Top Portland Luxury Tours

This 140-mile driving loop explores the geologically violent and breathtaking Columbia River Gorge. Traveling from mossy rainforests to high-desert plateaus, you’ll trace pioneer history and...

Paddle through the calm, winding waterways of Scappoose Bay, one of the most serene and wildlife-rich kayaking areas in the region. This guided experience takes...

There’s nothing better than exploring Astoria at your own pace, with a flexible itinerary tailored to your preferences. Step back in time and immerse yourself...

There’s nothing better than exploring the Oregon Coast at your own pace, with a flexible itinerary on this private full-day tour. Discover the stunning Northern...

We offer premium, curated wine experiences that are perfect for travelers, wine lovers, and private groups. Explore beautiful vineyard landscapes while enjoying expertly guided tastings...

The best way to dine in Portland, Oregon — on the Willamette River enhanced by dazzling city sights and lights. You'll enjoy an evening featuring...

This tour is the only access to Portland's underground Shanghai Tunnels with a new bonus visit to the 2nd floor and ballroom of the haunted...

Spend a day along Oregon’s gorgeous coastline, filled with dramatic headlands, beaches and historical lighthouses on this tour from Portland. Walk on the beach in the quaint...

On this full-day tour, you’ll see the best of the Portland area and the Columbia River Gorge. Along the way, learn about Portland’s interesting history...

Embark on a spine-chilling journey through Portland’s eerie streets with our engaging walking ghost tour! Guided by a seasoned local expert in haunted history, this...

Delicious Northwest cuisine and beautiful river views provide the perfect ingredients for a Portland lunch to remember. This two-hour cruise on the Willamette River is...

See all of Portland’s top attractions on this hop-on hop-off trolley tour, a fun, easy way to sightsee. With your 1-day or 2-day pass, explore...

Portland's longest running Ghost Tour with 300+ 5 star reviews. The city's wicked and wild history will blow you away! On this spine-tingling walking 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...

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...

Experience the Pacific Northwest’s most-dynamic cultural hub on this small-group tour of Portland's highlights! Explore diverse neighborhoods with your Cool Shore Excursions 'Hall of Fame'...

Take in the sights of Portland, Oregon from a different perspective. Cruise through the heart of Portland on the Willamette River. Enjoy a narration of...

Travel to Mount Saint Helens and environs, from Portland, on this ALL-INCLUSIVE tour with a guide who will discuss the geology, ecology, climate, history, and...

Note: Sunrise is too early in the summer to ride during the tram’s open hours! We will be riding after sunrise April - August. The...

Explore Portland’s dark side on this thrilling outdoor walking ghost tour through the city’s most haunted historic sites. Led by expert local guides, you’ll uncover...