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Portland to San Francisco Discovery

Discover the captivating beauty of the West Coast on a six-day journey that takes in the region’s superb national parks, lesser-known treasures and charming towns. Travel from Portland down the coast to Bend where you’ll explore the town’s local history, thriving food scene and surrounding natural wonders. Share a meal with the Native American people of Warm Springs, explore the unspoilt beauty of Crater Lake National Park, you’ll marvel at the USA’s deepest lake, and admire the wild waters and rugged coastline at Sonoma Coast State Park.

6 days, from


per person


12 people max


Trip code: SSEO
Style: Comfort
Theme: Explorer
Print itinerary


Countries Visited:  United States Of America
Accommodation: Hotel (5 nights)
Transportation: Private vehicle
Included Meals:

  • 4 breakfasts
  • 3 lunches

Group size: Minimum 1, Max 12

  • Peddle around town discovering Portland’s collection of food carts on a culinary cycling experience with an expert local guide.

  • Native American River to Table experience with a picnic lunch which acknowledges the role salmon played in tribal history.

  • Enjoy a half-day guided kayaking adventure at Cascade Lakes and take in scenic views of the Three Sisters, Broken Top, and Paulina Peak in the Cascade Range.

  • Marvel at the waters of Crater Lake National Park which have attracted artists, photographers, and sightseers from around the world.

  • Roll up your sleeves, shuck your own oysters and support sustainable farming and a climate action champion.


Show Full Itinerary

Day 1: Portland

Welcome to Portland! Your tour starts at 9am with a group meeting followed by a Food Carts of Portland bike tour. Portland’s famous food carts are scattered throughout the city and your expert guide knows the most delicious ones to check out. Work up an appetite with on this easy 8-12 mile (11-17 km) culinary cycling experience where you’ll get to sample everything from Oregon farm-to-table delights to snacks to satisfy late-night cravings. This evening, you might like to head out for a casual meal with your group or check out Portland’s local bar scene.

Day 2: Bend

This morning head to Warm Springs for a Native American River to Table experience provided by The Confederated Tribes of Warm Springs. This meal acknowledges the place salmon have played in tribal history, when these fish were sold to, and traded with, neighbouring tribes, settlers and explorers. Share a simple salmon picnic lunch which celebrates this ancient tradition. From here, it’s a one-hour drive to Bend and your hotel. Tonight, your group might like to check out one of the restaurants in the historic Old Mill District.

Day 3: Bend

After breakfast, head out on a half-day guided kayaking adventure at Cascade Lakes, high elevation mountain lakes in the dramatic Cascade Range. Float along with your group as you take in views of the Three Sisters, Broken Top, and Paulina Peak. In the afternoon, you may like to take a stroll through Drake Park or along the river, or admire the many historic buildings around town. This evening, join your group for sundowners at the Crux Fermentation Project where you can sample local brews, grab dinner from one of the many food carts, and enjoy views of the Cascade Range.

Day 4: Medford

After an early breakfast, drive to Crater Lake National Park which was formed when an eruption triggered the collapse of a tall mountain peak. It’s home to the deepest lake in the USA, a scenic wonder which has attracted artists, photographers, and sightseers from around the world. You’ll have plenty of time to enjoy a picnic lunch and admire the lake’s beautiful blue water and surrounding scenery before the drive to Medford where you’ll spend the night at a hotel.

Day 5: Santa Rosa

You’ll spend the day heading south into Northern California to our overnight stay in Santa Rosa, arriving in the late afternoon when you’ll have some free time to wander around town, grab a bite to eat, or maybe visit a wine bar.

Day 6: San Francisco

Leaving Santa Rosa early, we make our way to the coast today. Our first stop is Goat Rock and the Sonoma Coast State Park. You can take a walk along a nearby beach to spot resting sea lions (if the season is right) and admire the rugged coastline, crashing waves, and precarious point lighthouse. Keep an eye out for migrating grey whales. There are quite a few beach walks and coastal trails, so the weather and the group’s appetite for activity will help decide which one to take. After your walk rolling up your sleeves and have a go at shucking your own oysters! Not only will you be tasting the best oysters in a beautiful picnic setting, you’ll also be supporting a fellow B Corp and climate action champion. In the afternoon it's time to head back to San Francisco, but not before one last chance to soak up some more of the area’s incredible scenery. Make your way to Muir Woods National Monument and be dwarfed by the old-growth coast redwoods, the tallest living things in the world. Take a loop hike through a cathedral of giant trees. We will arrive back in the city around 5pm where your adventure ends.

6 days, from $2,422

to book call 1-844-205-6226

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