Portland, OR Tours and Trips
We offer 10+ tours in Portland, OR having in total 10+ customer reviews. Tour durations range from 7 to 15 days. Our Portland, OR tours are offered by qualified and hand-picked tour operators and each Portland, OR trip comes with a best price guarantee and no added booking fees.
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10 Best Tours in Portland, OR
Discover our highly acclaimed tours in Portland, OR, based on reviews and times booked.
This is Maine, where rocky shores, infinite nature, and endless lobster forge a coastal New England classic. Dig in to local delicacies with an oyster shucking demonstration and tasting. Immerse yourself in dramatic nature at Acadia National Park. See how lobster traps are retrieved from the ocean. Admire the picturesque Portland Head Light, Maine’s oldest lighthouse. Enjoy free time in the vibrant city of Portland. Towering mountains, delectable cuisine, and bustling harbors await you in this maritime treasure.
7 days
fromUSD 3,849
Experience the allure of New England’s autumn colors on this eight-day art and architecture tour, starting and ending in Boston. Ideal for those seeking a relaxed journey, the 'Colors of New England' group trip meanders through quintessential villages, sweeping mountains, and the rugged Maine coast.
Wander the leafy streets of Woodstock, Vermont, watch apples become cider at Cold Hollow Cider Mill, and learn about maple sugaring on a farm tour. Enjoy a scenic cruise on Lake Winnipesaukee and savor a classic New England lobster dinner. Ascend Mount Washington’s winding Auto Road and explore Portland’s coastal charm.
The standout feature? A thoughtfully paced itinerary that blends cultural traditions with natural beauty, ensuring you experience New England’s rich heritage and spectacular landscapes at their most vibrant.
8 days
fromUSD 3,949
3% Off Today
The Pacific Northwest comes alive on this 7-day road trip adventure from Vancouver to Seattle. Crafted for experienced travelers, this small group tour showcases the region’s lush rainforests, rugged coastlines, and snow-capped peaks. Hike the misty trails of Hurricane Ridge, greet the sunrise in Mount Rainier National Park, and discover the charm of Seattle’s and Vancouver’s urban centers. With accommodation, meals, and transport all arranged, you’re free to focus on soaking up the region’s natural beauty and vibrant city life. The highlight? A perfectly balanced itinerary that combines iconic parks and cities, making it the ultimate introduction to the wild, wonderful Pacific Northwest.
7 days
USD 3,399fromUSD 3,297
13% Off Today
Ready for a classic American road trip packed with natural wonders and urban flair? The "San Francisco to Seattle" tour is a 9-day city sightseeing journey that highlights the West Coast’s most iconic landscapes. Travel from the bustling streets of San Francisco up the legendary Avenue of the Giants to Redwood National Park, where ancient trees tower overhead.
Discover the deep blue waters of Crater Lake—one of the world’s purest lakes—before unwinding in the renowned wine country of Willamette Valley. Dive into Portland’s lively arts scene, witness the dramatic cliffs of Columbia River Gorge, and marvel at Multnomah Falls. The adventure wraps up in Olympic National Park, exploring the mysterious Hoh Rainforest and wild, driftwood-strewn beaches, before arriving in Seattle’s vibrant cityscape.
This small group tour package is perfect for travelers seeking a laid-back yet immersive journey, with all accommodations, transport, and meals included. Its unique selling point is the diverse blend of city excitement and awe-inspiring nature—making every day a new chapter in your Pacific Northwest adventure.
9 days
USD 3,750fromUSD 3,274
15% Off Today
Experience the Pacific Northwest’s scenic wonders on this 8-day journey from Seattle to Portland, a perfect blend of city, coast, and countryside for experienced travelers. Roam through Olympic National Park’s lush wilderness, sample wines in the Willamette Valley during an exclusive Be My Guest experience, and engage with sustainable farming at the TMK Creamery. Meet local farmers in Sequim’s fragrant lavender fields and explore the vibrant culture of Seattle, Astoria, and Portland. This museum and gallery visits trip stands out for its hands-on encounters with the region’s food, people, and landscapes, offering a true taste of the Northwest’s creative spirit and natural beauty.
