Top Portland Historical Tours

Less than a 2-hour drive from Portland, the Oregon Coast is celebrated for its natural beauty. This tour gives you the chance to experience some of the best of what the coast has to offer, without having to do any driving. You'll visit the coastal town of Cannon Beach, spend time among the trees of Ecola State Park, and learn about local wildlife from your naturalist guide.

Escape the hustle and bustle of the city for the day on this guided tour to Multnomah Falls and the Columbia River Gorge Waterfalls. Travel along the historic Columbia River Highway National Scenic Byway and stop at the magnificent falls of Multnomah, Latourell, and Bridal Veil.

Visit many of Portland's prettiest parks and neighborhoods with this small-group tour of the city. Your local guide will tell you all about local history and culture while you visit downtown attractions such as Waterfront Park, Pioneer Square, and the South Park Blocks. You’ll also head up to Washington Park, site of the International Rose Garden, and to the historic Pittock Mansion for fantastic city views.

Visit the top sights of the Columbia Gorge and Mount Hood on this guided tour. You'll stop to take in the views at the historic Vista House, spend time exploring Latourell Falls, Horsetail Falls, Wakheena Falls, and famous Multnomah Falls--and that's all before lunch. You'll also get to take a drive through the Fruit Loop apple-growing area and Mount Hood's Timberline Lodge before returning to Portland.

Experience the best of Willamette Valley Wine Country on a guided wine-tasting tour from Portland. With a small group of fellow wine lovers, spend half a day visiting three handpicked wineries such as Colene Clemens Vineyards and Domaine Serene. Meet local vintners and sample award-winning varietals while marveling at Oregon’s stunning countryside.

Head out to the Columbia River Gorge for half a day of visiting cascading waterfalls and scenic overlooks with this tour from Portland. You'll visit Multnomah Falls, the highest waterfall in the state, as well as lesser-known falls throughout the region. You'll also have the chance to take mini-hikes in the area to get better views of waterfalls and the surrounding scenery.

Explore Oregon’s rocky northern coastline on this scenic full-day trip from Portland. Travel the picturesque US Hwy 101 through quaint beach towns, stopping in Cannon Beach, Ecola State Park, and Oswald West State Park. Spend a luxurious day enjoying panoramic coastal views, geological wonders, and wind-swept beaches.

Species seen nowhere else in the world, dramatic basalt lava flows nearly a mile deep, and some of the world’s most beautiful waterfalls are a few of the sights that await you on this tour. Come experience the grandeur of the Columbia River Gorge, one of the United States’ most photographed Natural Scenic Reserves. We will drive along the oldest scenic highway in the US, stopping at sweeping viewpoints, flowing falls, and a historic lodge.

Escape the city for an afternoon exploring some of greater Portland's most scenic falls. Set out to see Multnomah Falls as well as other falls along the Columbia River Gorge, home to the largest concentration of waterfalls in the country. Take plenty of pics of the cascading waters or simply bask in their beauty. You'll enjoy incredible panoramic views from the Crown Point Vista House while an expert guide fills you and your group in on local flora, fauna and history.

Immerse yourself in the beauty and bounty of Willamette Valley wine country on this full-day tour from Portland. Perfect for all level of wine enthusiast – from newcomers to connoisseurs – this 7.5-hour trip offers the insight of expertly trained guides and visits up to 3 vineyards to sample unique varietals including renowned pinots, chardonnays and rieslings. Tasting fees are not included.

Upon arriving in Portland International Airport, avoid lugging around your baggage and waiting in line for a taxi. Book this private airport transfer and get to your destination quickly and in comfort. Transfer is available to your hotel in Portland, Beaverton, Lake Oswego or Tigard.

Explore the eerie side of Old Town with this haunted pub tour in Portland. Learn about some of the city's scary history as you walk through 19th-century buildings. Sample local beers as you hear about Portland's era of kidnapping, gangs, prostitution and opium dens.

Visit many of Portland's highlights in just half a day with this small-group tour of the city. You'll make stops along the way to see the thousands of flowers at the International Rose Test Gardens and take in the views from the elegant Pittock Mansion. You'll also pass plenty of the city's most interesting sights and neighborhoods, making this tour a great option for those who want to orient themselves.

