Oregon
Romance & Special Occasions

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Our most recommended Oregon Romance & Special Occasions

Portland: 2.5 Hour Dinner Cruise Through Downtown

1. Portland: 2.5 Hour Dinner Cruise Through Downtown

Hop onboard the vessel and be escorted to your private table. Start off with some freshly baked bread and a house salad, followed by your choice of entrée (poultry, beef, seafood, or vegetarian), and a dessert. After dinner, head out onto the observation deck to admire the city’s skyline lit up at night. Cruise along the scenic Willamette River, then pass by the impressive Steel Bridge. Along the way, learn about the landmarks from the onboard narration. 

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Portland: 2 Hour Lunch Cruise Through Downtown

2. Portland: 2 Hour Lunch Cruise Through Downtown

Hop onboard the vessel and be escorted to your private table. Start off with some freshly baked bread, followed by your choice of entrée (poultry, beef, seafood, or vegetarian). After lunch, head out onto the observation deck to admire the city’s impressive skyline. Cruise along the scenic Willamette River, then pass by the Steel Bridge. Along the way, learn about the landmarks from the captain's narration on the outer decks.

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Portland: Columbia Gorge Waterfalls 40-Minute Scenic Flight

3. Portland: Columbia Gorge Waterfalls 40-Minute Scenic Flight

Embark on a scenic flight through Oregon's pride and joy, the Columbia River Gorge. On this 40-minute flight, get a bird's-eye view of Multnomah Falls as it cascades down 2 drops equalling 620 feet. Listen as your expert pilot and guide narrates the experience.  Learn about the steps taken by Oregon's forestry service to bring the Gorge and it's natural waterfalls back to life in the wake of Oregon's 2017 Gorge fire. Despite the intense burning, the beauty of the Gorge remained and the force of the waterfalls persisted. With some of the hillsides and ridges all but destroyed, the stubbornness of nature is clear as you fly above thousands of acres of trees, seemingly untouched by the heat and fury of the flames. Soar by the Bridge of the Gods, the link for Pacific Crest Trail (PCT) hikers to cross between Oregon and Washington, before making a turn back to your starting point. Land back at the meeting point and disembark with a collection of unforgettable impressions.

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Cascade Locks: 2-Hour Columbia River Gorge Dinner Cruise

4. Cascade Locks: 2-Hour Columbia River Gorge Dinner Cruise

Take your favorite person to a romantic dinner on the beautiful Columbia Gorge as you learn about the area in the historical Columbia Gorge Sternwheeler boat in Cascade Locks, Oregon. Start your experience with the meal service which includes freshly-baked bread, a house salad, your choice of a plated entrée, and a house dessert. For the plated entrée, you will have a choice onboard between poultry, beef, vegetarian, or seafood. During the meal, take in the sights on the Columbia River while the captain narrates the history and folklore that makes the gorge so unique.

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Portland: Private Columbia Gorge Waterfalls Scenic Air Tour

5. Portland: Private Columbia Gorge Waterfalls Scenic Air Tour

In September 2017, the Columbia River Gorge experienced a landscape changing wildfire that ravaged much of the area east of the popular Multnomah Falls. Areas that were once a lush and vibrant green quickly burned leaving scars for miles, leaving many to wonder if this natural wonderland would ever be the same. Yet, in spite of the mosaic burn, the beauty of the Gorge remained, and the force of the waterfalls continued. With some of the hillsides and ridges all but destroyed, the stubbornness of nature is clear as you fly above thousands of acres of trees seemingly untouched by the heat and fury of the flames. Fly over the Columbia River, past dozens of permanent and seasonal waterfalls, and see why this gorge is cherished by so many.

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Portland: Private Columbia Gorge Air Tour

6. Portland: Private Columbia Gorge Air Tour

As one of the most popular flights offered, this incredible air tour is a great way to experience the grandeur and beautify of the Columbia River Gorge at a very incredibly low price. Enjoy this experience privately for up to 3 people and prepare yourself for a beautiful aerial tour of one of Portland's most famous tourist areas. On this tour, you will be afforded beautiful views of the Columbia River, Mt. Hood, the popular viewing area called Crown Point, Latourell Falls, and so much more. This tour is a wonderful experience at sunset, and will be sure to create long lasting memories.

