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Top Experiences in Willamette Valley

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Around Portland Tours

Silver Falls Waterfall Hiking Tour from Portland

USD 85

Immerse yourself in waterfall hiking in one of the most unique geologic formations in Oregon! Over the course of the three hours we are in the canyon, we will discovering South Falls' stunning amphitheater and history as the centerpiece of a failed attempt to become Oregon's first National Park. From here we will descend into the up-and-down trails that make up the gorgeous canyon, encountering century-plus-old trees, wildflowers in season, mosses, lichens, and mushrooms and a variety of fantastic rock formations. We will experience up-close encounters with some of the state's most unusual and impressive waterfall formations.
On this hiking experience we will explore 4-6 waterfalls and enjoy snacks with the option to purchase a light breakfast or lunch from the cafe. Our hike will be between three and eight miles (5 - 13 km) depending on group energy and desire.
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taxiGo DMC

Full Day Private Willamette Valley Wine Tour from Portland

USD 287.82

Embark on this Full-Day Private Willamette Valley Wine Tour and indulge your senses in the heart of USA's renowned wine country!

Your day begins with a personalized, chauffeur-driven journey through the stunning Willamette Valley region, setting the scene for an unforgettable adventure.

As you traverse the picturesque landscape, you'll have the opportunity to visit several beautiful wineries - each with its own unique charm and distinctive wines.

Expert sommeliers and winemakers will guide you through tastings of exceptional wines, sharing their deep knowledge and passion for winemaking.

Enjoy a delightful traditional lunch, paired with local specialties, perfectly complementing the wines you've tasted throughout the day.

Don't miss the opportunity to create lasting memories on this Full-Day Private Willamette Valley Wine Tour, escaping the hustle of Portland for a day of indulgence, relaxation, and appreciation of Oregon's Country vinicultural heritage.
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Hidden Vineyards Valet

Authentically Oregon Luxury Wine Tour - All-Inclusive Package

USD 472

In Creating A Luxury Experience of Oregon Wine Country While Maintaining The Unpretentious Authenticity of Willamette Valley's Viticulture, Hidden Vineyards Valet Has Developed All-Inclusive Premier Wine Tour Packages. Taking Care of Every Detail, You Will Enjoy High Quality Wine Tastings, Farm to Table Set Menu Wine Paired Vineyard Dining, Luxury Transportation in a Spacious Mercedes Sprinter, Charcuterie, a Private Guide and Driver, and a Variety of Vineyard Profiles from Legacy Names to Hidden Gem Boutique Wineries.
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Envi Adventures, LLC

Mount Hood & Columbia River Gorge Airplane Tour

USD 289

** PLEASE NOTE THAT THIS TOUR IS VERY WEATHER DEPENDENT AND MAY RESULT IN AN ALTERNATE ROUTING AT PILOT'S DISCRETION**

This air tour is a summer favorite for people visiting Portland. We’ll fly along the Sandy River up toward Mt. Hood, over the Mt. Hood National Forest with terrific views of the mountain on your right heading north toward the Columbia River Gorge. We will descend into the gorge with stunning views of the mountain and the length of the gorge toward Portland. We will fly past Multnomah Falls and other Gorge highlights rounding it all out for a private Columbia River Gorge airplane tour to remember. This airplane tour is truly a beauty and will permit countless photographic memories.

**250 pounds/person up to 600 pounds per group of 3 -OR- 190 pounds/person up to 925 pounds per group of 5
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Sea to Summit Adventure

Private Willamette Valley Wine Tour from Portland (All tasting fees included)

USD 2559

The Northern Willamette Valley is just an hour’s drive from the Portland metro area. This close proximity to Portland creates a perfect opportunity for a day of touring Oregon’s wine country with Sea to Summit Tours & Adventures, Portland, Oregon's original tour and adventure company. 

Experienced, knowledgeable guides, providing fun and informative tours with unparalleled customer service, while operating the nicest and most comfortable, custom equipped 4x4 Mercedes-Benz vehicles in Portland’s tour industry. 

We set an itinerary with outstanding wine, great hospitality, and beautiful scenery with all wine tasting fees included – all the keys to creating a unforgettable Willamette Valley Wine Tour for our clients.

