Portland’s waterfront offers excellent sailing opportunities right from the heart of downtown.
The best experiences come from private yacht charters, which run intimate 90-minute tours along the Willamette River. We love these tours for their winning combination: skilled local guides, stunning views of Portland’s skyline, and included snacks and beverages.
Small group sizes (typically 6-12 people) keep the experience peaceful and personal. For active travelers looking to see Portland from a different angle, these boat tours deliver great value.
Check out our favorite sailing tours below.
Key Points
- Private sailing charter in Portland offers a unique and intimate experience to explore the city’s waterfront views and landmarks.
- Highly rated 4.7-star tour led by a knowledgeable local guide, providing live commentary on the area’s history and attractions.
- Exclusively for one group, ensuring a peaceful ambiance and personalized experience on the Willamette River.
- Accessible boat accommodates strollers and service animals, though not wheelchair-accessible.
- 90-minute tour includes complimentary food and drinks, showcasing the city’s skyline, greenery, and charm from the water.
Private Portland Sailing Charter
Sailing with Private Portland Sailing Charter offers a unique and intimate experience on the waters around Portland. This private tour promises live commentary from a knowledgeable local guide, giving you an insider’s perspective on the city’s sights and history.
The tour is exclusively for your group, allowing you to enjoy the peaceful ambiance and stunning views at your own pace.
The meeting point is the Boat Ramp Dock in Willamette Park, South Portland, and the tour ends back at the same location. While the tour operates in all weather conditions, be sure to dress appropriately.
The boat is stroller-accessible, and service animals are welcome. With a 4.7-star rating based on 3 reviews, this tour is a highly recommended way to experience sailing in Portland.
Confirmation is received at the time of booking, unless it’s within 3 days of travel, in which case you’ll receive confirmation within 48 hours, subject to availability.
Children must be accompanied by an adult, and the tour isn’t wheelchair accessible.
Read our full review: Private Portland Sailing Charter Review
Book now: Check availability
90 Minute Sailing Tour of Portland
Aboard the 90-Minute Sailing Tour of Portland, you’ll embark on a unique water-based adventure through the heart of the city. Departing from Willamette Park, you’ll set sail on a 90-minute tour that showcases the city’s stunning waterfront views.
Led by the knowledgeable Captain Chris, you’ll enjoy live commentary as you glide along the river, learning about the area’s history and landmarks.
While the tour is primarily motoring or sailing, depending on wind conditions, you’ll still have the opportunity to take in the city’s iconic skyline and lush greenery from the water.
As you sail, you’ll be treated to complimentary food and drinks, making this an enjoyable and relaxing way to explore Portland.
With a maximum capacity of 6 travelers, this tour offers an intimate and personalized experience. Whether you’re a local or a visitor, the 90-Minute Sailing Tour of Portland is a must-try activity for anyone looking to experience the city from a unique perspective.
Read our full review: 90 Minute Sailing Tour of Portland Review
Book now: Check availability
Recap
Set out on a captivating sailing adventure in Portland’s picturesque harbor. Savor the stunning views of the city skyline and the Willamette River as you glide across the water. Whether you opt for a private charter or a group tour, you’re sure to create unforgettable memories and capture the essence of Portland’s vibrant waterfront.