Wine Tours from Portland at a glance
- Our pick: Willamette Valley: Wine Tasting Day Trip from Portland, US$ 131 per person (6h, 4.79★ · 234).
- Top rated: Willamette Valley Wine Tour: 4 Wineries in Luxury Coach, US$ 290 per person (7h, 5.00★ · 62).
- Private option: Willamette Valley Wine Tour: 3–4 Wineries, Private Guide, US$ 430 per person (6h–9h, 4.55★ · 11).
Price per person across the 11 options priced per person: US$ 131–US$ 887 (median US$ 200). With 100+ reviews: 4 of 12.
Of the 12 options: 12 with live guides in English, 9 with free cancellation, 9 with instant confirmation, 11 with hotel pickup, 3 kid-friendly, 5 private and 6 bookable last-minute.
How we rank: quality, number of reviews, availability, booking conditions and relevance to the topic. In the comparison table, our top 3 comes first. Prices are per person, except options priced per group: that price is for the whole group, and the per-person figure assumes the group is full. “Top rated” = the highest score among options with at least 50 reviews.
Wine Tours from Portland — Willamette Valley, Columbia River Gorge, Multnomah Falls and 2 more
Based on each operator's calendar. Confirmed when you book.
12 options
Willamette Valley: Wine Tasting Day Trip from Portland Let Oregon’s Willamette Valley surprise you with small-batch Pinot Noir, rolling vineyard views, and a relaxed day out: includes pickup from downtown Portland hotels. Every day · 10:30 · Hotel pickup · All ages ★ 4.79 (234 reviews) Duration: 6h Live guide: EN ✓ Free cancellation. from US$ 131 per person
Willamette Valley Wine Tour with Lunch: 3-4 Wineries Taste Pinot Noir, Pinot Gris and Riesling across 3-4 Willamette Valley wineries on a full-day tour with lunch and door-to-door pickup. Every day · 09:00 · Hotel pickup · From age 21 ★ 4.87 (545 reviews) Duration: 7h 30m Live guide: EN ✓ Free cancellation. from US$ 210 per person
Mt Hood & Columbia River Gorge: Waterfalls, Wine & Vista House Full-day Mt Hood tour from Portland with Multnomah Falls, Vista House, Hood River lunch, and one winery tasting. Includes transport, guide, parking. Around 9 hours. Every day · 09:00 · Hotel pickup · All ages ★ 4.85 (100 reviews) Duration: 8h 30m Live guide: EN ✓ Free cancellation. from US$ 140 per person
Columbia Gorge Waterfalls & Wine Tasting from Portland Afternoon tour from Portland through Columbia River Gorge with Multnomah Falls and wine tastings, guided by a naturalist who shares the region's ecology. Next departure: 1 May 2027 · Pickup available · From age 14 ★ 4.82 (187 reviews) Duration: 6h Live guide: EN ✓ Free cancellation. from US$ 200 per person
Willamette Valley Wine & Whisky Tour: 2 Wineries, 1 Distillery Visit at least 2 wineries and 1 distillery across Willamette Valley's rolling hills with a live guide, lunch and pickup included. Wed, Sat and Sun · 10:00 · Pickup available · All ages ★ 4.69 (36 reviews) Duration: 6h–7h Live guide: EN ✓ Free cancellation. from US$ 199 per person
Willamette Valley Wine Tour from Portland: Tastings Included Small group wine tour from Portland to Willamette Valley with tastings at three wineries, experienced local guide. Every day · 10:30 · From age 21 ★ 4.89 (82 reviews) Duration: 7h 30m Live guide: EN from US$ 289 per person
Willamette Valley Wine Tour: 4 Wineries in Luxury Coach Private wine tour of Willamette Valley with four winery stops, picnic lunch, and a luxury coach equipped with coffee, water and music: led by a live English-speaking guide. Every day except Friday and Saturday · 10:00 · Pickup available · From age 21 ★ 5.00 (62 reviews) Duration: 7h Live guide: EN ✓ Free cancellation. from US$ 290 per person
Willamette Valley Wine Tour: 3–4 Wineries, Private Guide Private Willamette Valley wine tour from Newberg with 3 or 4 winery stops, lunch included, and round-trip transportation. Every day except Tuesday and Wednesday · No fixed time · Hotel pickup · Ages 21–85 ★ 4.55 (11 reviews) Duration: 6h–9h Live guide: EN ✓ Free cancellation. from US$ 430 per person