Created, owned and operated by native Portland, Oregonians, since 2001
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Oregon Wine Maker Tours

Wine Maker Hosted Wine Tasting Private Tour with Artisan Lunch

USD 350

This is not your traditional wine tour; we customize to meet your needs and interests. Carmine, your tour guide, will interact with you before the tour to ensure that your wine country experience is memorable. With 30 years of cultivating grapes and making wines. You have the option to tap his expertise.

This tour holds (USA Today)'s Top 20 American wine tours in 2023 & 2020 & “Best Winery Tour Operator in the Pacific Northwest” & “Best Wine Tasting Experience – Willamette Valley” (2022 LUXlife), and “Wine Tour Operator of the Year” (2022, 2023- Corporate LiveWire)

Willamette Valley is nature’s masterpiece for growing cool-climate grapes, like Pinot Noir. 950+ wineries are located in this region that produce elite world-class wines.

A trip to wine country with Oregon Winemaker Tours is perfect for singles, couples, or small groups. Relax and leave the driving to us while you enjoy a small but mighty gourmet wine pairing lunch with some of the world’s best wines. Cheers!
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Oregon Wine Maker Tours

Willamette Valley Private WineryTour with lunch

USD 330

This is not your traditional wine tour; we customize to meet your needs and interests. Carmine, your winemaker tour guide, will interact with you before the tour to maximize your elite experience. 30 years of cultivating grapes and making wines. You have the option to tap his expertise.

A 'wine tasting' lunch is included. A wine pairing gastronomic experience with some of the world’s best wines in a historic vineyard.

Awards:
“Wine Tour Operator of the Year” in 2024 & 2023-'Corporate LiveWire', 'USA Today's' Top 20 American wine tours in 2023 & 2020 & “Best Winery Tour Operator in the Pacific Northwest” & “Best Wine Tasting Experience – Willamette Valley”- '2022 LUXlife'.

Willamette Valley is nature’s masterpiece for growing cool-climate grapes, like Pinot Noir and Pinot Chardonnay. 950+ wineries producing elite world-class wines.

A trip to wine country with Oregon Winemaker Tours is perfect for singles, couples, or small groups. Relax and leave the driving to us.

Cheers :)!
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Tour Cascadia

Private Wine Tour for 1-5 People in Oregon

USD 350

Once we have secured your date, you will be in touch with your personal host for the day. We will provide a complementary itinerary or a complementary consultation of an already prepared itinerary.

Your host will not only be an expert guide, but your guide will have worked every aspect of wine production and the front of house experience. Our hosts are all CPR certified.

We pride ourselves in introducing our guests to boutique wineries, less than 8,000 cases of wine produced in a given year. Let us introduce you to world class wine you won't find on most shelves around the world.
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taxiGo Limo Airport Service

Willamette Valley Full-Day Wine Tour from Portland

USD 521.34

Indulge your senses and savor the finest wines on our Willamette Valley Full-Day Wine Tour from Portland!

This unforgettable journey promises a day of delight, where lush vineyards, world-class wineries, and award-winning vintages come together to create the perfect wine adventure.

Your journey begins as you depart Portland traveling into the stunning Willamette Valley. The picturesque landscapes and scenic vineyards will captivate your heart from the moment you arrive.

Our expertly curated tour takes you to renowned wineries, where you'll have the chance to taste a diverse selection of wines to experience the best of the region.

Forget the hassle of driving and let us take care of transportation. Sit back and enjoy the company of fellow wine enthusiasts on this memorable journey.

Whether you're a wine connoisseur or a novice, this tour promises an experience that will leave you with lasting memories of California's wine country.
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Oregon Tour Experts

Willamette Valley Private Wine-Tasting Tour

USD 737

The best wineries in Oregon lie just under an hour’s drive from Portland in the Willamette Valley, a thriving wine region known for its outstanding Pinot Noir. The Willamette Valley is one of the world’s leading Pinot producers, and with over 550 wineries and 22,000 vineyard acres planted, it is the largest and most important wine region in Oregon.The best wineries in Oregon lie just under an hour’s drive from Portland in the Willamette Valley, a thriving wine region known for its outstanding Pinot Noir. The Willamette Valley is one of the world’s leading Pinot producers, and with over 550 wineries and 22,000 vineyard acres planted, it is the largest and most important wine region in Oregon.
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Embrace Oregon Tours

6 Hour Wine Tasting Tour in Willamette Valley with Lunch

USD 200

Embrace Oregon Tours takes pride in our 22 years of expertise in curating customized adventures that showcase the best of what this remarkable destination has to offer. Join us as we embark on a journey to uncover some of the hidden gems of Willamette Valley, where every sip, sight, and experience tells a story of Oregon's rich heritage and natural beauty.

