Top Portland Private and Luxury

Enjoy lunch along the Willamette River on a 2-hour cruise in Portland. Great for newcomers and locals alike, the leisurely cruise presents an expansive vista of Portland from the water. In addition to exceptional views and food, the afternoon tour also includes commentary from your captain and live entertainment. Prepared with local ingredients, your meal can be upgraded to include an appetizer and dessert.

Head out to the Columbia River Gorge for half a day of visiting cascading waterfalls and scenic overlooks with this tour from Portland. You'll visit Multnomah Falls, the highest waterfall in the state, as well as lesser-known falls throughout the region. You'll also have the chance to take mini-hikes in the area to get better views of waterfalls and the surrounding scenery.

Escape the city for an afternoon exploring some of greater Portland's most scenic falls. Set out to see Multnomah Falls as well as other falls along the Columbia River Gorge, home to the largest concentration of waterfalls in the country. Take plenty of pics of the cascading waters or simply bask in their beauty. You'll enjoy incredible panoramic views from the Crown Point Vista House while an expert guide fills you and your group in on local flora, fauna and history.

Soar over the Columbia River Gorge on a sightseeing flight that takes you from Portland to the scenic gorge. Ideal for visitors who are short on time but don’t want to miss any of the highlights, these 20 minutes of flying time show you more than you could see on a full-day ground excursion. Plus, the aerial view provides great photo opportunities.

See the best Stumptown has to offer on a small-group tour of the city's top sights and attractions. Learn about local history, culture and everyday life while exploring downtown and its surrounds. Peruse the revamped Pearl District and visit Pioneer Square. Experience what makes Portland and the surrounding area unique with stops at the International Rose Test Garden (seasonally), Pioneer Courthouse Square, NW 23rd Avenue, and Nob Hill. Walk away with a better appreciation for and knowledge of Oregon's largest city.

Explore the stunning beaches and beautiful towns along Oregon’s northern coast on this full-day trip 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 several beaches to maximize your time at the Oregon Coast.

Explore Portland on a 3.5-hour city sightseeing tour that travels from downtown Portland to the Pearl District to Nob Hill. Explore downtown Portland including Pioneer Courthouse Square, NW 23rd Avenue, the Pearl District, the South Park Blocks, and on Saturday mornings stroll the PSU Farmers Market. Stroll through the International Rose Test Garden, located in Washington Park and boasting more than 7,000 rose plants with 550 varieties represented. Learn about the history and culture of Portland, which has been growing rapidly in recent years. Your tour includes pickup and drop-off from downtown Portland hotels.

Species seen nowhere else in the world, dramatic basalt lava flows nearly a mile deep, and some of the world’s most beautiful waterfalls are a few of the sights that await you on this tour. Come experience the grandeur of the Columbia River Gorge, one of the United States’ most photographed Natural Scenic Reserves. We will drive along the oldest scenic highway in the US, stopping at sweeping viewpoints, flowing falls, and a historic lodge.

Immerse yourself in the beauty of Columbia River Gorge on this full-day trip from Portland to Mount Hood! With your small group, take a guided tour of such iconic Oregon destinations as Multnomah Falls and the famous Timberline Lodge, and enjoy lunch in the charming city of Hood River.

Explore Oregon’s rocky northern coastline on this scenic full-day trip from Portland. Travel the picturesque US Hwy 101 through quaint beach towns, stopping in Cannon Beach, Ecola State Park, and Oswald West State Park. Spend a luxurious day enjoying panoramic coastal views, geological wonders, and wind-swept beaches.

Upon arriving in Portland International Airport, avoid lugging around your baggage and waiting in line for a taxi. Book this private airport transfer and get to your destination quickly and in comfort. Transfer is available to your hotel in Portland, Beaverton, Lake Oswego or Tigard.

Immerse yourself in the beauty and bounty of Willamette Valley wine country on this full-day tour from Portland. Perfect for all level of wine enthusiast – from newcomers to connoisseurs – this 7.5-hour trip offers the insight of expertly trained guides and visits up to 3 vineyards to sample unique varietals including renowned pinots, chardonnays and rieslings. Tasting fees are not included.

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.

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.

Visit many of Portland's highlights in just half a day with this small-group tour of the city. You'll make stops along the way to see the thousands of flowers at the International Rose Test Gardens and take in the views from the elegant Pittock Mansion. You'll also pass plenty of the city's most interesting sights and neighborhoods, making this tour a great option for those who want to orient themselves.

Head out to the Columbia River Gorge, known for its lush scenery and numerous waterfalls, with this half-day tour from Portland. You'll take in the views from the historic Vista House, visit Multnomah Falls (the tallest waterfall in the state), and have time left over to check out Horsetail Falls, Wahkeena Falls, and Latourell Falls.

Combine hiking and bicycling on this small-group tour of the Columbia River Gorge, ideal for active travelers. After a minivan ride from Portland to the Gorge, you'll hop on your bike and start exploring, stopping at the Vista House, Bridal Veil Falls, and Multnomah Falls along the way. You'll also visit Latourell Falls, where you'll take a hike al long a 2.1-mile loop trail up to the lower falls.

Experience the best of Portland's chocolate and coffee scenes with this small-group walking tour, departing from downtown Portland. On this roughly 2-mile (3.2-kilometer) walk, you’ll visit popular coffee shops and lesser-known spots, learning about coffee and chocolate along the way. You'll also visit Azar Indulgences, where chocolate is paired with international wines.

Go wine tasting through the Willamette Valley on your own terms, with an expert local guide with over three decades of experience. With this tour, you'll visit around four estate wineries, with the option to customize your tour to suit your preferences. You'll also have the chance to stop for an included picnic lunch along the way, which you can enjoy during one of your tastings.

See the Columbia River Gorge in a way that few people ever will by taking this private, 30-minute flight over the region. You'll fly over the tallest waterfall in Oregon—Multnomah Falls—and have plenty of time to take pictures of the wonder before flying back to Portland.

Winery hop through the Willamette Valley, known for its Pinots, with this small-group tour. You will visit three different tasting rooms where you’ll get the chance to sample wine safely, without having to worry about driving. You’ll also stop for lunch along the way, included in the price of the tour.

Visit the wineries of the Willamette Valley safely, without having to designate a driver, by booking this private, guided tour of the celebrated wine region. Your driver will take you to different wineries, where you'll get to sample as little or as much wine as you choose. As this is a private tour, you can customize your stops to suit your preferences.

If you’ve never flown on a private plane before, this 20-minute ride over the Columbia River Gorge will be an unforgettable experience and a thrilling overview of the natural beauty of the Pacific Northwest. Your knowledgeable pilot will take you east through the Gorge toward the Vista House viewpoint, past the waterfalls and cliffs of the Gorge.