Proposals & Engagements Cruise

Pop the question, take incredible photos and celebrate in luxury!

by On A Boat Sailing· Chicago, IL
From$699
Group sizeGroups up to 7 or 10 Guests

What to Expect

Our private Engagement Cruise will take you & your loved one on a favorable sail along the gorgeous Chicago Lakefront, giving a unique experience of seeing the city from the water. If you're looking for the perfect place to pop the question or take incredible photos - this is the cruise for you!

Includes

✅ USCG-Certified Captain trained in First Aid and CPR.
✅ Private use of our fully-permitted, fully-insured sailing yacht.
✅ Complimentary beverages and snacks on board.
✅ Fully stocked kitchenware, fridge and bathroom.
✅ Stereo surround sound speakers with Bluetooth connection.
❌ NO Separate captain fee
❌ NO Fuel and docking fee
❌ NO Damage/cleaning deposit

Restrictions

Not recommended for people with impaired mobility.

Duration

2 Hour Private Sailing Cruise

Address

Meet @ Navy Pier Marina - Downtown Chicago

Pricing

Private Charter · Up to 7 guests for base price - Up to 10 guests for additional fee$799

Prices are typical; see the booking calendar for live availability and rates.

Cancellation Policy

Guests may cancel for a full refund up to two weeks in advance of the departure date. Full refund for weather related cancellations.

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