Yacht Charters Itineraries

Embark on a mesmerizing 2-night, 3-day voyage with Bear Paw Charters, departing from Anacortes to explore the enchanting San Juan Island. Delight in a curated itinerary featuring the captivating Speiden Island, iconic Roche Harbor, and charming Friday Harbor, where culinary adventures and libation tastings await.

Day 1: Anacortes to Roche Harbor Set sail from Anacortes, first cruising by Speiden Island. Witness the unique landscape and its inhabitants, including Mouflon sheep and Sea Lions. Continue to Roche Harbor, where McMillan’s Restaurant awaits as a culinary destination. Indulge in exquisite flavors paired with local wines. Unwind in the tranquil harbor ambiance and explore Roche Harbor’s allure and rich history.

Day 2: Roche Harbor to Friday Harbor Cruise to Friday Harbor, where a tapestry of culinary delights unfolds. Enjoy wine, beer, and gin tours, immersing yourself in the rich local flavors. Explore the vibrant streets of Friday Harbor, capturing the essence of this charming island town. The farmer’s market on Saturdays are a popular local attraction and there are multiple tours and buses to navigate the island thoroughly.  Choose from adventures with Suzie’s Mopeds, winery tours, brewery visits, and cidery experiences. Discover hidden gems and scenic vistas while immersing yourself in unique culinary and libation delights.

Day 3: Island Exploration and Return to Anacortes Embark on a final day of island exploration, hopefully to find a resident pod of orcas whales upon our return to Anacortes. Disembark by noon. 

Not enough time?? No problem!! Every charter is customizable and we can add another night and include an another island if you wish!!