Sailing

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

Watch Waikiki's Friday fireworks from a 55-foot catamaran

Sail a 1926 schooner along the Orange County coast at sunset

Sail to a secluded island with Fajardo coastline views

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

Cruise Grand Lagoon, then sail toward the Gulf of Mexico for sunset views

An evening catamaran sail with fireworks and an open bar

Sail off Waikiki with ocean views, splashy fun, and drinks available onboard

Open-bar Mai Tais and coastal views as the sun sets

Afternoon catamaran sail with included drinks and Waikiki views

Sail Boston Harbor and enjoy freshly shucked oysters onboard

Sail Grand Traverse Bay at 2:30pm for lively winds and peninsula views

Sail West Grand Traverse Bay on a 2-hour happy hour cruise

Raise sails, take the helm, and relax in the nets on a family catamaran sail

Spend two days exploring charming North Shore towns with a private sunset sail and landmark stops

Sail for 2 hours and watch fireworks from the water

Take the helm or relax as you sail Lynn Canal’s fjord scenery

Take the helm or relax on a private evening sail in Skagway

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

Sail a 1930 schooner into the Key West sunset

Sail Key West aboard a 1939 wooden schooner with captain and crew

Sail Key West aboard a 1939 wooden schooner built for General George S. Patton

Take the helm or relax beneath the sails on a private classic schooner

Take the helm or unwind aboard a record-setting schooner