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Proposals & Engagements

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Pop the Question With Downtown
San Diego As Your Backdrop.

Make your proposal unforgettable with a private sail on the Pacific. Set the mood with a romantic sunset and the beautiful San Diego skyline twinkling behind you. Invite your friends and family to witness, or sail with just the two of you, then toast the magical moment with a glass of champagne!

Select your date

Celebrate

Your New Lives Together.

Celebrate your engagement with an incredible afternoon or evening on the water! Our recommended caterers can provide delicious light bites, and we ll have drinks and snacks included. Sailing the San Diego Bay with your nearest and dearest is the perfect way to announce your forever love to the world.

Select your date
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Everything You Need to Make forever Memories.

Up to 12 Guests

Your captain is included on charters for up to 6 guests. For bareboat charters up to 12 guests, choose your captain from our roster (not included in base price).

Everything is included.

Complimentary drinks and snacks are included with every charter, but add-ons like champagne, catering, and professional photography are available.

Sail Any Time of Day

Our private charters let you choose from set departures and time on the water, or give you the ability to customize your sail.

Select your date

A Toast to Both of You

For an extra $149, celebrate your special occasion with chilled champagne,
a cooler bag, disposable camera, and a blanket featuring the coordinates
of San Diego Bay. Simply choose Romance on the Bay’ at checkout.

Capture the Moment

Make the moment last forever with professional photos from one of our preferred photographers. Note that photographers count toward your guest limit. Feel free to contact them directly once you’ve made your booking.

Gracie Shafqat
Jenni Summer
Christina Wilson

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a group of people sitting at a table with a plate of food

Make Your Special Sail Delicious

Level up with gourmet bites from one of our incredible catering partners. Choose from a selection of incredible charcuterie boards & custom desserts.

Picnic Grazing Co.
Sifted & Sugared

Custom Sails and Sailing Yachts

Go Big!

You call the shots with our custom sailing packages. Our private sailing experiences for up to 12 guests allow you the flexibility to choose your departure time, how long you want to be on the water, and whether you want to anchor & play. You can level up your experience by choosing to sail on our Bavaria 46ft Sailing Yacht.

See custom sail options

Frequently Asked Questions

Engagement Styles

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