Recent Searches
Clear

Top Portland Cruises & Sailing

Saved to wishlist!
Dates
Select Dates
Day Trips
Day Trips
Private and Luxury
Private and Luxury
Day Cruises
Day Cruises
Wine Tastings
Wine Tastings
Water Tours
Water Tours
Sightseeing Tours
Sightseeing Tours
E-Bike Tours
E-Bike Tours
City Tours
City Tours
Shore Excursions
Shore Excursions
Walking Tours
Walking Tours
On the Water
On the Water
Historical Tours
Historical Tours
Wine Tours
Wine Tours
Ports of Call Tours
Ports of Call Tours
Private Sightseeing Tours
Private Sightseeing Tours
Sailing
Sailing
Luxury Car Tours
Luxury Car Tours
Car Tours
Car Tours
Trolley Tours
Trolley Tours
Lunch Cruises
Lunch Cruises
When are you traveling?
Select Dates
Popular
Search experiences that may have limited interaction with crowds.
Search experiences with increased health and safety practices.
Search tours and activities you can do from home.

You are viewing Virtual Experiences in Portland. See more Virtual Experiences around the globe. 🌎

Price
$0
$500+
Duration
Time of Day
RatingClear
Specials

23 results | All Portland Tours

Sort by: Featured

Sunset Sailing Adventure on a Classic Yacht in the Heart of the Columbia Gorge

Sunset Sailing Adventure on a Classic Yacht in the Heart of the Columbia Gorge

star-5
54
Sailors will enjoy a two hour sunset sail aboard a beautiful yacht in the heart of the Columbia River Gorge. Sailors can interact with the captain, learn to sail, steer the boat, winch in the jib sheets, or just relax on the deck as we navigate up and down the mighty Columbia in the wake of Lewis and Clark.
More
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$95.00
From
$95.00
Taking safety measures

2-Hour Lunch Cruise Through Downtown Portland

2-Hour Lunch Cruise Through Downtown Portland

star-4.5
41
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.
More
  • 2 hours
  • Free Cancellation
From
$70.00
From
$70.00

2-Hour Columbia River Gorge Sightseeing Cruise

2-Hour Columbia River Gorge Sightseeing Cruise

star-4.5
39
Get an up-close look at the Columbia River Gorge on a sightseeing cruise that takes you under the Bridge of the Gods and past sights such as the Bonneville Dam, Native American fishing platforms, and locations where kite surfers and wind surfers show off their skills. Snacks and drinks are available for purchase on board the boat.
More
  • 2 hours
  • Free Cancellation
From
$50.00
From
$50.00

2.5-Hour Dinner Cruise Through Downtown Portland

2.5-Hour Dinner Cruise Through Downtown Portland

star-4.5
79
Whether you want to relax after a long day of sightseeing or need to unwind at the end of your workweek, a sunset dinner cruise along the Willamette River is sure to do the trick. The journey offers spectacular views of the Portland skyline and city’s main landmarks. Listen to live music while you enjoy a freshly cooked Pacific Northwest meal.
More
  • 2 hours 30 minutes
  • Free Cancellation
From
$110.00
From
$110.00

2-Hour Columbia River Gorge Dinner Cruise
Likely to Sell OutLikely to Sell Out

2-Hour Columbia River Gorge Dinner Cruise

star-4
27
Start your evening on the Columbia River on a dinner cruise that provides views of the Columbia River Gorge National Scenic Area from a historical sternwheeler. A seasonal menu features local ingredients for the 3-course dinner with bread, salad, main course, and dessert. Along the way, listen to stories and history about the river from the captain. Drinks are available for purchase.
More
  • 2 hours
  • Free Cancellation
From
$85.00
From
$85.00

2-Hour Champagne Brunch Cruise Through Downtown Portland

2-Hour Champagne Brunch Cruise Through Downtown Portland

star-4.5
9
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.
More
  • 2 hours
  • Free Cancellation
From
$80.00
From
$80.00

