Oregon Trail Dreams Tour Pacific Northwest Itinerary

Oregon Trail Dream Tour  – Pacific Northwest Schedule

Explore the natural beauty of Oregon, the most scenic coast of the Pacific Northwest, the Cascade Range volcanoes, Painted Hills and wine valleys  – off the beaten track.

These small group travel tours cover most of the spectacular highlights of Oregon. The schedule below will give you a general idea of the activities and highlights you visit on this Oregon tour. You will be traveling through the Pacific Northwest in a comfortable, air-conditioned 8 or 12 passenger van with single seats. There are daily frequent stops for walks and short hikes, giving you a chance to explore. Picnic lunches are planned on most days in the most beautiful locations.

Our adventure tours are different and personal. There are no more than 10 guests per tour from all over the world, guided by an experienced, knowledgeable tour guide and a professional driver for optimal service and safety.

Please contact us and we will be happy to answer your questions!

Painted Hills of the John Day Fossil Beds

Painted Hills of the John Day Fossil Beds

Top Attractions on the Oregon Trail Dreams Tour

Day 1: Portland, Oregon (airport PDX)

Meet and greet in Portland at our base hotel at 4pm where you meet the group and tour leader. Drive to downtown Portland and visit famous Portland International Rose Test Gardens featuring more than 10,000 rose bushes in full bloom during summer. Enjoy the beautiful view of the city. Receive your travel documents and get to know your companions at dinner. One night in Portland. We will gladly help you reserve nights before the tour to allow extra time in this beautiful Oregon city.

Portland Airport PDX

Portland International Rose Test Garden

Day 2: Columbia River Highway- Multnomah Falls – Mt. Hood

Drive on historic Columbia River Hwy with stops at several scenic view points over the majestic Columbia River. Walk and explore most photographed Multnomah Falls. Watch large salmon climbing a fish ladder at Bonneville Dam and enjoy a picnic on the banks of the Columbia. Drive up the fertile valley to Mt. Hood, the largest volcano of Oregon. Visit historic Timberline Lodge and walk around a a small mountain lake with reflections of the snow covered volcano. Enjoy the fresh mountain air in the foothills of Mt. Hood where you stay for the night.

Columbia River Gorge view

Mount Hood, Trillium Lake

Day 3: Mt. Hood – Columbia River – Maryhill – Pendleton – Enterprise

After an easy morning hike through old growth forest stop at one of the many fruit stands and wineries on the Mt. Hood Fruit Loop. A scenic drive along the Columbia River ends at Mary Hill Museum perched on top of a hill across the river. Highlight in Pendleton is the famous, over 100  years old woolen mills. Visit the nearby native American cultural center that features Chief Joseph, the Nez Perce and other local tribes. One night in small western town of Enterprise.

Maryhill Museum

Pendelton Woolen Mills

Day 4: Enterprise – Wallowa – Oregon Trail Inerpretive Center – Baker City

This morning you experience “little Switzerland of America”, on of the seven wonders of Oregon. Enjoy a gondola ride up to a mountain summit with magnificent views over the Wallow Mountains of Eastern Oregon.  Go for an easy walk and enjoy high mountain wild flowers. In the afternoon drive to the Oregon Trail Interpretive Center and learn first hand Oregon Trail’s famous immigrant history. Take the chance and walk on the original trail. Night in Baker City.

Wallowa Lake Tram

covered wagon on the Oregon Trail

Day 5: Sumpter – Painted Hills at John Day Fossil Bed National Monument – Sisters

Experience Oregon’s gold country in the small town of Sumpter.  Today’s highlight is the John Day Fossil Bed National Monument. Explore the colorful famous Painted Hills on short walks. Drive to Central Oregon and stay in the quaint wild west town of Sisters in the foothills of the Cascade volcanoes for two nights. The town offers interesting specialty shops, galleries and good restaurants, all in walking distance.

Painted Hills John Day Fossil Beds NM

town of Sisters, Oregon

Day 6: Day our to Newberry Crater Volcano National Monument

Start your day walking on top of a cinder cone volcanoes with fantastic views over the volcanic landscape of Central Oregon. Experience a rare lava flow of volcanic glass, also called Obsidian, at Newberry NM. Walk along Paulina Lake to a nearby waterfall and enjoy a picnic on the lake. In the afternoon visit High Desert Museum with inside and outside displays, with natural and cultural highlights of the Pacific Northwest. Visit downtown Bend, the largest city east of the Cascade range and stay another night in nearby Sisters.

