5-Day Scenic Journey from NYC to Cannon Beach and Portland, OR

Day 1: Arrival and Beach Walk

Cannon Beach, OR on June 20, 2025

9:00am

Flight from NYC to Portland

Start the journey early with a direct flight from NYC to Portland International Airport, setting the tone for a West Coast adventure.
USD300 per person approx, 5h0m

3:00pm

Drive from Portland to Cannon Beach

Pick up rental car and enjoy a scenic 1.5-hour drive west to Cannon Beach, known for its stunning coastline and iconic Haystack Rock.
USD60 car rental, 1h30m

4:30pm

Check-in and Settle at a Local Inn

Relax and refresh at a cozy beachfront inn like the Stephanie Inn, offering beautiful ocean views and close proximity to the beach.
USD350 per night approx, 1h

5:30pm

Walk at Cannon Beach

Take a leisurely walk along Cannon Beach, exploring tide pools and admiring the sunset lighting up Haystack Rock.
Free, 1h30m

7:00pm

Dinner at The Wayfarer Restaurant & Lounge

Enjoy a seafood-centric dinner with ocean views. The Wayfarer offers fresh local fish and a cozy ambience perfect for your first evening.
USD40 per person approx, 1h30m
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Day 2: Beach and Local Culture

Cannon Beach, OR on June 21, 2025

8:00am

Breakfast at Sleepy Monk Coffee Roasters

Start the day with artisan coffee and tasty pastries at this local favorite café, known for strong brews and cozy atmosphere.
USD15 per person approx, 1h

9:30am

Explore Haystack Rock and Tide Pools

Spend the morning at Haystack Rock, exploring vibrant tide pools filled with sea creatures and enjoying excellent photography opportunities.
Free, 2h

12:00pm

Lunch at Pelican Brewing Company

Savor local craft beer paired with delicious Pacific Northwest cuisine just a short walk from the beach.
USD30 per person approx, 1h

1:30pm

Visit Ecola State Park

Drive 15 minutes north to this scenic park offering breathtaking views of the rugged coastline, hiking trails, and wildlife spotting.
USD5 park entry, 3h

5:00pm

Return to Cannon Beach Downtown

Stroll through the charming downtown area, exploring art galleries, boutique shops, and local landmarks.
Free, 1h

6:30pm

Dinner at Newmans at 988

Experience fine dining featuring fresh seafood and innovative dishes in an intimate setting.
USD50 per person approx, 1h30m
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Day 3: Travel to Portland

Portland, OR on June 22, 2025

8:00am

Breakfast at Cannon Beach Bakery

Enjoy hearty breakfast sandwiches and fresh pastries to fuel up before the drive.
USD15 per person approx, 1h

9:30am

Drive to Portland

Set off for the approximately 1.5-hour scenic drive to Portland, passing through quaint towns and beautiful landscapes.
USD20 fuel approx, 1h30m

11:00am

Check-in at Hotel in Downtown Portland

Stay at a centrally located hotel such as The Nines, offering elegant accommodations and easy access to city hotspots.
USD300 per night approx, 1h

12:00pm

Lunch at Pine Street Market

Explore this vibrant indoor food hall featuring diverse vendors and local eats perfect for a casual lunch.
USD20 per person approx, 1h

1:30pm

Visit Powell’s City of Books

Discover the world's largest independent bookstore, a must-see cultural landmark in downtown Portland.
Free entry, 1h30m

3:00pm

Walk through the Pearl District

Explore trendy galleries, boutiques, and cafes in this revitalized warehouse area.
Free, 2h

6:00pm

Dinner at Andina Restaurant

Enjoy authentic Peruvian cuisine in vibrant surroundings, with specialties like ceviche and pisco cocktails.
USD50 per person approx, 1h30m
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Day 4: Portland Exploration

Portland, OR on June 23, 2025

8:30am

Breakfast at Tōv Coffee

Start your morning with quality coffee and a light breakfast in a relaxed setting.
USD15 per person approx, 1h

9:30am

Visit Washington Park

Spend the morning enjoying the Rose Test Garden (open 7am-8pm) and the Portland Japanese Garden (open 10am-5pm), both offering breathtaking flora and stunning city views.
Rose Garden Free; Japanese Garden USD20 per person, 3h

12:30pm

Lunch at Grassa

Indulge in fresh, handcrafted Italian pasta dishes served in a lively atmosphere.
USD25 per person approx, 1h

2:00pm

Explore the Lan Su Chinese Garden

Discover this beautifully maintained urban oasis offering traditional architecture and serenity.
USD12 per person, 1h30m

3:30pm

Relax at Waterfront Park and Riverwalk

Enjoy a leisurely stroll along the Willamette River, taking in city views and public art installations.
Free, 1h

6:00pm

Dinner at Le Pigeon

Treat yourself to creative French-inspired cuisine with a unique Portland flair in an intimate dining room.
USD60 per person approx, 1h30m
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Day 5: Final Day & Departure

Portland, OR on June 24, 2025

8:00am

Breakfast at Screen Door

Enjoy a Southern-inspired breakfast known for its fried chicken and waffles before your journey home.
USD20 per person approx, 1h

9:30am

Visit Alberta Arts District

Browse local boutiques, street art, and cafes in this colorful and creative neighborhood.
Free, 2h

12:00pm

Lunch at Bollywood Theater

Taste authentic Indian street food with a Portland twist, perfect for a flavorful last meal.
USD25 per person approx, 1h

1:30pm

Drive to Portland International Airport

Allow ample time for traffic and rental car return for your departure flight.
USD40 fuel & tolls approx, 45m

3:00pm

Flight back to NYC

Board your return flight back to New York, concluding your memorable Pacific Northwest trip.
USD300 per person approx, 5h0m
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