Wine Tastings in Portland: Compare 35 Options (October 2026)

Independent comparison Prices checked October 3, 2026 Prices shown in USD 35 options compared

Our top pick is Willamette Valley Wine Tour with Lunch (7.5 h, ★ 4.9 (538)). Well-rated options start at $131 from, per person, and 24 of 35 options offer free cancellation.

Our picks

Best overall

Willamette Valley Wine Tour with Lunch

7.5 h · ★ 4.9 (538) $210 from, per person

Free cancellation Likely to sell out

Highest weighted rating of 10 options with 50+ reviews. Check availability

Lowest price

Willamette Valley Wine Tour from Portland

6 h · ★ 4.8 (231) $131 from, per person

Free cancellation

Lowest starting price among the well-rated options. Check availability

Private option

Private Wine Excursion Willamette Valley, Oregon - Wine Tour

7 h · ★ 5.0 (61) $290 from, per person

Free cancellation Likely to sell out

Highest-rated private tour: only your group. Check availability

Compare the options

Rows

Option	Duration	Rating	Price	Book
Willamette Valley Wine Tour with Lunch Free cancellation Likely to sell out	7.5 h	★ 4.9 (538)	$210 from, per person	Check
Willamette Valley Wine Tour from Portland Free cancellation	6 h	★ 4.8 (231)	$131 from, per person	Check
Willamette Valley Wine Tasting Tour from Portland Free cancellation	7.5 h	★ 4.9 (102)	$149 from, per person	Check
Mt Hood, Waterfalls, and Wine Tour Free cancellation	8.5 h	★ 4.9 (98)	$140 from, per person	Check
Columbia Gorge Waterfalls & Wineries from Portland: All-Inclusive Afternoon Tour Free cancellation Likely to sell out	6 h	★ 4.8 (187)	$189 from, per person	Check
Full-Day Mt Hood Waterfall Tour with Lunch and Wine Included Free cancellation	8 h–9 h	★ 4.8 (214)	$199 from, per person	Check
Private Wine Excursion Willamette Valley, Oregon - Wine Tour Free cancellation Private Likely to sell out	7 h	★ 5.0 (61)	$290 from, per person	Check
Small Group: Willamette Valley Wine Tour From Portland (Tasting Fees Included) Likely to sell out	7.5 h	★ 4.9 (82)	$289 from, per person	Check
Happy Hour Sightseeing Cruise Free cancellation	1.5 h	★ 4.4 (133)	$43 from, per person	Check
Willamette Valley Wine Tour - Full Day Tour	7 h–8 h	★ 4.7 (65)	$225 from, per person	Check

Explore all 35 options

Willamette Valley Wine Tour with Lunch 7.5 h · ★ 4.9 (538)
Free cancellation Likely to sell out

$210 from, per person Check availability
Willamette Valley Wine Tour from Portland 6 h · ★ 4.8 (231)
Free cancellation

$131 from, per person Check availability
Willamette Valley Wine Tasting Tour from Portland 7.5 h · ★ 4.9 (102)
Free cancellation

$149 from, per person Check availability
Mt Hood, Waterfalls, and Wine Tour 8.5 h · ★ 4.9 (98)
Free cancellation

$140 from, per person Check availability
Columbia Gorge Waterfalls & Wineries from Portland: All-Inclusive Afternoon Tour 6 h · ★ 4.8 (187)
Free cancellation Likely to sell out

$189 from, per person Check availability
Full-Day Mt Hood Waterfall Tour with Lunch and Wine Included 8 h–9 h · ★ 4.8 (214)
Free cancellation

$199 from, per person Check availability
Private Wine Excursion Willamette Valley, Oregon - Wine Tour 7 h · ★ 5.0 (61)
Free cancellation Private Likely to sell out

$290 from, per person Check availability
Small Group: Willamette Valley Wine Tour From Portland (Tasting Fees Included) 7.5 h · ★ 4.9 (82)
Likely to sell out

$289 from, per person Check availability
Willamette Valley Wine & Whisky 6 h–7 h · ★ 4.7 (36)
Free cancellation

$199 from, per person Check availability
Happy Hour Sightseeing Cruise 1.5 h · ★ 4.4 (133)
Free cancellation

$43 from, per person Check availability
Portland Urban Wine Tasting Tour 3 h · ★ 5.0 (21)
Free cancellation

$139 from, per person Check availability
Waterfalls & Wine Tour-Multnomah Falls,Vineyards,Hood River Combo 7 h–9 h · ★ 4.8 (42)

$249 from, per person Check availability
Private Wine Tours 9 h · ★ 4.9 (23)
Free cancellation Private

$700 from, per person Check availability
Willamette Valley Wine Tour - Full Day Tour 7 h–8 h · ★ 4.7 (65)

$225 from, per person Check availability
Bed and Breakfast Wine Tour - Small Group, Joinable/Sharable 6.5 h · ★ 5.0 (6)
Free cancellation

$230 from, per person Check availability
Willamette Valley Pinot Noir & Wood Fired Pizza Pairing Tour 7 h–8 h · ★ 5.0 (6)

$295 from, per person Check availability
Afternoon Tour in Columbia Gorge Waterfall with Free Wine Tasting 4.5 h · ★ 5.0 (5)
Free cancellation

$139 from, per person Check availability
Private Mt Hood Waterfall Tour with Lunch and Wine included 8 h–9 h · ★ 5.0 (2)
Free cancellation Private

$887 from, per person Check availability
Willamette Valley Wine Tasting Tour 5.5 h · ★ 5.0 (2)
Free cancellation

$138 from, per person Check availability
Custom Willamette Valley Wine Tours from The Allison Inn and Spa 6 h–9 h · ★ 4.5 (10)
Free cancellation Private

$430 from, per person Check availability