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    Sailing Seattle

    4.6 (125 reviews)
    Open 10:00 am - 7:00 pm
    Updated 1 month ago

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    Looking back at the city, from Elliott Bay
    Lindsay C.

    As a local to Seattle, I have to admit: when a friend suggested a summer boat cruise around Elliott Bay, I thought: "I've done this 1 million times, why do I need to do it again? This sounds so touristy!" In reality, we were so fortunate to find Sailing Seattle. For about $45 (including a $5 local's discount!), we got two hours on an uncrowded, very chill sailboat around Puget Sound. The crew was informative and laid-back, you can bring food and beverages on board, and overall, the vibe is just very chill. (Read: this is not your grandma's silly, touristy chug around Seattle!) The icing on the cake was that we had a friend who last minute wasn't feeling well and wasn't able to attend. After the boat ride, we went up to the little information booth and asked if they would give us a discount towards a future tour. Instead, they fully refunded her money! i feel like that level of customer service is so hard to find these days. Thank you, Sailing Seattle! We cannot wait to return.

    View from the boat
    Laura E.

    I had a friend visiting for the weekend and we wanted to get out in the water. We saw other cruise options but stumbled upon this one and are so happy we did! The crew is super welcoming and professional. It is byob and food which is a nice so you can bring what you'd like. They have blankets and jackets if needed and there was a bathroom on board. I would strongly recommend taking this adventure! Even as a local, I would definitely do this again anytime I have someone visiting. Could also be nice for a date night because the boat doesn't get too crowded.

    Lauren K.

    What a fabulous experience! We did the sunset sail and could not recommend it enough. We started by ubering down to the Waterfront and getting oysters at Elliot's Oyster House next-door first, then walked over a few minutes before our sail. We then waited in the line to board the boat and seating was first come first serve, but based on a number we got when we checked in. We sat on the front right and it was an amazing view of the city skyline on the way out and of the mountains on the way back. We brought sandwiches and wine because it's BYOB and snacks. The staff is super friendly. They gave us a rundown when we first got on the boat. There was also a bathroom, which was really helpful. Overall, I think this would be a great experience to do with friends who are visiting from out of town. Make sure to bring a jacket because it's chilly on the water!

    Seattle from Sailing Seattle sloop Obsessed

    What a great way to see Seattle from the water! Crew was very friendly and professional, handled a massive 78 foot sailboat perfectly, was just a great experience. Five stars.

    Sara M.

    We were indirectly gifted this cruise from my parents who had to cancel their trip last summer due to fires. When I called about using their credit, I spoke with Paul who was all too happy to accommodate my request and hooked us up with a Friday night sunset cruise. It sells out quick so plan ahead! Also, bring cash for tips if you don't want to automatically add the 20% tip when purchasing tickets online. In all my years in Seattle, I had never experienced this so it was an amazing treat. The crew were nothing but professional, eager to answer questions, offer blankets (it gets COLD on the water) and super friendly at all times. You can pre order snacks and drinks before you board. You can also BYOB which I thought was great and we saw a lot of guests opting for that. This was the most perfect way to celebrate our return visit to the emerald city after moving to the SW. The views were incredible and we met the most wonderful people.

    Rebecca B.

    What a beautiful evening. The weather was in our favor, and while that's out of the company's control, it's still worth mentioning. Smooth water, my favorite cloudy sunny skies, low wind, but enough to fill the sails and we were on our way. The crew was delightful, super laid back and funny. The other passengers seemed to really enjoy themselves, it was such an absolutely chill, good feeling time on the boat. The smooth water and expert sailing allowed us to walk around easily so we could eat up every angle of the stunning view. We went for the sunset cruise so it did get chilly toward the end despite pants and coat, and when we were offered snuggly coats we took them happily. It's a great experience if you want a romantic moment or a laugh puddle with your friends. My cohort ordered the tickets from Viator and he said the prices weren't too shabby and the process was super easy. When we located the booth, it was simple to find, the attendant was more than friendly, and after toodling around the shops and grabbing a bite to eat, we hopped on board with plenty of time to spare. I recommend taking a million pictures, you can't get enough eye candy on this small magical trip out onto the Sound.

