About Emerald Isle Sailing Charters
Emerald Isle Sailing Charters operates out of Deer Harbor Marina on Orcas Island, offering sailing adventures through the San Juan Islands aboard a classic cruising sailboat. Captain-guided trips range from half-day sails to multi-day all-inclusive voyages that explore the remote anchorages, hidden coves, and wildlife-rich passages of the archipelago.
Their trip menu includes six-hour day sails, overnight charters, and signature multi-day packages of three to five days that combine sailing with kayaking, hiking, and wildlife spotting. All multi-day trips include meals, beverages, and comfortable onboard accommodation. They also offer custom private charters for families, couples, and small groups wanting a bespoke itinerary. A popular add-on is the Sail and Paddle combo tour that pairs sailing with guided sea kayaking.
What makes Emerald Isle special is the intimacy of a small sailboat experience in one of the most beautiful cruising grounds in the Pacific Northwest. The Deer Harbor departure point on Orcas Island puts guests immediately into quiet, scenic waters away from the busier Friday Harbor boat traffic. Their captain brings years of local sailing knowledge and a passion for sharing the islands' natural beauty at a relaxed, wind-powered pace.