• Join us for a guided wine-tasting experience at three to four award-winning Oregon boutique wineries.
• Enjoy a relaxing memorable day with your family/friends.
• We are located in the heart of wine country. We can pick you up at a local hotel, B&B, Airbnb, etc., within a 35-mile radius.
• Each guest will select one of our three box lunch selections from our menu at Lunch Box Menu
• We will make all reservations for you with three quaint boutique wineries with award-winning wines.
• After winery reservations are confirmed a detailed itinerary will be provided.
• The transportation for this wine tour is a Ford Expedition MAX SUV.
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Terran Travels

Northern Oregon Coast Day Trip to Three Capes Scenic Loop

USD 159

This day trip is a tour along a section of rugged coastline along Oregon's northern coast. There will be one or two town stops, and multiple stops at headlands and beaches. The trip will include a short hike through oldgrowth Sitka spruce forest, beach time, tide pools (if tides allow), sea stacks, viewpoint stops, and a lunch stop in a charming coastal town. If group interest allows, stops with a more technological history focus may be made, such as the Tillamook Air Museum and/or Tillamook Cheese Factory.
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Wine History Tours

Willamette Wine Tour from McMinnville (Tasting Fees Included)

USD 295

Do you want to taste the best wines in Willamette Valley?

Our custom private tours are designed to take couples and groups of friends deep into the heart of Willamette Valley to explore the cult wines, highest-rated wines, and legendary vineyards of Willamette Valley!

We love building unique tours according to your preferences and ensuring you leave Oregon wine country with lasting memories.

Our tours will take you to 3 or 4 wineries (depending on your desire for a slower pace or more experiences) and will include elevated tours if you choose.

Our wine tour company, Wine History Tours, is centered in the heart of the valley, and our primary drivers are all industry insiders with years of experience and connections.

This private tour isn't simply about providing a driver, but ushering you into the best experience of Willamette Valley wines and wineries possible.

Portland, McMinnville, Salem, Newberg, Dundee, and other pickup locations are all serviceable.

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Hub World Travel dba America's Hub World Tours LLC

Private Portland Elevated Wine Tour

USD 375

Oregon is home to some of the most beautiful vineyards in the world not only known for its distinctive Pinot Noir but many other varietals such as Pinot Gris, Chardonnay, Riesling and more. Your experience will take place in the heart of the Willamette Valley, home to renowned, award winning wineries. Oregon's Willamette Valley has elevated itself as a renowned wine & culinary destination. The agricultural regions in Oregon offer a plethora of chef inspired ingredients that pair beautifully with Oregon wine varietals.

Join us on our Elevated Wine / Epicurean tour experience pairing seasonal food and wine at some of the area's beautiful Estates and boutique wineries.
Enjoy an unforgettable sensory experience of food and wine and how they create a harmonious culinary event. On this private tour you will have two winery tastings selected for you that feature a variety of exclusive wines chosen to enhance the flavor profiles of small plates expertly prepared by each Winery Chef.
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Wine History Tours

Visit the Oregon Coast from the Greater Portland Area

USD 525

We specialize in making memories! We believe the best tours combine luxurious transportation, hospitality, and education. Why not have an engaging time while seeing the beauty of the Oregon Coast!
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Wine History Tours

Best Wines Best Views | Full Day Private Willamette Valley Tours

USD 250

Do you want to taste the best wines in Willamette Valley?

Our custom private tours are designed to take couples and groups of friends deep into the heart of Willamette Valley to explore the cult wines, highest-rated wines, and legendary vineyards of Willamette Valley!

We love building unique tours according to your preferences and ensuring you leave Oregon wine country with lasting memories.

Our tours will take you to 3 or 4 wineries (depending on your desire for a slower pace or more experiences) and will include elevated tours if you choose.