    David B.

    Enjoyed our evening sail with these guys! The crew was friendly, prompt, and very knowledgeable. Also loved the BYOB policy to enjoy the weather and water in your own style. Highly recommend for anyone looking for a fun activity in Seattle

    Nicole W.

    We took the Sunset Sail which was great! We set sail around 6:30pm. There were probably about 20-25 people on board. This was my first time on a sailboat which was cool... just letting the wind guide you. It was quite cool that evening & thankfully we had our hats & gloves which helped. The views were great and it was a cool, relaxing time out on the water.

    Security no boat sailing into the sunset
    Erin G.

    This is a boat ride pure and simple and well FUN! They have two sailboats and they seem to let you distribute yourselves among the ships. I think my sailboat had fewer passengers. This is not a tour boat so there are no formal seats or guided discussion. You are on a real sailboat and enjoying the ride. We sat in the back by the wheel and even though it was a warm day it was a little chilly once we got out there. They had jackets and blankets and the deckhand brought these out as we asked for them. As previously mentioned you are free to bring your own food or drink or not. I did not see any cups or service items so you would need to bring everything in your picnic basket or small cooler. That said there is a small bathroom on the boat. You have to go below deck and I don't remember much about it except it did not smell and you had to watch your step while going below deck. There was a cute child of about 10 and he hung out with the captain and he was allowed to steer the ship and ask questions. That was a joy to watch and overall we had a wonderful time enjoying the Seattle skyline as the sun set. We did see some loud seals on some kind of barge but no whales or dolphins.

    Seattle sailing boarding area

    We went to Seattle not planning to sail on a boat and best decision with sailing seattle. It was calming with a beautiful view, it was an hour in a half long and you are able to bring your own drinks (alcohol included) and food on the boat. the crew members were very friendly and would keep you updated with what they were doing around you. I would highly recommend especially if your visiting Seattle and the price was reasonable for an experience that was breath taking!

    Seattle skyline at night.
    Elizabeth D.

    The staff was exceptional. They were super friendly and our captain was awesome. I went with two friends and we brought loads of wine. We went in early September so it got a little chilly but we only needed light jackets. There was a head on board but it was tight (as expected and it was super clean). There was tons of space on the boat to sit comfortably. We saw the resident pod of orca whales which was awesome. The sunset was beautiful and classically hazy in true Seattle fashion. The view coming back into port was great! I would definitely recommend booking with this company. It's great for a group of friends and for couples. It's super reasonably priced and I'm dying to do it again!

    Wen C.

    Thank you Captain Coleman and Amy for giving me such a wonderful time on the Obsession! I love Seattle even more now since sailing w yal! Next time I'll def book the Sunset Sail!! And the Northwest :p and learn the sailors Knot ;)

    Sarah T.

    This is such a fun thing to do for a special occasion, or when friends are in town! I have done the 2.5hr sunset sail twice, and have been pleased with both experiences. You get to see the skyline without having an annoying tourguide talking the entire time. This is not a guided tour whatsoever. The distance that you go is definitely depended on the wind. The second sail we did went a significantly farther distance than the first. I'd definitely recommend wearing a thick jacket/windbreaker and bringing a blanket. They have some blankets on board but they aren't very warm. Bring your own drinks/snacks!!! We bring appetizers and wine (no glass allowed) along for the ride. I'd suggest getting in line early and sitting in the back - it's more comfortable especially when the boat is sideways.

    Out-of-towners love it too!

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    Page 1 of 4

    Ask the Community - Sailing Seattle

    Is this a rain or shine event?

    Thunderstorms with lightning isn't boat friendly but just rain is ok and they will still sail in it

    View All 2 Questions

    Review Highlights - Sailing Seattle

    We brought a picnic with champagne to celebrate our anniversary during the sunset sail and had a great time.

