Seattle · SEATTLE SAILING TRIPS
14 tours
Engine off, the Olympics turning pink across the water, downtown lighting up behind the mainsail. These 14 sailing trips are the ones that get the timing right, with the length of each cruise, whether you can bring your own bottle and how much the crew will let you steer.
Sunset tall ship sail on Puget Sound in Seattle with sail-hoisting and a drink, plus skyline views. 2 hours, $59.
“Very relaxing. Loved the crew interact with the crowd. We didnt get see the sunset due to fog and smoke.”
Sail Seattle Harbor from Pier 66 on a 2-hour tall ship. Skyline views, Space Needle photos, possible Mount Rainier, and restrooms.
“Great crew, tasty beverages, beautiful views. Great activity to do with just about anyone - partner, friends or family! Will be bringing folks again!”
Sail on the Bay Lady from Pier 66 for a 2-hour Seattle Harbor sunset cruise, steering and hoisting sails plus a bar for drinks.
“Whole experience was amazing from start to finish! Captain and his team were very welcoming and good crack along the way! The boat was lovely with spectacular views of the city’s skyline and sunset! I’d recommend this trip!”
Seattle sunset sail on a 70ft yacht with BYOB. Skyline plus Space Needle views, plus a relaxing 2-hour ocean cruise.
“Crew was friendly, knowledgeable, interactive and seemed to love their work. We even saw some humpback whales which was an unexpected treat. So relaxing after a hot summer day!! We highly recommend it!!”
Seattle 70ft sailboat BYOB cruise with crew raising sails and engine-off views of skyline and mountains, about 2 hours.
“We had an amazing experience with this crew. The team was very friendly and made sure each guest was comfortable out on the water. The tour out on the water was breathtaking.”
Private 3-hour Puget Sound sailing from Shilshole Bay Marina, BYOB, Seattle skyline views, wildlife, and sunset or daytime routes.
“Captain Mark was an awesome guide. We had such an amazing sail. Cherished memories with my daughters. Thank you!”
Sail a 70ft race-built yacht at sunset from Elliott Bay. Bring your own drinks and snacks, and spot Mount Rainier views.
“Really enjoyed the cruise! Sat in the back in the cock pit for some seating ease but really had fun conversing w both the captain and first mate. Met some fun people as well and just had a very fun time celebrating our 41st anniversary on the Salish Sea!”
A 1.5-hour Seattle sail on Elliott Bay from Pier 56. Bring your own snacks, enjoy skyline and Mount Rainier views, great value at $49.
“I always love to spend time on the water. The tour guides are really nice, it will be perfect if they can play some relaxing background music, so it won’t be too quiet sometimes.”
Sail the schooner Bay Lady on a 2-hour Seattle harbor cruise with iconic views, hands-on sailing, an onboard bar, and wildlife spotting.
“Loved the cruise I just wish there was more narrated information”
Private 2-hour sailing from Bainbridge Island. Calm Puget Sound views, wildlife sightings, and a story-filled captain on a comfortable boat.
“Great time! Would definitely go again. We got to learn some things about sailing, brought drinks and sat at the front to enjoy being on the water, and chatting with Scott was enjoyable. it was the perfect day for sailing and seeing the views of the city. The waters around Bainbridge were beautiful!”
BYOB sailing from Seattle’s Pier 56. Cruise Elliott Bay for 2 hours on a high-performance yacht with skyline and mountain views.
“It was a nice day to say, with sun out and mild winds we could have had a great sailing experience in the puget sound waters but the sail boat for whatever reason never went far from the shore line and”
2-hour private sail on Puget Sound from Bainbridge Island to Seattle skyline, guided by Captain Ben on a classic 44 ft ketch.
“This trip was fantastic! Ben was wonderful and we left the trip wishing we had had more time. Definitely recommend 💯”
Midday or sunset sailing on Puget Sound from Shilshole Bay, with fleece gear, coffee, and mountain views plus chances to spot seals.
“Amazing service from Captain Grant! It was so beautiful to see the sunset. He made sure we had a great time, and even tried to help us see the wildlife. Luckily for us, there were plenty of seals waiting for us to say hi! Will definitely be back, made us feel very comfortable and right at home on his boat. Thanks Grant!”
Private 2-hour sailing from Bainbridge Island, take the wheel, spot wildlife, and enjoy Seattle skyline views with coffee included.
“I loved this sail so much the first time that we brought our kids along for the second experience, and they absolutely loved it too! As a returning customer, I can honestly say it’s totally worth the cost, and don’t think twice—do this, you won’t regret it! We saw a rare elephant seal, which was incredible to witness, and Captain Ben also saw orcas with clients the day before—something I didn’t even know we might see! Going to have to go a third time. Be sure to grab a coffee from the adorable, Instagram-famous Pegasus Coffee at the marina before heading out—it's the perfect start—and they also offer amazing sunset…”
