Best results for Sailing

Private 2-hour sunset sail past St. Augustine bayfront landmarks

Sail a private 3-hour sunset cruise on a 40-foot catamaran

Private catamaran sailing with tubing and hands-on helm time

Sail Key West's clear waters, kayak mangrove islands, snorkel vibrant reefs, and refuel with a buffet lunch—all in one day.

Cruise Boston Harbor on a 1.5- or 2-hour schooner day sail

Sail past Alcatraz and under the Golden Gate on a 1.5-hour catamaran cruise

Cruise the Bay at sunset with 1 beer or wine included

Watch Hilton Head's vibrant sunset while relaxing or helping crew aboard the historic Stars & Stripes

Glide across Grapevine Lake on a guided 1-hour Hobie Cat sail with captain included.

See San Diego’s historic waterfront on a private daytime sail

Learn to sail in a private 3-hour lesson with a US Coast Guard certified captain

Catamaran cruise with water toys, music, and a swim stop

Cruise Oyster Bay Harbor as the sun sets

Sail longer and see more of Saco Bay on a half-day trip

Sail into the evening with a small-group sunset cruise

Private 2-hour catamaran sail with champagne for up to 6

Sail from Wilmington Island on a private 2-hour charter for up to 6 guests

Sail Puget Sound on a classic schooner with Seattle skyline views

Relax on a 2.5-hour day sail with local food and open bar

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

Relax on a shaded sunset sail with an onboard bar

Catamaran Sail Past Cocoa Village with Hands-On Sailing

Private catamaran sailing with Indian River Lagoon wildlife views

Sail into sunset views with possible dolphin sightings