Seattle’s waters are a sailor’s paradise. With its stunning skyline, proximity to Olympic and Cascade Mountains, and abundant marine wildlife, the city offers a terrific backdrop for sailing. Whether you’re after a quick jaunt or a private charter, Seattle’s sailing options stand out. We especially like the Seattle Sailing Experience BYOB for its relaxed vibe and panoramic views, and the Private Sailing Adventure on Puget Sound for those wanting an intimate, customizable trip. The variety of tours ensures there’s something for all, from casual day sails to sunset cruises that highlight the city’s beauty at dusk.
Quick Overview
The list below covers a broad range of Seattle sailing experiences, including group tours, private charters, sunset sails, and specialty trips. You’ll find options that suit different budgets, time constraints, and interests, from 2-hour day sails to 3-hour private adventures. For detailed descriptions, click here to learn about the Seattle Sailing Experience BYOB, or explore other tours linked throughout.
1. Seattle Sailing Experience BYOB
Starting our list is the Seattle Sailing Experience BYOB—a relaxed, two-hour cruise on a custom-built 70-foot sailboat designed for racing. This tour stands out because it combines stunning city skyline views with the freedom to bring your own food and drinks. The crew, including a captain and first mate, hoists the sails and turns off the engine, allowing the wind to carry you past iconic sights like the Olympic Mountains and Mount Rainier in the distance. It’s perfect for anyone who wants a casual, intimate experience on the water without breaking the bank.
Rated a perfect 5.0 based on 172 reviews, travelers love the friendly crew, beautiful boat, and peaceful atmosphere. Reviewers mention that dressing for the weather is smart, but overall, it’s a fantastic way to see Seattle from the water while enjoying a laid-back vibe. This trip is especially good for those seeking a value option that balances scenery, comfort, and flexibility.
Bottom Line: An affordable, relaxing sail with excellent views and the ability to bring your own food makes this a top choice for casual sailors and first-timers.
2. Seattle: Tall Sailboat Sunset Harbor Cruise
Next up is the Tall Sailboat Sunset Harbor Cruise, rated 4.8 out of 5 from 217 reviews. For just $80 per person, this two-hour journey offers a classic tall ship experience as you watch the sunset over Seattle’s harbor. The highlight is raising the sails and sailing through the busy harbor while the sky transforms into shades of orange and pink, with views of the Olympic Mountains fading into the evening.
Guests rave about the chance to help raise sails or steer the ship, making it interactive rather than just a ride. The onboard bar serves local wine and beer, adding to the relaxed, celebratory atmosphere. During sunset, the skyline lights up, providing perfect photo opportunities. This tour is ideal for couples, small groups, or anyone wanting a romantic or scenic escape as day turns to night.
Bottom Line: A beautifully paced sunset sail that combines active sailing with stunning views and a cozy ambiance—perfect for a memorable evening.
3. Seattle’s Best Private Sailing Adventure on the Puget Sound BYOB!
If privacy and personalized attention matter most, the Private Sailing Adventure on Puget Sound ranks highly. With a 5.0 rating from 105 reviews, this 3-hour private trip costs $549 for up to six people, making it a great value for groups. You’ll set sail aboard the S/V Kingsley from Shilshole Bay Marina with an experienced captain. The focus is on giving you a tailored experience—whether you want to learn how to sail, watch wildlife, or simply enjoy the scenery.
Reviews mention the magnificent views of downtown Seattle, Mount Rainier, and wildlife such as seals and whales. The tour’s flexibility allows you to customize your route and activities, making it ideal for celebrating special occasions or just escaping the crowds. The captain’s extensive knowledge and friendly demeanor turn this into a smooth, enjoyable adventure.
Bottom Line: A top pick for those seeking an exclusive, flexible, and scenic sailing experience with expert guidance.
4. 2-Hour Seattle Sailing Harbor Tour
Offering a solid introduction to Seattle from the water, the 2-Hour Sailing Harbor Tour has a 4.5-star rating from 379 reviews. It departs from Pier 66 and takes you past iconic waterfront sights, including the Space Needle, Mount Rainier, and the Olympic and Cascade Mountains. The historic sailing ship and its comfortable amenities, including restrooms, make it a practical choice for travelers wanting to capture great photos of the city skyline.
Guests appreciate the flexible departure times and the chance to see the city from a different perspective. The boat is suitable for amateur photographers and those wanting a quick but scenic trip. It’s a good option for a short outing in the middle of sightseeing or as a family activity.
Bottom Line: Short, scenic, and well-reviewed, this tour offers a taste of Seattle’s skyline from the water in an accessible format.
5. Guided Seattle Sailing Adventure from Bainbridge Island
For a more exclusive experience, try the Guided Sailing Adventure from Bainbridge Island. Rated 5.0 with 76 reviews, this private 2-hour trip costs $295 for up to three people. It begins at the Bainbridge Island City Dock and offers sweeping views of Seattle, Mount Rainier, and the Olympic Mountains.
What sets this tour apart is the personalized nature—you can look for seals, whales, and seabirds, or just relax and enjoy the serenity. The captain, known for sharing stories and local insights, makes this a relaxing yet informative trip perfect for romantics or small groups.
