NOT work the same way your toilets work at home. Please ask the captain and crew before using the restroom. We strongly encourage you to use the public restrooms on shore prior to boarding.
COVID-19 FOOD, WATER, AND ICE - We will have bottles of water available. However, we encourage you to bring your own beverages and help us reserve our water for emergency hydration. We will provide a small cooler in which passengers may store items to keep them cold. Food, beverage, and ice storage is limited to provided cooler. Please plan accordingly.
COVID-19 POLICY UPDATES AND CHANGES - The above policies are subject to change without notice in response to changes in status of the COVID-19 pandemic and in order to comply with new or changing guidance from the Centers for Disease Control and Prevention, Illinois Department of Public Health, Cook County Department of Public Health, and Chicago Department of Public Health.

Popular Hotels Closeby

Reviews

Collected by Evendo & our supplier partners

2024-12-27 10:23