Willamette Valley Wine Tour: 3-4 Vineyards, Private Group Private wine tour of Willamette Valley visiting 3-4 select vineyards with local guide, lunch included. Every day · 10:00 · Hotel pickup · From age 21 ★ 4.67 (9 reviews) Duration: 7h–8h Live guide: EN ✓ Instant confirmation. from US$ 175 per person
Columbia Gorge Waterfall Tour: Multnomah Falls & Wine Tasting Afternoon tour of Columbia Gorge from Portland with guide, entry to Multnomah Falls, and wine tasting fees included. Mon, Sat and Sun · 13:30 · Hotel pickup ★ 5.00 (6 reviews) Duration: 4h 30m Live guide: EN ✓ Free cancellation. from US$ 139 per person
Mt. Hood & Columbia Gorge Wine Tour: Private Guide, Lunch Private Mt. Hood and Columbia Gorge tour with guide, lunch, and a glass of wine at one vineyard. Every day · 09:00 · Pickup available ★ 5.00 (2 reviews) Duration: 8h–9h Live guide: EN ✓ Free cancellation. from US$ 887 per person
Private Willamette Valley Wine Tour from Portland Private wine tour from Portland to Willamette Valley with a local guide, all tasting fees included, and pickup from your hotel. Every day · 10:25 · Pickup available ★ 4.71 (7 reviews) Duration: 7m–30m Live guide: EN from US$ 2,890 per group
All 12 options, side by side
✓ 2026-11-14| Option | Price | Duration | Rating | Days and times | Guide languages |
|---|---|---|---|---|---|
| Willamette Valley: Wine Tasting Day Trip from PortlandOur pickGroup of up to 8 · Pickup offered | US$ 131 per person | 6h | 4.79★ · 234 | Every day · 10:30 | English |
| Willamette Valley Wine Tour: 4 Wineries in Luxury CoachTop ratedPrivate · Pickup offered | US$ 290 per person | 7h | 5.00★ · 62 | Every day except Friday and Saturday · 10:00 | English |
| Willamette Valley Wine Tour: 3–4 Wineries, Private GuidePrivate optionPrivate · Pickup offered | US$ 430 per person | 6h–9h | 4.55★ · 11 | Every day except Tuesday and Wednesday · No fixed time | English |
| Willamette Valley Wine Tour with Lunch: 3-4 WineriesGroup of up to 10 · Pickup offered | US$ 210 per person | 7h 30m | 4.87★ · 545 | Every day · 09:00 | English |
| Mt Hood & Columbia River Gorge: Waterfalls, Wine & Vista HouseGroup of up to 13 · Pickup offered | US$ 140 per person | 8h 30m | 4.85★ · 100 | Every day · 09:00 | English |
| Columbia Gorge Waterfalls & Wine Tasting from PortlandGroup of up to 10 · Pickup offered | US$ 200 per person | 6h | 4.82★ · 187 | Next departure: 1 May 2027 | English |
| Willamette Valley Wine & Whisky Tour: 2 Wineries, 1 DistilleryGroup of up to 14 · Pickup offered | US$ 199 per person | 6h–7h | 4.69★ · 36 | Wed, Sat and Sun · 10:00 | English |
| Willamette Valley Wine Tour from Portland: Tastings IncludedGroup of up to 12 | US$ 289 per person | 7h 30m | 4.89★ · 82 | Every day · 10:30 | English |
| Willamette Valley Wine Tour: 3-4 Vineyards, Private GroupPrivate · Pickup offered | US$ 175 per person | 7h–8h | 4.67★ only 9 reviews | Every day · 10:00 | English |
| Columbia Gorge Waterfall Tour: Multnomah Falls & Wine TastingGroup of up to 14 · Pickup offered | US$ 139 per person | 4h 30m | 5.00★ only 6 reviews | Mon, Sat and Sun · 13:30 | English |
| Mt. Hood & Columbia Gorge Wine Tour: Private Guide, LunchPrivate · Pickup offered | US$ 887 per person | 8h–9h | 5.00★ only 2 reviews | Every day · 09:00 | English |
| Private Willamette Valley Wine Tour from PortlandPrivate · Pickup offered | US$ 2,890 per group up to 10 people · ≈ US$ 289 per person if 10 go | 7m–30m | 4.71★ only 7 reviews | Every day · 10:25 | English |
By what you need
- Private (5): Willamette Valley Wine Tour: 4 Wineries in Luxury Coach (US$ 290 per person) · Willamette Valley Wine Tour: 3–4 Wineries, Private Guide (US$ 430 per person) · Willamette Valley Wine Tour: 3-4 Vineyards, Private Group (US$ 175 per person)