Kenmore Air Otter and Cattle Point Lighthouse
Kenmore Air de Havilland Otter flying past Cattle Point Lighthouse

Though the quaint archipelago tucked within the Salish Sea is technically part of Washington State, it feels a bit like its own country. Heck, some of its rocky inlets are closer to Canada than they are to the American mainland. But the 172-plus islands in the Olympic Rainshadow don’t require a passport and are relatively easy to access — if you know what you’re doing. 

The following outlines 9 ways to travel from Seattle to the San Juan Islands. But at its most primitive level, there are only two ways to get here: by boat or plane. The nature of being surrounded by water on all sides makes this remote destination exactly that, remote. That’s part of the charm, part of what keeps this paradise a destination worthy of visiting year-round.

And the great news is, whether you’re flying from Boeing Field to Friday Harbor or catching a seaplane from Lake Union to Roche Harbor — the views are endless and check-in is a breeze!

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Friday Harbor Golden Hour. Photo by BrendanHunter
Friday Harbor Golden. Photo by BrendanHunter

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!

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Christmas at the Parliament Buildings in Victoria BC
Parliament Buildings Christmas

Christmas in Victoria, B.C., is a magical experience. The city transforms into a winter wonderland filled with festive lights, seasonal events, and charming traditions. The world-renowned flower displays at The Butchart Gardens become a dazzling display of lights, while the iconic Fairmont Empress turns into a winter wonderland filled with charm and intrigue. 

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Dinner at Clives Classic Lounge by Chef Josh Chilton
Dinner spread at Clives Classic Lounge by Chef Josh Chilton

Come for the craft cocktails. Stay for the fuss-free, locally sourced cuisine.

Clive’s Classic Lounge has the essence of a sultry speakeasy — a windowless bar, moody lighting, and plush seating where one might linger a little closer to their partner. 

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Victoria Hot Tub Boats
Victoria Hot Tub Boats in the Inner Harbour

Despite Victoria’s sunny weather, you might think twice about donning your swimsuit for a dip in the B.C. capital’s Inner Harbour. Even during August, the average water temperature is around 52.7°F (11.5°C). But those who want to take a dip (while skipping the cold plunge) can take heart. You can rent a Hot Tub Boat to enjoy a warm, scenic float. 

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fall in seattle
Seattle during the fall

With a blend of natural beauty and urban charm, Seattle is a bucket list destination. Whether you’re sipping coffee at Pike Place Market, taking in the stunning views from The State Hotel’s rooftop bar or watching the Seattle Kraken at Climate Pledge Arena — there’s a plethora of iconic things to do in Seattle. Here the misty fall mornings and crips days are as vibrant as the neighborhoods and quirky art. 

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Fall at the Inn a Laurel Point
Inn at Laurel Point during the fall

Thanks to its natural beauty and cultural charm, Victoria, BC is one of those exquisite destinations that just gets better with every changing season. A fall escape to the Inn at Laurel Point is no exception. Nestled on a small peninsula in Victoria’s Inner Harbour, this waterfront retreat offers a peaceful destination within the city’s core. 

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Orcas Island Winery on Orcas Island
Orcas Island Winery

Sleepy grand firs, a rolling grass field, firepits, picnic tables, and a modern wood barn that seems to have been plucked from a romance novel: just a few of the reasons to visit this slice of vino paradise. Nestled at the base of Turtleback Mountain, Orcas Island Winery has become a community hub for locals and visitors alike. 

With a boutique tasting room and a spacious (emphasis on space) outdoor venue, the family-owned winery feels like visiting your chosen family. Dog- and kid-friendly, it’s often a lively affair where parents lounge while littles roam. During the summer, live music and food trucks regularly take up residency on Friday nights — offering a festive atmosphere filled with laughter.

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Kenmore Air Lake Union Manager Tyler Grimes
Lake Union Manager Tyler Grimes

As a young boy, Tyler Grimes watched Kenmore Air seaplanes take off and land from Lake Union Park. He never imagined that 20-plus years later, he’d be watching those same planes as Kenmore Air’s Lake Union Manager.

“It’s just wild to have come full circle and realize this is where I actually watched them take off as a boy,” Tyler said. 

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British Columbia Parliament Buildings. Victoria BC. by Shawn CCF
BC Parliament Buildings. Victoria BC. by Shawn CCF

Victoria, the charming capital city of British Columbia, Canada, is a picturesque destination known for its rich history, stunning architecture, and vibrant cultural scene. Nestled on the southern tip of Vancouver Island, the quaint city boasts a unique blend of old-world charm and modern sophistication. 

A haven for nature enthusiasts, Victoria is surrounded by lush gardens, including the world-renowned Butchart Gardens. Additionally, the temperate climate allows for year-round outdoor activities that range from exploring scenic parks and hiking trails to enjoying water sports along the coastline. Residents and visitors alike appreciate the city’s commitment to environmental sustainability and its emphasis on maintaining a healthy balance between urban living and natural beauty.

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