10 Seattle Sailing Tours Worth Casting Off For

1.Evening Colors Sunset Sail Tour in Seattle

★★★★★★★★★★5.0 · 593 reviews · 2 hours (approx.) · from $59Our pick

Join Seattle’s Tall Ship for a relaxed two-hour sunset sail from Bell Harbor Marina. Help raise the sails, watch the Space Needle and Seattle waterfront slip past, and look for Mount Rainier and the Olympic Mountains in clear weather. Drinks are sold aboard, and the crew may fire a cannon salute before returning to the marina.

“Very relaxing. Loved the crew interact with the crowd. We didnt get see the sunset due to fog and smoke.”

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2.Seattle Sailing Harbor Tour

★★★★★★★★★★4.5 · 473 reviews · 2 hours (approx.) · from $39Best value

Spend about two hours aboard Seattle’s historic tall ship, sailing from Pier 66 into Elliott Bay. Expect Space Needle and skyline views, possible Mount Rainier and mountain-range views, onboard restrooms, drinks for purchase, and a chance to help raise the sails.

“It was really something different. Wish we could have music or some kind of singing.. it was just a little boring.”

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3.Tall Sailboat Sunset Harbor Cruise

★★★★★★★★★★4.8 · 223 reviews · 2 hours · from $79

Board the schooner Bay Lady at Pier 66 for a two-hour English-language sunset sail. You can help raise the sails, try the wheel, and watch the Space Needle, Smith Tower, Olympic Mountains, and sometimes Mount Rainier appear in the evening light. An onboard bar sells wine, beer, cider, champagne, soda, and water.

“Great activity whilst in Seattle. Really enjoyed the sunset and the boat bar. Great atmosphere on the boat. Would recommend”

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4.Seattle Sunset Sail BYOB

★★★★★★★★★★5.0 · 187 reviews · 2 hours (approx.) · from $71

Spend about two hours sailing from Seattle’s waterfront aboard a 70-foot yacht with Captain Phil, Matt, Phillip, Anna, Bree, or another crew member. Bring your own beer, wine, soft drinks, and picnic, then watch the skyline, Space Needle, Great Wheel, Olympic Mountains, and Mount Rainier change in the evening light.

“Nice way to see the city from the bay! While the seating is a bit unorthodox, the wind and the quiet of sailing were quite enjoyable. Bringing your own snacks and beverages? Heck yeah! Matt & Zoey were.great!”

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5.Seattle Sailing Experience BYOB

★★★★★★★★★★5.0 · 172 reviews · from $60

Board a 70-foot ocean-racing yacht at 1201 Alaskan Way for a two-hour sail on Puget Sound. The crew raises the sails and may shut off the engine while you enjoy Seattle, the mountains, and your own food and drinks. Captain Phil and First Mate Anna have been praised for their friendly, capable service, though seating is limited.

“It was a fabulous experience! I have lived in the area for 20+ years and never gone sailboating. I surprised my husband for his 60th birthday and it was a hit! The staff were great and it was fun to swap stories with those on the sailboat. I highly recommend!”

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6.Sunset Sailing Cruise

★★★★★★★★★★4.8 · 114 reviews · from $71

Join Sailing Seattle for a relaxed two-hour sunset sail on a 70-foot ocean yacht. You may bring your own beer, wine, soft drinks, and food aboard. Crew members such as Anna and Matt have led recent trips, with views of Seattle, Elliott Bay, Mount Rainier, and the Olympic Mountains.

“Loved the sunset cruise! Our guide was so nice! She spoke and explained everything so well! The weather and the sunset were beautiful!”

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7.Sailing Cruise

★★★★★★★★★★4.9 · 90 reviews · from $49

Join an English-speaking captain and deckhand at Pier 56 for a relaxed 1.5-hour sail across Elliott Bay. You can bring your own food and drinks, use the onboard cooler, and settle on deck or bench seating while the engine shuts off and the boat follows the wind. Expect skyline, island, and mountain views, plus blankets if Seattle turns chilly.

“So much fun--guides were so knowledgable and kind. Definitely a highlight of the trip!”

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8.Tall Ship Harbor Cruise

★★★★★★★★★★4.7 · 86 reviews · from $73

Spend two hours aboard the gaff-rigged schooner Bay Lady, sailing from Pier 66 with views of Seattle, the Space Needle, Smith Tower, and Mount Rainier on clear days. The crew may invite you to raise the sails, steer, or watch a small cannon fire. Drinks and snacks are available to buy onboard.

“Wonderful captain and staff! We had a fabulous time and it was lovely to be on a quiet sailboat! Saw lots of marine life and enjoyed iconic views. Highly recommended.”

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9.Elliott Bay Sailing Cruise

★★★★★★★★★★4.7 · 40 reviews · from $60

Sail from Pier 56 on a two-hour cruise aboard one of Sailing Seattle’s high-performance yachts. Bring your own beer, wine, food, and warm layers as you watch the Seattle skyline, Elliott Bay, and possibly Mount Rainier or the Olympic Mountains. English-speaking crew handle the sailing while you relax on deck.

“Rex was great and was a very nice relaxing time. Thanks”

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10.Sail Bainbridge Island & Seattle Waters – Classic Sailboat

★★★★★★★★★★5.0 · 3 reviews · 2 hours · from $445 whole boat, up to 6

Join Captain Ben for a private two-hour sail aboard a 44-foot classic ketch from Bainbridge Island. Take the wheel, learn basic sailing, or relax while you watch Seattle, Mount Rainier, islands, seabirds, and marine life pass by. The marina is a 30-minute ferry ride from downtown Seattle.

“Our family had an unforgettable sailing trip with Sail Bainbridge. It’s about a 30-minute ferry ride from downtown Seattle to the beautiful Bainbridge Island, where we also checked out some charming shops and great cafes during our day. The Sail Bainbridge boat is absolutely gorgeous, super sturdy and comfy, making us feel safe and relaxed the whole time. Captain Ben was so friendly, knowledgeable, and passionate about sharing the area’s natural beauty. Sail Bainbridge has been doing this for 10 years, and after looking at other options around Seattle, we knew they had the most beautiful boat and offered private sails just for our family instead of group trips with…”

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