Top Oregon On the Water - page 2

Embark on our most breathtaking adventure – a 3-hour journey to the spectacular Oregon City Waterfalls. This extended cruise takes you beyond Portland’s urban landscape to witness the power and beauty of the 42-foot-tall horseshoe-shaped Willamette Falls. Seats are limited - reserve today to sail, sip, and see the falls in unforgettable island style! What makes our Waterfall Tour special is the thoughtful mix of guided experience and personal exploration. This partially guided adventure allows ample time to soak in the sights, capture memories, enjoy refreshments, and feel truly present in the natural beauty surrounding you.

Raft, swim, and enjoy a day in the sun on this full-day white-water rafting trip on the Deschutes River. Admire gorgeous canyon scenery as you glide through gentle and challenging rapids alike—your guide leads you the whole time, ensuring a fun and safe ride for you and your group.

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!

Start off slow and work your way towards crashing through the rapids on a family-friendly whitewater rafting trip. This Rogue River tour is a fun half-day adventure from Ashland, perfect for beginners and more advanced rafters alike. Progress from paddling and floating to riding class II and III rapids. No prior experience is necessary; professional guides support you every step of the way.

Step aboard Portland’s only tiki boat for a 1.5-hour river cruise that blends laid-back island vibes with playful onboard energy and scenic city views. This experience shifts naturally with the crowd. Relax and take in downtown landmarks and iconic bridges, sip a drink, and enjoy the breeze as we cruise the Willamette. A lively onboard host keeps the atmosphere fun, offering various games such as trivia, cornhole and chances to win prizes for those who enjoy a bit of friendly competition! Whether you're here to unwind, connect with family, meet new friends, or rediscover the city from the water, this cruise is designed to flow with the moment. It's a perfect mix of chill hangout, social outing, and river adventure, all with an unforgettable Island Style.

Spending hours on the Rogue River splashing through adventurous whitewater and learning about the wild and scenic Rogue River is an incredible way to spend your afternoon in Grants Pass! Our local and passionate guides always provide an entertaining trip.

Escape the city for an afternoon exploring some of greater Portland's most scenic falls. Travel along the Columbia River Gorge, home to the largest concentration of waterfalls in the country, stopping at the epic Latourell Falls and Multnomah Falls. Enjoy panoramic views from the Crown Point Vista House and hear about the local legends and natural history of the area from your guide.

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.

Enjoy Portland from the water on this relaxed, island-style sunset cruise along the Willamette River. This 2-hour experience blends scenic views, tropical vibes, and a welcoming atmosphere for a memorable evening on the river. Cruise past floating homes, historic riverside properties, Waverly Country Club, and glide under 10 iconic bridges as the sky shifts with sunset colors and the city reflects on the water. The route includes a unique stretch behind Ross Island, offering a quieter, more scenic perspective you won’t see from shore. Settle into flexible seating aboard our tiki-styled boat, featuring both open-air areas and a covered palapa rooftop with wind protection screening for added comfort in cooler weather. Snacks and drinks are available for purchase onboard, including cocktails, beer, wine and cider. Whether you’re sightseeing, celebrating, or simply unwinding, this sunset cruise offers a fun, social way to connect and experience Portland from a whole new angle.

Visit Mt. Hood and the Columbia Gorge, with a couple of stops for wine tasting along the way, with this full-day tour. You'll visit Multnomah Falls, the Columbia Gorge's most famous attraction, hang out at Mt. Hood's historic Timberline Lodge, and pay a visit to two different wineries to taste Gorge-produced wine. There will be a hosted lunch on tour and a glass of wine at one of the wineries included. You will also be able to purchase beverages at your leisure during winery visits.

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.

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.

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.

The half-day rafting trip on the Deschutes River is a great 3.5 hour float through class III and IV rapids. We offer either the 9 am trip or 1:30 pm trip. Our guides are expert trained to offer a safe, fun and thrilling whitewater experience on the river. We are passionate about rivers, river safety the entire guest experience.

We will be on the Wild & Scenic Rogue River, near the town of Grants Pass, Oregon. This river section is known as the Hellgate Canyon Section, and is brimming with spectacular views, fun water, and wildlife sightings. Your guide will train you on basic paddling and river language before you hit a variety of water along the river, including calm pools, small riffles, and class I-II whitewater rapids. There are ample opportunities to swim, enjoy the scenery, and have fun in splashy whitewater. The river section length is about 10.5 river miles.

