Nautical Nonsense

$500

You simply need to get out on the boat, and we can make that happen.

  • BYO photographer

  • 2 hour sunset sail*

The Love Boat

$1000

Proposal? Date night? We have your special night completely covered.

Everything but the Sink

$1700

What if we want a full day away? Sure, we have something for that too.

*additional hours at $100 per hour

Why’s the Rum Gone?

$1200

An elopement? Look no further for a thoughtful approach to one of the most unforgettable days of your life.

  • champagne

  • licensed officiant

  • photographer

  • 3 hour sunset sail*

SCHEDULE YOUR Sail here

Choose a package and book a session here. Start by choosing a package above, entering your information below, and make sure to add contact information for your photographer! Once you hit “confirm” we’ll send your contract, confirm your sail time and drift off on an unforgettable lake session.

Whippoorwill Sailing Company values all humans as unique individuals, and welcomes the variety of experiences we all bring to our shared lives. As such, we have a firm non-discrimination policy. We believe everyone should be treated equally regardless of race, sex, gender identification, sexual orientation, national origin, native language, religion, age, disability, marital status, citizenship, genetic information, pregnancy, or any other characteristic protected by law. It’s our God-given honor and privilege to love all and serve all.