Navy Pier Chicago: Private Sailboat Charter with Captain

Enjoy a Private Sailboat Experience on Chicago’s Lakefront

The Navy Pier Chicago: Private Sailboat Charter with Captain offers an intimate and flexible way to explore the stunning Chicago skyline from the water. Priced for up to 7 guests, this 2.5 to 3-hour cruise departs from the newly renovated Navy Pier Marina in Downtown Chicago. You can enjoy complimentary drinks, bring your own alcohol, and relax as the boat sails past iconic sights.

This experience stands out with its attention to safety, comfort, and customization. It’s ideal for small groups seeking a personalized day on the water, with options to swim, relax, or take the helm. The tour’s all-inclusive pricing covers fuel, snacks, drinks, and water toys, making it straightforward and hassle-free.

A key consideration is the group size limit of 7 guests; larger groups should inquire about arrangements up to 12. Also, the tour does not accommodate guests with mobility issues or those prone to seasickness. Still, if a luxurious, private sailing trip on Chicago’s lakefront appeals, this trip provides an excellent balance of adventure and relaxation.

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Key Points

• Private sailing experience for up to 7 guests.
• Duration: 2.5 to 3 hours, departing from Navy Pier Marina.
• Amenities include complimentary drinks, snacks, water toys, and surround sound Bluetooth speakers.
• Activities such as swimming, relaxing on deck, or taking the helm are available.
• Fully licensed, insured, and maintained to the highest safety standards set by the US Coast Guard.
• Extra requests for catering or provisioning are available for additional fees.

Departure from Navy Pier Marina in Downtown Chicago

This tour departs from the Navy Pier Marina, a central and easily accessible location in Downtown Chicago. The meeting instructions are provided in the booking email, with precise coordinates at 41.892154693603516, -87.60748291015625. The modern marina sets a convenient starting point for your lakefront adventure, with the boat ready for your private group.

The boat itself is a meticulously maintained sailing yacht equipped with a large open cockpit, a swim platform with rinse shower and lily pad, and a fully stocked kitchen and bathroom. The location offers breathtaking skyline views of Downtown Chicago, Navy Pier, and the Chicago Lighthouse, making it an ideal backdrop for memorable photos.

The Yacht’s Onboard Comforts and Entertainment

Onboard amenities enhance your sailing experience. The stereo surround sound Bluetooth speakers allow you to listen to your favorite music while relaxing on deck or swimming. A refrigerator with ice and fully stocked kitchenware ensure refreshments are always at hand. The large open cockpit seating invites groups to lounge comfortably.

The yacht’s skyline views create a scenic backdrop for your cruise, especially during sunset or evening hours when Chicago lights illuminate the cityscape. The vessel is fully licensed, permitted, and insured, maintained to meet US Coast Guard safety standards.

Activities: Swimming, Relaxing, or Taking the Helm

While most enjoy relaxing on deck with drinks and snacks, the tour allows for hands-on activities such as taking the helm or swimming in Lake Michigan. The anchoring in the Chicago Playpen provides a safe spot for swim and float parties, with equipment like noodles, life-jackets, and floaties readily available.

Guests can jump into the water or simply sunbathe on deck. The boat features a swim platform with rinse shower, making it easy to cool off after swimming. Whether you prefer floating, chatting, or enjoying the breeze, this flexibility is part of what makes this cruise special.

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Food, Drinks, and Water Toys

The cruise includes complimentary beverages and snacks or guests can bring their own. Alcohol is permitted onboard, allowing for a relaxed, festive atmosphere. Additional provisioning or catering can be arranged for an extra fee.

Water toys such as noodles, floaties, and life jackets are provided, adding fun options for swimming or lounging. The fully stocked kitchen and fridge ensure you can keep your drinks cold and snacks accessible throughout the cruise.

Customization and Extra Services

Guests can request additional provisioning or catering for the cruise, ideal for celebrating special events. There are no hidden fees for fuel, security deposit, cleaning, or water toys, simplifying the booking process.

For larger groups beyond 7 guests, inquiries are encouraged to accommodate up to 12 guests. The tour operator is fully licensed and insured, and the vessel operates under strict safety protocols.

Safety, Accessibility, and Restrictions

The tour advises guests to bring sunglasses, swimwear, towels, and sunscreen. It is not suitable for guests with mobility impairments or those prone to seasickness. Guests are asked to avoid high heels, red wine, glass objects, and unaccompanied minors onboard.

The tour includes a 24-hour cancellation policy, allowing full refunds if canceled more than 24 hours in advance. The live English-speaking guide ensures clear communication and safety throughout.

Why Choose This Private Sailing Tour in Chicago?

This private sailboat experience provides a luxurious and flexible way to enjoy Chicago’s iconic skyline from Lake Michigan. The fully crewed yacht offers a personalized atmosphere with amenities designed for comfort and fun.

Whether celebrating a special occasion, relaxing with friends, or simply seeking a unique way to see the city, this cruise delivers a premium, all-inclusive touring experience. The combination of scenic views, water activities, and onboard entertainment makes it a memorable outing.

The safety standards and professional crew ensure peace of mind, while the customization options allow you to tailor the experience to your preferences. Still, it’s best suited for groups of up to 7 and those comfortable with water-based activities.

Frequently Asked Questions

Can I bring my own drinks onboard?
Yes, guests can bring their own alcohol and other beverages for the cruise.

Is the boat accessible for guests with mobility issues?
No, the tour not suitable for people with mobility impairments.

What should I pack for the trip?
Bring sunglasses, swimwear, towels, and sunscreen to enjoy the cruise fully.

Can I cancel if my plans change?
Yes, full refunds are available if canceled more than 24 hours in advance.

How many people can fit on the yacht?
Pricing is for up to 7 guests, but inquiries can be made for groups up to 12.

You can check availability for your dates here: More Great Tours Nearby