Sailing

Settle into a classic schooner for an intimate Key West sunset

Build your sailing skills with monthly peer support

Private sailing with room to relax or take the helm

A relaxed evening sail with sunset views on the Rappahannock River

Take your Fantasy Fest day to the water with a sandbar stop and floating gear

Book a private sunset sail with room to relax, dance, and spot dolphins

Learn hands-on sailing skills aboard a private Chesapeake Bay charter

Bring your group together for a private sail with room to join in or unwind

Sunset views, premium drinks, and hors d'oeuvres aboard a private yacht

Ease into the evening with sunset sailing and an open bar

Pair an island escape with the comforts of a luxury catamaran

Wind down under sail with hors d'oeuvres and an open bar

Unwind under sail with harbor views, hors d’oeuvres, and an open bar

Pair national park snorkeling with a sailing escape to the British Virgin Islands

Combine national park snorkeling with a British Virgin Islands beach escape

Pair national park snorkeling with an island escape to the British Virgin Islands

Pair a luxury catamaran sail with time to explore St. John at your own pace

Explore the Virgin Islands by luxury catamaran

Pair an evening on the water with your choice of dining in St. John

Cruise Kalapaki at sunset with music, narration, and a full-service bar

Golden-hour harbor views, lively music, and drinks aboard a catamaran

Pair light brunch bites with Charleston Harbor views on a relaxed Sunday sail

Midweek happy hour sailing with Charleston Harbor sunset views

Sail into a Maui sunset with drinks and hors d'oeuvres included