Our wine tour company, Wine History Tours, is centered in the heart of the valley, and our primary drivers are all industry insiders with years of experience and connections.

This private tour isn't simply about providing a driver, but ushering you into the best experience of Willamette Valley wines and wineries possible.

Portland, McMinnville, Salem, Newberg, Dundee, and other pickup locations are all serviceable.

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Wine History Tours

Wine History Tours in Willamette Valley Oregon

USD 250

The wine tour for wine and history lovers alike. If you love drinking wine and watching documentaries, you are our clientele! We provide several custom tour options to ensure your experience in Oregon wine country takes you to the best wineries while educating you on the history and culture of Willamette Valley.

You'll be exposed to the best wines, amazing views, and beautiful stories. We specialize in customizing our trips so you visit only the best boutique wineries that represent the heart of Willamette Valley.

Tours cover three wineries at a nice pace, with tasting fees included.

Lunch is not included.

As you tour the valley in style, prepare for a fun, relaxing, and educational experience!
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Terran Travels

Willamette Valley Small-Group Wine Tour

USD 179

We'll take you to 3 tasting rooms representing a variety of settings, wines, and personalities. Your guide will introduce you to the Willamette Valley AVA while camaraderie develops among your small group. You will be wafted away to wine country while we provide you with background on the history, terroir, and character of Willamette Valley wine. Your guide will feel out the desires of your group in selecting among the 500 Willamette Valley wineries, and specific requests may be accommodated. We'll wander through the rolling hills of multiple Willamette Valley sub-AVAs, passing through charming little villages, while making stops at some of the most unique boutique wineries. You'll visit vineyards and tasting rooms that stand out, not only for the views and the character of their wine, but the intriguing personalities (both human and canine) involved. Lunch is included, tasting fees are not.
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Amy & Reba's Day Drinking Wine Tours

Sherwood, Oregon, Day Drinking Wine Tour with Driver

USD 175

Amy & Reba's Day Drinking Wine Tours, Where we'll Drive you to Drink is all about FUN, the love of wine and making lasting memories with those you love. We are NOT the stuffy, pretentious wine snobs you may have experienced in the past! If you're looking for safe, fun, affordable transportation to spend the day tasting wine with friends and family, then we're your girls. We’ll get you there and back safely and provide an atmosphere that drives fun!

We'll pick you up at the meeting spot and take you to 3 breathtakingly beautiful wineries where you'll be treated like family. We will take care of everything so you can relax and enjoy your day in the wine country. We'll also take pictures of each spot so you don't have too. This day is about you and we will do what we can to make sure it is perfect. If you’re interested in Barrel Tasting, we’ve got connections as well! Cheers!
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Hub World Travel dba America's Hub World Tours LLC

Willamette Valley Wine Tour from Portland (Tasting Fees Included)

USD 239

Go wine tasting near Portland in Willamette Valley, stopping at three wineries such as Colene Clemens Vineyards and Domaine Serene. With more than 250 of Oregon’s wineries calling Willamette Valley home, there are plenty of varietals to suit individual tastes, from the region’s distinctive pinot noir to gold-medal chardonnay. With a knowledgeable and experienced guide, you'll visit a handpicked selection of small-town vineyards. Numbers are limited to 8 wine lovers on this small-group tour.
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Terran Travels

Small-Group Tour Silver Falls Hike and Willamette Valley Wine

USD 179

Silver Falls State Park is considered the crown jewel of the Oregon State Park system. It boasts 18 waterfalls within 9000 acres (36 km^2). Overlapping this is the Willamette Valley AVA, world-renowned for its Pinot Noir. You will get intimate with this area through a waterfall hike and wine tasting. Your expert guide, with formal background in ecology, natural resources, and wine, will teach you about the natural history, cultural history, and wine background of the area. The guide will lead you on a moderate, 5.7-mile (9.2-km) hike under, beneath, above, and around waterfalls, before taking you onto 2 boutique wineries for tasting. We cover the picnic lunch, you cover tasting fees.
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Envi Adventures, LLC

Portland Quicksand Triangle Air Tour with Sandy River, Mt Hood

USD 509

** PLEASE NOTE THAT THIS FLIGHT IS VERY WEATHER DEPENDENT AND MAY RESULT IN AN ALTERNATE ROUTING AT PILOT'S DISCRETION**

This private airplane tour is a summer favorite for people visiting Portland. We’ll fly you along the Sandy River up toward Mt. Hood, over the Mt. Hood National Forest with terrific views of the mountain on your right heading north toward the Columbia River Gorge. We will descend into the gorge with stunning views of the mountain and the length of the gorge toward Portland. We will fly past Multnomah Falls and other Gorge highlights rounding it all out for a private Columbia River Gorge tour to remember. This tour is truly a beauty and will permit countless photographic memories.

