Top Portland Seasonal & Special Occasions - page 2

Start your day off right with a 2-hour brunch cruise along the Willamette River. Board the boat in the late morning and soak in the scenery of northern Oregon as your boat glides away from Portland. When you’re ready, help yourself to a buffet brunch accompanied by sparkling wine or apple cider. You can walk around the deck or sit near the cabin windows to view the stunning landscape.

The Oregon coast is one of the most majestic geologic formations that was formed by lava flows millions of years ago. We depart to the coast and have lunch in the charming town of Cannon Beach and do hiking and exploring on the coast. Explore the majestic Oregon coast, view the amazing Haystack Rock formation, and during low tide gaze at starfish and clams. We will also explore Oswald State Park for lite trail walking and see the stunning cliffs of Manzanita point. This is a joinable small group tour for 2 persons or more, door to door service. Please dress for the season, expect a full day beginning 10am and back to Portland by 6pm.

Discover Oregon's world famous wine region known as Willamette Valley and experience the best pinot noir, chardonnay, rose and other varietals guided by local wine lovers on this 8 hour tour. An excellent trip for new and seasoned wine lovers, a romantic weekend, or last minute vacation with your friends. Gain an inside perspective about the growing region, the winemaking process and the history of this valley. Expect to be pampered, entertained, and truly have a memorable trip in Oregon's Wine Country. This is a joinable small group tour for 2 persons or more. We will explore 3 of the finest vineyards in the valley and do a sit down lunch at our favorite establishment or vineyard lunch pairing. Proceed to check availability to see your exact price for the group size, we will handle all route planning and reservations on your behalf and offer door to door pickup and dropoff.

The Northern Willamette Valley's close proximity to Portland creates a perfect opportunity to join others on a small group public tour of Oregon’s wine country with Sea to Summit Tours, Portland Oregon's original tour and adventure company. Experienced, knowledgeable guides, providing fun and informative tours with unparalleled customer service, while operating the nicest and most comfortable, custom equipped 4x4 Mercedes-Benz vehicles in Portland’s tour industry. We set an itinerary with outstanding wine, great hospitality, and beautiful scenery with wine tasting fees included – all the keys to creating a unforgettable Willamette Valley Wine Tour for our clients... Created, owned and operated by native Portland Oregonian's, since 2001

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.

Enjoy in the beauty and bounty of Willamette Wine Valley on this 8 hours tour from Portland. Perfect for all level of wine enthusiast – from newcomers to veteran–this tour offers the insight of expertly trained guides and visits up to 3 vineyards to sample unique varieties including renowned pinots, chardonnays and rieslings. The Northern Willamette Valley wine country is just an hour’s drive from the Portland, Oregon metro area. This close proximity to Portland, Oregon creates a perfect opportunity for a day of touring Oregon’s wine country with Sea to Summit Tours & Adventures. Tasting fees are not included.

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.

Once we have secured your date, you will be in touch with your personal host for the day. We will provide a complementary itinerary or a complementary consultation of an already prepared itinerary. Your host will not only be an expert guide, but your guide will have worked every aspect of wine production and the front of house experience. Our hosts are all CPR certified. We pride ourselves in introducing our guests to boutique wineries, less than 8,000 cases of wine produced in a given year. Let us introduce you to world class wine you won't find on most shelves around the world.

We offer premium, curated wine experiences that are perfect for travelers, wine lovers, and private groups. Explore beautiful vineyard landscapes while enjoying expertly guided tastings at 2 -4 hand selected boutique and estate wineries. Our tours can be customized to fit your desires, whether you’re interested in gourmet food pairings, private luxury experiences, or special event packages. Enjoy our transparent pricing with no hidden fees and comfortable vehicle for a relaxing day in wine country. - Explore 3-5 boutique and estate wineries with expert guides - Tailored private luxury tours for couples and groups - Enjoy exclusive reserve tastings and artisan food pairings - Flexible half-day and full-day options available

Portland’s historic Mississippi District is home to killer live music venues, eclectic shops, and some of the best restaurants, bars and food carts in any city – especially if you know what to look for. On our walking food tour of Mississippi Avenue, that’s exactly what I’ll show you! Some of the delicious food and drinks we'll sample: - Perfectly cooked egg sandwiches on fresh-baked sourdough. - Locally roasted coffee or craft cocktail (or coffee cocktail!). - Mouth-watering cake & brioche donuts with seasonal ingredients. - Deliciously authentic cubanos and sweet plantains with mojitos. - Melt-in-your-mouth brisket & more from the West Coast’s #1 BBQ spot. Come hungry, thirsty, and curious! The food is the star of this tour, but you’ll also learn about historic Mississippi Ave and the city of Portland. This neighborhood is weird and wonderful, and I’ll share some of the most interesting tidbits along the way.

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.

We’re definitely Keeping It Weird on the Underground Donut Tour - Portland Holiday Edition. Come join us as we take a stroll through downtown Portland and try some of the best donuts you'll ever have in your life. Seriously, these donuts are amazing. The tour starts near the PSU campus where we try an assortment of donuts. Next, we take a leisurely walk through the park towards downtown Portland. Along the way you'll learn about Portland history, both for donuts as well as the larger restaurant industry. Depending on what's open that day, we may stop at one of several donut shops downtown, so make sure to bring your appetite. We'll stop along the way to admire the holiday lights and decorations, specifically in Pioneer Square. Lastly, we'll stop at the place that started it all, Voodoo Doughnuts. Don't worry though, because we can skip the line. Along the way, we'll sprinkle in some humor, history, and fun for the whole family. What's not to love? We hope you can make it!