2-Hour Columbia River Gorge Sunday Champagne Brunch Cruise
Likely to Sell OutLikely to Sell Out

2-Hour Columbia River Gorge Sunday Champagne Brunch Cruise

star-5
4
Get an alternative view of the Columbia River Gorge with this two-hour tour aboard a sternwheeler boat. While aboard, you'll get to dine on a buffet brunch of Northwest cuisine, sip on bottomless champagne, and take in the views from three different decks while an expert local guide provides narration about the region and its history.
More
  • 2 hours
  • Free Cancellation
From
$80.00
From
$80.00

Morning Half-Day Multnomah Falls and Columbia River Gorge Waterfalls Tour from Portland

Morning Half-Day Multnomah Falls and Columbia River Gorge Waterfalls Tour from Portland

star-5
323
Escape the hustle and bustle of the city for the day on this guided tour to Multnomah Falls and the Columbia River Gorge Waterfalls. Travel along the historic Columbia River Highway National Scenic Byway and stop at the magnificent falls of Multnomah, Latourell, and Bridal Veil.
More
  • 3 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$85.00
Price varies by group size
From
$85.00
Price varies by group size
Taking safety measures

Afternoon Half-Day Multnomah Falls and Columbia River Gorge Waterfalls Tour from Portland

Afternoon Half-Day Multnomah Falls and Columbia River Gorge Waterfalls Tour from Portland

star-4.5
198
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.
More
  • 3 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$85.00
Price varies by group size
From
$85.00
Price varies by group size
Taking safety measures

Columbia River Gorge Waterfalls and Mt Hood Tour from Portland

Columbia River Gorge Waterfalls and Mt Hood Tour from Portland

star-5
228
Experience the unrivaled beauty of the Columbia River Gorge, Cascade Mountain Range and Mount Hood on this full-day trip from Portland. In the comfort of a luxury vehicle, enjoy a guided tour of the Gorge’s top destinations, including dramatic waterfalls, the Bridge of the Gods, Hood’s Timberline Lodge, and the charming city of Hood River.
More
  • 8 hours
  • Free Cancellation
  • Taking safety measures
From
$139.00
From
$139.00
Taking safety measures

Willamette Valley Wine Tour from Portland with Lunch
Likely to Sell OutLikely to Sell Out

Willamette Valley Wine Tour from Portland with Lunch

star-5
233
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 to 3-5 vineyards to sample unique varietals including renowned pinots, chardonnays and rieslings. Tasting fees are not included.
More
  • 7 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$190.00
From
$190.00
Taking safety measures

Columbia River Gorge Waterfalls Tour from Portland

Columbia River Gorge Waterfalls Tour from Portland

star-5
308
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, a historic lodge, and the famed Bonneville Dam Sturgeon viewing center.
More
  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$79.00
From
$79.00
Taking safety measures

Heart of Portland Sightseeing Cruise

Heart of Portland Sightseeing Cruise

star-4.5
6
Hop aboard the Portland Spirit for a trip along the Willamette River with this sightseeing tour of Portland. Your captain will ferry you under some of the city's famous bridges and waterfront sights, and you'll have plenty of chances to take photos of the city right from the water. You'll also have the option to buy snacks and drinks from the onboard bistro.
More
  • 1 hour 45 minutes
  • Free Cancellation
From
$50.00
From
$50.00

Full-Day Mt Hood Waterfall Tour with Lunch and Wine Tasting
Likely to Sell OutLikely to Sell Out

