Sailing

Sail NYC Harbor for skyline and Statue of Liberty views

Cruise NYC Harbor at sunset on the historic yacht Ventura

Make your vows your own aboard a private Chesapeake Bay catamaran

Sunset sailing with cocktails, appetizers, and shoreline wildlife viewing

Build sailing confidence with a beginner-friendly 2-hour coaching sail

Circle Oahu’s landmarks, then sail Waikiki at sunset

Wind down with a sunset sail, city views, and drinks included

Sip cocktails and savor appetizers as you sail Maui’s west coast at sunset

Private golden-hour sailing aboard a classic 36-foot sailboat

Sail to Shell Island Beach for snorkeling, swimming, and dolphin sightseeing

Charter the 54-foot Schooner Valora for a private sail in Key West

Charter a private historic schooner sail with drinks and snacks included

Sail NYC at sunset on the 80-foot Schooner Adirondack with one complimentary drink

Exchange vows aboard a historic sailboat with a ceremony shaped around you

Build coastal navigation skills with a self-paced ASA 105 online course

Private river sailing with a waterfront tasting-room lunch stop

Join a women’s sailing race team and practice on Zephyr

Sail a historic schooner, snorkel and kayak, then cruise into the Key West sunset

Sail at sunset and look for dolphins aboard Daydreams

Sip Maui coffee on a Kaʻanapali sunrise catamaran sail

Sail, navigate, and anchor beside Cedar Island's sandy beach

Sail and snorkel on a private Daydreams charter for up to 12 guests

Sail a Key West schooner at sunset with drinks, appetizers, and cocktails included

Private 2-hour sunset sail for up to 30, with wine, beer, and hors d'oeuvres included