Newberry Volcano National Monument

High Desert Museum, Bend

Day 7: Smith Rock State Park – Cascade Volcanoes – Pacific Ocean

Enjoy beautiful canyon views on a walk at Smith Rock SP, an international mecca for climbers. Drive over the scenic Cascade range and stop for a hike along a turquoise rushing river with two majestic waterfalls. Picnic and optional kayaking on a clear mountain lake surrounded by old growth forest. Drive down to the Pacific Ocean and enjoy your first memorable sunset. Stay two nights in Waldport.

Smith Rock State Park

turquoise Clear Lake boating

Day 8: Day Tour along the Pacific Ocean to Newport

Participate in a whale watching tour in Newport. Stroll along the historic harbor and watch resident sealions. Explore the scenic coastline nearby and walk along beautiful beaches. Spend some time tide pooling in the clear waters and look for anemones, sea stars and all kinds of fascinating sea life. 2nd night in Waldport.

whale watching in Newport

Oregon Central Coast

Day 9: Waldport – Pacific Coast Scenic Byway – Bandon

A beautiful drive and photo stops along the Pacific Coast offer some of the most spectacular views. On a short hike, explore the Oregon Dunes National Recreation area with the largest expanse of coastal sand dunes in North America. Picnic along the coast and walk the Oregon Coast Trail to a Botanical Garden. Explore the small fishing town of Bandon and the nearby most photographed beach with sea stack rocks during sunset. One night in Bandon.

Oregon Dunes National Rec. Area

Bandon beach sunset

Day 10: Bandon – Redwood State Park – Ashland

Travel through one of the most impressive Redwood State Parks with a short hike among the largest Redwood trees found on the coast. Drive along a scenic River, explore some rare wayside with cobra like plants. Reach small Victorian style city Ashland, famous of its Shakespeare Festival. Stay three nights in Ashland. Enjoy optional world class theater at one of Ashland’s venues.

Redwood State Park

Darlingtonia meat eating plant

Day 11: Day Tour to Crater Lake National Park

A drive through dense old growth Douglas Fir forests ends in Klamath Falls. Visit one of the largest Native American art collections. Today’s highlight is breathtaking Crater Lake, Oregon’s only National Park. Crater Lake is the deepest lake in the U.S. in a caldera of a huge volcano that erupted 7000 years ago. Explore this unique area on walks and photo stops. Drive back to Ashland for the 2nd night.

Native American and Western Art Museum

Crater Lake National Park

Day 12: Day Tour Mt. Ashland – Wine Tasting

Visit Mount Ashland, a wonderland of wildflowers and home of the famous Pacific Crest Trail. Walk on the trail for 1-2 hours and enjoy a BBQ lunch prepared by your tour guide. In the afternoon, visit one of the most attractive wineries of Southern Oregon. You are invited to wine tasting and snacks. Spend your evening in the Victorian town of Ashland and enjoy the many stores, galleries and restaurants. 3rd night in Ashland.

Mt. Shasta view from Mt. Ashland

Southern Oregon winery wine tasting

Day 13: Napa Valley/Sonoma – Golden Gate Bridge – San Francisco

A drive through Northern California’s rolling hills will end in famous wine country. Stop in historic Sonoma and explore Californias birth place. Later, dine in Sausalito on the bay of San Francisco with magnificent views of the skyline of this wonderful city. Take a memorable photo of Golden Gate Bridge at sunset and arrive in downtown San Francisco. On night in San Francisco’s marine distric.

Napa-Sonoma wine country

San Francisco Golden Gate view

Day 14: Las day of the tour in San Francisco

Your tour comes to an end. Fly home or extend your stay. We can assist you with extending your stay at the downtown hotel and provide you with everything you need to know about California’s most attractive city. Upon request, we can  arrange an optional half day city tour with all the highlights.

San Francisco downtown on the wharf

If you have any questions please feel free to contact us at info@traveldreamwest.com. These California small group tours leave twice a year and can be reserved for a group as custom adventure travel tours.