If you’re visiting the Seattle area and craving a peaceful escape on the water, a private sailing trip from Bainbridge Island might just be the highlight of your trip. While I haven’t personally taken this exact trip, the glowing reviews and detailed descriptions paint a compelling picture of what to expect. This 2-hour cruise provides a chance to enjoy Puget Sound’s scenic beauty, learn about local marine life, and experience the Pacific Northwest from an authentic seafarer’s perspective.
What draws us to this experience? First, the expertise of the captain—with over 5,000 miles of sailing experience and a USCG license, you’re in capable hands. Second, the personalized nature of the tour, with a private group setting, makes it ideal for families, couples, or small groups seeking a tailored adventure. The possible downside? It’s only two hours long, so those looking for an all-day voyage might find it a bit brief. Nevertheless, it’s a perfect option for a relaxing, scenic taste of the Sound, especially suited for those who love marine wildlife, stunning vistas, or simply want a peaceful break from urban life.
This trip is best suited for travelers who appreciate authentic experiences, enjoy learning about local ecology and history, and want a flexible, intimate outing. Whether you’re celebrating a special occasion or just looking to savor the natural beauty of the Puget Sound, this trip promises memorable moments.
Key Points

- Private experience means personalized service and flexible interactions.
- Expert captain with over 5,000 miles of sailing ensures safety and knowledge.
- Stunning views of Bainbridge Island, the Seattle skyline, and distant volcanoes.
- Wildlife sightings including sea birds, marine mammals like whales and even rare elephant seals.
- Learn and participate—take the wheel or relax on the deck.
- Affordable luxury at $445 for up to 6 guests, offering excellent value for a private sailing adventure.
Setting the Scene: What to Expect on Your Sailing Trip

From the moment you arrive at Harbour Marina, just waterside of the Harbour Public House on Bainbridge Island, you’ll get a genuine sense of entering a well-loved local operation. Make sure to arrive 15 minutes early so you can settle in and chat with your captain, a seasoned sailor dedicated to sharing his passion with guests.
The voyage kicks off with a gentle departure, as you cruise on a beautifully maintained 44-foot classic sailing ketch. You’ll be treated to panoramic views of the Puget Sound, with the Seattle skyline in the background and the distant presence of volcanoes like Mount Rainier. The boat’s sturdy design and comfortable seating make it easy to relax and take in the scenery.
You can also read our reviews of more boat tours in Seattle
The Itinerary and Highlights
This is a private 2-hour trip, which may seem short, but it’s packed with opportunities to connect with nature and the water. The captain will guide you through basic sailing techniques, letting those interested learn the ropes or even take the helm. For others, simply sitting back and soaking up the views is equally enjoyable.
As you glide past islands dotted across the Sound, you’ll notice the abundance of sea birds, and the possibility of spotting marine mammals, including whales—one reviewer even mentioned seeing orcas and a rare elephant seal. This wildlife activity isn’t guaranteed but significantly enhances the experience, making each trip unique.
Engaging the Senses
Expect a sensory feast: the feel of the wind in your hair, the warmth of the sun, and the quiet serenity of life under sail. The captain often shares insights into local marine wildlife, the history of the waterways, and the tribes who have used these waters for centuries. These anecdotes lend depth and context to your scenic surroundings, transforming a simple sail into a lesson in regional ecology and history.
The Value of a Private Sail

For $445, up to six people can enjoy this experience. That breaks down to roughly $75 per person—an excellent value considering the exclusivity and expertise involved. The price includes not only the sailing itself but also life jackets, opportunities to learn and steer, and refreshments like coffee and tea. It’s worth noting that food and other drinks are not included, so you might want to bring a snack or beverage if desired.
More Great Tours NearbyWhy It’s Worth the Cost
Multiple reviews emphasize the quality of the boat and the knowledgeability of the captain—”beautiful boat, super sturdy and comfy,” says one guest. Others highlight the personalized nature of the tour as a major plus, especially compared to larger, generic group trips. The chance to see marine wildlife up close and enjoy the breathtaking vistas makes this experience stand out.
You can also read our reviews of more sailing experiences in Seattle
Practical Tips for the Trip

- Dress in layers: It tends to be about 10 degrees cooler on the water, even on warm days. The tour provider supplies wet-weather gear, but bringing your own layers ensures comfort.
- Wear non-marking shoes: This helps preserve the boat’s interior and ensures safety.
- Arrive early: Aim for about 15 minutes before departure to check in and settle your nerves.
- Parking: You can park at Harbour Marina, just waterside of the Harbour Public House. It’s a short, pleasant walk to the dock.
- Timing: The tour generally runs in the morning or afternoon, so pick the time that best suits your plans.
Authentic Experiences and Guest Feedback
Reviews consistently praise the knowledge and friendliness of the captain, particularly Captain Ben, who many describe as passionate about sharing his love for the water. One guest remarked, “Our sailing trip was truly unforgettable,” emphasizing the spectacular views of the Seattle skyline and Mount Rainier. Another shared how they saw a rare elephant seal—a reminder that wildlife sightings can be special and unexpected.
Guests also appreciate the flexibility of the private tour, allowing for a more personalized experience—whether you want to learn how to sail or just relax and take photos. The boat’s comfort and safety are frequently highlighted, making it suitable for families, couples, or small groups.
The Sum Up: Who Will Love This Experience?
This sailing trip from Bainbridge Island offers a combination of scenic beauty, wildlife encounters, expert guidance, and personalized service. It’s especially well-suited for those seeking a peaceful, authentic marine adventure—perfect for nature lovers, small family groups, or couples celebrating a special occasion.
If you’re looking for a value-packed outing that combines learning, relaxing, and seeing iconic Pacific Northwest scenery, this cruise hits the mark. It’s a fantastic way to experience Puget Sound’s natural beauty without the crowds or the hassle of larger tour groups.
Most importantly, the knowledgeable captain and the stunning views promise to leave you with lasting memories of your time on the water. Whether it’s your first or fifth time on Puget Sound, this sail offers a genuine, intimate perspective on Seattle’s waters that you’ll cherish.
FAQs

How long is the sailing trip?
The trip lasts approximately 2 hours, providing a relaxed yet memorable experience on Puget Sound.
Where does the tour depart from?
It departs from Harbour Marina on Bainbridge Island, waterside of the Harbour Public House, with parking available nearby.
Is the trip suitable for children?
While specific age restrictions aren’t mentioned, many reviews include families with children, suggesting it’s family-friendly, especially if they enjoy being on the water.
What should I wear?
Dress in layers as it tends to be cooler on the water. Non-marking shoes are recommended, and rain gear is provided if needed.
Can I participate in sailing or just relax?
You can do both. The captain offers opportunities to learn and steer if you’d like, or you can simply enjoy the scenery and relax on deck.
What wildlife might I see?
Guests have reported sightings of sea birds, whales (including orcas), and even rare seals. Wildlife sightings depend on the day but are a notable part of the experience.
Are food and drinks included?
Only coffee and tea are provided. Food and other beverages are not included, so plan accordingly.
Is there a cancellation policy?
Yes, you can cancel up to 24 hours in advance for a full refund, providing flexibility in case your plans change.
Is this experience private?
Yes, it’s designed for private groups of up to six people, ensuring a personalized and intimate experience.
In the end, this sail from Bainbridge Island offers a rare chance to indulge in a tranquil, scenic adventure with professional guidance, all while being mindful of your budget. It’s a wonderful way to connect with the natural beauty of Puget Sound and create lasting memories — especially if you love the water, wildlife, or just a peaceful escape with friends or family.
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