Learn about the haunted past of Portland, Oregon's Old Town with this guided ghost tour. Your guide will regale you with tales of the past as you walk to different allegedly haunted locations, wrapping up at Kells Irish Restaurant & Pub, believed to be haunted by a long-dead fire captain.

Explore Portland’s diverse cityscape on this hop-on hop-off sightseeing tour. With your 1- or 2-day trolley pass, create your own adventure with 13 possible stops, including the International Rose Test Garden, Powell’s Books and the Pearl District. En route, learn about the city’s history and culture from your expert guide.

On this exploration of downtown Portland, you will hear commentary on the history and culture of one of America's youngest port towns, as it changed from a forest, to wild-west "Stumptown," to the vibrant city it is today. View some of Portland's significant sites as you roll through Old Town, the Pearl District, the cultural district, and the government district. Roam the beautiful grounds of historic Pittock Mansion, and be stunned by the view of Mt. Hood. Stop and smell the roses (over 300 varieties!) at picturesque International Rose Test Garden. Cross an iconic truss bridge to take in the view of the city from a lush east side park. Your tour guide is a professional who enjoys showing visitors around town.

See the best Stumptown has to offer on a small-group tour of the city's top sights and attractions. Learn about local history, culture and everyday life while exploring downtown and its surrounds. Peruse the revamped Pearl District and visit Pioneer Square. Experience what makes Portland and the surrounding area unique with stops at the International Rose Test Garden (seasonally), Pioneer Courthouse Square, NW 23rd Avenue, and Nob Hill. Walk away with a better appreciation for and knowledge of Oregon's largest city.

Eat and drink your way through downtown Portland with this tour, which focuses on two of the city's most lauded treats: coffee and donuts. Your guide will take you to craft coffee houses to give you an insider view on different approaches to coffee and lead you to a variety of donut shops, many offering tasty treats not found anywhere else in the country.

Visit Mount Hood and Oregon's most celebrated waterfall on this private experience from Portland. You'll start with a drive out to Multnomah Falls in the Columbia River Gorge, before heading to Hood River for lunch, shopping, and a drive through the “Fruit Loop” agricultural region. Before heading back to Portland, you'll get the chance to stop at Timberline Lodge at Mount Hood.

Taste your way through Portland on this sweet tour, devoted to the city's ice cream shops. You'll meet your guide in northwest Portland's Nob Hill neighborhood and set out on a tasting journey, trying out local favorites including Fifty Licks, Eb & Bean, and Staccato Gelato. You'll also visit the city's most famous ice cream spot, Salt & Straw, without having to wait in its notoriously long lines.

Embark on a town quest with your team and Riddle Routes! Solve clues, discover local treasures, learn fascinating city history, enjoy beautiful views, and make lasting memories with your crew. Challenge your team with puzzles, riddles, trivia, GPS navigation, and keen observations. Our mobile app games, available 24/7, blend adventure and intellect. Play at your pace and let the journey begin anytime! Our routes average a distance of 2 miles and a duration of 3 hours, and are dog friendly as there is no need to go inside any stores. The purchase is for a team of 2-4 people with game access on one phone.

Explore downtown Portland, and learn the history and culture of one of this country's most talked about cities. During the ~1.5 mile walk you will experience historic sites, the tiniest park in America, vibrant public squares, hilarious trivia, colorful artwork, innovative plazas, award-winning city-planning concepts, ornate fountains, and the only place in America where a freeway was replaced with a park. Each tour may vary, depending on your guide. We will talk about the concept of "livability" as it applies to city planning. We will introduce you to ways in which Portland has ranked high on livability standards, with the concept of "open vistas," robust public transportation, public access, and public art. We will witness the symbiotic relationship Portland architecture has between buildings and with the natural surroundings. Portland dates back to the pioneer days, and we will share how it changed from a forest, to the wild-west "stumptown," to the vibrant city it has become.

Visit the northwestern Oregon Coast without renting a car by booking this small-group tour from Portland. Your local guide will be on hand to provide commentary as you make your way along the Pacific Coast, and can help you and the other members of the group decide on what stops you want to make along the way.