Best results for Sailing

Private 3-hour sail to view Navy Pier fireworks with a USCG-certified captain included

Sail for 2 hours and watch fireworks from the water

2-hour rosé fireworks sail from Broad Creek Marina

Build sailing confidence with instruction tailored to your experience

Refine your sailing technique and build confidence on the water

Private bachelor sail with drinks, snacks, and daytime or sunset departures

Build practical sailing skills with hands-on Flying Scot instruction

Private sailing with Waikīkī views, onboard drinks, and space for your group

Celebrate on a private catamaran with onboard appetizers and drinks

Private 45-foot yacht sailing with a beach stop, waterfront lunch, and Gulf sunset

Build sailing skills with a private instructor-led session

Sail in Charleston's weekly harbor race with wine and charcuterie

Learn sailing fundamentals aboard Hobie Wave catamarans

Watch Fleet Week air shows and ships from San Francisco Bay

Exchange vows aboard a private sailing yacht with refreshments and crew-captured photos

Build practical sailing skills toward taking Goldenrod out independently

Sail Lake Tahoe at midday with complimentary local drinks

Cycle past Gold Rush landmarks, then sail Skagway's Taiya Inlet

Sail, snorkel, and explore Crab Island aboard a private catamaran

Classic schooner sailing with open-deck Gulf views

Sail into sunset with sparkling wine on a private catamaran

Sail a historic schooner while enjoying a dozen freshly shucked local oysters

Learn sailing skills and marine science aboard a historic 1928 oyster schooner

Learn the basics of sailing or relax on a private charter