Oregon’s top tours deliver practical, no-nonsense travel experiences for smart travelers. The Willamette Valley helicopter wine tours combine stunning aerial views with intimate tastings at family-run vineyards. We love the expert-guided Crater Lake tours for their efficient timing and insider access to the best viewpoints. The Columbia River Gorge waterfall circuit packs maximum natural beauty into a half-day excursion – ideal for busy travelers.
For active explorers, Oregon’s coast kayaking tours offer close encounters with sea caves and marine life, while urban cultural tours in places like Silverton showcase authentic local art without tourist traps. Small-group sizes and knowledgeable local guides make these experiences particularly worthwhile.
Let’s explore Oregon’s most rewarding tour options:
Key Points
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Explore the picturesque Willamette Valley through helicopter wine tours, small-group winery tastings, and customizable private group experiences.
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Immerse in the natural wonders of Oregon with day tours to Crater Lake National Park and the Columbia River Gorge featuring stunning waterfalls.
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Enjoy guided kayak adventures on the Chetco River and along the rugged Pacific coastline, suitable for various skill levels.
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Discover the vibrant art and culture of Oregon towns through walking tours, such as the Silverton Mural Tour and interactive Corvallis Scavenger Hunt.
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Convenient booking options, flexible participation, and accessibility features make these Oregon tours suitable for a diverse range of travelers.
Tour DeVine by Heli – Helicopter Wine Tour
Though located in the heart of Oregon’s renowned Willamette Valley, Tour DeVine by Heli offers a truly unique wine tasting experience. This helicopter tour takes guests on an exhilarating journey, providing picturesque views of the Pacific Northwest as they visit two hand-picked vineyards.
The package includes wine tastings, a delightful lunch, and snacks, making it a comprehensive and indulgent experience. Accommodating a maximum of 4 travelers, the tour provides an intimate setting for guests to savor award-winning wines.
Complimentary champagne and light breakfast items set the tone for the day, while hotel pickup and drop-off are available for an additional fee. With a 5.0 rating from 75 reviews and a Badge of Excellence, this tour is highly recommended by 100% of travelers.
However, guests should note the weight limit of 300 lbs per passenger and that the tour isn’t wheelchair accessible. Overall, Tour DeVine by Heli offers a one-of-a-kind way to explore Oregon’s wine country from the skies.
Read our full review: Tour DeVine by Heli – Helicopter Wine Tour Review
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From Portland: Willamette Valley Wine Tasting Tour
This Willamette Valley wine tasting tour from Portland offers visitors a chance to explore Oregon’s premier wine region. Priced from €141.86 per person, the 7.5-hour small-group tour (limited to 8 participants) departs from a local café in downtown Portland.
The itinerary includes a scenic drive through Oregon Wine Country, visits to three wineries for tastings, and a stop at a local delicatessen for lunch.
Throughout the tour, the knowledgeable guide provides commentary on the region’s viticulture, history of Oregon wine production, and the unique soil conditions that contribute to the area’s world-class Pinot Noirs, Chardonnays, and Rieslings. Participants will also learn about the six sub-appellations within the Willamette Valley.
Scenic highlights include rolling hills, views of the Cascade Mountain Range, and picturesque vineyard vistas. While tasting fees aren’t included, the tour provides transportation in a luxury passenger van, bottled water, and air conditioning.
Pregnant women, minors, and wheelchair users aren’t permitted.
Read our full review: From Portland: Willamette Valley Wine Tasting Tour Review
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Explore the stunning Crater Lake National Park on a shared day tour. This tour, operated by Explore Southern Oregon, provides a hassle-free way to experience the deepest lake in the United States. Priced at $129 per person, the tour includes planning, transportation, national park fees, and a knowledgeable local guide, Jeri, who brings the park’s history and natural wonders to life.
The tour covers the park’s most breathtaking viewpoints along the Rim Drive, allowing you to soak in the lake’s mesmerizing blue hues. With a maximum of 7 travelers, you’ll enjoy a personalized experience and have access to hidden trails and lesser-known spots.
