Our 22ft Catalina can fit 5 additional passengers comfortably at one time!

Absolutely! We may adjust your start time to add an additional hour before sunset, each additional hour is $100.00.

Occasionally (during hurricane season) we need to reschedule due to wild weather. If that happens, we offer the next available sail date to accommodate a safe and relaxing experience.

!!YES!! Our captain is a licensed officiant for the state of Tennessee and will help create the elopement of your dreams.

We love a proposal and will help you plan it discretely. Plus, we'll be there to cheer you on when they say "Yes!". Let us know how to support you--we're here for it.

You can absolutely bring your own food onboard the Whippoorwill. We ask that you leave no trace once exiting and take all waste with you.

We permit responsible alcohol consumption on board. Safety of our crew and travelers is our top priority. Red wine is prohibited.

There is a restroom at the Hamilton Creek Sailboat Marina Boathouse but there is no restroom once onboard.

The Whippoorwill is stocked with more than one life vest per person, multiple emergency kits and emergency communication devices making it easy to sit back and relax during your sail.