Come join our tour to learn about the history of the Japanese American community in Portland and how it has helped shape the unique culture of our city! This 1.2-mile walking tour through Waterfront Park and parts of NW Portland’s historic Japantown explores the history of the Japanese immigration to the region, the unjust incarceration of Japanese Americans during World War II, and present-day cultural ties between Portland and Japan.

We offer premium, curated wine experiences that are perfect for travelers, wine lovers, and private groups. Explore beautiful vineyard landscapes while enjoying expertly guided tastings at 2 -4 hand selected boutique and estate wineries. Our tours can be customized to fit your desires, whether you’re interested in gourmet food pairings, private luxury experiences, or special event packages. Enjoy our transparent pricing with no hidden fees and comfortable vehicle for a relaxing day in wine country. - Explore 3-5 boutique and estate wineries with expert guides - Tailored private luxury tours for couples and groups - Enjoy exclusive reserve tastings and artisan food pairings - Flexible half-day and full-day options available

Celebrate the magic of the season this year with Holly Jolly Hunt. Holly Jolly Hunt is an app based scavenger hunt that you can play anywhere of your choosing. Explore the city and look for holiday related items, both traditional and not so traditional. Take a photo through the app to score points for your scavenger hunt team. Perform fun, holiday challenges that will bring laughter to your team. See your score on the leaderboard compared to other teams from all over. Holly Jolly Hunt is guaranteed to provide lasting holiday memories. Whether you play with friends, family, or even co-workers, Holly Jolly will put a smile on your face for the rest of the year!

Chef Sarah brings a cozy, down-to-earth vibe to this pasta-making class at a local brewery, making it easy for anyone to dive in and have fun — no experience needed. You’ll learn real pasta techniques in a relaxed, hands-on setting, surrounded by the aroma of brown butter and sage (trust us, it smells like heaven). Whether you're a first-timer or a foodie looking to try something new, this class blends skill-building with feel-good fun. Add fresh ingredients, comforting flavors, and a cold craft beer, and you’ve got the ultimate night out.

Wine-lovers rejoice, this one’s for you! Enjoy a full year of wine-tasting experiences and exclusive discounts on purchases from more than 450 wineries across the United States’ renowned wine-making regions. With convenient access to a concierge service that helps you get the best value out of the priority pass, your year of wine-tasting and vineyard tours is as easy as raising a glass.

Escape to an island paradise without leaving PDX at this tropical happy hour party on the water! Sip a delicious drink, take in the city sights, chat with old friends and make new ones on Portland's only Tiki Style river boat! Listen carefully and you may learn a few fun tidbits about Portland’s waterfront and bridges, or even compete in one of our onboard games to win a prize! Get ready to connect, relax and let loose! Come celebrate a special occasion or just life itself - because at Island Style Charters, every day is a party! Perfect for: Happy hour • Celebrations with friends • Date night • “Just because” Highlights: Tropical-themed tiki boat • Downtown river views • Fun hosts, games & music • Drinks & snacks available for purchase Cruise Duration: 1 hour At Island Style Charters, every day is a party so come cruise with us!

This is an amazing way to see the most spectacular Oregon wonders like Multnomah Falls, Vista Point driving thru the breathtaking and rugged beauty of the Columbia Gorge. We will see various waterfalls like Multnomah Falls, Latourell Falls , a lunch stop in the quaint historic downtown Hood River, a wine tasting stop at one of the amazing Vineyards in the Columbia Gorge AVA. This is ideal if you want to do some scenic, nature stops with light trail walking and also enjoy a vineyard stop, its absolutely the most amazing way to spend 8 hours.

Go bar hopping with a local resident with this casual, friendly walking tour of Portland's local bars. Your enthusiastic local guide will take you and your group to some of his favorite local haunts, with a heavy focus on interacting with locals and checking out the city's neighborhood vibes.

From fiery deaths to watery graves: In this 1.5 mile cemetery walking tour, we weave what we know of the peoples who lived here for millennia with verifiable stories of recent centuries. We can only guess, based on our psychics’ readings and eerie coincidences we have observed, where people here before us feared to walk and canoe at night. As a wise person wrote, every story ends as a ghost story. Our ghosts are legion. We now call it Oregon; “ourigan” was ancestral home to hundreds of thousands. They have left a darkness here, expressed with stories from the earliest days of our written history to modern times. Starting with early disasters, we will tell ghost stories we have collected, from fiery deaths to those in the waters of nearby river; from self-inflicted to deaths brought by the state or a rich man’s guilt. Our route takes us through the inner eastside, where more of Portland’s disasters have happened than any other part of the city & where many early settlers are buried.

I have been grilling and BBQing for over 20 years, and have trained abroad in France, Spain, Argentina, Thailand, South Korea and other countries. As a native of the American South, I combine my culinary roots with eclectic and diverse flavor profiles. The result is a completely unique approach to grilling, based on science that marries traditionally Southern recipes and techniques with exciting ethnic-inspired flavors. With over 350 classes delivered and a perfect 5 out of 5 stars rating, I know you will leave my kitchen as a better griller and overall cook! Let's get grilling y'all! Other classes include: Pasta Making, Paella Basics, Sushi 101, Pizza Making.

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 private tour means no compromises! This unique experience is for you and the friendly, familiar faces you bring along. - 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.

On this Private Wine Tour we work closely with you to curate the perfect custom itinerary. We really do know everyone in Wine Country and can get you private tastings with the winemakers themselves and line up wineries that specifically make wines that will suit your tastes and budget. If you're not careful you will learn a lot about the geology, the agricultural significance, our history and why we grow those finicky cool climate wine grapes out here. This Private Wine Tour will be fun, educational and if we do our job right it will be filled with moments that become lasting memories.