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Cascade Locks: Columbia Gorge Sunday Brunch Cruise

7. Cascade Locks: Columbia Gorge Sunday Brunch Cruise

After boarding in Cascade Locks, you will be taken to your private table. The first half of the experience is the meal service where you will enjoy a plated brunch where we keep the coffee and the champagne flowing. The brunch will consist of breakfast, lunch, and dessert items. During the last half of the cruise, there will be narration provided of the sites being passed. You will have a dedicated server at any point during the cruise they will be able to help you make sure it is an amazing experience.

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Portland: Columbia Gorge Flight Tour

8. Portland: Columbia Gorge Flight Tour

Select this incredible air tour to experience the grandeur and beauty of the Columbia River Gorge. Make new friends on this small group tour as you all embark on a beautiful aerial excursion of one of Portland's most famous tourist areas. Take in the magnificent views of the Columbia River Gorge and the tranquil river flowing within the canyon providing a natural divide between Oregon and Washington. Admire Mount Hood and how it towers in the background over Portland. Fly over the most popular clifftop viewing area, Crown Point and take a peek at Latourell Falls' never-ending cascade. Gorgeous at all times of the day, this tour shines brightest at sunset. Don't miss out on this 20 minute adventure to make a memory that will last a lifetime.

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From Portland: Columbia Gorge Hike and Winery Lunch

9. From Portland: Columbia Gorge Hike and Winery Lunch

Hike the forests and steppes of the Columbia Gorge, discover the natural and cultural history of the area, and get intimate with the most climatically diverse wine region in the USA on this small-group tour. Together with the other members of your group, learn about the history, terroir, and character of Columbia Gorge wine from your wine industry-honed interpretive guide. This day trip is a customized tour of up to 15 km of hiking, depending on the physicality of the group, 2 tasting room visits, and a visit to the Columbia Gorge Discovery Center and Museum. In the morning, travel east of Portland as your guide takes you through the dramatic cliffs, terraces, and monoliths of the Columbia Gorge, a sea-level passage through the Cascades, containing the highest density of hanging waterfalls in the world. Stop at a fruit stand or fish stand for a bite to eat if you wish. After spending the morning hiking this sublime landscape, stop for lunch at a boutique winery, where you can taste wine in a historic building with a fascinating story. After lunch, visit the Columbia Gorge Discovery Center and Museum, where you can peruse the interpretive displays for more in-depth information on the natural and cultural history of the Columbia Gorge. Afterward, wander through the valleys, terraces, and synclines of the Columbia Gorge wine region, passing through charming little villages, while making another stop at a unique winery. Finally, head back to Portland and get dropped off at your hotel.

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Portland: Multnomah Falls Scenic Air Tour

10. Portland: Multnomah Falls Scenic Air Tour

Meet at the local operator’s aviation center, then get ready for a once-in-a-lifetime experience as you take to the skies. Avoid the congestion of travelling by car and see one of Oregon's most famous attractions by flying over it. During a 30 minute small group flight, soar above the crowds for a unique vantage point of Multnomah Falls. As you sail through the skies, sit back and relax while admiring stunning views of the Columbia River and the natural divide between Oregon and Washington. Listen to your pilot/guide share fascinating insight into the significance and history of the area, and don’t miss the opportunity to snap photos of Multnomah’s many waterfalls including Latourell Falls, Bridal Veil Falls and Wahkeena Falls. Highlights of the tour include a fly over the area’s designated view point, the Vista House at Crown Point, and unparalleled views of the region.

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Other Sightseeing Options in Oregon

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What people are saying about Oregon

In spite of the rain, we enjoyed a delightful cruise and the dinner was delicious and it was plentiful! The info the Captain was giving was hard to hear but when I did catch a little it was very interesting. I would recommend this cruise to anyone! Katie was our server and she was the best!

A relaxing tour of the city. The views from the river were beautiful. Interesting facts about the city and points on the river made the ride more enjoyable. The food was well portioned and delicious.

It was our first time. Very nice and relaxing. The food was great too. We will be doing it again soon

Food was good. Service good. Piano music during dinner was a nice treat. View was beautiful.

It's fun. Slow cruise and good food, pianist also plays some fun songs.