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11 Best Sailing Tours In Seattle

Seattle’s best days out.

The 11 most popular sailing tours in Seattle, from the downtown waterfront out to the day-trip ring. What each one actually involves, what it costs, and who runs it.

11 Best Sailing Tours In Seattle

Seattle Sailing Harbor Tour - Stop-by-stop: Waterfront and the Space Needle postcard angle
Cruises & Boat Tours, Harbor Cruises & Sailing, Sailing, Seattle, Tour Reviews, Tours

Seattle Sailing Harbor Tour

1.Seattle Sailing Harbor Tour

Sail Seattle’s waterfront on a historic tall ship. Skyline, Space Needle, and possible Mount Rainier views from Pier 66 in about 2 hours.

Most Popular 4.5

“The ride was awesome great views wonderful and friendly and knowledgeable crew and even enjoyed the Seattle rain along the way got to check something off of a bucket list item was a great experience overall”

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Seattle: Tall Sailboat Sunset Harbor Cruise - Meeting Bay Lady at Bell Harbor Marina on Pier 66
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Seattle: Tall Sailboat Sunset Harbor Cruise

2.Seattle: Tall Sailboat Sunset Harbor Cruise

Sail the Bay Lady from Pier 66 at sunset for mountain glow, downtown skyline lights, and hands-on sailing with a bar onboard.

4.8

“So much fun from start to finish! Staff is so friendly and funny! Drinking a blackberry mimosa while watching the sunset on the Bay Lady surrounded by great people is an unforgettable memory :)”

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Seattle Sailing Experience BYOB - How the cruise actually feels once you’re onboard
Cruises & Boat Tours, Harbor Cruises & Sailing, Sailing, Seattle, Tour Reviews

Seattle Sailing Experience BYOB

3.Seattle Sailing Experience BYOB

BYOB 70ft sailing on Puget Sound with a pro crew, skyline views, and a relaxed pace. Small group, limited seats, dress for weather.

5.0

“It’s very important to know that there is limiting seating. If u do not have a seat, u have to sit on the floor and u have to keep moving out of the workers way so they can sail the boat. The view was nice but if you’re looking for something u can relax and…”

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Seattle's Best Private Sailing Adventure on the Puget Sound BYOB! - Shilshole Bay Marina: what to expect at check-in
Cruises & Boat Tours, Harbor Cruises & Sailing, Private, Sailing, Seattle, Tour Reviews

Seattle’s Best Private Sailing Adventure on the Puget Sound BYOB!

Seattle: Sunset Sailing Cruise - The 70-foot yacht experience: what you’ll notice once you’re on board
Cruises & Boat Tours, Evening Experiences, Harbor Cruises & Sailing, Sailing, Seattle, Tour Reviews

Seattle: Sunset Sailing Cruise

5.Seattle: Sunset Sailing Cruise

2-hour Seattle sunset sailing cruise on a 70-ft racing yacht from Elliott Bay. See skyline, Olympic Mountains, Rainier, plus BYO drinks.

4.8

“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!”

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Guided Seattle Sailing Adventure from Bainbridge Island - The Route Beyond Eagle Harbor: Seattle’s Skyline Meets Old-Port Feel
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Guided Seattle Sailing Adventure from Bainbridge Island

Seattle: 1.5 Hour Sailing Cruise - The Route: Downtown Skyline, West Seattle, Bainbridge Island, and the Mountain Lines
Cruises & Boat Tours, Harbor Cruises & Sailing, Sailing, Seattle, Tour Reviews

Seattle: 1.5 Hour Sailing Cruise

7.Seattle: 1.5 Hour Sailing Cruise

Sail Elliott Bay on a 70ft ocean racing sailboat for $49. Views of downtown Seattle and Mount Rainier plus a relaxed BYO boat vibe.

4.9

“It was a very enjoyable and relaxing time. It was the perfect way to see Seattle from the water view. The crew were engaging and informative.”

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Seattle: 2 Hour Sailing Cruise - 2 Hours of Wind-Driven Fun on Puget Sound
2-Hour Experiences, Cruises & Boat Tours, Harbor Cruises & Sailing, Sailing, Seattle, Tour Reviews

Seattle: 2 Hour Sailing Cruise

8.Seattle: 2 Hour Sailing Cruise

A laid-back 2-hour sailing cruise from Downtown Seattle on a high-performance yacht. BYOB, big Puget Sound views, and easy fun.

4.8

“The captain and his assistant were entertaining and informative, friendly and impressive to watch maneuver the boat and sails.”

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Sail Bainbridge Island & Seattle Waters - Luxury Classic Sailboat - Captain Ben: the calm expertise behind a smooth two-hour sail
Cruises & Boat Tours, Harbor Cruises & Sailing, Sailing, Seattle, Tour Reviews, VIP

Sail Bainbridge Island & Seattle Waters – Luxury Classic Sailboat

Mid-Day & Sunset Sailing on Seattle's Majestic Puget Sound - Discovery Park and West Point Lighthouse: a navigation landmark you can see
Cruises & Boat Tours, Evening Experiences, Harbor Cruises & Sailing, Sailing, Seattle, Tour Reviews

Mid-Day & Sunset Sailing on Seattle’s Majestic Puget Sound

10.Mid-Day & Sunset Sailing on Seattle’s Majestic Puget Sound

Seattle Puget Sound mid-day or sunset sail with Captain Grant. Small-group views of Golden Gardens, Rainier, Baker, and the Olympics.

5.0

“Grant is an amazing captain who instills confidence in his crew. He gives everyone, from the first time sailer to the seasoned old salt, an opportunity to grow in this sailing adventure. He is calm, patient and enthusiastic about sailing. He has made multiple accommodations to his sailboat to ensure safety and comfort from high…”

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Sail Bainbridge Island & Seattle Waters - Classic Sailboat - Getting to Harbour Marina and boarding the 44-foot sailing ketch
Cruises & Boat Tours, Harbor Cruises & Sailing, Sailing, Seattle, Tour Reviews

Sail Bainbridge Island & Seattle Waters – Classic Sailboat

11.Sail Bainbridge Island & Seattle Waters – Classic Sailboat

Private 2-hour classic ketch sail from Bainbridge to Seattle waters for up to 6, with a USCG captain and wildlife spotting.

5.0

“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…”

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