Fall in Love with Fall – 7 Autumn Fav’s on San Juan Island

Fall on San Juan Island offers it all: Summer adventures, Autumn abundance, rich culture, deserted beaches and a third of the rainfall Seattle experiences this time of the year. Here are our 7 most favorite Fall activities:

1) In Search of Humpbacks

Treat yourself to one of the last whale watching tours of the year with our friends at San Juan Safaris, just a few blocks from our Earthbox Inn & Spa. They offer classic and adventure wildlife tours on weekends through October. You might get a glimpse of the new Orca babies, see seals and sea lions, Bald Eagles and almost certainly Humpback Whales. In Fall they prepare for their Winter migration to Mexico and Hawaii, where they mate and breed. Then they come back in Spring with their babies - a whopping 6,000-mile migration - during which they don’t eat! When they do finally eat, they need 1½ tons of food per day.

Humpback near San Juan Island - Photo by San Juan Safaris

2) Authentic Oktoberfest

Renowned San Juan Brewing in Friday Harbor puts on an incredibly authentic and fun Oktoberfest on September 27, 2025, complete with Oktoberfest Bier, sausages, dirndls and German drinking games, like who can hold a full stein with stretched out arms the longest. For those of you, who nerd out on micro-brewing facts, here is one: Head brewer Jesse painstakingly adjusts the natural CO2 levels of all his lagers and doesn’t add any additional carbonation. To ship CO2 to the island is very expensive, so he found a way for his lagers to only contain naturally produced CO2. They are delicious.

3) Fall Foliage Hike

Head out to English Camp National Historical Park and hike amidst the turning Big Leaf Maples, Madronas and Garry Oaks up Mt Young for breathtaking views, raptor watching and a picnic in the soft moss. Did you know Garry Oaks are 30 years old when they first produce acorns?

4) Lunch at the Oyster Farm

Treat yourself to delectable oyster lunches, local libations and fare from surrounding farms on this picturesque seafood farm. Sit around the fire pit by the water and watch Blue Herons fish. Do not miss and make reservations.

Westcott Bay Shellfish San Juan Island - Oyster Farm -Net Shed - Outdoor dining

5) Friday Harbor Film Festival

Discover the renowned Friday Harbor Film Festival, complete with opening gala, film maker forum and audience choice awards. The film fest, held October 23-26, 2025, features documentaries with an emphasis on regional and environmental films. It is so much fun to meander from venue to venue in walkable Friday Harbor, stop for cocktails and desserts in between movies and mingle with the stars.

6) Wine Tasting

With five wine bars within walking distance to our Earthbox Inn & Spa and three vineyards on the isle, we’ve got you wine lovers covered. Stop by beautiful San Juan Vineyard and their comfy tasting room on your way to Roche Harbor or book a private tour with Madrone Cellars in gorgeous San Juan Valley. Have an aperitive at Friday Harbor's Sky Bar overlooking the waterfont and leave room to bring your favorites home.

7) Farmer’s Market

The San Juan Farmer’s Market, held every Saturday through October in the heart of Friday Harbor, is such a delight this time of the year. Explore live music, chair massages, the yummiest grab and go foods like fresh pastries, paella, pizza, local arts and crafts and all the delicious island grown food and flowers Fall has to offer.