Full-Day Mt Hood Waterfall Tour with Lunch and Wine Tasting

star-5
63
Mt. Hood is the highest summit in Oregon, and the fourth highest in the Cascades. It features waterfalls, glaciers, and historic Timberline Lodge, built by local artisans during the Great Depression, and featuring the longest ski season in the US. To the north of Mt. Hood is the Hood River Valley and Columbia Gorge American Viticultural Area (AVA), the lovechild of the Columbia Valley and Willamette Valley AVAs. You will get intimate with this area through a visit to Timberline Lodge on Mt. Hood, wine tasting, and a stop at Multnomah Falls, the tallest waterfall in Oregon. Your expert guide, with formal background in ecology, natural resources, and wine, will teach you about the natural history, cultural history, and wine background of the area, as you drive the Mt. Hood and Historic Columbia River Highway Scenic Byways. You'll visit 2 wineries. We cover lunch, you cover tasting fees.
More
  • 8 to 9 hours
  • Free Cancellation
  • Taking safety measures
From
$140.00
From
$140.00
Taking safety measures

The Mt St Helens Adventure Tour from Portland
Likely to Sell OutLikely to Sell Out

The Mt St Helens Adventure Tour from Portland

star-5
20
Discover lava tube caves, old-growth forests, waterfalls, and more on a guided tour of Mt. St. Helens. The park’s vastness and variety of attractions can be overwhelming on your own, but by visiting with a guide you don’t miss any of the highlights. Plus, you can learn about the area’s geology, ecology, and history—much of which you might miss if visiting the park on your own.
More
  • 11 to 12 hours
  • Free Cancellation
  • Taking safety measures
From
$265.00
From
$265.00
Taking safety measures

Private Northern Oregon Coast Day Trip
Likely to Sell OutLikely to Sell Out

Private Northern Oregon Coast Day Trip

star-5
2
Explore the northern stretches of the Oregon Coast with a local guide on this private, customizable tour from Portland. You'll get to ride along the Pacific Coast Scenic Byway, take a hike through old-growth forest, and stop at one or two local towns or attractions of your choosing along the way.
More
  • 8 to 11 hours
  • Free Cancellation
  • Taking safety measures
From
$720.00
per group
From
$720.00
per group
Taking safety measures

Oregon Coast Tour From Portland- Private Full Day Tour

Oregon Coast Tour From Portland- Private Full Day Tour

star-5
1
If the Oregon Coast is known for anything, it's the majestic views, rugged cliffs, and charming towns. On this private tour from Portland, enjoy the best of what the coast has to offer. You're whisked off on a scenic drive, stop at a local vineyard for a wine tasting (own expense), and stretch your legs with a walk on the beach.
More
  • 8 to 9 hours
  • Taking safety measures
From
$219.00
Price varies by group size
From
$219.00
Price varies by group size
Taking safety measures

Explore Portland Thrift Shops!

Explore Portland Thrift Shops!

star-5
1
Want to check out Portland's hot thrift shop scene? You just have to know where to go! Come along with me for a tour of shops that include everything from items plucked out of the dump to high-end Prada at a second hand boutique! Portland's thrifting culture is rooted in our respect for the environment and a commitment to re-use and recycle useable goods rather than send them to the landfill. Consequently, we have many thrift shops of every kind and category! There's no place better to begin than SE Hawthorne Ave., a vibrant street of secondhand shops, as well as a food carts, coffee shops, and small businesses selling made-in-portland goods. It's my treat for coffee or cocktails as we meet to get acquainted and caffeinated! This is a team experience so we can share what we're looking for and act as scouts for each other (me: Frye boots, color brown, size 10). I look forward to going thrifting with you in Portland!
More
  • 3 hours
  • Free Cancellation
From
$85.00
From
$85.00

Private Portland Discovery Tour
Likely to Sell OutLikely to Sell Out

Private Portland Discovery Tour

star-5
1
On this 3.5-hour tour, you'll get a broad overview of the Central City. We'll make stops at Pittock Mansion and the International Rose Test Gardens. At Pittock Mansion, you'll get pictures of the best views of the city, and the five stratovolcanoes that are visible on a clear day. You'll have plenty of time to smell the roses at the Rose City's most famous garden. Your expert guide will provide background on the sites and city history, while navigating through city traffic, so you don't have to. You'll meander through all of the major neighborhoods of inner Portland on both sides of the river while gaining views of 14 of Bridgetown's 27 notable bridges. Your guide will return you to your departure location at the end of the tour.
More
  • 3 to 4 hours
  • Free Cancellation
  • Taking safety measures
From
$390.00
per group
From
$390.00
per group
Taking safety measures