Bottom Line: An intimate, scenic, and wildlife-friendly sail that provides a unique perspective on the Puget Sound area.
6. Seattle: Sailing Cruise
This 1.5-hour sailing cruise offers quick, picturesque views of Downtown Seattle and Mount Rainier. For just $49 per person, it’s a good choice for a compact, affordable trip on a 70-foot sailboat. You can bring your own food and drinks, mimicking how locals enjoy Seattle’s waterfront.
Rated 4.9 out of 5 from 90 reviews, travelers love the spectacular views and the relaxed atmosphere. It’s ideal for those with limited time but who still want to experience the city from the water. Perfect for families or first-time visitors aiming for a snapshot of Seattle’s skyline.
Bottom Line: An affordable, flexible sailing trip suited for a quick introduction or a casual afternoon.
7. Seattle: Sunset Sailing Cruise
Rated 4.8 from 114 reviews, the Sunset Sailing Cruise is a two-hour voyage on a 70ft ocean racing yacht. It’s designed for relaxing and taking in the city’s lights with Mount Rainier as a scenic backdrop. This trip is similar in style to the harbor sunset cruise but emphasizes the casual elegance of a race-ready yacht.
Travelers talk about the stunning views and the peaceful evening atmosphere. Whether celebrating an occasion or just unwinding after a day of sightseeing, this tour’s combination of comfort and scenery makes it a popular choice.
Bottom Line: Elegant yet casual, this sunset sail provides a beautiful, tranquil evening on a world-class yacht.
8. Mid-Day & Sunset Sailing on Seattle’s Majestic Puget Sound
Rated 5.0 from 23 reviews, this 2.5-hour tour offers both a mid-day and sunset option, making it flexible for different schedules. Departing from Shilshole Bay Marina, it sails toward the Olympic Mountains, with opportunities to see orcas, porpoises, seals, eagles, and great blue herons.
The trip’s focus on wildlife and stunning scenery makes it ideal for nature lovers. The light show at sunset is a highlight, with spectacular views of Mount Olympus and the mountains beyond, especially during the evening cruise.
Bottom Line: Perfect for wildlife enthusiasts and those who want a longer, more immersive experience of Puget Sound.
9. Seattle: Elliott Bay Sailing Cruise
This 2-hour cruise on a high-performance sailing yacht offers a relaxed way to enjoy Seattle’s skyline from the water. Passengers bring their own snacks and drinks, making it a flexible, budget-friendly option rated 4.7 out of 5. It’s especially good for groups who want a straightforward, scenic sail with views of Mount Rainier.
The emphasis is on comfort and scenery, making it suitable for casual travelers looking for a stress-free experience.
Bottom Line: An easy, fun way to see the city and mountains, perfect for a laid-back afternoon sail.
10. Sail Bainbridge Island & Seattle Waters – Classic Sailboat
For those seeking a private, traditional sailing experience, this 2-hour trip is a hidden gem. It costs $445 for up to 6 people and promises the classic feel of a sailboat as you explore Puget Sound. The captain, a USCG licensed sailor with 5,000 miles of experience, offers the chance to learn sailing skills or simply relax and watch wildlife and the shoreline.
This trip is best suited for those interested in the authentic sailing experience and who want to avoid large groups. Reviewers mention the tranquility and the chance to spot marine life.
Bottom Line: A perfect private outing for sailing enthusiasts or those celebrating a special event.
11. Seattle: Puget Sound Sailing Adventure
Wrapping up our list is the Puget Sound Sailing Adventure, a private 3-hour trip rated 5.0. It’s ideal for groups up to six who want a personalized exploration of the waterway, with focus on natural beauty and wildlife. Capturing the peaceful atmosphere, it’s well suited for romantic occasions or simply relaxing while watching the scenery drift by.
This tour emphasizes the tranquil experience of sailing, with flexibility to customize your route and activities.
Bottom Line: A calm, private outing designed for savoring the majestic scenery of Puget Sound.
$549 per group up to 6
How to Choose
Picking the right sailing experience in Seattle depends on your priorities. If you want a casual, budget-friendly tour with great views, the Seattle Sailing Experience BYOB fits the bill. For a romantic sunset, the Tall Sailboat Sunset Harbor Cruise or the Sunset Sailing Cruise are excellent options.
Travelers seeking personalized, private adventures should consider the Private Sailing Adventure on Puget Sound or Sail Bainbridge Island & Seattle Waters. If wildlife and extended exploration appeal, the Mid-Day & Sunset Sailing offers a longer, immersive experience.
For those with limited time but still wanting a taste of the water, the 2-hour Harbor Tour or the Elliott Bay Sailing Cruise are practical and fun.
When booking, consider the time of day, the level of activity you want (help with sails or just enjoying the ride), and your interest in wildlife or city scenery. Early spring and summer typically offer the best weather for sailing, but always check the forecast and book early for popular dates.
Seattle offers a wonderful mix of sailing options for every traveler, from quick scenic spins to private, wildlife-filled adventures. Whether you’re celebrating a special occasion or just want to see the city from a new angle, these tours will give you memorable moments on the water. Prioritize what matters most—relaxation, wildlife, scenic views, or a private experience—and you’ll find the perfect sail in Seattle.