Top Portland Tours, Sightseeing & Cruises - page 2

An unforgettable tour of the Columbia River Gorge's top 5 waterfalls and the Crown Point Vista House. With Waterfall Shuttle the views are better, the crowds are lower and you get an expert guide to show you around in a small group. Plus, we pick up from over 50 Downtown Portland hotels so you can access the wonder of the Columbia River Gorge without a rental car. Starting from your hotel in Downtown Portland, we start with a 45 minute drive out to the Waterfall Corridor. Working our way back one waterfall at a time we spend 2.5 of the 3.5 hours walking around and exploring each of the waterfall state parks. Plenty of time to take pictures, enjoy the natural beauty and make unique memories. Waterfall Shuttle is a tour designed to show visitors the best of our area. We strive to create unique and memorable experiences so that your time with us is some of the best of your whole vacation.

Explore Portland from a unique vantage point on the water, cruising beneath its iconic bridges while spotting bald eagles, ospreys, sea lions, and other Pacific Northwest wildlife. Led by a US Coast Guard–licensed captain and a Oregon-certified professional guide, each tour blends natural beauty with Portland’s rich 200-year maritime history. Guests may reserve a premium private charter for up to six people for an intimate luxury experience, or join a shared cruise with up to 18 passengers—available daily—for a lively and accessible way to discover the city’s scenic waterways.

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.

Explore Portland's vibrant nightlife on a two-hour guided bike tour, where laughter and good vibes flow alongside refreshing drinks. The Classic Crawl takes you through the city's coolest neighborhoods and stops at three local bars, showcasing everything from neon-lit dives to quirky favorites. Perfect for groups looking to celebrate special occasions or simply enjoy a fun night out, this tour features onboard music and group photos to capture the memories. Come ready to pedal and dress up for the occasion—costumes are encouraged. - A public tour means making new friends, allowing others to join you on your crawl. - Two-hour guided bike tour through Portland's neighborhoods. - Visit three unique bars and enjoy a lively atmosphere. - Group photos and music provided for a memorable experience. - Minimum group size of 6 and maximum of 15 riders.

Visit the Columbia Gorge, easily one of Oregon's most scenic spots, with this intimate half-day tour from Portland. You'll make plenty of stops along the way, with the chance to take in the views from the aptly named Vista House and the Portland Women's Forum State Scenic Viewpoint. You'll also visit Horsetail Falls, Latourell Falls, and the most famous waterfall of them all, Multnomah Falls, the tallest waterfall in the state.

There is no better way to discover the Columbia River Gorge, a must-visit destination when you're in Portland, than on a private tour just for you or with a companion. From stunning waterfalls to iconic viewpoints, this is your chance to experience the Pacific Northwest at its finest. Book your tour today and let the magic of Multnomah Falls and the Gorge’s natural wonders captivate you!

On this day-long excursion you’ll explore the northern stretch of shore between Astoria and Cannon Beach as your guide leads you through an oceans-worth of American history, coastal culture, and pristine nature. Start your day in the bustling seaport of Astoria, where the Columbia River feeds into the Pacific, and Lewis & Clark and John Jacob Astor concluded their epic expeditions. Wander the town’s docks, wind up the Astoria Column, and walk through Fort Clatsop, before continuing south along beaches and bluffs to Cannon Beach. A quintessential beach town, the savory smell of chowder houses meets the briny ocean air on Cannon Beach’s picturesque streets. After meandering through the town, you’ll take to the beach for an interpretative nature walk to Haystack Rock with your naturalist guide. Complete your day by traversing through a maze of Sitka spruce in Ecola State Park. The forest opens to a secluded beach where you’ll cap off your tour with an amazing view of the crashing waves.

This is not a tiny-spoon tasting tour. At every stop, guests sample every available flavor and receive a full scoop per person — all included in the ticket price. There’s no choosing just one flavor, no standing in lines, and no additional purchases. The entire experience is fully hosted by entertaining local guides who handle ordering, keep things moving, and make it fun. You’ll enjoy laughs, insider food recommendations, and a relaxed walk through the heart of Portland. With multiple flavors plus full scoops at each stop, many guests say this feels closer to an almost all-you-can-eat ice cream crawl than a traditional food tour — just without the chaos or rushing. Created by Portland locals with a genuine love for ice cream and their city, this tour is designed to be generous, easy, and unforgettable — perfect for families, visitors, and serious ice-cream lovers.