**250 pounds/person up to 600 pounds per group of 3
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Terran Travels

Willamette Valley Private Wine Tour

USD 594

We'll take you to 3-4 tasting rooms representing a variety of settings, wines, and personalities. Your guide will introduce you to the Willamette Valley AVA while camaraderie develops among your small group. You will be wafted away to wine country while we provide you with background on the history, terroir, and character of Willamette Valley wine. Your guide will feel out the desires of your group in selecting among the 700 Willamette Valley wineries, and specific requests may be accommodated. We'll wander through the rolling hills of multiple Willamette Valley sub-AVAs, passing through charming little villages, while making stops at some of the most unique boutique wineries. You'll visit vineyards and tasting rooms that stand out, not only for the views and the character of their wine, but the intriguing personalities (both human and canine) involved. Lunch is included, tasting fees are not.
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Wildwood Adventures

Willamette Valley Wine Tasting from Portland

USD 189

World-famous Pinot Noirs, crisp Chardonnays, and sweet Rieslings are just a taste of the dozens of wines that Oregon has to offer. On this adventure through the rolling hills of the Willamette Valley, we’ll visit three carefully selected wineries, vineyards, or tasting rooms. Guests will partake in tasting flights and experience a behind-the-scenes view of viticulture.
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Chevonne Ball

Willamette Valley Oregon Private Wine Tour With Sommelier

USD 2250

Unlike a typical wine tour, we will stroll through gorgeous vineyards with the winemakers themselves, explore barrel rooms (possibly taste from the barrel!) and experience an in-depth look at the pioneering Willamette Valley. A delicious, seasonal lunch will be provided by a local farm to table restaurant. Menus and venues are seasonally dependent but equally as charming in winter as in spring. Bring your camera and your appetite, and experience Oregon wine history in real-time.
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A Great Oregon Wine Tour

Willamette Valley Wine Tour with Lunch

USD 230

Join an all day Willamette Valley Wine Tour, and get a taste of the most decadent wines the lush Willamette Valley has to offer. Whether you are a wine tasting veteran or a newcomer, there is something for you. Our guides are second to none all with many years experience in the ways of the Willamette Valley and its many vineyards. They will usher you to 3 separate wineries over 7.5 hours, where you will have the opportunitie to taste the famous Pinot Noir, Pinot Gris, Riesling, and other varieties that are unique to the region.
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Shanghai Portland Party Bus & Tours

Wine tour in Karaoke Party Bus

USD 1099

The Willamette Valley is best visited with someone who can quickly catch you up on the history, the geology, and the reputation of the region for having the highest quality Pinot Noir wines. We do that in style and in the spirit of fun! With group style perimeter seating for visiting one another, storage for food and drinks, and an atmosphere that promotes interaction and even high quality audio and karaoke system with microphones, you will absolutely remember this uplifting tour.
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Willamette Valley Tour

Private Willamette Valley Wine Tour for Large Groups

USD 175

Spend an entire day exploring the Willamette Valley wine region, world famous for its Pinot Noir, rolling hills and fresh local ingredients. Our tour guides are local experts in Oregon, and you will gain an insider's perspective about our state. During your wine tasting experience, immerse in the region's history and growing practises as we visit 3-4 select vineyards surrounded by stunning views, unique architecture as you sip and taste exceptional wines. Expect to be pampered, entertained, and truly have a memorable trip in Oregon's Wine Country. We will carefully plan out your day including making all necessary reservations, including a planned lunch stop at either a vineyard or local restaurant. Our goal is for your group to bring home lasting memories and we strive to achieve this by curating the best day spent in Oregon's wine country by planning your itinerary and handling all reservations. Prices are based on group size so proceed to checkout to see final price.