Portland

Here's a suggested itinerary for your 5-day anniversary trip to Portland, Oregon:

Day 1:

• Arrive in Portland and check into your hotel. Consider staying in the Pearl District or downtown for easy access to restaurants and attractions.
• Start your trip off with a romantic dinner at one of Portland's many acclaimed restaurants. Some options include Le Pigeon, Beast, or Ava Gene's.
• After dinner, take a stroll through the city and enjoy the vibrant nightlife. Portland is known for its craft cocktails, so be sure to stop by a few bars and try some local favorites.

Day 2:

• Start your day with a delicious breakfast at Tasty n Alder or Screen Door.
• Spend the morning exploring the city's many parks and gardens. Some popular options include the International Rose Test Garden, Washington Park, and the Lan Su Chinese Garden.
• For lunch, head to one of Portland's many food carts for a quick and tasty meal. Some popular carts include Nong's Khao Man Gai, Pok Pok, and The Dump Truck.
• In the afternoon, take a scenic drive out to the Oregon coast. Stop at Cannon Beach to see the iconic Haystack Rock and enjoy the beautiful views of the Pacific Ocean.
• Return to Portland in the evening and enjoy a romantic dinner at one of the city's many seafood restaurants. Some options include Jake's Famous Crawfish, Southpark Seafood, or Bamboo Sushi.

Day 3:

• Start your day with a visit to one of Portland's many coffee shops. Some popular options include Stumptown Coffee Roasters, Coava Coffee Roasters, and Heart Coffee Roasters.
• Spend the morning exploring the city's many museums and galleries. Some popular options include the Portland Art Museum, the Oregon Museum of Science and Industry, and the Portland Japanese Garden.
• For lunch, head to one of Portland's many food halls for a variety of options. Some popular halls include Pine Street Market, The Zipper, and The Portland Mercado.
• In the afternoon, take a scenic drive through the Columbia River Gorge. Stop at Multnomah Falls for a hike and enjoy the stunning views of the waterfall and surrounding area.
• Return to Portland in the evening and enjoy a romantic dinner at one of the city's many Italian restaurants. Some options include Nostrana, Ava Gene's, or Renata.

Day 4:

• Start your day with a visit to one of Portland's many farmers markets. Some popular options include the Portland Farmers Market, the PSU Farmers Market, and the Hollywood Farmers Market.
• Spend the morning exploring the city's many shops and boutiques. Some popular areas include the Pearl District, Hawthorne Boulevard, and Mississippi Avenue.
• For lunch, head to one of Portland's many breweries for a beer and a bite to eat. Some popular breweries include Deschutes Brewery, Rogue Ales & Spirits, and Hair of the Dog Brewing Company.
• In the afternoon, take a scenic drive out to the Willamette Valley wine region. Stop at a few wineries for tastings and enjoy the beautiful countryside.
• Return to Portland in the evening and enjoy a romantic dinner at one of the city's many steakhouse restaurants. Some options include Ringside Steakhouse, Urban Farmer, or Laurelhurst Market.

Day 5:

• Start your day with a visit to one of Portland's many brunch spots. Some popular options include Screen Door, Tasty n Sons, and Mother's Bistro & Bar.
• Spend the morning exploring the city's many bookstores and record shops. Some popular options include Powell's City of Books, Music Millennium, and Everyday Music.
• For lunch, head to one of Portland's many food halls for a variety of options. Some popular halls include Pine Street Market, The Zipper, and The Portland Mercado.
• In the afternoon, take a scenic drive out to the Oregon coast. Stop at Cape Kiwanda for a hike and enjoy the stunning views of the Pacific Ocean.
• Return to Portland in the evening and enjoy a romantic dinner at one of the city's many farm-to-table restaurants. Some options include Ned Ludd, Coquine, or Tusk.

I hope this itinerary gives you some ideas for your anniversary trip to Portland!