Take a spin around the City of Roses with this bike tour of essential Portland. Pedal through the city's historic Old Town, along the river on the Waterfront Esplanade, through the Park Blocks with their many green spaces and the hip Pearl District. Learn about the spirit of Portland from knowledgeable guides as you see the city as many of the locals do—by bike.

Immerse yourself in the beauty and bounty of Willamette Valley's renowned wine country on this full-day, small-group tour from Portland. Perfect for all levels of wine enthusiasts—from newcomers to connoisseurs—this tour whisks you to three or four top-rated vineyards. Sample a range of varietals (tasting fees own expense), enjoy a picnic lunch, and benefit from door-to-door service.

Explore Oregon’s rocky northern coastline, dotted with beaches and sea cliffs, on a scenic full-day trip from Portland. Travel the picturesque US Highway 101 through quaint beach towns, stopping in Cannon Beach, Ecola State Park, and Oswald West State Park. Enjoy panoramic coastal views, geological wonders, and wind-swept beaches without the hassle of self-driving, and learn more from your guide than you would going alone.

Portland has long been known for its donuts, and with this tour, you'll get to visit some of the city's best donut shops. Your tour guide will take you not only to the most famous of them all, Voodoo Donuts, but also to lesser-known, but no less delicious spots that locals love.

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.

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.

Multnomah Falls is one of the country’s most spectacular waterfalls, but it usually involves massive crowds, permits, and parking issues. With this e-bike tour, you’ll deal with none of that, instead exploring Oregon’s four tallest waterfalls from the joy of two wheels. Following your guide, you’ll get fabulous views at every turn, seeing what all the fuss is about—without the fuss.

Experience the unrivaled beauty of the Columbia River Gorge, Cascade Mountain Range, and Mount Hood—and see them all in one hassle-free, time-saving excursion—on this full-day tour from Portland. In the comfort of a luxury vehicle, travel with just your guide and a small group for company. Enjoy a guided tour of the Gorge’s top destinations, including Vista House, Multnomah Falls, Timberline Lodge, Hood River, and more.

Visit the top spots in the Columbia River Gorge with this small-group tour. Get picked up on the east side of Portland and head out to the Gorge to visit three waterfalls: Latourell Falls, Bridal Veil Falls, and Multnomah Falls. You'll also take in the views at Vista House before returning to Portland. This tour is available in English and Spanish.

Portland takes pizza seriously—and this tour is the easiest, most fun way to taste the scene in one walk. You’ll hit four pizzerias on a relaxed route with short walks in between (about ~1 mile total), tasting a curated progression of styles and signatures. This is a full-meal experience: each guest gets a full slice at each stop (four slices total). Your guide keeps it laid-back and social while sharing quick, useful pizza insight—what makes a great slice, what to order, and where to go next depending on what you loved most. Pizza and drinks are included. Rain or shine, come hungry and ready to eat like a local.

See a side of Portland many people miss with this haunted evening walking tour. In addition to visiting many of the city's most haunted historic sites, including the Shanghai Tunnels and Roseland Theater, hear creepy tales from your guide that bring each attraction to life. A walking tour also lets you see each spot up close.

Immerse yourself in the beauty of Columbia River Gorge on this full-day trip from Portland to Mount Hood! With your small group, take a guided tour of such iconic Oregon destinations as Multnomah Falls and the famous Timberline Lodge, and enjoy lunch in the charming city of Hood River. Your tour also includes pickup from over 60 hotels in Portland and a private or small-group option.

Experience the Willamette Valley, Oregon's largest wine region, on this wine-tasting tour from Portland. In a small group, head south of Portland to the Willamette Valley wine region, famed for its Pinot Noir. Spend the day tasting different wines (at your own expense) at three select wineries and learn about the region, and Oregon’s wine industry, from your guide.

Portland is known for its food carts, but with numerous pods across the city, it can be difficult to know where to start. This walking tour visits one of the city's oldest food cart pods and several others, where you'll try treats from five to seven different food carts plus a local brewery and a well-known bakery's award-winning dish.

Get out of the big city and explore the stunning beaches and beautiful towns along Oregon’s northern coast on this full-day, small-group tour from Portland. Visit the charming towns of Manzanita and Cannon Beach—home of the famous Haystack Rock—browse antique shops and art galleries, and stop at several beaches to maximize your time at the Oregon Coast.

Oregon’s Willamette Valley is known for its fantastic wine, and while it’s easy to get to from Portland by car, driving yourself means limiting your consumption. This small-group tours includes the services of a driver so you can taste wine without worrying about designating a driver, showcasing off-the-beaten-path wineries that you might otherwise miss.