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Unforgettable Road Trip: Mount Rainier to San Francisco via Oregon and Santa Monica

Viewed by 185 travelers

Day 1: Mount Rainier Majestic Experience

Mount Rainier, WA

1:00PM

Explore Mount Rainier National Park

Spend the afternoon exploring the breathtaking views, hiking trails, and alpine meadows within the park.
Follow park roads and trailheads for stunning vistas.
CAD30 (Park Fee), 4 hours

5:00PM

Drive to Seattle

Travel about 2 hours to Seattle, transitioning from mountain scenery to urban excitement.
Take SR-706 W to US-512 W, then I-5 N.
Gas CAD20, 2 hours

7:00PM

Dinner at The Pink Door

Savor a delightful Italian dinner at The Pink Door, known for its warm ambiance and delicious dishes.
Located in Pike Place Market, offering a vibrant atmosphere.
CAD50, 2 hours
Find Hotels in Mount Rainier

Day 2: Explore Portland

Portland, OR

9:00AM

Drive to Portland

Travel approximately 3 hours south to reach Portland, enjoying scenic views along the way.
Follow I-5 S for a direct route.
Gas CAD30, 3 hours

12:00PM

Lunch at Pine Street Market

Arrive in Portland and enjoy lunch at this vibrant indoor food hall featuring various local cuisines.
Located in downtown Portland, easy accessibility.
CAD20, 1.5 hours

1:30PM

Visit Powell's City of Books

Wander through Powell's, the world's largest independent bookstore, and discover your next read.
A five-minute walk from Pine Street Market.
Free, 2 hours

3:30PM

Explore Portland's Japanese Garden

Experience peace and tranquility at the beautiful Japanese Garden, a highlight in the city.
A short 10-minute drive from Powell's.
CAD20, 1.5 hours

5:00PM

Dinner at Le Pigeon

Indulge in a creative dining experience at Le Pigeon, known for its exquisite French-inspired dishes.
A quick drive back to downtown.
CAD70, 2 hours
Find Hotels in Portland

Day 3: Adventure in Columbia River Gorge

Columbia River Gorge, OR

9:00AM

Drive to Columbia River Gorge

Set off on a scenic 30-minute drive to the beautiful Columbia River Gorge.
Take Highway 30 E.
Gas CAD10, 30 minutes

10:00AM

Hiking in the Gorge

Spend the day hiking spectacular trails to waterfalls, including Multnomah Falls.
Follow park trailheads with available parking.
Free, 3 hours

1:00PM

Lunch at Skamania Lodge

Dining with a view at Skamania Lodge is a perfect midday break after your hike.
Short drive from the hiking trails.
CAD35, 1.5 hours

2:30PM

Visit Vista House

Stop at Vista House for breathtaking views of the Gorge and a fascinating educational exhibit.
A short 30-minute drive from the lodge.
Free, 1 hour

4:00PM

Return to Portland

Make your way back to Portland to prepare for the next day's adventures.
Return via Highway 30 W.
Gas CAD10, 30 minutes

5:00PM

Dinner at Clyde Common

Dine at Clyde Common, known for seasonal dishes and seasonal cocktails.
Conveniently located in downtown Portland.
CAD50, 2 hours
Find Hotels in Columbia River Gorge

Day 4: Nature and Culture in Bend

Bend, OR

9:00AM

Drive to Bend

Travel approximately 2.5 hours to Bend, a haven for outdoor enthusiasts.
Take US-97 S for a direct route.
Gas CAD25, 2.5 hours

11:30AM

Lunch at Deschutes Brewery

Enjoy tasty bites and craft beers at Deschutes Brewery, a Bend staple.
Located in downtown Bend.
CAD35, 1.5 hours

1:00PM

Explore Smith Rock State Park

Spend the afternoon hiking or rock climbing in Smith Rock State Park's stunning landscapes.
A short 30-minute drive from downtown Bend.
Free, 3 hours

4:30PM

Visit Downtown Bend

Stroll through downtown Bend, checking out shops, galleries, and the picturesque Deschutes River.
Return to downtown Bend for a relaxing break.
Free, 1.5 hours

6:00PM

Dinner at Zydeco Kitchen & Cocktails

Indulge in Southern-inspired dishes served with a Pacific Northwest flair at this popular spot.
Located within walking distance from downtown shops.
CAD50, 2 hours
Find Hotels in Bend

Day 5: Discover Crater Lake

Crater Lake, OR

9:00AM

Drive to Crater Lake National Park

Enjoy a scenic 2-hour drive to Crater Lake, famous for its deep blue waters.
Take OR-97 S and then Rim Drive.
Gas CAD25, 2 hours

11:00AM

Discover Crater Lake

Marvel at the natural beauty of Crater Lake, exploring lookout points along the scenic rim.
Drive along the Rim Drive for various viewpoints.
CAD30 (Park Fee), 4 hours

3:00PM

Lunch at Crater Lake Lodge

Savor lunch at Crater Lake Lodge with stunning lake views.
Located within the park.
CAD40, 1.5 hours

4:30PM

Explore Wizard Island

Take a boat tour to Wizard Island for hiking or relaxing amidst beautiful landscapes.
Boat tours depart from the visitor center.
CAD50, 2 hours

