Relaxing Winter Escape to San Juan Island
Washington’s gourmet archipelago is undoubtedly known for its sun-filled summer days and fruit-laden farmers markets. But don’t assume this sweet little paradise closes up shop during the winter. While some businesses and residents like to hibernate until spring, there are still plenty of relaxing things to do on San Juan Island during the holidays.
In fact, visiting the San Juan’s during the winter might even be your favorite! The slower pace and lack of crowds give you more freedom to linger and enjoy your getaway. Not to mention, getting to San Juan Island from Seattle is as easy as catching a 45-minute scenic flight from Boeing Field!
Friday on San Juan Island
5:00 PM Dinner at Friday Harbor House Restaurant
Perched on a bluff beside Overlook Park in the heart of downtown Friday Harbor, the Friday Harbor House Restaurant has one of the best views in town. On a clear evening, you’ll be treated to the glow of fading sunshine as it glistens off the water and lush shoreline of Brown Island across the way. Dinner here is exquisite, with a focus on fresh, seasonal ingredients. Favorites include the Smoked Salmon Board with a blackberry glaze and a trip cream brie, house-made crab pasta in a poblano cream sauce, and the duck fat country potatoes.
Saturday on San Juan Island
9:00 AM Breakfast at Tenth House
The breakfast menu isn’t big at Tenth House. It typically features less than 10 options. Still, you’ll likely have a hard time deciding. Sweet breakfastgoers will vacillate between custard french toast against lemon ricotta pancakes. Savory indulgences range from eggs poached in a spicy tomato sauce with garlic confit (aka Eggs in Purgatory) to steak with two eggs your way and a house-made salsa verde.
10:30 AM Massage and a Soak at Earthbox Inn & Spa
Let your breakfast settle during a soothing self-care session. Head to the Earthbox Inn & Spa for a relaxing full-body massage or facial. Make the most of your visit by purchasing a pool pass, which gives you access to the indoor swimming pool, hot tub, and sauna for the day of service.
1:00 PM Lunch at San Juan Brewing
Located in the heart of Friday Harbor, the San Juan Brewing offers a warm, inviting atmosphere perfect for savoring fresh dishes like wood-fired pizzas, gourmet sandwiches, and share worthy appetizers. Each bite pairs wonderfully with their lineup of small-batch brews, from award-winning lagers to intriguing seasonal pours — all brewed on-site. Whether you’re a beer enthusiast or just looking for a satisfying meal, San Juan Island Brewing delivers an authentic island experience with a taste of the local community.
2:30 PM Explore Downtown Friday Harbor
Friday Harbor is a treasure trove of local artistry and one-of-a-kind shopping. Need a caffeine pick-me-up? Check out Salty Fox Coffee, where the baristas are as passionate about their craft as they are skilled. Love the thrill of uncovering vintage finds? Funk and Junk Antiques is your spot. Prefer trendy keepsakes? Pebble offers a thoughtfully curated selection of gifts, clothing, and home goods for all ages. For hand-made jewelry, you won’t want to miss FERN for their bold, minimalist earrings inspired by nature.
A treasure trove of carefully curated products produced on San Juan, Orcas, and Lopez can be found at Salty At Heart. If unique regional flavors are your souvenir style, you’re in for a treat. Head to San Juan Island Sea Salt where you’ll discover a large selection of solar-made salts. And don’t skip their chocolate chip cookies—they might just steal the show!
6:00 PM Dinner at Downriggers
Keep dinner close to the water at Downriggers. It’s literally at the water’s edge, allowing you an up-close view of the boats’ twinkling lights. The trendy, contemporary decor is but a precursor to an equally thoughtful menu. Seafood is a star, with menu favorites ranging from blackened fish tacos to spicy prawn-infused mac and cheese. And don’t overlook the small plate menu, with the ca n’t-miss Dungeness crab tots and the hearty short rib poutine!
7:30 PM Nightcap at Friday Harbor SKYBAR
A bit of a hidden enclave, the Friday Harbor SKYBAR is frequented by locals. It features firepits, heaters, and an open tent, even during the most challenging seasons. The only rooftop bar in town, it’s best known for fabulous wine flights, hand-picked by the knowledgeable sommelier and owner, Bex.
The bar is open year-round. But word-to-the-wise, dress for the weather. It can get chilly during the winter months.
Sunday on San Juan Island
Sleep In
The early bird gets the…chance to go back to sleep. Part of a relaxing getaway is returning relaxed. Make sure you’re not jumping out of bed and trying to jamb even more into your weekend. Spend a leisurely morning sleeping and lounging before checkout.
10:30 AM Brunch at Friday Harbor House Restaurant
The early-morning fare at the Friday Harbor House Restaurant is one of the best breakfasts in town. The menu ranges from hearty to healthy, with options like smashed avocado toast and a loaded brunch burger. The exquisite smoked salmon omelet comes packed with feta and spinach. Want your morning coffee to include a little something extra? Libations range from kicked-up coffee and bloody marys to spiked juices and mimosas.
