Best results for Sailing

Charter a private 2-hour sail for up to 6 guests on West Grand Traverse Bay

Join a kid-friendly pirate sail with cannon fire on the Yorktown Schooner

Sail the Indian River Lagoon on a 2-hour, small-group catamaran cruise

Sail into the Key West sunset with drinks and hors d'oeuvres included

Enjoy a swim-optional sunset sail along the Waikiki coastline with inside and outside seating

Tour Oahu’s top stops, then sail Waikiki at sunset on a Polynesian canoe

See wild dolphins, snorkel with turtles, and enjoy lunch on a 3-hour West Oahu sail

Sail to Cape Lookout for beach time, catered lunch, and lighthouse views on a stable catamaran

Share a brunch sail with mimosas on a 35 ft monohull in St. Augustine

Sail St. Augustine’s waterways with wine tasting or mimosas

Sail a Hobie Wave on Wai Kai Lagoon with a self-guided or captain option

Afternoon schooner sail with stronger breezes and local narration

Sail around Bodega Bay on a flexible 3-hour trip

Sail the San Juan Islands on a private wooden sloop

Sail Santa Rosa Island on a private charter with a licensed captain

Watch Waikiki's fireworks from a 55ft catamaran with inside seating and ocean views

Sail past the Statue of Liberty and skyline aboard NYC's only passenger tall ship

Sail past the NYC skyline with live jazz and two glasses of wine on a summer evening

Sail with an instructor for an easy, first-time-friendly session on calm Soundside waters

Choose where to explore on a private, captain-led sail for up to 6 guests

Enjoy a private sail with a licensed captain and choose a relaxed or more thrilling ride

2-hour private advanced windsurf lesson at Kanaha Beach Park

Sail the Indian River Lagoon on a private catamaran and watch for dolphins

Sail to a Key West sandbar with snorkeling, snacks, and sunset views