Sailing

Spend the day sailing Key West waters aboard a private catamaran

Private sailing with coastal views along Boston's North Shore

Cruise Oahu’s south shore with complimentary drinks and Diamond Head views

A lively sunset catamaran sail with complimentary drinks

Sunset sailing, sightseeing, and complimentary drinks aboard Manu Kai

Sail Waikiki’s coastline with music, ocean views, and complimentary drinks

Sail Waikiki’s coast with ocean views and complimentary drinks

Private morning sail for memorials, ash scatterings, and meaningful ceremonies

Sail Chicago’s lakefront on a private charter with time to swim and relax

Sail Lake Michigan with Chicago skyline views

Sail Lake Michigan at sunset for Chicago skyline views from the water

Build practical sailing skills aboard a 26-foot Chris-Craft on Lake Michigan

Share the sails on a social outing along the Grand Marais shoreline

Sail Chicago's lakefront from Museum Row to Navy Pier at sunset

Learn to read the wind and sail with stable boards and lightweight sails

Make sunset your own with a private schooner sail

Sail Kennebunkport at midday with a local captain, public or private

Sail into sunset views with possible dolphin sightings

Sail Lake Champlain at sunset aboard a classic wooden sloop

Sail Grand Traverse Bay at sunset and help raise Manitou’s sails

Sail Martha's Vineyard aboard a historic 1926 schooner

Watch Fleet Week air shows and ships from San Francisco Bay

Sail Cape Cod Bay on the historic Schooner Hindu

Sail aboard a historic schooner with cushioned seating and crew-led local stories