    Mentioned in 25 reviews

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    Argosy Cruises - Seattle - 3rd floor viewing deck

    Argosy Cruises - Seattle

    (912 reviews)

    Waterfront

    We took the Harbor Cruise as part of our City Pass package, thinking it would be a good use of time…read moreand a fun way to see Seattle from a different perspective. We ended up really enjoying the tour and would highly recommend to visitors. This would especially be a great thing to add to your itinerary if you're only in the city for a short time, as you get to see a lot of landmarks in a short time. You also get to hear about the city's history and key industries. The ride overall is pretty smooth, and my husband, who gets motion sickness, was totally fine. The boat when docked can experience a little more motion, however, so your mileage may vary. We also found it easy to get seats with good views, and the guides were easy to hear anywhere on the boat. The crew were friendly and engaging, and Angelo and the other staff were very kind to us when my husband and I mentioned we were celebrating our anniversary.

    We reserved our spots for 4pm via CityPass tickets. People started lining up 20-25 minutes prior to…read moregrab the seats at the top of the deck. The check-in and onboarding process was super easy. The ship promptly left dock at designated time. The top deck had open view. The second level had enclosed area with glass window views. Also both ends were open to guests as well. From start to end, the staff member did an amazing job of narrating many aspects of the views from the deck. A lot of it was about the downtown Seattle buildings, Space Needle, buildings and parks by the shore, the sea ports and many other cool facts along the way. I throughly enjoyed the hour long tour. The weather was also fantastic to take stunning pictures of the downtown, the mountains and the port. They also had a bar in second level where they served alcoholic and non alcoholic beverages, pop corn and some small snacks. Prices were decent for it being a tourist activity. We liked both popcorn and the strawberry lemonade.

    Enchantress Cruises - Story telling by Mark

    Enchantress Cruises

    (15 reviews)

    Downtown

    We were in Seattle for a few days before an Alaskan cruise. We wanted a unique experience so when I…read morefound Enchantress Cruises, we were sold on the idea. Experience has taught me to be cautiously optimistic but Tim and Captain John delivered in a spectacular way. Great tour, incredible food and just a perfect way to spend an afternoon. if I could give more than five stars I would.

    I cannot rave enough about how lovely our time with Enchantress Cruises was! I booked the dinner…read morecruise as a surprise for my husband's birthday. The experience was worth every penny and then some. The luxury, quality, and attention to detail is unmatched. Mark, the owner, was so attentive and a pleasure to work with. He took care of all the details and answered all my questions. The boat was beautiful and spacious for the two of us. We enjoyed the views and conversation with the crew immensely. My husband is a huge Sleepless in Seattle fan and the highlight of the evening was passing the floating house. The food was amazing. Everything was farm to fork fresh and prepared by a chef onboard. I highly recommend the crab cakes and homemade bourbon ice-cream. The pace of the evening was lovely, it didn't feel rushed or lagging. You could tell Mark worked hard to make sure that our experience from the moment we stepped aboard was seamless. He thought of everything, even providing a cozy blanket when the wind became a little chilly towards the end of the night. I cannot recommend Enchantress Cruises enough! Thank you for a lovely and memorable evening!

    Candere Cruising - My heart is full!

    Candere Cruising

    (74 reviews)

    Fremont, Wallingford

    Yep it's me! If you have ever wanted to experience a chartered yacht now is the time to do it!!! My…read morefriends and I scheduled the 2 hour tour (you have book a minimum of 3 people no more than 6) and since nobody else booked it was just the 3 of us!!!! WINNING!!! AND they were running a special!! Our captain (Captain Madeline) was PHENOMENAL!!!! I had spoke with her the day before we booked and even though she was giving me bad news, she was very nice about it. :) We met with her around 11 in the morning and we (I) should've read the email a little better. You can have drinks (DRANKS) on the yacht BUT the Captain pours them and already has them there. You can bring your own (we brought champagne) but if you're running behind (like we were) you don't need to stop, there's a nicely stocked bar on the yacht AND Madeline is licensed. She was super knowledgeable and pointed out all types of fun facts! What was even cooler is I'm in real estate so she talked to me about all the lake houses and the price points of them and such, even down to the square footage, lol! It was great! If you're in the Seattle area and want a nice relaxing yacht ride you should definitely book with Canderé, and most specifically Captain Madeline

    We had the best time reminiscing about our old sailboat we use to own in San Diego, and the captain…read morewas so friendly and attentive! I would recommend this experience to anyone! What memories we made for my bday weekend!

