Sailing

Private Ladybird sail with crew, music, and room for your own drinks and snacks

Private sailing with room to swim, picnic, and explore Newport’s coast

Join a weeknight race as crew or watch from a powerboat

Sail through fall colors and search for an island lobster-feast setting

Sail through fall color toward an island lobster feast

Sail at sunset, then anchor to watch Shelter Cove fireworks

Sail into sunset on a 2-hour Big Island catamaran cruise with drinks and snacks

Take a 2-day keelboat sailing course with a small group

Build coastal passage-planning skills and work toward ASA 105 certification

Learn to design, build, and repair sails in a hands-on two-day class

Sail beyond Narragansett Bay as an active crewmember

Practice sailing skills with an instructor on Narragansett Bay

Private sunset sail for up to 4 on Narragansett Bay

Build practical confidence diagnosing and maintaining your boat’s essential systems

Savor coffee, mimosas and pastries while sailing the coast aboard Bella

Relax on Bella with cocktails and a sunset sail for up to 6 guests

Customize a private 44' catamaran sail to islands and local stops

Sail Chicago’s lakefront on a private yacht with a captain, swimming and music on board

Private Lake Michigan sailing with swimming, snacks, and a certified captain

Sail Chicago’s lakefront at sunset aboard a private 37-foot yacht

Enjoy a private sail with a licensed captain and choose a relaxed or more thrilling ride

A private sail for proposals, photos, and a champagne toast

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

Sail the Anguilla coast at sunset with champagne cocktails and hors d’oeuvres