Explore our Sailing Experiences

Morning & Evening Sails on Penn Cove

Whether you’re curious about sailing, excited to spot local wildlife, or simply looking to relax on the water, our 2-hour sails are a perfect way to experience the magic of Penn Cove this summer. Reserve your adventure today — space is limited.

Half Day Sail on Penn Cove

Set sail from Captain Whidbey for a 3.5-hour tour through Penn Cove — by water and land — with time to sail, learn about local wildlife and history, and explore the charm of the historic Coupeville waterfront. Summer is on the way — schedule your tour today!

Full Day sail on Penn Cove

Experience the freedom of day sailing as we explore the best of Penn Cove — all from the comfort of our sailboat.

Day Sail to the San Juan Islands

Set sail for a day in the San Juan Islands—a unique journey through a stunning archipelago, with multiple island stops and open-water sailing on a warm summer day.

Multi Day Sail to the San Juan Islands

Explore the Salish Sea on a multi-day sailing experience through the San Juan Islands—featuring overnight island camping or the option to stay at the iconic Rosario Resort.