The tour includes lunch, parking fees, and gratuities, making it a convenient and value-packed option. Praised for its comfort, organization, and educational aspects, the Crater Lake Day Shared Tour has earned a perfect 5-star rating from 51 reviews.
Whether you’re seeking an immersive national park experience or want to discover the region’s natural gems, this tour is an excellent choice.
Read our full review: Crater Lake Day Shared Tour Review
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Multnomah Falls: Gorge-Ous Sunset Waterfall Tour (3.5 Hours)
Visitors can embark on a captivating 3.5-hour tour that showcases the stunning Multnomah Falls and four other majestic waterfalls in the Columbia River Gorge. Priced from Kč2,366 per person, the tour departs from Gresham and includes visits to Horsetail Falls, Wahkeena Falls, Sheppards Dell Falls, and Latourell Falls.
The tour culminates with a sunset finale at the iconic Crown Point Vista House.
Throughout the journey, guests will enjoy approximately 2 miles of guided walking and exploring, with opportunities for personal exploration and photography. The tour accommodates all ages and abilities, with a live English-speaking guide and wheelchair accessibility.
Reviewers praise the knowledgeable guides and the breathtaking natural scenery, despite occasional weather challenges.
With free cancellation up to 24 hours in advance, this tour offers a convenient and hassle-free way to experience the beauty of the Columbia River Gorge and its stunning waterfalls.
Read our full review: Multnomah Falls: Gorge-Ous Sunset Waterfall Tour (3.5 Hours) Review
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Willamette Valley Pinot Noir & Wood Fired Pizza Pairing Tour
Travelers seeking a delightful blend of Willamette Valley’s renowned Pinot Noir and wood-fired pizza can embark on a half-day or full-day tour that offers a curated exploration of 2-4 select vineyards.
With stunning views and unique architecture, these tours provide an immersive experience. A local expert guide offers insights into the landscape, wine history, and growing practices.
Lunch features gourmet wood-fired pizzas served in a vineyard setting. The tour includes hotel pickup and drop-off within a 45-mile radius of Portland, as well as a driver/guide, bottled water, and all necessary reservations.
Alcoholic drinks are available for purchase, and gluten-free pizza options may be available. The tours accommodate a maximum of 14 travelers and aren’t recommended for those with back problems, pregnant travelers, or serious medical conditions.
With a 5.0 overall rating, these tours promise a perfectly curated and enjoyable experience in the heart of Oregon’s renowned Willamette Valley.
Read our full review: Willamette Valley Pinot Noir & Wood Fired Pizza Pairing Tour Review
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Brookings: Chetco River Kayak Tour
Those exploring Oregon’s southern coast can embark on an immersive Chetco River kayak tour in Brookings. The 105-minute activity showcases the river’s calm, clear waters and abundant wildlife, including pelicans, kingfishers, seals, and sea lions.
Priced at $80 per person, the tour accommodates a maximum of 8 participants and is led by an English-speaking guide. Paddlers can enjoy a 2.5-mile route highlighting the river’s natural beauty.
The tour includes all necessary equipment, such as life vests, paddles, and kayaks. While food, drinks, and tips aren’t provided, participants can opt to purchase photos of their tour for an additional $5.
To ensure a safe and enjoyable experience, the tour has participant restrictions. It’s not suitable for children under 3, people with back problems, wheelchair users, non-swimmers, or individuals over 331 lbs.
Recommended items include a windbreaker, sunglasses, sun hat, swimwear, and binoculars. Advance reservations are required, with free cancellation up to 24 hours prior.
Read our full review: Brookings: Chetco River Kayak Tour Review
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Oregon Coast Sightseeing Tour
For those seeking a rundown of Oregon’s captivating coastline, the Oregon Coast Sightseeing Tour offers a customizable, private experience led by a knowledgeable local guide.
