Sailing

Bring your own drinks on a 2.5-hour Charleston sunset sail for up to 6 guests

Customize a private sail with offshore cruising or an anchored swim

Harbor views and wind-powered sailing on the Miles River

Sail San Francisco Bay with flexible routes and landmark views

Sail St. Augustine waters and learn about dolphins with your guide

Book a 3-hour private group sail for 7–12 people

A private harbor sail with landmark views as daylight fades

Sail Portland Harbor with your own snacks and drinks

Sail past New York Harbor landmarks on a private daytime outing

Sail Salem’s North Shore aboard a storied 1939 wooden schooner

Sail past Waikiki and Honolulu as Hawaii's sunset colors the horizon

Sail Charleston Harbor's landmark-lined waterfront aboard a private charter

Stretch out on a spacious sailing raceboat, with room to relax and explore

End the day sailing beneath the changing coastal sky

Savor rotating craft beer tastings aboard the historic Lady Patty

Build sailing confidence with hands-on instruction on the water

Celebrate your bachelorette party aboard a private St. Augustine sailing catamaran

Unwind on a Caribbean sunset sail with drinks and a charcuterie board

Make room for your own celebration on a fully private sail

Sail Portland Harbor at golden hour with room for your favorite snacks and drinks

See Manhattan's illuminated skyline from a private evening sail

Sail offshore Maui as the sun sets on a private yacht

Set your own course for a private sail along Oahu's south shore

Sail Charleston Harbor at sunset with your own drinks and snacks