    Waterways Cruises - Photography by Kristen Honeycutt

    Waterways Cruises

    (279 reviews)

    South Lake Union, Eastlake

    ​I have had the distinct privilege of being a passenger on several Waterways cruises, and without…read morefail, the experience continuously compels me to return. Waterways has mastered the delicate art of high end hospitality: delivering an impeccably luxurious, upper class experience while maintaining an authentic atmosphere of absolute comfort. The vessel itself is magnificent, but it is the incomparable crew that elevates these voyages into unforgettable memories. ​Here is a closer look at the remarkable individuals who define the Waterways standard of excellence: ​ Charlie Having had the pleasure of Charlie's service both behind the bar and at my table, I can confidently say she is an absolute gem. She possesses a rare, effortless sweetness that transforms every interaction into a special occasion. For those with a discerning palate, her mixology skills are unmatched! Charlie crafts a Cold Brew Martini that is, quite frankly, a masterpiece of balance and sophistication. ​Bill Serving the front of house on my third voyage, Bill exemplified the pinnacle of refined hospitality. He brings a wholesome, genuinely sweet nature to the dining room that instantly makes the environment feel both exclusive and deeply inviting. His intuitive attention to detail ensures that you want for nothing, enveloping your evening in a blanket of sophisticated warmth. ​Gary As the Cruise Manager for two of my voyages, Gary truly sets the gold standard for luxury operations. He is the epitome of professionalism and kindness, managing the vessel's endless moving pieces with a grace that makes flawless execution look entirely effortless. Gary remains smiling and composed at all times, anchoring the elite atmosphere of the entire yacht. ​ Captain Miles Commanding the vessel on my inaugural dinner cruise, Captain Miles stood out not only for his expertise but for his incredibly sweet personality. His profound passion for the maritime life is palpable, and he possesses a commendable dedication to the safety and joy of every single passenger. Miles doesn't just navigate... he connects, making you feel elite from the moment you step aboard. ​John Tending bar on my first cruise, John is a consummate professional and a true gentleman in every sense of the word. His presence behind the bar instantly elevates the entire lounge experience, bringing an old school charm and sophistication to the modern luxury layout. To top it off, his Bloody Mary is expertly crafted and arguably the finest you will taste on the water. ​ Captain Jeff ​Captain Jeff is truly the heart of the operation. On our most recent brunch cruise, we had the distinct honor of having Jeff as our Captain. This particular voyage was a milestone for my family, as we were gathering to celebrate my daughter's birthday. Jeff curated an experience for her that was nothing short of magical, touching my heart in a way I won't soon forget. ​What defines the luxury of Waterways is dictated from the top down. When I spoke with Jeff, he humbly insisted that his crew receive the recognition instead of himself. This selflessness speaks volumes about his character. He is a leader who derives his own pride from lifting others up and watching them shine. Jeff went completely out of his way to ensure the absolute comfort and VIP treatment of every passenger on board. He graciously welcomed guests into the pilot house, offering a rare, high class glimpse behind the scenes, chatting warmly, and taking photos. Jeff's leadership is the secret ingredient that makes Waterways both elite and profoundly welcoming. ​These honorable mentions represent just a fraction of the world class staff that make Waterways Cruises a luxurious, comfortable, and deeply rewarding escape. It is an experience that transcends standard dining. Whether you are planning an intimate date night, a milestone birthday, an anniversary, a holiday gala, or a graduation, any occasion is grandly amplified the moment you step aboard a Waterways cruise. Highly recommended for those who appreciate the finer things in life.

    What an amazing experience it was with Waterways Cruises! My wife and I celebrated our 5 year…read morewedding anniversary on their happy hour cruise, we were both blown away! The whole crew on board was very attentive and friendly, they also had a decent selection for drinks and food. I would say it was a group of about 10-15 passengers and everyone seemed to be enjoying themselves, there were a few board games to choose from and great views from both the lower inside viewing area and the upper outside deck. The captain Jeff was a really great host and I could tell he genuinely loves doing these cruises, he enthusiastically showed us the inside of the cockpit after we told him it was our first time on a boat!

    Sailing Seattle - boatcharters - Updated May 2026

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