Sailing Trips

Five sailings: a 1.5-hour downtown cruise from $50, two BYOB sails on a 70ft boat est. 1984 from $60, and two Bainbridge Island charters priced per group. Ratings run 4.9 to 5.

Suits travelers who want the wind-and-sail version of the city rather than a motor cruise, including couples on a BYOB sunset-style outing and small groups booking a whole boat from Bainbridge Island.

5 tours, from $50 per person, or $360 per group.

Sailboat under way on Puget Sound, Bainbridge Island on the horizon; the sailing hub details five trips from $50 per person, split between downtown departures and two Bainbridge Island runs that book by the group, not the seat.

Compare Seattle Boat Tour Options

Most reviewed tours in this category

70ft Boat Sunset Sail, BYOB

Booked 2 times today.

Two hours on a 70-foot sailboat, BYOB format, from $71 per person, free cancellation. · 2 hours (approx.) · Run by Sailing Seattle

4.9 232 verified reviews

This sunset sail has been running out of Seattle since 1984, on a 70-foot boat, and it carries a 4.9 rating across 232 reviews. The trip runs about two hours and starts from $71 per person. It is BYOB, so bring your own drinks and let the crew handle the sailing. Free cancellation is included on the listing.

from $71per person Check Price & Availability → Free cancellation
Bow of a 70ft sailboat cutting calm water under sail; Seattle's Original Sailing Cruise, established 1984, is a BYOB outing of about two hours with Sailing Seattle, from $60 per person, rated 4.9 across 215 reviews.

70ft Boat Northwest Sail, BYOB

4.9 215 verified reviews

10+ bookings last month.

2 hours (approx.) · Est. 1984, 70ft boat, bring your own drinks · Sailing Seattle

Sailing Seattle traces this cruise back to 1984, a date the tour name itself carries. The boat runs 70 feet, and drinks are bring-your-own. The trip lasts about two hours, and fares start at $60 per person. It rates 4.9 across 215 reviews, with free cancellation on the listing.

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Sailboat sliding past downtown towers on a short scenic loop; the Downtown 1.5-Hour Scenic Sailing Cruise with Sailing Seattle starts at $50 per person, carries a 4.9 rating across 136 reviews and includes free cancellation.

1.5-Hour Downtown Scenic Sail

4.9 136 verified reviews

1.5 hours · Shortest and cheapest sail from this operator, with a 4.9 rating. · Sailing Seattle

The shortest and lowest-priced sail from Sailing Seattle: 1.5 hours on Elliott Bay off downtown, from $50 per person with free cancellation, rated 4.9 across 136 reviews. Want more time aboard? The operator's two-hour original cruise and its sunset sail both add an extra half hour on the water.

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Sailboat clearing Bainbridge Island toward open water; the Guided Seattle Sailing Adventure by Sail Rumbera runs two hours, books per group from $360 and holds a 5 rating across 85 reviews.

Private Bainbridge Sail, Drink Included

5.0 85 verified reviews

2 hours · Rated 5 across 85 reviews, departs Bainbridge Island · Sail Rumbera

This guided two-hour sail boards on Bainbridge Island, away from the downtown Seattle piers. It is a booked, skippered sail rather than the public Seattle-Bainbridge ferry that crosses from Colman Dock. Pricing starts at $360 for the whole group, not per person, and the listing carries a 5 rating across 85 reviews with free cancellation.

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Classic Sailboat Charter, Up To 6

Classic Sailboat Charter, Up To 6

5.0 5 verified reviews

2 hours · A classic sailboat reserved for one group at a time, six guests max, on Bainbridge Island waters. · Sail Bainbridge

A two-hour private sail covering Bainbridge Island and Seattle waters, priced from $445 per group for up to 6. The listing shows a 5 rating across 5 reviews, and free cancellation is included. With a boat this small, the plan can bend toward your group and the wind that day.

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What Each Seattle Cruise Includes

TourFood or drinksSunset departurePrivate boatFree cancellationDeparts fromFrom
70ft Boat Sunset Sail, BYOB not stated evening slot shared see the listing pier-56Downtown waterfront $71per person
70ft Boat Northwest Sail, BYOB not stated daytime shared see the listing pier-56Downtown waterfront $60per person
1.5-Hour Downtown Scenic Sail not stated daytime shared see the listing pier-56Downtown waterfront $50per person
Private Bainbridge Sail, Drink Included drinks or aperitivo daytime your party only see the listing bainbridge-city-dockBainbridge Island $360per group
Classic Sailboat Charter, Up To 6 not stated daytime up to 6 see the listing bainbridge-city-dockBainbridge Island $445per group, up to 6

When To Book Your Seattle Boat Trip

Sailing runs strongest from roughly April or May through October, when daylight is long and the weather cooperates. Many operators cut back or pause public sailings over the winter, so check each listing for its own schedule.

Most sailings leave the downtown waterfront piers, while two Bainbridge Island trips, Sail Rumbera and Sail Bainbridge, depart from the island across Puget Sound.

More Ways Out On The Water

from $71 · ★ 4.9 (232 reviews) · booked 2 times today. · free cancellation Check availability →