Best results for Sailing

Learn by doing on a weekend coastal sail to Block Island or Cuttyhunk with an experienced instructor

Hands-on sailing with an instructor on Narragansett Bay

Sail calm waters to spot dolphins and enjoy a Gulf sunset with dancing and games

Build a custom itinerary with a USCG licensed captain for up to six guests

Build advanced sailing skills in a 5-day Flying Scot course for ages 8–15

Get hands-on sailing practice in New York Harbor on a Catalina 34

Sail at sunset with live folk music on the Margaret Todd

Sail into Destin Harbor for a private sunset and fireworks view

Learn basic coastal cruising skills in a 2-day sailing class

Review and refresh your ASA 111 sailing skills in a 3-hour class

Sail into sunset views of Mackinac Island and the Mighty Mackinac Bridge

Private captained sail on Calibogue Sound with room for your snacks and drinks

Sail Cape Cod Bay at sunset on a bring your own food and drinks cruise

Charter a private sail in Provincetown for up to 34 guests

Sail Waikiki on a luxury yacht equipped with water sports gear for a relaxing day afloat

Sail Saco Bay and explore historic Wood Island Lighthouse with a private guide.

Learn essential sailing skills in a personalized 1.5-hour session for kids aged 5–12

Private sail on West Grand Traverse Bay with a licensed captain and mate

Enjoy a BYOB evening sail with up to five friends on Ocean City’s scenic bays.

Choose a morning or afternoon private sail for up to 5

Sail a luxury yacht at sunset and see St. Augustine's historic bayfront

Enjoy a private golden-hour voyage on a 69-foot luxury yacht with attentive crew and ocean views.

Experience a private 3-hour sail on a classic sloop in calm San Juan waters with optional hands-on instruction

Sail Grand Traverse Bay on a private yacht with captain and crew, 10 am–4 pm for up to 6