Best results for Sailing

Practice sailing skills with an instructor on Narragansett Bay

Sail Seattle’s harbor and enjoy a brunch buffet on a tall ship

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

Customize a private sail with a USCG-licensed captain for up to 6 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 into sunset views of Mackinac Island and the Mighty Mackinac Bridge

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

Charter a sailboat in Key West for up to 42 guests

Sail Provincetown Harbor and Cape Cod Bay on a private 6-hour charter

Introduce your toddler to sailing with a 1-hour instructor-led lesson

Train to sail a 30-foot keelboat in a 3–4 day course (max 4 students)

Learn coastal cruising skills in a 3-day ASA 103 course, capped at 4 students

Learn the basics of keelboat sailing in a 2-day ASA course on San Diego Bay

Practice sailing skills on Capri 22s with a certified captain (2 hours)

Sail St. Augustine and swap book club notes over tea

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

Charter a private sail for up to 42 people from MacMillan Pier

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

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.

Private 8-hour sailing expedition with hands-on instruction and a sunset return