Private Willamette Valley Wine Tour from Portland
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
Whitewater Fishing and Rafting Experience in Rogue River
A fully customizable river tour between the months of September and November. Our multi-day river trips include just about anything you may be interested in. From hiking, camping, fishing, swimming, cliff jumping, photography, the options are endless! We offer many different options of watercraft, camping/lodging, duration, meals, and have the some of the best trained guides backed with years of experience.
Silver Falls Private Hike Tour
There’s no better way to experience the magic of Silver Falls State Park, a true gem of Oregon, than on a private tour. From its enchanting waterfalls to its scenic trails, this is your chance to immerse yourself in the awe-inspiring cascades and lush beauty of the park.
Choose the tour that best suits your desire:
- Short: 2.5 miles / 403 feet elevation gain / 1:30 hrs
- Long: 4.8 miles / 915 feet elevation gain / 2:30 hrs
Book your tour today and let the mesmerizing waterfalls and breathtaking landscapes leave you in awe!
Best Wines Best Views | Full Day Private Willamette Valley Tours
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.
McMinnville, Salem, Newberg, Dundee, and other pickup locations are all serviceable.
Mt Hood Loop Tour including Multnomah Falls
Join us on our full day guided tour from Portland to Mt. Hood. By visiting Mount Hood with our enthusiastic and knowledgeable guides, you will have multiple opportunities to get the best photographs of the awe-inspiring scenery, and to learn about the history and heritage of Portland’s iconic mountain.
Our tour will depart the hustle and bustle of downtown Portland by first taking you into the wonders of the Columbia River Gorge. We will follow the Columbia River east to the town of Hood River for lunch before driving up through the Hood River Valley to the south side of Mt. Hood. The sites that we may visit include: Multnomah Falls, Rowena Crest, a farm stand (seasonally), and Timberline Lodge. Your route may vary based on weather and road conditions but our guides will make necessary changes to enhance your Mt Hood Loop tour experience.
Private Back-Country Distillery, Brewery, or Pub Tour
The perfect sanctuary for men to escape the toils of daily life, fill their gullets with fine crafted spirits and brews, and beat their chests in harmonious praise and triumph of a day’s hunting well done! Embark on a meticulously curated journey spanning 7 hours, traversing through the rugged beauty of the Willamette Valley while experiencing some of the most badass distilleries and breweries in the region. And fear not, for this invitation extends to sassy or wild women alike!
These are not pearl district hipster lounges, but rather, some of the most unique destinations to grab a beer or whiskey in the Willamette Valley; artisans that are off the beaten path, have small batch mentalities, or farm the ingredients that go directly into their craft. Your adventure awaits with a trifecta of brewery or distillery visits, curated to your desired experience, and transportation in one of our spacious and upfitted vehicles. Take a photo/video tour of our fleet online and book your adventure!
Columbia Gorge Scenic Bikeway full day ride
If there is any adventure that we love more than biking in the Columbia River Gorge, we would be hard-pressed to identify it. The cycling here is world-renowned and it's no accident it's one of less than a dozen places in the world to have a Peloton-guided scenic ride created around it. We get to do that in real life! We will ride between 35 and 60 miles (60 - 100 km) depending on your interests and the group, with lots of up and down hills, although all at gentle slopes and lower elevations (nothing over 900 feet / 300 meters).
The adventure here is a challenge but not an unsurmountable one; from one end of the Columbia River Gorge Scenic Highway to another, or an out-and-back ride from a stunning viewpoint, along a scenic highway, then onto a protected bike/pedestrian pathway. Either way, we will ride some of the country's most beautiful roads and visit beautiful waterfalls like Multnomah and Horsetail Falls.
Lunch will be on your own with our recommendations
Ultimate Scavenger Bend (Downtown)
Bend's favorite scavenger hunt!
Whether visitor or long time resident, this hunt is an amazing and entertaining way to learn about Bend! Get a taste of the best the downtown area has to offer.
Oregon Coast Sightseeing Tour
This Tour is private and customizable.
The price includes 5 hours of drive time.
Cascade Lakes Moonlight and Starlight Canoe Tour
Our Moonlight & Starlight Canoe Tour is often regarded by both our guides and our guests as one of our best tours! As the sun sets behind the mighty Cascade Mountains, we will push out onto the water in our canoes. After some adventure and exploration, we will take a break to stargaze while enjoying a local craft beer or hot cocoa as well as a desert from a local bakery. After immersing ourselves in the peace and beauty of the night sky, we will begin our journey back to shore. During the adventure, our award winning naturalist guides will point out wildlife, impart age-old stories and myths mixed with astronomy, and also share the rich human and geologic history of Central Oregon!
