What to do and see in Portland, Oregon (OR): The Best Historical & Heritage Tours

Come walk around the bustling streets of Downtown Portland with your local guide and discover why Portland is the coffee and donut capital of the world! We'll visit several genuinely local craft coffee houses for an interactive look at different styles and flavors of coffee. Plus we’ll munch on a bunch of locally-made donuts from shops you can only find right here in Portland. We like to think this the perfect way to discover Downtown Portland, see where locals get their coffee and donuts fix, and have fun!

Inclusions: All coffee & donuts, 4-5 local coffee and/or donut shops , Small-group tour (less than 10 people)

Exclusions: Gratuities

On this 3.5-hour tour, you'll get a broad overview of the Central City. We'll make stops at Pittock Mansion and the International Rose Test Gardens. At Pittock Mansion, you'll get pictures of the best views of the city, and the five stratovolcanoes that are visible on a clear day. You'll have plenty of time to smell the roses at the Rose City's most famous garden. Your expert guide will provide background on the sites and city history, while navigating through city traffic, so you don't have to. You'll meander through all of the major neighborhoods of inner Portland on both sides of the river while gaining views of 14 of Bridgetown's 22 notable bridges. Your guide will return you to your departure location at the end of the tour. Book our Explore Columbia River Gorge Half-Day Small-Group Tour as well, and receive $10 cash back.

Inclusions: Snacks, Bottled water, Air-conditioned vehicle, Parking Fees, PA system

Exclusions: Gratuities (always appreciated)

Maximize your beach time while at the Oregon Coast! Oregon’s coastline is graced with unforgettable vistas: dramatic cliffs, offshore rocks and sea lions, wide sandy beaches, majestic capes, historic lighthouses, enchanted forests and lovely small beach towns which artists and artisans make their home. Locations we may visit include: Cannon Beach, Haystack Rock, Short Sand Beach at Oswald West State Park, Neahkahnie Point, and Manzanita while enjoying spectacular views of the dramatic Oregon Coastline.

Inclusions: Bottled water

Exclusions: Lunch, Gratuities

Join us on our full day guided tour from Portland to Mt. Hood. By visiting Mount Hood with our enthusiastic and knowledgeable guides, you will have multiple opportunities to get the best photographs of the awe-inspiring scenery, and to learn about the history and heritage of Portland’s iconic mountain. Our tour will depart the hustle and bustle of downtown Portland by first taking you into the wonders of the Columbia River Gorge. We will follow the Columbia River east to the town of Hood River for lunch before driving up through the Hood River Valley to the south side of Mt. Hood. The sites that we may visit include: Multnomah Falls, Rowena Crest, a farm stand (seasonally), and Timberline Lodge. Your route may vary based on weather and road conditions but our guides will make necessary changes to enhance your Mt Hood Loop tour experience.

Inclusions: Bottled water

Exclusions: Lunch, Gratuities

Discover the beauty, culture and history of Portland on a guided bike tour -- the ideal way to experience the city! Pedal through downtown, Chinatown and the Pearl District, and ride along the waterfront for great views. Pass 19th-century brick buildings, art galleries, classic food carts and a 140-year-old brewery. Your guide will offer interesting commentary on your easy ride, suitable for all riding skill levels.

Inclusions: Use of bicycle and helmet, Local guide

Exclusions: Food and drinks, Hotel pickup and drop-off, Gratuities

Touring beautiful Portland, OR on a Segway it a great activity for tourists and resident alike. If you’re looking for things to do in Portland, look no further.

Inclusions: 2 hour guided Segway Tour of Portland, OR.

Exclusions: Gratuity for Tour Guide, Does not include meals

Visit the top attractions near the Portland, Oregon area on this guided, half-day tour. Spend an afternoon taking in some amazing views of  Multnomah Falls and the Columbia River Gorge Waterfalls. Start along the Historic Columbia River Highway Scenic Byway. Some of the viewpoints in the area may include Portland Women Forum, Crown Point Vista House, Latourell Falls, Bridal Veil Falls, and Multnomah Falls. Bring a camera to capture the indescribable views.

Inclusions: Driver/guide, Live commentary on board, Hotel pickup and drop-off at select downtown Portland hotels

Exclusions: Gratuities, Food and drinks

With the Willamette River down the center and the Columbia River above, Portland is often more enthusiastically known by its nicknames such as “Bridgetown,” “Brewtopia,” and “City of Roses.” Nestled at the base of a volcano and bundled snugly by old growth forests, this city boasts a landscape beyond a basic urban environment. We will immerse you in the town’s history and discover how the once little-known fishing village has now become a popular international destination. Come see the wonderful city that Wildwood Adventures calls home and get a taste of the charm that Portland offers to its explorers!

Inclusions: Transportation in a luxury vehicle, Knowledgeable, local and friendly guide, Seasonal snacks and refreshments throughout the tour, Air-conditioned vehicle, Hotel pick-up and drop-off at select downtown Portland hotels, Live commentary throughout the tour

Exclusions: Gratuity (optional)

10 a.m., 1:30 p.m., 4 p.m. Start at DIRECTOR PARK Our downtown Portland tours are engaging, well-paced and colorful: the Best of the City! It’s a weird city, but there are stories in every building, park and brick. We’ve organized our city’s best things -- and of course, its most complicated and conflicted, as well. In an ever-changing world we Much of Portland’s history can be told through the buildings and street layouts including the prioritization of parks in the city center. It’s not a dry history: full of back-room deals, early deaths and greed; and then there were hippies! How did Portland become the 1st city on the West Coast with a fine art museum? And how did it develop into a hotbed for modern artists? How did the city's early cultural reputation influence its mid-20th century; and how did it become such a lightning rod for racial justice protests? We'll discuss what was, is, and will be the soul of the city. We keep groups small for personalization and safety.

Inclusions: Certified Guide

Exclusions: Gratuities (always appreciated)

This scenic tour takes you to Multnomah Falls and the Columbia River Gorge. Enjoy the views from Vista House on the Columbia River Gorge Highway before travelling the historic highway to dramatic Multnomah Falls. Learn about the area from your driver guide as you follow the route of the Lewis and Clark Expedition back to Portland. We travel over a some of the Historic Columbia River Highway which features a portion the famous waterfall corridor, the “Latourell Loops” and Falls, and Sheppard’s Dell. A 30 minute stop at Multnomah Falls and a 20 minute stop at Vista House is included. This 2.75-hour tour showcases the beauty of the Columbia River Gorge National Scenic Area and the incredible diversity of scenery at Portland’s doorstep! Gray Line is the only operator in Portland that uses a full size deluxe motorcoach. Don't be crowded in a van, travel in style in a coach.

Inclusions: Air-conditioned vehicle, Live commentary on board, Driver/guide

Exclusions: Gratuities