Guided Oregon Day Trips from Portland — Waterfalls, Coastlines & Wine

Discover the natural wonders of the Columbia Gorge on a private full-day hike guided by Terran Travels. Experience stunning waterfalls, lush forests, and scenic vistas on this tailored outdoor adventure.

Discover the breathtaking beauty of Silver Falls State Park on a private guided hike in Oregon. Perfect for nature lovers and adventure seekers, this trail offers stunning waterfalls and lush scenery in a peaceful setting.

Discover the stunning beauty and historic significance of Oregon's Northern Coast on this guided day trip. Explore dramatic cliffs, lighthouse views, and learn about maritime history in a relaxed, scenic setting.

Discover the rich history and stunning scenery of Oregon's Cannon Beach on a private day trip from Portland with Terran Travels. Explore iconic landmarks, coastal legends, and charming seaside locales in one unforgettable adventure.

Venture into the wild landscape of Mount St. Helens with a seasoned naturalist guide. Discover waterfalls, ancient forests, and volcanic wonders on this immersive tour perfect for outdoor adventurers.

Join Terran Travels for an 8-hour mountain adventure featuring stunning waterfalls, historic lodge visits, and wine tastings amidst Oregon’s rugged landscape. Dive into the region’s natural beauty and local culture all in one day.

Discover the natural beauty of the Columbia River Gorge on a half-day small-group hiking tour from Portland. Perfect for adventure-seekers and nature lovers, this experience showcases stunning waterfalls, lush landscapes, and breathtaking viewpoints in just a few hours.

Discover Oregon's premier wineries and whisky distilleries on a private tour through the Willamette Valley. Enjoy tastings, scenic views, and personalized experiences crafted by Terran Travels for an unforgettable day in Portland.

Discover the stunning Columbia Gorge and Columbia Valley through a guided wine tasting journey. Enjoy exquisite wines, scenic vistas, and a curated lunch—an experience that perfectly balances scenic beauty with culinary delight.

Discover Portland’s thriving craft beer scene on a personalized walking tour exploring the city's West Side. Walk, taste, and learn about the local breweries and neighborhood history in this fun urban adventure.

Experience the magic of Columbia River Gorge on a small-group half-day tour from Portland. Witness breathtaking waterfalls, lush forests, and hear captivating stories about this iconic region.

Discover unforgettable multi-day land adventures with Terran Travels in [Destination], showcasing breathtaking landscapes, local culture, and rugged outdoor fun. Perfect for those craving an immersive experience.

Discover the best of Portland in just 3 hours with Terran Travels' small-group city tour. From panoramic views at Pittock Mansion to vibrant gardens and iconic bridges, this experience offers a perfect blend of scenery and local culture.

Discover the stunning scenery of Mt. Hood and Columbia Gorge on this full-day scenic adventure with expert guides. From waterfalls to historic lodges, this trip offers a rich taste of Oregon’s natural beauty.

Discover the Columbia Gorge’s stunning waterfall alley and savor wines from regional vineyards on a guided afternoon trip from Portland. Experience iconic sights like Multnomah Falls alongside expert storytelling and a complimentary wine tasting.

Drive the Historic Columbia River Highway, step onto the footbridge beneath Multnomah Falls, and finish an afternoon tasting wines from the Columbia Gorge AVA. This accessible half-day tour blends natural history, short walks, and a vineyard stop—perfect for travelers who want big scenery with light exertion.

Drive the original Columbia River Highway, step behind crashing veils of water, and learn local stories on a private half-day through "waterfall alley." This guided tour packs geology, history, and iconic viewpoints into 3–4 hours from Portland.

Spend a private day driving the Historic Columbia River Highway from Portland to Mt. Hood: Timberline Lodge, Multnomah Falls, two vineyards and a locally sourced lunch. This full-day tour blends geology, history and wine tasting with flexible pickup and a knowledgeable guide.

A single-day loop that pairs Timberline Lodge’s alpine drama with Hood River orchards and the basalt cliffs and waterfalls of the Columbia River Gorge. Expect glacier views, orchard stops, and the thunder of Multnomah Falls on an 8-hour guided route.

A half-day, small-group tour that traces the western edge of the Columbia River Gorge—waterfalls, vantage points, and a slice of highway history. Perfect for travelers who want a compact, interpretive introduction to one of the Pacific Northwest’s most dramatic corridors.

Spend four hours chasing mist and basalt through the Columbia River Gorge on a small-group, half-day hike. Visit Multnomah, Elowah and Latourell Falls while learning local geology, Indigenous history, and practical trail skills from a guide.

Spend a day driving the scenic byways of the Columbia Gorge—stopping at Multnomah Falls, Vista House, Hood River vineyards, and Timberline Lodge—while a local guide blends geology, history, and tasting-room hospitality. This full-day tour pairs short walks with curated winery visits and lunch for an efficient, informative exploration.

Spend a day on a private loop from Portland to Mt. Hood and back through the Columbia River Gorge—timberline views, orchard stops in Hood River, and iconic waterfalls including Multnomah Falls. Expert guides with ecology backgrounds translate geology and local culture while you ride in comfort.

Spend 11–12 hours traveling from Portland into the raw landscape reshaped by the 1980 eruption. Hike through lava tubes, inspect lava‑tree molds, and, weather permitting, enjoy a crater overlook picnic with views to Spirit Lake.

A customizable private day trip from Portland that threads the northern Oregon Coast—Haystack Rock, Ecola and Cape Falcon—into a single, image-rich day. Expect short beach walks, headland viewpoints, and a guide who tailors stops to tides and interests.

A compact, all-inclusive three-hour tour that covers Portland’s big-picture highlights: Pittock Mansion panoramas, the International Rose Test Garden, the Aerial Tram and a drive through the city’s most distinctive neighborhoods. Perfect for visitors who want fast orientation and great photo stops.

A full-day trip from Portland along the northern Oregon coast that visits Cape Meares, Cape Kiwanda and Neskowin—old-growth spruce, tide pools, a 240-foot sand dune, and a WWII blimp hangar. Ideal for photographers, geology fans, and anyone who wants a compact but complete coastal experience.

In a single day this tour strings together old-growth forest, dramatic sea stacks and the artist town of Cannon Beach. Expect tide pools, viewpoint pulls and a close look at Haystack Rock with practical stops that reveal the coast’s human and geological history.