Seattle · SAILING TRIPS

Sailing in Seattle: The 12 Best Days Under Canvas

12 tours  ·  from $39 a head

Elliott Bay gets a steady afternoon breeze and a skyline to sail it against. These 12 compare the sunset runs and the daytime charters on group size, length and whether you get to take the helm.

Evening Colors Sunset Sail Tour in Seattle - Helping Raise the Sails
Cruises & Boat Tours, Evening Experiences, Sailing Trips, Tour Reviews, Tours

Evening Colors Sunset Sail Tour in Seattle

1.Evening Colors Sunset Sail Tour in Seattle

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

Sail Puget Sound aboard a historic tall ship, hoist the sails, enjoy a drink, and watch Seattle, Mount Rainier, and sunset glow.

“Staff is very friendly. The whole experience was very nice. The best part was helping out with hoisting one of the sails.”

Check availability →Read our full review

Seattle Sailing Harbor Tour - What the two-hour sailing actually includes
Cruises & Boat Tours, Sailing Trips, Seattle Harbor Cruises, Tour Reviews, Tours

Seattle Sailing Harbor Tour

2.Seattle Sailing Harbor Tour

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

Sail Elliott Bay aboard a historic tall ship for skyline, Space Needle, and mountain views, with a friendly crew and flexible afternoon departures.

“It was PHENOMENAL!!!!! Very professional staff; yet very personable. They always referred to you by your first name. It was a perfect day. The seating was extremely comfortable. I was on crutches and left them in the car because they had a wheelchair for me. Perfect weather. Very relaxing. Vibe was excellent!!!! Definitely worth another visit. Next time I’m doing their sunset sail. I HIGHLY recommend them”

Check availability →Read our full review

Seattle: Tall Sailboat Sunset Harbor Cruise - Seattle’s Skyline from the Water
Cruises & Boat Tours, Evening Experiences, Sailing Trips, Seattle Harbor Cruises, Tour Reviews

Seattle: Tall Sailboat Sunset Harbor Cruise

3.Tall Sailboat Sunset Harbor Cruise

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

Sail Seattle Harbor aboard the Bay Lady at sunset, with skyline views, Olympic Mountains, onboard drinks, and hands-on sailing.

“Amazing!! Guides were great, the views were great. We were happy to have gotten a clear day this late in the season!”

Check availability →Read our full review

Seattle Sunset Sail BYOB - Setting out from the Seattle Waterfront
Cruises & Boat Tours, Evening Experiences, Sailing Trips, Tour Reviews

Seattle Sunset Sail BYOB

4.Seattle Sunset Sail BYOB

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

Sail Seattle at sunset on a 70-foot yacht with skyline, mountain, and Puget Sound views, plus your own food and beer or wine onboard.

“Great relaxing experience on the water. Definitely bring jackets/layers as it gets quite windy. You can bring your own drinks/snacks which is nice.”

Check availability →Read our full review

Seattle Sailing Experience BYOB - Watching the Sails Rise
Cruises & Boat Tours, Sailing Trips, Tour Reviews

Seattle Sailing Experience BYOB

5.Seattle Sailing Experience BYOB

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

Sail Puget Sound aboard a 70-foot racing yacht with Seattle skyline views, BYOB drinks, friendly crew, and a relaxed two-hour trip.

“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 be left alone, this is not it. Something else that bothered me was having a man sail the boat and the female staff member was doing all of the hard manual work. I hated to witness that SO MUCH! The bathroom was also dirty and smelly, the staff is strict u can’t play music, can…”

Check availability →Read our full review

Seattle's Best Private Sailing Adventure on the Puget Sound BYOB! - Mountain views from the Puget Sound
Cruises & Boat Tours, Private, Sailing Trips, Seattle Harbor Cruises, Tour Reviews

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

Seattle: Sunset Sailing Cruise - Boarding beside The Seattle Shop
Cruises & Boat Tours, Evening Experiences, Sailing Trips, Tour Reviews

Seattle: Sunset Sailing Cruise

7.Sunset Sailing Cruise

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

Sail Elliott Bay at sunset on a 70-foot yacht with Seattle skyline, Mount Rainier, Olympic Mountain views, and your own food and drinks.

“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!”

Check availability →Read our full review

Guided Seattle Sailing Adventure from Bainbridge Island - Leaving Eagle Harbor and raising the sails
Bainbridge Island Tours, Cruises & Boat Tours, Guided, Sailing Trips, Tour Reviews

Guided Seattle Sailing Adventure from Bainbridge Island

10.Guided Seattle Sailing Adventure from Bainbridge Island

★★★★★★★★★★5.0 · 82 reviews · 2 hours (approx.)

Sail from Bainbridge Island with Captain Scott for two hours of Mt. Rainier, Seattle skyline, wildlife, and peaceful Puget Sound views.

“A wonderful sail on Elliot Bay with Captain Scott. He gave us loads of background information about the area, wildlife, general history and social life. A very enjoyable afternoon.”

Check availability →Read our full review

Seattle: Elliott Bay Sailing Cruise - Two hours with the wind, not a packed sightseeing schedule
Cruises & Boat Tours, Sailing Trips, Seattle Harbor Cruises, Tour Reviews

Seattle: Elliott Bay Sailing Cruise

11.Elliott Bay Sailing Cruise

★★★★★★★★★★4.7 · 40 reviews · from $60

Sail Elliott Bay from downtown Seattle on a relaxed two-hour yacht cruise with skyline, mountain views, and your own picnic supplies.

“Crew friendly and proficient with their sailing abilities. Thought we would go further into the Puget sound but we stayed in the bay. Just went straight out and turned around to come back. Was also hoping for more info on the areas we were looking at, but crew was more interested in talking to another local about restaurants etc.. who was on the boat too.”

Check availability →Read our full review

Sail Bainbridge Island & Seattle Waters - Luxury Classic Sailboat - What Captain Ben adds to the trip
Bainbridge Island Tours, Cruises & Boat Tours, Sailing Trips, Tour Reviews, VIP

Sail Bainbridge Island & Seattle Waters – Luxury Classic Sailboat

12.Sail Bainbridge Island & Seattle Waters – Luxury Classic Sailboat

★★★★★★★★★★5.0 · 26 reviews

Sail a classic 44-foot ketch from Bainbridge Island with Captain Ben for skyline views, mountain scenery, wildlife, and a private Puget Sound escape.

“Somehow we managed to find a rare day in the Puget Sound — no wind at all! But Captain Ben still gave us a great tour that even our college-age kids enjoyed. The sailboat was beautiful and Capt. Ben has a wealth of knowledge about the area. We’ll be back to try sailing!”

Check availability →Read our full review

Scroll to Top

Explore Seattle

Pick a pier, a mountain road or a kitchen.