8 days
USD 3,161fromUSD 2,698
3% Off Today
For travelers who crave the salty breeze and classic New England charm, "Cycling Maine’s Coast & National Park" delivers an unforgettable 8-day bicycle tour along Maine’s storied shoreline. This self-guided trip leads you from Portland, OR, through Acadia National Park and scenic towns like Camden, ME, offering moderate daily rides amidst dramatic coastal landscapes and historic lighthouses.
Along the way, indulge in local delicacies—think lobster, wild blueberries, and the iconic whoopee pie—while staying in inviting New England Inns renowned for their hospitality. Each day blends cultural discovery with panoramic ocean views, and you have the flexibility to extend your adventure in Portland or Boston.
The tour package stands out for its seamless combination of exhilarating cycling, culinary treats, and cozy accommodations, making it an ideal getaway for experienced travelers eager to uncover the best of coastal Maine at their own pace.
8 days
USD 5,000fromUSD 4,850
3% Off Today
From the primeval forests of Olympic National Park to the quirky streets of Portland, this 7-day explorer trip uncovers the very best of the Pacific Northwest. Geared toward experienced travelers, the journey begins in Vancouver before crossing into Washington for a ferry ride across Puget Sound and panoramic views of Hurricane Ridge. Explore ancient woodlands and crystal-clear lakes, then dive into Portland’s famed food and craft beer scene. Cap it all off with awe-inspiring sunrises in Mount Rainier National Park and free time in Seattle’s and Portland’s vibrant districts. Accommodation, meals, and transport are included for a seamless, immersive experience. What sets this tour apart? A unique mix of outdoor adventure and urban exploration, ensuring every day offers something new for curious explorers.
7 days
USD 3,449fromUSD 3,346
3% Off Today
Unleash your inner adventurer on a 14-day journey from Calgary to Vancouver, traversing the best of the Northern Rockies and Pacific Northwest. This small group tour is tailored for experienced travelers eager to explore three spectacular national parks, from the turquoise waters of Lake Louise to the mist-shrouded peaks of Mount Rainier. Discover dramatic coastlines, ancient forests, and the untamed wilds of western Canada and the U.S., with free time to immerse yourself in local cultures along the way. Accommodation, transport, and meals are all included, letting you focus on the region’s diverse wildlife and iconic scenery. The USP: a comprehensive, cross-border route blending jaw-dropping landscapes, city stops, and unforgettable national park adventures.
14 days
USD 5,999fromUSD 5,819
3% Off Today
Nature lovers and adventure seekers, this 14-day tour from Calgary to Seattle delivers the best of the Canadian Rockies and Pacific Northwest in one seamless journey. Trek through Banff’s majestic mountains, walk along the mirror-like shores of Lake Louise and Lake Crescent, and marvel at the raw beauty of Hurricane Ridge. Enjoy hands-on cultural experiences at the Squamish Lil’wat Cultural Centre and explore the lively urban centers of Vancouver and Whistler. With moderate activity levels and expert guides, travelers enjoy a balanced mix of hiking, sightseeing, and cultural immersion. The trip’s unique advantage? Its perfect blend of postcard-worthy landscapes and vibrant city life, designed for those eager to experience the wonders of two countries in one unforgettable tour package.
14 days
USD 5,999fromUSD 5,819
15% Off Today
Seattle, Portland, and San Francisco headline this immersive 8-day tour package through the Pacific Northwest and West Coast, crafted for experienced travelers seeking a blend of urban sophistication and natural splendor. Savor local flavors with a wine tasting in Oregon's renowned Willamette Valley and participate in a MAKE TRAVEL MATTER® Experience at TMK Creamery, offering genuine connections with the region’s food culture. Iconic landscapes await as you walk among California’s majestic trees in Redwood National and State Parks and Humboldt Redwoods State Park. The tour also features can’t-miss stops at Seattle’s Pike Place Market, Portland’s International Rose Test Garden, and the Mount St. Helens Visitor Center in Washington. With easy-paced activities, comfortable hotel stays, and thoughtful transportation, this trip offers a relaxed rhythm ideal for travelers who appreciate fine food, vibrant cities, and the legendary natural beauty of America’s Pacific edge. The unique highlight? The balance of curated local experiences and scenic exploration, ensuring both cultural immersion and memorable vistas.
8 days
USD 3,375fromUSD 2,881
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