Chicago Skyline Sunset Sail Aboard a Tall Ship

The historic Tall Ship Chicago offers a one-of-a-kind opportunity to witness the city’s iconic skyline in all its glory. Sailing along the iconic Navy Pier, passengers embark on a leisurely voyage that showcases the architectural marvels and vibrant cityscape as the sun dips below the horizon. With onboard amenities, an intimate group size, and a knowledgeable crew, this sunset sail promises to be an unforgettable experience. But what truly sets this excursion apart is the chance to take in the rich history and unique perspectives that only a tall ship can provide. Discover the secrets that lie within the sails and the stories they have to tell.

This experience made our list of the 25 Best Cruises And Boat Tours In Chicago.

Key Points

• Experience the stunning Chicago skyline from the unique vantage point of a historic tall ship sailing along the Chicago River and Lake Michigan.
• Enjoy breathtaking views of iconic skyscrapers, such as the Willis Tower and Wrigley Building, as the sun sets over the city.
• Relax on the tall ship and take advantage of onboard amenities, including restrooms, Wi-Fi, and the option to purchase alcoholic beverages and snacks.
• Depart from the convenient location of Navy Pier and arrive 20-30 minutes prior to the scheduled departure for a smooth check-in and boarding process.
• Immerse in an intimate group setting with a maximum capacity of 148 passengers, allowing for enhanced interaction with the crew and a sense of exclusivity.

Overview of the Experience

The Chicago Skyline Sunset Sail Aboard a Tall Ship offers visitors a unique opportunity to experience the city’s stunning waterfront from the vantage point of a historic tall ship, providing breathtaking views of the iconic skyscrapers as the sun dips below the horizon.

Departing from Navy Pier, the cruise takes guests on a leisurely voyage along the Chicago River and Lake Michigan, showcasing the city’s architectural marvels and vibrant skyline in a serene and picturesque setting.

With amenities like restrooms, WiFi, and the option to purchase alcoholic beverages and snacks, the sail provides a comfortable and enjoyable way to savor the city’s beauty during the golden hour.

What’s Included in the Sail

As part of the Chicago Skyline Sunset Sail Aboard a Tall Ship, guests can avail themselves of on-board restrooms, high-speed WiFi, and the ability to savor alcoholic beverages and snacks throughout the voyage.

Plus, the ticket price covers all landing and facility fees as well as the Goods and Services Tax. Guests won’t have to worry about gratuities either, as they’re included in the package.

With these amenities and conveniences, travelers can fully enjoy the stunning views of the Chicago skyline and Lake Michigan during the sunset sail. The experience is designed to be comfortable and carefree, allowing guests to sit back, relax, and enjoy the breathtaking scenery.

Meeting Point and Arrival Time

Tall Ship Windy, the meeting point for the Chicago Skyline Sunset Sail, is located at Navy Pier immediately across from Billy Goats Tavern and Shakespeare Theatre. Travelers are advised to arrive 20-30 minutes prior to the scheduled departure time to ensure a smooth check-in process and boarding experience.

Meeting Point	Arrival Time	Location
Tall Ship Windy	20-30 minutes prior to departure	Navy Pier, across from Billy Goats Tavern and Shakespeare Theatre

The early arrival time allows travelers to complete check-in, familiarize themselves with the vessel, and find their preferred seating or viewing spots before setting sail. This ensures a relaxed and enjoyable experience from start to finish.

Confirmation and Accessibility Information

Confirmation of the booking will be received at the time of purchase, and the experience isn’t wheelchair accessible. However, service animals are permitted on board.

The tour is located near public transportation, and infants must sit on laps during the sail. Most travelers can participate in this activity, which has a maximum capacity of 148 passengers.

Guests should arrive 20-30 minutes prior to the scheduled departure time to ensure a smooth boarding process. The tour includes a range of amenities, such as a restroom on board, WiFi, and the option to purchase alcoholic beverages and snacks.

Passengers can also enjoy the stunning views of the Chicago skyline during the sunset sail.