6:30PM

Drive back to Bend

Retreat back to Bend after a fulfilling day at Crater Lake.
Retrace your route back north.
Gas CAD25, 2 hours

8:30PM

Dinner at 10 Barrel Brewing

Finish your day relaxing with tasty food and craft brews at 10 Barrel Brewing in Bend.
Located downtown.
CAD35, 1.5 hours
Find Hotels in Crater Lake

Day 6: The Redwood Experience

Redwood National Park, CA

9:00AM

Drive to Redwood National Park

Travel approximately 4 hours to the spectacular Redwood National Park.
Take US-97 S and then US-101 S.
Gas CAD40, 4 hours

1:00PM

Lunch at the Crescent City Bar and Grill

Savor fresh seafood and local fare at Crescent City Bar and Grill before exploring the park.
Just outside the park entrance.
CAD30, 1.5 hours

2:30PM

Explore Redwood National Park

Immerse yourself in nature's beauty as you walk through towering redwoods and lush trails.
Numerous trails available for exploration.
Free, 3 hours

5:30PM

Visit the Kuchel Visitor Center

Gain insights about the park's ecology and history at the visitor center.
Located within the park.
Free, 1 hour

6:30PM

Dinner at SeaQuake Brewing

End your day with hearty meals alongside craft beers at SeaQuake Brewing in Crescent City.
A short drive from the park.
CAD40, 1.5 hours
Find Hotels in Redwood National Park

Day 7: Arriving in Santa Monica

Santa Monica, CA

9:00AM

Drive to Santa Monica

Travel approximately 6 hours to reach Santa Monica, enjoying coastal views along the US-101.
Follow signs to Santa Monica.
Gas CAD50, 6 hours

3:00PM

Lunch at The Albright

Enjoy fresh seafood and delightful dishes overlooking the Santa Monica Pier.
Located on the pier.
CAD40, 1.5 hours

4:30PM

Explore Santa Monica Pier

Stroll along the iconic Santa Monica Pier with its amusement park rides, games, and beach ambiance.
Directly accessible from the restaurant.
Free, 2 hours

6:30PM

Dinner at Tar and Roses

Indulge in a chic dining experience with wood-fired cuisine at Tar and Roses.
A short drive from the pier.
CAD70, 2 hours
Find Hotels in Santa Monica

Day 8: Explore San Francisco

San Francisco, CA

9:00AM

Drive to San Francisco

Travel approximately 6 hours to reach San Francisco, with beautiful coastal views along US-101.
Follow signs to San Francisco.
Gas CAD50, 6 hours

3:00PM

Lunch at The Ferry Building Marketplace

Explore the Ferry Building for a variety of gourmet food options along with waterfront views.
Located on the Embarcadero in San Francisco.
CAD30, 1.5 hours

4:30PM

Visit Alcatraz Island

Take a ferry to Alcatraz Island for a guided audio tour of the infamous former prison.
Ferry departs from Pier 33, a short walk from the Ferry Building.
CAD45, 2.5 hours

7:00PM

Dinner at Gary Danko

Enjoy an unforgettable fine dining experience at Gary Danko, a Michelin-star restaurant with exquisite dishes.
Near Fisherman's Wharf.
CAD150, 2 hours
Find Hotels in San Francisco

Day 9: Final Day in San Francisco

San Francisco, CA

9:00AM

Visit Golden Gate Park

Start your day exploring the expansive Golden Gate Park, filled with gardens, museums, and beautiful landscapes.
A short drive from your hotel.
Free, 2.5 hours

11:30AM

Visit the Exploratorium

Engage with interactive art and science exhibits at this fun and educational museum near the waterfront.
An easy drive or bike ride from Golden Gate Park.
CAD30, 2 hours

1:30PM

Lunch at the Cliff House

Dine with panoramic views at The Cliff House, situated right by the ocean.
Scenic drive along the coast from the Exploratorium.
CAD50, 1.5 hours

3:00PM

Walk across the Golden Gate Bridge

Challenge yourself with a walk across the iconic Golden Gate Bridge, offering breathtaking views of the bay.
Easy access from The Cliff House, drive or walk back.
Free, 1 hour

4:30PM

Visit Lombard Street

Stroll down the famously crooked Lombard Street, known for its beautiful landscaping.
A drive or walk back to the city center from the bridge.
Free, 1 hour

6:00PM

Dinner at Fish Face Poke Bar

Conclude your trip with fresh poke bowls at Fish Face, representing the culinary mastery of San Francisco.
Located close to Lombard Street.
CAD30, 1 hour
Find Hotels in San Francisco
Book This Trip
Garden Safaris

Tour Operator Urban nature & discovery walking tours

Garden Safaris offers immersive, guided walking tours that reveal the hidden natural beauty of Santa Monica. We specialize in urban “safaris” that blend gardens, architecture, secret stairways, canyon paths, and ocean views into unforgettable local adventures. Led by knowledgeable guides, our tours go beyond typical sightseeing, inviting travelers to explore peaceful, lesser-known landscapes and discover the stories, design, and nature woven into the city. Whether you’re looking for a relaxing garden stroll or an active scenic hike, Garden Safaris turns the city into a living outdoor escape.

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