Portland, OR Tours in September 2026
Planning for a trip to Portland, OR during September? We offer 10+ tour packages to Portland, OR departing in September 2026 that have 160+ customer reviews. Operated by our hand-picked, qualified travel experts, you will experience the best of Portland, OR on your September holiday.
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10 Best September 2026 Tours in Portland, OR
Join one of these handpicked Portland, OR September 2026 tour packages, tailored to the season.
From the wilds of Mount St. Helens to the shadow of giants in the Redwoods, fall under the spell of the Pacific Northwest and California. Travel along Oregon’s beautiful coast, making stops at Yaquina Head Lighthouse, Newport, Bandon and Coos Bay. Explore Oregon's wilderness on a Rogue River cruise. Visit Redwood National Park's Avenue of the Giants. Cross the Golden Gate Bridge and discover the “City by the Bay,” San Francisco. Explore the natural beauty from Seattle to San Francisco.
8 days
The rugged charm of Maine’s coastline awaits on this 7-day beach-focused tour, perfect for mature travelers seeking easy-paced adventure. Starting in Portland and ending in Freeport, you’ll savor the state’s culinary treasures—from fresh oysters to iconic lobster—while exploring dramatic natural wonders like Acadia National Park. Witness the retrieval of lobster traps, admire the historic Portland Head Light, and enjoy ample leisure time in the lively city of Portland. With a relaxed itinerary and emphasis on local flavors, the tour’s unique feature is its authentic immersion into New England’s maritime heritage, making it a deliciously memorable getaway.
7 days
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
3% 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
12% 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
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
Explore the Pacific Northwest’s untamed beauty on this immersive 7-day Oregon Loop tour, perfect for seasoned travelers craving moderate activity. Beginning and ending in Portland, this journey sweeps you along the misty coasts of Oregon and northern California, unveiling a patchwork of natural marvels and charming towns. Start by discovering the wetlands of Siletz Bay and the seaside allure of Newport, where a guided sightseeing tour and wildlife boat cruise offer glimpses of whales and seals in their element.
Continue down the rugged coastline, pausing at the iconic Heceta Head Lighthouse and the echoing chambers of the Sea Lion Caves before arriving in Gold Beach. Here, thrill seekers can board a hydro-jet boat for a lively ride up the Rogue River, then slip across the state line to marvel at California’s towering Redwoods in Crescent City.
Back in Oregon, the adventure turns inland to the crystalline waters of Crater Lake—a hiker’s paradise—and the volcanic landscapes of Newberry Volcano National Monument. Throughout, expert guides illuminate the region’s ecology and lore. The USP? A harmonious blend of coastal exploration, forest wonder, and high-country adventure, all wrapped in a relaxed yet invigorating itinerary. For travelers eager to experience the Pacific Northwest’s diversity without sacrificing comfort, this group tour promises a truly memorable getaway.
7 days
3% Off Today
The American West unfolds in all its splendor on the “Western USA Encompassed” trip—a 20-day odyssey across national parks and vibrant cities. From the red-rock majesty of Zion and Bryce Canyon to the depths of the Grand Canyon, this explorer tour blends natural wonders with iconic urban stops. Take a Navajo-guided tour of Monument Valley, wander among giant sequoias and redwoods, and unwind in San Francisco and Portland. Marvel at Crater Lake, sip Oregon wines, and finish amid the rainforests of Olympic National Park before ending in Seattle. The trip’s USP is its sweeping coverage of the West’s wild beauty and cultural highlights, making it an unparalleled adventure for nature lovers.
21 days
3% Off Today
Towering redwoods, dramatic coastlines, and vibrant cities await on the West Coast Discovery tour—a 15-day adventure designed for anyone captivated by the natural and cultural diversity of the USA’s West Coast. Kicking off in the energy of Las Vegas and wrapping up in laid-back Seattle, this trip covers iconic landscapes and lesser-known gems alike.
Travelers will marvel at the grandeur of California’s Sequoia and Redwood National Parks before being awed by Yosemite’s granite cliffs and waterfalls. The itinerary continues north, swapping mountain highs for the deep blue of Crater Lake in Oregon, and then onto the lush wineries and quirky charm of Portland. The journey’s final stretch leads through Washington’s Olympic National Park, with its wild beaches and ancient Hoh Rainforest, before concluding in the Emerald City itself.
With an easy activity rating, this tour strikes the perfect balance between exploration and relaxation, making it suitable for a broad range of travelers. Enjoy guided sightseeing, comfortable accommodations, and a small group setting that fosters camaraderie and discovery.
The unique selling point of this tour package is its comprehensive sweep of the West Coast’s most alluring parks, cities, and landscapes in one seamless journey—ideal for those eager to experience the breadth of America’s natural wonders without the hassle of planning every detail.
15 days
12% 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
See all Portland, OR September 2026 Tours
Top Portland, OR Tour Activities for September 2026
From explorer tours to cultural, religious and historic sites and others, here are some popular tour activities in Portland, OR with departures in September 2026.
Portland, OR September 2026 Tour Types
Discover Portland, OR September 2026 tours in your way! Choose from group tours, private experiences, solo adventures, or guided and escorted tours.