Private eBike Tour of Portland

Private eBike Tour of Portland

There's no better way to explore Portland than on bicycle, and with this private electric bike tour, you'll get to see the best of what this city has to offer, like a local! This tour is led by a former city spokesperson who knows the city inside and out. There will be plenty of stops along the way for photos and snacks, and special requests can be made in advance.
More
  • 2 hours 30 minutes
  • Free Cancellation
From
$149.00
From
$149.00

Private Tour at The Hood-Columbia Loop: Timberline, Orchards, and Waterfalls
Likely to Sell OutLikely to Sell Out

Private Tour at The Hood-Columbia Loop: Timberline, Orchards, and Waterfalls

Mt. Hood is the highest summit in Oregon, and the fourth highest in the Cascades. It features waterfalls, glaciers, and historic Timberline Lodge, built by local artisans during the Great Depression, and featuring the longest ski season in the US. To the north of Mt. Hood is the Hood River Valley. You will get intimate with this area through a visit to Timberline Lodge on Mt. Hood, fruit stands in the Hood River Valley, downtown Hood River (your opportunity for lunch and/or alcoholic beverages), and breathtaking stops in the eastern and western Columbia River Gorge (Multnomah Falls included). Your expert guide, with formal background in ecology and natural resources, will teach you about the natural and cultural history of the area, as you drive the Mt. Hood and Historic Columbia River Highway Scenic Byways. Maximum group size of 11. Pickup and drop-off at your hotel.
More
  • 8 to 10 hours
  • Free Cancellation
  • Taking safety measures
From
$240.00
Price varies by group size
From
$240.00
Price varies by group size
Taking safety measures

Private Columbia River Gorge Half-Day Tour
Likely to Sell OutLikely to Sell Out

Private Columbia River Gorge Half-Day Tour

The 85-mile (137-km) long Columbia Gorge NSA would be a national park if it weren't a critical transportation corridor. It features waterfalls, mountains, monoliths, terraces, resort towns, vineyards, orchards, and The River, harboring a plethora of fish and birds, and unique plants and invertebrates. In the early 1900s, Portlanders would drive their Model T cars along the Columbia River Highway to gaze at waterfalls. It was the first scenic highway built in America. There is said to be over 4000 waterfalls; many are hidden away, but many are just a short hike off the Historic Highway. On this tour you'll explore the western, rainforested, southern side of the Gorge, dubbed "waterfall alley" where we'll have you getting wet under a waterfall, peering over cliffs, and learning stories of the area only the locals know.
More
  • 3 to 4 hours
  • Free Cancellation
  • Taking safety measures
From
$170.00
Price varies by group size
From
$170.00
Price varies by group size
Taking safety measures

Private Mt Hood Waterfall Tour with Lunch and Wine Tasting
Likely to Sell OutLikely to Sell Out

Private Mt Hood Waterfall Tour with Lunch and Wine Tasting

Visit Mount Hood and many of the highlights of the Columbia Gorge in just one day with this private tour from Portland. You’ll visit Timberline Lodge on Mount Hood, four Columbia Gorge Waterfalls (including famous Multnomah Falls), and get the chance to stop by two wineries in the region, with lunch included along the way.  
More
  • 8 to 9 hours
  • Free Cancellation
  • Taking safety measures
From
$480.00
Price varies by group size
From
$480.00
Price varies by group size
Taking safety measures

Filters

Frequently Asked Questions

The answers provided below are based on answers previously given by the tour provider to customers’ questions.
Q:
What are the best Cruises & Sailing in Portland?
Q:
What Cruises & Sailing in Portland are taking additional safety precautions?
Q:
What Cruises & Sailing in Portland are good for avoiding crowds?