The 3-hour tour allows visitors to explore researched areas or receive recommendations based on their interests, ensuring a tailored experience. The private transportation in an air-conditioned vehicle includes round-trip hotel transfers, making it convenient for travelers.
The tour operates daily from 7 AM to 10 PM, and bookings can be confirmed at the time of reservation. While the tour isn’t wheelchair accessible, it’s stroller-friendly and accommodates service animals.
With a perfect 5-star rating from all reviewers, the Oregon Coast Sightseeing Tour is praised for its ability to showcase a wealth of points of interest without the crowds typically found on cruise ship excursions.
This comprehensive tour is an excellent choice for those aiming to maximize their time and explore the stunning Oregon coast.
Read our full review: Oregon Coast Sightseeing Tour Review
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Brookings: Pacific Ocean Kayak Tour
The Pacific Ocean Kayak Tour from Brookings offers an exhilarating way to explore the rugged Oregon coastline. This 2.5-hour adventure takes you from the calm waters of the Chetco River mouth into the mighty Pacific, where you can observe a variety of marine life, including seals, sea lions, pelicans, and even gray whales.
The tour is limited to just 8 participants, ensuring a personalized experience led by a knowledgeable local guide. Participants will transition from the river to the ocean, witnessing the contrast between the calm and the turbulent. Along the way, they’ll paddle through kelp forests and rocky habitats, immersed in the coastal ecology.
With top-notch equipment like kayaks, life vests, and wetsuits provided, even beginner kayakers can feel safe and comfortable. The Chetco River, one of the cleanest in the US, serves as the backdrop for this unforgettable tour.
For those seeking an intimate encounter with Oregon’s magnificent Pacific coastline, the Brookings kayak tour is an excellent choice.
Read our full review: Brookings: Pacific Ocean Kayak Tour Review
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Hop On Hop Off Wine Tour | Willamette Valley OR
This Hop On Hop Off Wine Tour in Oregon’s Willamette Valley allows participants to easily explore some of the region’s top wineries. Operated by NW Wine Shuttle, the tour includes reservations at three wineries and up to five hours of mostly-private transportation.
With an overall rating of 4.7/5 from 19 reviews, the tour is highly regarded for its convenience and enjoyment of the wine tasting experience. Travelers can hop on and off at their leisure, avoiding the concerns of driving. The tour provides wine bottle check and courtesy water, though tasting fees and lunch aren’t included.
Meeting at 105 W Main St in Carlton, the shuttle departs at 11 AM and returns to the starting point. The tour accommodates up to 13 travelers aged 21 and older and isn’t wheelchair accessible.
Positive reviews highlight the ease and fun of this Willamette Valley wine tasting adventure.
Read our full review: Hop On Hop Off Wine Tour | Willamette Valley OR Review
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Willamette Valley Wine Tour – For Private Groups
Willamette Valley Wine Tour – For Private Groups provides an immersive experience for large parties seeking a personalized exploration of Oregon’s premier wine region.
The tour takes visitors through the Willamette Valley, the state’s largest wine-producing area, with stops at three or four carefully selected wineries. An expert guide ensures a safe, fun, and informative journey, providing insights into the local viticulture.
The tour includes hotel pickup and drop-off, as well as bottled water and the opportunity to purchase alcoholic beverages. Lunch at top restaurants with gluten-free and vegetarian options is also provided, along with gratuities.
Priced at $175 per person, with a minimum booking of 4 people, the tour offers a private and customized experience.
While the non-refundable policy means no cancellations, the tour generally starts at 10 AM with pickup within 45 miles of Portland.
Reviews highlight the knowledgeable drivers and enjoyable winery visits, though some critiques note communication and navigation issues.
Read our full review: Willamette Valley Wine Tour – For Private Groups Review
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Guided Kayak Tours on the Salmon River Estuary in Otis, Oregon
Guided kayak tours on the Salmon River Estuary in Otis, Oregon immerse visitors in the area’s tranquil waterways. These private tours, available from April 1 to October 31, operate daily from 9 AM to 6 PM.
