Oregon Coast & Gorge Adventure

Introduction

Portland to Oregon Coast & Gorge / 5 Days

Oregon Coast & Gorge Adventure

Oregon’s wild beauty is calling! This 5-day adventure takes you from Portland to the rugged Oregon Coast and deep into the lush forests of the Pacific Northwest. We’ll chase waterfalls in the Columbia River Gorge, surf the waves at Cannon Beach, and explore the charming coastal towns of Manzanita and Tillamook. From hiking scenic trails and spotting sea lions to cozy evenings by the coast and local brews at Pelican or Public House Brewery, this trip blends outdoor adventure with Oregon’s laid-back charm. With nights spent between Portland, Cannon Beach, and the coast, you’ll experience the best of what makes Oregon so unforgettable.

Adventure Highlights

At a glance

Oregon Coast & Gorge Adventure

Map

Day 1 - Portland Arrival and Astoria Exploration

21-May-2026

Arrive in Portland and Discover Astoria’s Maritime Charm

Arrival in Portland

Welcome to Oregon! After arriving in Portland, we’ll meet up at a designated meet up location and hit the road, heading northwest for a scenic two-hour drive to the charming coastal town of Astoria—where the Columbia River meets the Pacific Ocean.

Scenic Drive: Portland to Astoria

DeparturePortland

DestinationAstoria

Travel northwest from Portland to Astoria on a scenic two-hour drive, passing through lush Pacific Northwest landscapes.

Explore Astoria’s Maritime History

Spend the afternoon exploring Astoria’s rich maritime history and quirky local attractions. Stop by the Columbia River Maritime Museum to learn about the region’s seafaring past, visit the Oregon Film Museum—set inside the old jail featured in The Goonies—and swing by the iconic Goonies House for a photo op.

Astoria Riverwalk and Astoria Column

Stroll along the Astoria Riverwalk, watching ships glide by on the Columbia, or climb the Astoria Column for panoramic views of the town, river, and ocean beyond.

Dinner at Fort George Brewery or Buoy Beer Company

Wrap up the day with dinner and craft beer at Fort George Brewery or Buoy Beer Company, both local favorites serving up fresh coastal fare and laid-back vibes.

Overnight in Astoria

We’ll spend the night in Astoria, resting up before continuing our Oregon coast adventure tomorrow.

Day 2 - Ecola State Park and Cannon Beach Adventure

22-May-2026

Hiking Ecola State Park and Cannon Beach Sunset

Scenic Drive to Ecola State Park

After breakfast, we’ll take a scenic 40-minute drive south to Ecola State Park, a coastal gem known for its mossy forests, dramatic cliffs, and sweeping ocean views.

Hike Indian Beach Trail

We’ll hike the Indian Beach Trail, which winds from Ecola Point to Indian Beach, offering lush forest paths, panoramic seaside vistas, and plenty of photo-worthy stops along the way.

Explore Cannon Beach Downtown

In the afternoon, we’ll arrive in Cannon Beach, one of Oregon’s most picturesque coastal towns. Enjoy some free time exploring the charming downtown area—browse boutique shops, art galleries, and cozy cafés.

Sunset at Haystack Rock

As the day winds down, we’ll gather on the shore to watch a stunning sunset at Haystack Rock, the iconic monolith rising from the surf.

Dinner at Ecola Seafoods or Public Coast Brewing Co.

Dinner follows at Ecola Seafoods or Public Coast Brewing Co., where you can enjoy casual, local coastal fare.

Overnight in Cannon Beach

Overnight in Cannon Beach.

Day 3 - Surfing and Coastal Exploration in Cannon Beach

23-May-2026

Surfing, Hug Point, and Cannon Beach Relaxation

Pick Up Surf Gear at Cleanline Surf Shop

We’ll start the morning at Cleanline Surf Shop in Cannon Beach to pick up boards and wetsuits for a fun day on the water.

Surfing at Short Sand Beach or Indian Beach

Depending on surf conditions, we’ll ride the waves at Short Sand Beach in Oswald West State Park or Indian Beach—both surrounded by dramatic cliffs and lush coastal forest. Whether you’re new to surfing or an experienced wave rider, it’s a perfect way to immerse yourself in Oregon’s rugged coastline.

Explore Hug Point Caves and Waterfall

Visit the nearby Hug Point caves and waterfall, a hidden coastal treasure, or spend some downtime back in town strolling the beach, grabbing a coffee, or browsing local shops.

Dinner at Pelican Brewing

We’ll wrap up the day with dinner and craft beer at Pelican Brewing, the ideal post-surf hangout to celebrate another incredible day along the Oregon Coast.

Overnight in Cannon Beach

Overnight in Cannon Beach.

