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Weddings Proposal

Weddings Proposal

Weddings Proposal


It can be difficult to propose to the love of one’s life. You can surprise your future spouse by proposing to them aboard one of our luxurious yachts, on the gorgeous waters of the Chesapeake Bay. Cruise the Chesapeake is a specialist in private charters on the Chesapeake Bay, making your surprise marriage proposal a memorable and treasured event.

If you are looking for a romantic way to propose, a private cruise is the perfect choice. You can enjoy the breathtaking views of Chesapeake Bay and the romantic ambience of a luxury boat. Ask your future spouse “Will You Marry Me?” under the magnificent skies, while enjoying breathtaking panoramic views. Our marriage proposal cruises have been specially designed to encourage romance and provide the ideal setting for intimate moments. Cruise the Chesapeake captains will take you to romantic cruising spots in the bay. Our crew will arrange a special dinner for you and your loved one. You can also have a professional photographer taken of your moment.

You can charter a private cruise with Cruise the Chesapeake to propose while you share this moment with family and friends or with your future spouse. Get in touch with us to learn more about our packages for marriage proposals.

Wedding Proposal
3-Hours – Half Day | 6-Hours – Full Day (boarding starts 1/2 hour prior)


  • For up to 30 people
  • Bottled water
  • Ice


Cancellation and Refund Policy:

– Private cruises must be cancelled at least two weeks in advance to receive a refund.

– If cancelled within two weeks, payments can be applied to another available date, with no restrictions on rescheduling to a different calendar year, and the rate will remain unchanged.

– In case of rain, events can be rescheduled following the same policy.

– For safety concerns due to weather conditions like high winds or lightning, payments will be refunded. The captain will make all decisions regarding the safety of scheduled cruises.

– If the captain cancels due to mechanical or safety issues, payments will be refunded, or applied to another future cruise according to your preference.

– If a cruise is prematurely cancelled due to weather after departure from the dock, full payment for the day is still required.


Grab your hat, sunglasses, camera and love of adventure. We will do the rest!

Please bring a valid, government issued photo ID. Some activities and enjoying alcoholic beverages require that we verify your age


Boarding starts 1/2 hour before cruise departure time. Sunset times are ever changing – please check your booking confirmation for exact departure times or text 443-223-1290 to confirm. Please bring a valid, government-issued photo ID. Some activities and enjoying alcoholic beverages require that we verify your age. All prices do not include processing fees, they will be shown at the final checkout window.

Cruise the Chesapeake's Weddings Proposal includes

Cruise Past Local Landmarks as you Enjoy a Famous Chesapeake Bay Sunset

Offer flexible cruise options along the Magothy River, allowing passengers to tailor their experience by selecting from a variety of scenic landmarks and historical sites to visit during their cruise.

Sit back and relax as we handle all the party planning and details for your cruise along the Chesapeake, ensuring that you can fully enjoy the experience without any stress or hassle.