What makes this tour truly special is that we are typically the only people out on the water at night. Sitting peacefully on a perfectly still lake as the the stars shimmer above and reflect off the water - its a feeling that simply can't be understood through words on a screen.
Kayaking in Columbia River Gorge National Scenic Area
Embark on a truly unique adventure with our Columbia River kayak expedition. Our experienced guides lead you through breathtaking scenery, offering routes suitable for all skill levels. Keep your eyes peeled for wildlife sightings as you paddle along the Wind River crystal-clear waters. From close encounters with bald eagles to exploring fun waterways kayaking provides a perspective unlike any other. Whether you're seeking solo exploration or a memorable day with loved ones, our expedition promises unforgettable experiences. Book your adventure today and discover the magic of kayaking in the gorge!
Sunset Cruise Island Style - Portland, OR River Boat (2-Hour)
Enjoy Portland from the water on this relaxed, island-style sunset cruise along the Willamette River. This 2-hour experience blends scenic views, tropical vibes, and a welcoming atmosphere for a memorable evening on the river.
**August:** Check-in 6:30 PM, cruise 7–9 PM PT. **September & October:** Check-in 5:00 PM, cruise 5:30–7:30 PM PT.
Cruise past floating homes, historic riverside properties, Waverly Country Club, and under 10 iconic bridges as the sky glows with sunset colors and the city reflects on the water. The route includes a unique stretch behind Ross Island for a quieter perspective rarely seen from shore.
Enjoy open-air seating plus a covered palapa rooftop with wind screens for comfort in colder weather. Snacks and drinks, including cocktails, mocktails, beer, wine, and cider, are available for purchase.
Whether sightseeing, celebrating, or simply unwinding, this sunset cruise is a fun, social way to experience Portland from a whole new view.
Tiki Boat River Float (1-Hour) - Portland, OR
Escape to an island paradise without leaving PDX on this tropical happy hour cruise!
Sip a delicious drink, take in the city sights, and catch up with old friends or meet new ones aboard Portland's only tiki-style river boat. Depending on the day, crew and crowd, we sometimes share fun facts about Portland's waterfront and bridges or play an onboard game for a chance to win a prize.
Relax, connect, and celebrate a special occasion—or just life itself! At Island Style Charters, every day is a party.
**Perfect for:** Happy hour • Celebrations • Work Groups • Travelers • Afternoon Dates • "Just because"
**Highlights:** Tropical tiki boat • Downtown river views • Games & music • Drinks & snacks available for purchase
**Cruise Duration:** 1 hour
**August:** 4:30 PM check-in, 5:00–6:00 PM cruise. **September & October:** 3:00 PM check-in, 3:30–4:30 PM cruise. Please confirm your departure time when booking.
Afternoon Tour in Columbia Gorge Waterfall with Free Wine Tasting
The Columbia Gorge NSA features waterfalls, mountains, monoliths, terraces, resort towns, vineyards, orchards, and The River, harboring a plethora of fish and birds, and unique plants and invertebrates. In the early 1900s, Portlanders would drive their Model T cars along the Columbia River Highway to gaze at waterfalls. There is said to be over 4000 waterfalls; many are hidden away, but many are just a short hike off the Historic Highway. On this afternoon half-day tour you'll make new friends while exploring "waterfall alley", including views of the Vista House and a stop at Multnomah Falls, the tallest waterfall in Oregon and most visited site in the Pacific Northwest. Your expert guide will teach you about the natural history, cultural history, and wine background of the area, as you drive the Historic Columbia River Highway Scenic Byway. You'll continue on to stop at a vineyard in the Columbia Gorge American Viticultural Area (AVA). Tasting fees included.
Private Portland Discovery Tour
On this ALL-INCLUSIVE 3-hour tour, you'll get a broad overview of the Central City. We'll make stops at Pittock Mansion and the International Rose Test Gardens. At Pittock Mansion, you'll get pictures of the best views of the city, and the five stratovolcanoes that are visible on a clear day. You'll have plenty of time to smell the roses at the Rose City's most famous garden. Your expert guide will provide background on the sites and city history, while navigating through city traffic, so you don't have to. You'll meander through all of the major neighborhoods of inner Portland on both sides of the river while gaining views of 14 of Bridgetown's 29 notable bridges. Your guide will return you to your departure location at the end of the tour.
Afternoon Portland City Tour
More than just a basic Portland city tour, our half-day Portland City Tour will reveal the laid-back small city feel of this fun and thriving downtown. You will experience the best Portland sites including the International Rose Garden, Pioneer Courthouse Square, NW 23rd (the best shopping area in Portland), the Pearl District, the South Park Blocks, and Lan Su Chinese Garden
Today Portland is known as one of the world’s most environmentally conscious cities: a hub for farm-to-table eateries, alternative lifestyles, a large community of cyclists, and high walkability. Let our informative and entertaining Tour Guides show you the best the City of Portland has to offer.
