30 Wonderful Things to Do in September on San Juan Island
September may just be San Juan Island's best-kept secret. Thanks to the Olympic Rain Shadow, warm, sunny days often linger well into fall, while the summer crowds begin to fade. It's the perfect time for whale watching, kayaking, farm tours, wine tasting, and long evenings exploring Friday Harbor. Here are 30 of our favorite ways to experience San Juan Island in September.
1. Fall Foliage Hikes
Treat yourself to stunning island hikes as the foliage turns. Find our Favorite Hikes on San Juan Island here.
2. First Friday Art Walk
Meander through charming Friday Harbor and check out the nine galleries in walking distance of Bird Rock Hotel
3. Wine Tasting for Two at Madrone Cellars
Add a wine tasting for two to your room reservation and enjoy the most delicious island-made wine, charcuterie platters and live music on Madrone Cellars' sunny outdoor patio in downtown Friday Harbor.
4. Whale Watching Tour
Spot different families of orcas, porpoises, Steller sea lions, bald eagles, and other seabirds on a guided whale and wildlife tour. With a little luck, you may even encounter majestic humpback whales before they migrate to Hawaii for the winter.
5. Complimentary Beach Cruiser Bikes
Take one of our complimentary beach cruisers for a spin around Friday Harbor. They're sturdy, one-speed bikes, perfect for exploring downtown, riding to the marina, or heading to nearby Jackson Beach. It's one of our favorite ways to experience island life at a slower pace.
6. Sumptuous Oyster Lunch
Head out to the gorgeous Westcott Bay Seafood Farm and treat yourself to freshly shucked oysters, oysters Rockefeller, oyster po' boys, plus other island-made fare and libations while overlooking the farm and water.
7. Bird Walk at the San Juan Sculpture Park
Get inspired at this 20-acre gem packed with sculptures, interactive art and poems along beautiful Westcott Bay. Join local birder Tyler Davis on the first Wednesday of each month at 8:00am for a free bird walk.
8. Try 72 Flavors of Ice Cream
Treat yourself to a cone (or two) from the San Juan Ice Cream Co on the waterfront on your after dinner walk.
9. Guided Kayak Tour
Explore the serene Salish Sea on one of the last kayaking tours of the season with our friends at San Juan Outfitters in Roche Harbor. Learn about kelp forests and watch for orcas under the watchful eyes of curious harbor seals.
10. Saturday Farmers Market
Every Saturday through September, Friday Harbor's Farmers Market comes alive with island produce, fresh flowers, artisan foods, handcrafted goods, live music, and delicious local treats.
11. Wildlife Photography
San Juan Island is one of the best places in the Pacific Northwest to photograph wildlife. Whether you're capturing orcas from shore, bald eagles soaring overhead, harbor seals hauled out on the rocks, or foxes and deer along quiet roads, remember to give wildlife plenty of space and enjoy these incredible animals respectfully and responsibly.
12. Relax at the Spa at Earthbox
Treat yourself to a massage, facial, or body treatment at The Spa at Earthbox. Bird Rock Hotel guests are also welcome to enjoy Earthbox's indoor heated pool, hot tub, and sauna before or after their spa appointment, making it the perfect way to unwind after a day of island adventures.
13. Sunset Picnic at the Whale Watching Park
In September the sun sets exactly around dinner time at the renowned Lime Kiln State Park. Get your favorite take-out and head to a waterfront picnic table at one of the best places in the world to watch for whales from shore.
14. Romantic Dinner at the Isle’s Original Farm-to-Table Restaurant
Treat yourself to dinner at Duck Soup out in the woods. Indulge in seasonal island-grown fare, handcrafted cocktails and out-of-this-world desserts by the fireplace.
15. Farm Tour Weekend September 25-27, 2026
Celebrate farms, food & community on this self-guided farm tour weekend with tons of kids activities, cider pressing, workshops and of course, delicious food.
16. Volleyball at Jackson Beach
Jackson Beach is a wonderful place for a picnic, volleyball game, or sunset stroll. Just minutes from downtown, it's a favorite gathering place for locals and visitors alike.
17. Day at the Museums
Visit the stunning Friday Harbor Whale Museum. Meander through the outdoor San Juan Historical Museum, and don’t miss the newest powerful PNW exhibition at the Museum of Art, all within walking distance of Bird Rock Hotel.
18. Self-guided Island Tour on a Scoot Coupe from Susie’s Mopeds
Experience the isle from one of the colorful scoot coupes at your own pace. Take plenty of dessert breaks and stop to smell the fresh flowers on the roadside stands.
19. Round of Golf
San Juan Golf & Tennis Club, home of the Celebrity Golf Classic, situated on stunning Griffin Bay with views of magnificent Mt. Baker, features a beautifully manicured 9-hole golf course with alternating tee boxes that convert into a long and challenging 18-hole experience. They rent clubs and carts.
20. Explore two National Historical Parks
Vast American Camp and wooded English Camp pay tribute to the last war fought on American soil. Check out the interpretive center, old barracks and gardens and the wildlife on one of the many, awe-inspiring hikes along the coast.
21. Distillery Tasting
San Juan Distillery and Westcott Bay Ciders offer free tastings every Saturday of their award-winning, herb-infused spirits and tasty, dry ciders.
22. Horseback Riding
Go on a scenic forest trail or a fun pony ride or take a riding lesson with our friends at Horseshu Ranch.
23. Go See a Play
Have an elegant evening at the San Juan Community Theatre just a few blocks from our hotel. See the newest play, enjoy wine and chocolate during intermission, and take in the newest art exhibition in the fancy foyer.
24. Narrowest Coffee Shop in Washington State
Crow’s Nest Coffee Shoppe is not only the narrowest, but also the best coffee shop in town. Grab a quick bite and an expertly made coffee drink on your way to the beach.
25. Live Music at the Vineyard
Head out to picturesque San Juan Vineyard, a destination winery with an historic schoolhouse and gift shop. Enjoy free, live music and superb wine on Saturday evenings at their tasting room patio.
26. Private Wine Tasting at Madrone Cellars
Treat yourself to a private tasting at Madrone Cellars or stop by the downtown tasting room for locally crafted wines, seasonal bites, and a relaxing afternoon in Friday Harbor.
27. Shopping Spree Friday Harbor
Our small coastal town is filled with locally owned boutiques, bookstores, galleries, bistros, and restaurants. Stop by Little Salt Shop for island-made, solar-powered sea salt, honey, salted caramels, and other uniquely San Juan souvenirs.
28. Roche Harbor Mausoleum
Park at the Roche Harbor airport and follow the signs to the mausoleum deep into the woods. The McMillen’s, who owned Roche Harbor and its limekilns, built this impressive mausoleum as a family resting place. Surrounded by gigantic Greek pillars, the mausoleum is laden with freemason symbolism.
29. Lime Kiln Lighthouse
No visit to San Juan Island is complete without a stop at Lime Kiln Point State Park. Famous for its historic lighthouse and spectacular coastal views, it's also one of the best places in the world to watch for whales from shore. Pack a picnic, bring your camera, and stay for an unforgettable island sunset.
30. Sunset at South Beach
End your September adventure at South Beach, where wide open skies, driftwood-covered shores, and crashing waves create one of the island's most breathtaking sunset spots. Bring a blanket, listen to the surf, and watch the sun sink below the Olympic Mountains. It's the perfect way to slow down and savor the beauty of San Juan Island.