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 3-hour catamaran sail on Roanoke Sound for up to 6

Moonlight sail past Charleston sights on a 50 ft luxury yacht

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

Sail Provincetown Harbor and Cape Cod Bay on a private 4-hour charter

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

Sail Key West on Schooner America 2.0 with complimentary soft drinks

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

Sail into the Ko Olina sunset with a pupu tasting menu

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

Sail Provincetown in the afternoon on a 2-hour cruise

Enjoy a relaxing two-hour cruise as daylight fades over the water

Sail San Diego on a private 3-hour daytime charter

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

Watch fiery skies and enjoy a complimentary champagne toast on a relaxed evening sail.

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

Cruise Puget Sound on a classic schooner from Pier 66

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