Our Sips & Sights Tasting Cruises pair local wine tasting with a 2-hour sightseeing and social cruise on the Willamette River! Featured wineries: • Oct 4: Love & Squalor • Oct 11: Hip Chicks Do Wine • Oct 25: Stoller Family Estate Your ticket includes: • 2 hours cruising time • Three 1-oz wine tastings from the featured winery host • One full glass of select wine from our onboard bar • Charcuterie snack • Hawaiian lei + grand prize raffle entry • Onboard game, prize + Portland sightseeing tidbits Hear from the featured winery while enjoying Portland's bridges, city views and river scenery. Our onboard bar is also open for additional purchases. All ages welcome. Alcohol is for guests 21+ with valid ID. Sail, sip & see Portland in Island Style! Note: Listed time is check-in time. Cruise departs once all passengers are checked in, no later than 30 minutes after check-in.
From the operator’s live schedule on Viator, checked Oct 9.
Our Sips and Sights partner with local wineries for special tastings onboard! Enjoy a flight of three 1-ounce wine tastings while a winery representative shares a little about the featured wines. A small snack is also included. Additional drinks and snacks will be available for purchase from our onboard bar throughout the cruise. Alcohol tasting is for guests age 21+ with valid ID. Experience Portland like never before on this approximately 2 hour sightseeing cruise along the scenic Willamette River. Enjoy panoramic views of the city’s skyline, historic bridges, and waterfront landmarks from the comfort of the water. As you cruise past downtown and lush, tree-lined banks, your onboard host will share fun and informative commentary about Portland’s history, architecture, and culture. This relaxed tour is the perfect way to take in the sights and learn more about the Rose City from a fresh perspective.
Reviews collected by Viator and Tripadvisor
Excurgo comparison of 280 Viator tours, recalculated daily.
For a full refund, cancel at least 24 hours before the scheduled departure time.
Wine Tasting River Cruise - Sips & Sightseeing on the Willamette lasts about 2h 30min. The itinerary has 1 stop.
Prices start at $70 per person for this Portland experience, booked through Viator with the price shown before checkout. There is 1 booking option, so the final price depends on the option you choose.
According to the operator’s current schedule, it runs on Sundays, starting at 1:30 PM.
Children aged 1–12 pay from $60, adults from $70.
Yes. Cancel at least 1 day before the start for a full refund. Later cancellations are non-refundable.
The meeting point is Check in at South Waterfront Park, Portland, OR (near the intersection S. River Drive and S. Montgomery Street) 30 minutes before departure. Meet our crew near the park benches at the waterfront. (example: 5:30 check-in for 6pm-9pm cruise in August). Hotel pickup is not part of this experience.
The experience is available in EN.
It is a small-group experience with a maximum of 40 participants.
Infants and small children can ride in a pram or stroller
Yes, bookings are confirmed instantly.
Travellers rate it 5.0 out of 5 across 2 reviews on Viator and Tripadvisor; it is run by Island Style Charters.
Reviews collected by Viator and Tripadvisor
We took the Waterfall Cruise and it was terrific! All the way up the Willamette River from downtown Portland to Willamette Falls in Oregon City. Beautiful views along the way, great crew, fun on-board activities, plus snacks and drinks for sale. Highly recommend..we had a wonderful time!
We love to hear it! Thank you for taking the time to review us and join us on a cruise. We hope to see you again sometime!
Had a great time on our Portland river tour to the Oregon City waterfalls. I heard they have a sunset river tour as well. CAn't wait to try that. Highly recommended!
Thank you for taking the time to review us! This means so much. We're delighted you had a nice time and we hope to see you again sometime soon!
| Tour | Duration | Rating | Price | |
|---|---|---|---|---|
| Wine Tasting River Cruise - Sips & Sightseeing on the Willamette | 2h 30min | 5.0 (2) | $70 | |
 2.5-hour Dinner Cruise on Willamette River | 2h 30min | 4.4 (586) | $129 | View |
 2-hour Lunch Cruise on Willamette River | 2 hours | 4.6 (333) | $88 | View |
 Scenic 2-Hour River Cruise to the Willamette Falls! | 2 hours | 5.0 (129) | $89 | View |
 2-hour Brunch Cruise on Willamette River | 2 hours | 4.7 (102) | $105 | View |
 2-Hour Historic Willamette River & Island Nature Cruise | 2 hours | 4.6 (13) | $79 | View |
 Willamette Valley Wine Tour with Lunch | 7h 30min | 4.9 (539) | $210 | View |