4-Hour Guided Scenic National Monument Snowmobile Tour in Bend
Our 4 hour guided snowmobile tours will take you throughout the Newberry National Volcanic Monument located in the heart of Central Oregon.
The massive caldera of the Newberry Volcano, is the largest shield volcano in the Cascade Mountain Range. Our experienced guides will lead you to some of the areas natural wonders such as Paulina Lake, Paulina Falls, East Lake, The Big Obsidian Lava Flow, and weather permitting up to the summit of this 7,989-ft active shield volcano!
On our four hour tours, you’ll enjoy world-class views and an endless variety of trails for all skill levels and rider abilities.
Guided Snowshoe Tour in Bend, Oregon
Join us for a snow-filled adventure in the heart of the Deschutes National Forest! The cascade mountains that build Bend’s backdrop typically receive 400-600 inches of fluffy snow during the winter. With snowshoes on our feet, we will journey through an old-growth forest of hemlock and fir, splashing through powder and immersing ourselves in the winter wonderland of Central Oregon! During the adventure, your naturalist guide will highlight animal tracks we may come across, enliven you with stories of native history, and touch on the immense importance of a healthy snowpack to our local ecosystem.
Snowshoeing is truly the best way to observe nature in the winter! Traveling on snowshoes, you will be able to get a glimpse of how the native wildlife in Central Oregon have adapted to the deep snow, perhaps stumbling upon the tracks of a fox or pine marten. We will also take a quick rest to enjoy hot cocoa amidst the snow & mountains. Our Snowshoe tours are great fun for the whole family!
Self Guided Driving Audio Tour in Crater Lake
Download GuideAlong’s self-guided audio tour of Crater Lake National Park and explore the deep blue waters, towering cliffs, and volcanic landscapes of the United States’ deepest lake. Cruise the scenic Rim Drive and all of the best sights including Merriam Point’s stunning vistas, Phantom Ship’s uniquely shaped island, the 100-foot Vidae Falls, and Watchman Peak’s panoramic views
Along the way, hear stories on the unique geology, volcanic past and rich Indigenous history play automatically as you explore this breathtaking Pacific Northwest destination.
Enjoy the freedom to explore offline at your own pace, spending more time at places that interest you and bypassing any that don’t.
Stories, tips, and directions play automatically based on your location
Tour offline using GPS. No cell service or WiFi is needed
Suggested itineraries for half, full, or multi-day use
No time limits or expiry, and free updates
Like having a tour guide along for the drive
Purchase one tour per vehicle.
Tasting the Gorge by Ebike
Try to wipe the smile from your face as you experience an electric bicycle while enjoying a sensory overload of smells, tastes and sights. This is the best bike ride in America and the Gorge boasts some of the best cider, wine and beer.
Private wine tour with local Sommelier.
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.
Half Day Upper Clackamas River Rafting Adventure
The Upper Clackamas River awaits with a thrilling half-day rafting excursion that promises unforgettable fun. Nestled just a short drive from Portland, this trip offers a mix of roaring rapids and tranquil stretches, all framed by lush old-growth forests. As you navigate the river's exciting twists and turns, there are plenty of chances to splash around and cool off in the crystal-clear waters. With experienced guides leading the way, safety is paramount, ensuring you can focus on enjoying the ride. Prepare for an adventure packed with adrenaline and stunning scenery.
Oregon Coastal Tour to Cannon Beach and Haystack Rock
Maximize your beach time while at the Oregon Coast! Oregon’s coastline is graced with unforgettable vistas: dramatic cliffs, offshore rocks and sea lions, wide sandy beaches, majestic capes, historic lighthouses, enchanted forests and lovely small beach towns which artists and artisans make their home. Locations we may visit include: Cannon Beach, Haystack Rock, Short Sand Beach at Oswald West State Park, Neahkahnie Point, and Manzanita while enjoying spectacular views of the dramatic Oregon Coastline.
Rental Buggy Adventures in Astoria
Experience the ultimate buggy excursion with Oregon Buggy Excursions. Drive your own buggy and explore Oregon’s breathtaking landscapes at your own pace. Unlike crowded group tours or rushed guided trips, you’ll enjoy the freedom to set your own schedule. We’ll guide you via text message, suggesting unique stops—from hidden local gems to scenic viewpoints—while you decide how long to linger at each.
Embark on a personalized adventure, soaking in fresh air and stunning sights. No experience? No worries. Your clear instructions ensure most guests feel confident within minutes. Your unforgettable day includes foldable chairs for comfort. You'll have the option to visit Astoria's rich local history of Maritime shipping and film history, or choose from lakes, rivers, and coastal beaches (just bring your own towels).