Participants will receive a handmade wooden kayak, double-finned paddle, and a USCG-approved life vest, with a maximum weight limit of 250 lbs per person.
The tours are designed for intermediate kayakers, requiring prior experience. Guests can expect breezy or windy conditions and should be able to navigate their kayaks accordingly.
With a total review count of 5 and a 5-star rating, these tours offer an exceptional experience exploring the Salmon River Estuary.
Advance booking is required, and cancellations are free up to 24 hours before the tour. Prices start from $100 per person, with a lowest price guarantee.
Visitors can access the meeting point and onsite parking via the East (field) entrance off Three Rocks Road.
Read our full review: Guided Kayak Tours on the Salmon River Estuary in Otis, Oregon Review
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Willamette Valley Boutique Winery Tour With Lunch
A private, guided wine tasting tour through the renowned Willamette Valley allows visitors to discover award-winning boutique wineries. The tour includes visits to 3-4 wineries, with a focus on personalized service for your group.
Transportation is provided, with pickup options from hotels, Airbnbs, VRBOs, or a designated meeting point in McMinnville. A delicious boxed lunch of your choice is included, as well as bottled water.
While tasting fees, purchases, and gratuities aren’t covered, the tour provides a hassle-free way to explore the region’s finest wines.
Based on positive reviews, the tour is led by knowledgeable guides who curate an exceptional winery selection. Guests rave about the beautiful settings and delicious lunches.
The tour isn’t wheelchair accessible, and isn’t recommended for pregnant travelers or those with serious medical conditions. Most travelers, however, can participate and enjoy this immersive Willamette Valley experience.
Read our full review: Willamette Valley Boutique Winery Tour With Lunch Review
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Full-Day Tour of Rogue Valley Wineries
Travelers searching for a comprehensive winery experience in the Rogue Valley can embark on a full-day tour that showcases the region’s handcrafted wines.
The small-group tour, limited to a maximum of 7 participants, offers the opportunity to explore multiple wineries and savor a variety of red, white, and dessert wines. Guests will learn about the wine-making process and enjoy snacks to complement the tastings.
Transportation is provided in an air-conditioned vehicle, with pickup available or a meeting point at the Pelican Guard Station in Rocky Point, Oregon. The tour starts at 11:00 am and ends at the meeting point.
The experience includes private transportation, snacks, and bottled water, with gratuity included in the price. Although not wheelchair accessible, the tour is suitable for most travelers, except for those with certain medical conditions or pregnant women.
Priced from $109.00 per person, the tour offers a lowest price guarantee and free cancellation up to 24 hours before the experience.
Reviews praise the friendly and knowledgeable tour guide, the beautiful scenery, and the great wine.
Read our full review: Full-Day Tour of Rogue Valley Wineries Review
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Private Willamette Valley Character Winery Tour
Why not experience the best of Oregon’s renowned Willamette Valley on a private character winery tour? This immersive experience takes you to three or four exceptional tasting rooms, where you’ll sample standout wines that represent the region’s renowned winemaking.
Learn about the Willamette Valley’s unique terroir and winemaking processes from your knowledgeable guide.
The tour includes an air-conditioned vehicle, bottled water, and a delicious included lunch, as well as gratuities and access to alcoholic beverages.
Flexible pickup locations and a private tour format ensure a personalized experience tailored to your group’s needs. Though not recommended for pregnant travelers, the tour is accessible for most participants, with infant seats and stroller accessibility available.
Priced from $594 per person, this Willamette Valley character winery tour offers a fantastic value, with a lowest price guarantee and free cancellation up to 24 hours in advance.
Don’t miss the opportunity to learn about Oregon’s world-class wine country.
Read our full review: Private Willamette Valley Character Winery Tour Review
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Wine History Tours in Willamette Valley Oregon
Exploring the rich wine history of Oregon’s renowned Willamette Valley is a must for any oenophile. Wine History Tours offers a private, insider’s look at this picturesque region.