One of Portland's many nicknames is Bridgetown, not much of a surprise given that the city is split by a river crossed by 10 bridges. With this tour, you'll hop aboard a pontoon and head from the southernmost of the city's bridges, the Sellwood Bridge, making your way north. You'll pass through downtown, eventually coming to the last bridge within the inner city: the towering Freemont Bridge, before heading back south.

Welcome to the Columbia River Gorge National Scenic Area. Join the eagles, osprey, salmon and sturgeon on an epic journey on the Columbia River. Starting out in beautiful Herman Creek Cove we'll get comfortable with the kayaks and explore the crystal clear waters as we paddle a gentle inlet of Herman Creek toward an old fish hatchery From there we head out onto the Columbia, staying near the shore and letting the wind of the gorge push us to our next cove while soaking up the majesty or this amazing river. The wind will blow us down to Government Cove where a secluded cove full of wildlife awaits. We'll pause for a water break on the shore and get a chance to watch the birds soar over the water. After some more exploring of beautiful Government Cove we'll paddle to shore and hop on a 5 minute shuttle back to where we started. The shuttle allows us to paddle downwind, making this tour suitable for those who can walk about 100 yards through the woods and are comfortable in a kayak.

When seeking adventure in Ashland, this white-water rafting tour delivers. Hit Class I to IV rapids along the Upper Klamath—your guide delivers paddling instructions and support as you fly down one of the most exciting white-water rafting courses in southern Oregon. This full-day trip includes breakfast, lunch, and transportation from downtown Ashland.

Explore beautiful Cascade Lakes on a stand-up paddleboard with this small-group happy hour experience from Bend. Admire views of the snow-capped mountains while paddling around the lake. When you're ready to take a break, enjoy a dip in the lake, play a game of horseshoes, or relax in the provided beach chairs. Appetizers and beverages are included.

Discover the magic of the Rogue River in the early evening, when crowds fade and the canyon takes on a tranquil rhythm. As twilight descends, wildlife re-emerges, the wind calms, and the canyon’s light transforms into a stunning spectacle. This moment feels like a secret among true river enthusiasts. We begin our adventure by loading into a raft and heading toward the glowing horizon. Navigate through Hellgate Canyon and witness the breathtaking shift in light as the sun sets behind distant ridges. Approaching Taylor Creek Gorge, the sky becomes a canvas of vibrant hues, creating a memorable evening. We pause to savor this stunning transition while relaxing in comfortable chairs and enjoying a light meal. Breathe in the fresh air, listen to the soothing sounds of nature, and let the outside world fade away. As the first stars twinkle above, we float downstream under the enchanting dusk. Join us for the Gold Hours on the Rogue River and create unforgettable memories!

A fully customizable river tour between the months of September and November. Our multi-day river trips include just about anything you may be interested in. From hiking, camping, fishing, swimming, cliff jumping, photography, the options are endless! We offer many different options of watercraft, camping/lodging, duration, meals, and have the some of the best trained guides backed with years of experience.

Visit the top attractions in the Columbia River Gorge National Scenic Area and Mt. Hood National Forest on this day trip from Portland. After spending the morning chasing waterfalls and marveling at 500-pound fish at Bonneville Fish Hatchery, enjoy free time for lunch in historic downtown Hood River. After lunch, we will visit a vineyard in the region for a wine tasting and drive more than halfway up the side of Mt. Hood to explore Timberline Lodge

You don't need to set aside a whole day to experience the thrill of whitewater rafting on this half-day adventure through Oregon's Rogue River. Conveniently located near the freeway, this efficient trip lets you see the area's natural beauty up close. Build your confidence rafting as the route gradually increases from smaller whitewater to larger class IV rapids by the end.

If you're looking for an outdoor adventure, but worried about one that works for most ages, this Rogue River Hellgate Canyon Morning Half-Day Rafting Trip is perfect. It's great for all skill levels as the rapids you'll ride through are class II. Plus, it has a half-day duration so younger family members can still be included. Enjoy views down Rogue River as you travel at a leisurely pace.