Transportation and Seating Details

The meeting point for the Chicago Skyline Sunset Sail Aboard a Tall Ship experience is located at 600 E Grand Ave, Chicago, IL 60611, right across from the iconic Billy Goats Tavern and Shakespeare Theatre at Navy Pier.

Guests should arrive 20-30 minutes prior to the scheduled departure time to ensure a smooth boarding process.

Once aboard, the tall ship offers restroom facilities and Wi-Fi for passengers.

Infants must sit on laps, and the tour isn’t wheelchair accessible, though service animals are allowed.

The excursion has a maximum capacity of 148 travelers, ensuring an intimate and comfortable experience on the water.

With easy access to public transportation, this sunset sail is a convenient and unique way to take in the breathtaking Chicago skyline.

Group Size and Capacity

The Chicago Skyline Sunset Sail Aboard a Tall Ship experience accommodates a maximum of 148 travelers, ensuring an intimate and comfortable journey along the city’s iconic waterfront. This carefully curated group size allows for a personalized experience, with ample space for guests to move about the vessel and take in the stunning views.

Some key benefits of the intimate group size include:

1. Enhanced interaction with the crew, who can provide more personalized attention and insights into the city’s history and landmarks.

2. Easier navigation and movement around the ship, allowing guests to find their ideal spot to relax and soak in the breathtaking sunset.

3. A sense of exclusivity and camaraderie, fostering a memorable shared experience with fellow travelers.

Pricing and Cancellation Policy

Priced at just $59.00, the Chicago Skyline Sunset Sail Aboard a Tall Ship offers an affordable and accessible way for travelers to experience the city’s iconic waterfront.

This excursion also comes with a Lowest Price Guarantee, ensuring customers get the best value for their money.

Plus, the tour provider offers free cancellation up to 24 hours before the experience starts, providing flexibility and peace of mind for those booking the activity.

With this generous cancellation policy, guests can book with confidence, knowing they’ve the option to change their plans if necessary.

Highlights of the Chicago Skyline

As guests embark on the Chicago Skyline Sunset Sail, they’ll be treated to a breathtaking panorama of the city’s iconic architecture, from the towering skyscrapers of the Loop to the historic Navy Pier and its Ferris wheel.

The journey offers a unique vantage point to admire the sleek, modern designs of renowned buildings like the Willis Tower, Aqua Tower, and Wrigley Building, which glisten in the fading evening light.

The dramatic curves and angles of the Buckingham Fountain, a beloved landmark in Grant Park, as it dances with its choreographed water display.

The vibrant lights of the Navy Pier Ferris wheel, which illuminate the lakefront and provide a stunning backdrop for the sail.

Frequently Asked Questions

How Stable Is the Tall Ship During the Sail?

The tall ship is quite stable during the sail, offering a smooth and comfortable experience. The vessel’s design and construction provide excellent stability, even in moderate weather conditions, allowing passengers to enjoy the scenic views without concern about rough sailing.

What Is the Duration of the Sunset Sail?

The sunset sail typically lasts 1.5-2 hours, allowing passengers to fully enjoy the stunning views of the Chicago skyline as the sun dips below the horizon. The duration provides ample time to relax and soak in the tranquil experience.

Are Life Jackets Provided for Passengers?

Yes, life jackets are provided for all passengers on the sunset sail. The cruise operator ensures the safety of its guests by requiring the use of life jackets throughout the duration of the experience.

Can I Bring My Own Food and Drinks Onboard?

Passengers are generally not allowed to bring their own food and drinks onboard. The tour typically includes alcoholic beverages and snacks as part of the experience. However, passengers should check with the operator for any special policies or accommodations.

Is There Any Opportunity for Photography During the Sail?

Yes, this sailboat tour provides excellent photo opportunities of the Chicago skyline during the sunset sail. Passengers can capture stunning city views and scenic landscapes from the deck of the tall ship.

Recap

The Chicago Skyline Sunset Sail offers a truly breathtaking experience.

Witness the city’s iconic skyscrapers and architectural marvels as the sun dips below the horizon.

With onboard amenities, a cozy group size, and knowledgeable crew, this intimate sailing adventure provides an exclusive opportunity to appreciate the stunning Chicago waterfront in a unique and memorable way.