The Pacific Northwest might not be the first place that comes to mind for a February getaway, but I’m here to convince you otherwise. Yes, there was a little rain. Yes, it was brisk. But coming from Chicago? It felt more like early spring than dead-of-winter. Visiting in the off-season meant fewer crowds at popular spots like Pike Place Market—though we still made time to stroll by the original Starbucks (because how could we not?). Here’s a full recap of how we spent our days in Seattle and the San Juan Islands:
Day 1: Arrival, Pike Place Market, and Sushi Kashima
We landed at Seattle-Tacoma International on Thursday afternoon—just a quick 35-minute drive from downtown. Rideshare was easy to find, and before long, we were checking into the Thompson Hotel and heading straight to the rooftop. The Nest is perched above the city with panoramic views of Elliott Bay and a cocktail list that’s just as strong. It fills up fast (especially around sunset), so if you’re hoping for a front-row seat to golden hour, go early and settle in.
Feeling loose after a few libations, we wandered into Pike Place Market and eyed Sushi Kashima. Regarded as one of the best sushi restaurants in Seattle, we knew getting seats would be a long shot but figured what’s the harm in trying?
We put our name on the walk-in list and finally got the call after waiting for three hours. The food was fantastic and, dare I say, worth the wait. The waiter recommended the Omakase menu, and every bite was fresh and superbly prepared. It’s an expensive meal (don’t say I didn’t warn you!), but I highly recommend it if you’re a sushi lover looking for a memorable experience. I’ve done several Omakase experiences, and this is one of my top three.
Day 2: Exploring Seattle and San Juan Island
Seattle: South Lake Union, Fremont, Ballard, the Space Needle, and Flying on a Seaplane
On Friday, we explored a few of Seattle’s most vibrant neighborhoods—South Lake Union, Fremont, and Ballard—with a former local as our unofficial guide. (Lucky us.) Much to his dismay, we couldn’t resist a stop at the Space Needle. As expected, it was a bit touristy, but the panoramic views were worth it.
Later that day, we took a seaplane from Seattle’s Lake Union base to San Juan Island. The majority of the group had never flown in a seaplane before, and we all agreed it was a must-do experience. Kenmore Air tickets sell out quickly, so book in advance! The flight was smooth, with clear skies and stunning views of the Pacific Northwest below. None of us are nervous flyers, but if small planes make you uneasy, this could be a bit out of your comfort zone.
We landed in Friday Harbor just over an hour later. Transportation on the island is limited, so we arranged a cab in advance. Rental cars are also an option if you’re planning to stay a bit longer or explore more of the island at your own pace.
San Juan Island: Duck Soup and Snug Harbor Resort
On the drive, we asked our driver for dinner recommendations, and without hesitation, he pointed us to Duck Soup.
Intrigued, we headed inland a few miles and eventually pulled up to what looked like a small cabin tucked into the woods. Inside, the restaurant had the same rustic charm as the exterior, with just enough polish to feel elevated. The menu is locally focused and, despite the name, offers much more than just duck. That said, if you’re a duck fan, this is absolutely the place to order it. Every dish at our table was a hit, and Duck Soup easily made its way onto our “must return” list.
After dinner, we made our way to Snug Harbor Resort, where we had booked a waterfront cabin. Clean, cozy, and outfitted with updated appliances, a fireplace, and proper heat and water (a true luxury on an island stay), it checked all the boxes. The resort was quiet during our visit, but the front desk mentioned it gets much busier in summer and fall—so plan ahead if you’re coming during peak season.
Day 3: Whale Watching on San Juan Island and Westcott Bay Shellfish Co.
On Saturday morning, we woke up ready to see some Orcas. We booked a three-hour whale and wildlife tour with Maya’s Legacy Whale Watching, and headed out on the water bundled in anticipation. Or so I thought. It was colder than expected, especially out on the open water, and I quickly realized I was underdressed. PSA if you’re visiting in the off-season: it’s much colder on the water than it feels on land, so pack accordingly (layers are your best friend).
Unfortunately, we didn’t see any whales on the tour. Spotting Orcas is a hit-or-miss experience, and it just wasn’t our day. All that to say, I still really enjoyed being on the water and the varying perspective it brought to our trip. The crew was also very informative and pointed out wildlife along the way.
Despite luck not being on our side earlier in the day, we made it to Westcott Bay Shellfish Co. just before closing. If you’re an oyster fan, listen up. This place is the real deal. Everything we ordered was amazing, but unsurprisingly, the oysters were the star of the show. Located right on the bay with a local beer and wine list, this was the perfect place to kick back and relax after a chilly day on the water.
Westcott Bay Shellfish Co. was a standout of the trip – everyone was reluctant to leave when they closed for the evening. Skipping it would be a miss if you’re visiting San Juan Island. Trust me, you’ll see why once you’re there.
Day 4: Departure Day
On Sunday morning, we checked out of Snug Harbor Resort and started our journey home. We purchased our return seaplane tickets in advance back to Seattle and eventually made our way to the Seattle-Tacoma airport. Although we managed to see and do a lot in our time there, I’d prolong our stay next time.
Until next time, Seattle!