Day 4 - Columbia River Gorge and Portland Return

24-May-2026

Hiking, Kayaking, and Gorge Views Adventure

Coffee and Pastries at Sleepy Monk Coffee Roasters

We’ll start the morning with coffee and fresh pastries at Sleepy Monk Coffee Roasters, soaking in the last bit of Cannon Beach charm before we head inland.

Optional Stop at Neahkahnie Mountain Overlook

If you’d like one more coastal viewpoint, we’ll make an optional stop at the Neahkahnie Mountain overlook, where sweeping ocean vistas stretch for miles—an unforgettable final look at Oregon’s rugged shoreline.

Scenic Drive: Cannon Beach to Portland

DepartureCannon Beach

DestinationPortland

From there, we’ll make the scenic 1.5–2 hour drive back toward Portland for lunch.

Explore Columbia River Gorge Trails

We’ll then continue east for a short ride into the Columbia River Gorge, one of Oregon’s most iconic landscapes. We’ll spend the afternoon exploring some of the Gorge’s classic trails—your choice of the misty Latourell Falls, the iconic cascade at Multnomah Falls, or the panoramic climb to Angel’s Rest. Each option offers its own unforgettable perspective on the gorge’s cliffs, forests, and waterfalls.

Visit Vista House

After the hike, we’ll stop at the historic Vista House, perched high above the river, for sweeping views of the Gorge—an ideal spot for photos and a breather before the evening’s adventure.

Sunset Kayaking Session

At 6:00 PM, we’ll meet for a sunset kayaking session, paddling calm waters as the sky glows orange and pink behind basalt cliffs. It’s a peaceful, breathtaking way to experience the Gorge’s beauty at golden hour.

Return to Portland

DepartureColumbia River Gorge

DestinationPortland

After kayaking, we’ll head back to Portland for the night, ready for a restful evening before the next day’s departure.

Overnight in Portland

Overnight in Portland.

Day 5 - Departure from Portland

25-May-2026

Farewell to Oregon and Departure

Airport Departure

We’ll make our way to the airport for departure, wrapping up an unforgettable five-day Oregon adventure.

WHAT’S INCLUDED

Transportation throughout the week between destinations along the Oregon Coast and Portland (does not include airport transfers)
3 Nights in Cannon Beach
1 Night in Portland
Guided hikes at Ecola State Park, Indian Beach Trail, Columbia River Gorge (choose from Multnomah Falls, Latourell Falls, or Angel’s Rest)
Visit to Hug Point caves and waterfall
Scenic drives along the Oregon Coast and Columbia River Gorge
Sightseeing and exploration stops: Astoria Column, Columbia River Maritime Museum, Oregon Film Museum, Goonies House, Vista House
Time to explore charming coastal towns, downtown Cannon Beach, and Portland neighborhoods (Pearl District, Alberta Arts District)

What's not included

Airfare to and from Portland is not included in this package.
Tips for local guides are not included

Loading Map…

Map

1. Portland

Portland, OR, USA

2. Astoria

Astoria, OR, USA

3. Columbia River Maritime Museum

1792 Marine Dr, Astoria, OR 97103, USA

4. Oregon Film Museum

732 Duane St, Astoria, OR 97103, USA

5. Goonies House

368 38th St, Astoria, OR 97103, USA

6. Astoria Column

1 Coxcomb Dr, Astoria, OR 97103, USA

7. Ecola State Park

84318 Ecola Park Rd, Cannon Beach, OR 97110, USA

8. Indian Beach

Indian Beach, Cannon Beach, OR 97110, USA

9. Cannon Beach

Cannon Beach, OR 97110, USA

10. Haystack Rock

Haystack Rock, Cannon Beach, OR 97110, USA

11. Cleanline Surf Shop

171 Sunset Blvd, Cannon Beach, OR 97110, USA

12. Short Sand Beach (Oswald West State Park)

Oswald West State Park, Arch Cape, OR 97102, USA

13. Hug Point

Hug Point State Recreation Site, Arch Cape, OR 97102, USA

14. Pelican Brewing

1371 S Hemlock St, Cannon Beach, OR 97110, USA

15. Sleepy Monk Coffee Roasters

1235 S Hemlock St, Cannon Beach, OR 97110, USA

16. Neahkahnie Mountain Overlook

Neahkahnie Mountain, Manzanita, OR 97130, USA

17. Columbia River Gorge

Columbia River Gorge, OR, USA

18. Latourell Falls

Latourell Falls, Corbett, OR 97019, USA

19. Multnomah Falls

Multnomah Falls, Bridal Veil, OR 97010, USA

20. Angel's Rest

Angel's Rest Trailhead, Corbett, OR 97019, USA

21. Vista House

40700 Historic Columbia River Hwy, Corbett, OR 97019, USA