The tour includes round-trip transportation from the greater Portland area, a knowledgeable driver/guide, and a complimentary bottle of water. Guests will visit hand-picked wineries, enjoy a provided lunch, and have all tasting room fees covered.
With a perfect 5-star rating from past travelers, this tour promises an immersive experience. Pickup is available from hotels, Airbnbs, or the Portland airport, making it convenient for visitors.
The tour starts and ends at the charming Red Hills Market in Dundee. While not wheelchair accessible, the tour is suitable for most travelers.
With free cancellation up to 24 hours prior, booking this tour is a risk-free way to uncover Willamette Valley’s storied wine heritage.
Read our full review: Wine History Tours in Willamette Valley Oregon Review
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Willamette Wine Tour From Mcminnville (Tasting Fees Included)
This Willamette Wine Tour from McMinnville offers an immersive experience for oenophiles seeking to uncover the region’s storied wine heritage.
Priced from $335 per person, this private tour provides an intimate opportunity to visit boutique wineries not easily found independently. The tour includes tastings with no additional fees, along with round-trip transportation and a bottle of water for all visitors.
While meals are an additional expense, gratuities aren’t included.
Pickup is available from hotels or Airbnbs in the McMinnville area, with the tour concluding back at the meeting point in Dundee.
With a 5.0 overall rating from 5 reviews, the experience highlights the exceptional planning, winery selections, and knowledgeable guides.
Focused on Willamette Valley wines, particularly Pinot Noir, the tour offers a comfortable and informative exploration of this renowned wine region.
Travelers can reserve now and pay later, making it a convenient option for those looking to enjoy the world-class wines of Oregon.
Read our full review: Willamette Wine Tour From Mcminnville (Tasting Fees Included) Review
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Walking Tour of Beautiful Silverton Murals
Visitors exploring the charming town of Silverton, Oregon, can embark on a delightful walking tour to discover the town’s vibrant murals. The tour runs from September 2, 2022, to June 30, 2025, and is available on Fridays and Saturdays from 10 AM to 4 PM.
Groups are limited to a maximum of 25 travelers, ensuring an intimate experience. The tour departs from 220 S Water St, where an insurance agency is located, and returns to the same point.
The tour is accessible, with wheelchair and stroller access, and service animals are welcome. Moderate physical fitness is required as the tour explores the town’s wheelchair-accessible surfaces.
Priced at $5 per person, the tour offers a Lowest Price Guarantee. Travelers can book and pay later, with free cancellation up to 24 hours before the experience.
The Silverton Mural Society’s smartphone app is available to enhance the tour. Visitors are encouraged to check availability for their preferred dates.
Read our full review: Walking Tour of Beautiful Silverton Murals Review
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Corvallis Scavenger Hunt Walking Tour and Game
Those captivated by Silverton’s vibrant murals can now embark on another engaging adventure in Corvallis. The Corvallis Scavenger Hunt Walking Tour and Game offers a flexible, self-guided exploration of the city. Lasting up to two miles, this activity allows groups of up to six people to hunt for clues at their own pace using a smartphone.
Participants can access the interactive scavenger hunt anytime between 8 AM and 8 PM daily, with the meeting and end point located at 2 NW 1st St. While parking is usually free, costs may vary.
The tour is stroller and wheelchair accessible, and public transportation is nearby. Most travelers can participate, with the price starting at $24.50 per person, depending on group size.
Adventurers will enjoy learning about Corvallis while hunting for clues, with no time limit to explore. Booking confirmation is provided at the time of reservation, and free cancellation is allowed up to 24 hours before the experience.
Read our full review: Corvallis Scavenger Hunt Walking Tour and Game Review
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Recap
Oregon offers a diverse range of tours, from helicopter wine tasting to waterfall hikes and scavenger hunts. Whether you’re interested in exploring the Willamette Valley’s renowned vineyards or discovering the natural wonders of Crater Lake, there’s a tour to suit every traveler’s interests. With so many options, visitors can easily plan an unforgettable Oregon adventure tailored to their preferences.