11 Sailboats to Rent in Anacortes

Where to sail in Anacortes

The San Juan Islands

Anacortes’ prime location for sailing to the San Juan Islands makes it a popular location for chartering. Here, the fascinating and majestic wildlife (including orca whales) are on full display, and what better view than from your own sailboat? Dock on San Juan Island for a relaxing trip to the spa or reach new heights with the exhilarating Island Zip Tour. Peaceful hikes throughout the islands showcase the greenery and vegetation which thrives in this climate, and with some stunning artwork displayed throughout the countryside, there is always something beautiful to discover. Succulent seafood, gourmet grilling, and good old-fashioned ice-cream are sure to keep the hunger at bay too.

Deception Pass

Once you have journeyed to Deception Pass from Anacortes, it will become evident why this is the most widely visited state park in Washington State. Visually remarkable and unforgettable, the large bridge stands around 180 feet above the ocean and is open to crossings if you are feeling brave enough. If you prefer to stay closer to sea-level, you will delight in taking your sailboat to see the extraordinary sunsets over the Pacific. Once you have docked, why not traverse part of the Pacific Northwest National Scenic Trail, where luscious wildlife and sweeping views are sure to take your breath away. Deception Pass should be on everyone’s to do list when you charter in Anacortes.

Fidalgo Bay and Cap Sante

Cap Sante boasts incredible views of Anacortes, with the natural docking point being ideal to moor your sailboat. Here, the hillsides and mountaintop wait to be explored, with enviable photo opportunities at the summit. Even better is to visit at dusk, watching the sun set and admiring the dusk views across the Pacific. If you are lucky, on a fine day, San Juan Island itself is visible across the water. Take advantage of the dramatic landscape shaped by the waves and go exploring to discover some of the coastline’s exquisite features.

Mount Erie

The range of viewpoints in Anacortes make it one of the most stunning locations to charter a sailboat in the United States. In Mount Erie’s case, a substantial climb of over 1,200 feet may seem daunting, but the challenge is worth it thanks to the simply remarkable viewing opportunities at the top. Here, witness the impact of centuries of glacial erosion, where winding waterways and formidable forest parks dominate the landscape. A day spent hiking here will warrant a glass of wine at sunset once you return to your sailboat!

A Town of Rich History

Once home to the Samish and Swinomish native peoples, Anacortes has seen an influx of cultures and traditions which have shaped the town into what it is today. In 1873, the Swinomish Reservation was established to reflect the origins of this historic town. It was eventually under Spanish control, with a sharp rise in the fishing and lumber industries. Today, the town’s main source of income includes tourism, and specifically sailing and hiking tourism thanks to the remarkable landscape and proximity to the San Juan Islands. To find out more about the stunning town, visit the Anacortes Museum and Maritime Heritage Centre where the town’s origins and development is ready to be uncovered.

How do I get to Anacortes?

Anacortes is accessible with connections through Seattle or Vancouver as it is conveniently located equidistant from both major cities. Anacortes itself is services by Bellingham Airport, an hour’s commute from the town. A train connects Seattle and March’s Point with one stop halfway, followed by a ten-minute drive to Anacortes to where your sailboat is docked. There is also a train from Vancouver to Bellingham Amtrak Station which is a 45-minute drive from the town.