Top Oregon Luxury & Special Occasions

Q: What are the best options for Oregon Luxury & Special Occasions?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Oregon Luxury & Special Occasions are: Tasting the Gorge by Ebike Willamette Valley Wine Tasting Tour Mt Hood Loop Tour including Multnomah Falls Private Columbia River Gorge Half-Day Tour Waterfall Express-Transportation to Waterfall Trolley

Q: What are the best kid-friendly options for Oregon Luxury & Special Occasions Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Oregon Luxury & Special Occasions are: E-bike in Oregon’s Columbia River Gorges From Portland to Mt. Rainier Tour in a Small Group From Portland to Mt. Saint Helen Tour in a Small Group Oregon Coastal Tour: Florence to Yachats Silver Falls Hike View all kid-friendly Tours →

Q: Which Oregon Luxury & Special Occasions have Instant Confirmation?

Oregon Luxury & Special Occasions with Instant Confirmation include: Tour DeVine by Heli - Helicopter Wine Tour Private Tour at The Hood-Columbia Loop: Timberline, Orchards, and Waterfalls Private Northern Oregon Coast Day Trip Private Multnomah Falls and Mt. Hood Tour with Gorge Waterfalls Private Northern Oregon Coast Tour View all Tours with Instant Confirmation →

Q: I need a ride! Which Oregon Luxury & Special Occasions have Hotel Pickup?

No problem. These Oregon Luxury & Special Occasions include Hotel Pickup: Private Willamette Valley Wine Tour from Portland Private wine tour with local Sommelier. Private Tour at The Hood-Columbia Loop: Timberline, Orchards, and Waterfalls Private Northern Oregon Coast Day Trip Private Willamette Valley Wine Tour View all Tours with Hotel Pickup →

Q: Got any more Oregon trip ideas?

We sure do. Check out our curated lists of hand-picked Oregon Tours. Top 10 Oregon 2026 Senior-friendly tours Oregon The best tours and activities for culture lovers in Oregon Top Day Trips from Oregon Things to do in Oregon this summer View all Oregon Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Oregon?

Based on our sales data over the past year, the most popular styles of tours and activities in Oregon are: Oregon Luxury & Special Occasions Oregon Luxury Tours Oregon Tours & Sightseeing Oregon Sightseeing Tickets & Passes Oregon Attraction Tickets View all tour styles in Oregon →

Portland Ice Cream Tour – Sample Every Flavor + 4 Scoops

This is not a tiny-spoon tasting tour. At every stop, guests sample every available flavor and receive a full scoop per person — all included …More

Portland, USA

4.9 (54)

Portland Ice Cream Tour – Sample Every Flavor + 4 Scoops

This is not a tiny-spoon tasting tour. At every stop, guests sample every available flavor and receive a full scoop per person — all included...

2 hours Free Cancellation

4.9 (54)

from
$60

Tryon Creek Eco-tour With a Master Naturalist

Ever wonder what animals and plants you're seeing when you hike and what makes each one special? Wish you could have a naturalist along to …More

Portland, USA

5.0 (2)

Tryon Creek Eco-tour With a Master Naturalist

Ever wonder what animals and plants you're seeing when you hike and what makes each one special? Wish you could have a naturalist along to...

2 to 3 hours Free Cancellation

5.0 (2)

from
$60

City Views River Cruise (1.5 hours) - Portland, OR

Step aboard Portland's only tiki boat for a 1.5-hour river cruise blending laid-back island vibes, scenic city views, and playful onboard fun. Relax and take …More

Portland, USA

4.9 (7)

City Views River Cruise (1.5 hours) - Portland, OR

Step aboard Portland's only tiki boat for a 1.5-hour river cruise blending laid-back island vibes, scenic city views, and playful onboard fun. Relax and take...

2 hours Free Cancellation

4.9 (7)

from
$60

When tour guests asks us, "what one thing should I not miss in Portland," we pick the 5-mile (8-10 km) hike in Forest Park. No …More

Portland, USA

4.8 (86)

Forest Park Urban Hiking Tour, Portland

When tour guests asks us, "what one thing should I not miss in Portland," we pick the 5-mile (8-10 km) hike in Forest Park. No...

3 to 4 hours Free Cancellation

4.8 (86)

from
$59

HEY. Do you want to see Portland through the eyes of its BIGGEST FAN? Are you curious about communities that prioritize PEOPLE, IMAGINATION, and CRAFT …More

Portland, USA

5.0 (31)

Weird Bar Crawl with Fanatical Local

HEY. Do you want to see Portland through the eyes of its BIGGEST FAN? Are you curious about communities that prioritize PEOPLE, IMAGINATION, and CRAFT...

3 hours Free Cancellation

5.0 (31)

from
$59

Craft Beer and City Walking Tour of Portland West Side

Sample three of The Rose City's craft breweries, and learn Portland architecture and history, as you walk through the Pearl, Old Town, and West End …More

Portland, USA

4.3 (3)

Craft Beer and City Walking Tour of Portland West Side

Sample three of The Rose City's craft breweries, and learn Portland architecture and history, as you walk through the Pearl, Old Town, and West End...

3 hours Free Cancellation

4.3 (3)

from
$59

Doughnuts and Coffee Bike Tour: Local Secrets

Portland is justly famous for both its craft roasted coffee and its doughy sweets -- ride and explore in a 4-6 mile bike tour. 10 …More

Portland, USA

5.0 (20)

Doughnuts and Coffee Bike Tour: Local Secrets

Portland is justly famous for both its craft roasted coffee and its doughy sweets -- ride and explore in a 4-6 mile bike tour. 10...

2 hours Free Cancellation

5.0 (20)

from
$55

Coffee Roasters of Portland Eastside Walking Tour

Our small group Eastside Coffee Roaster walking tour takes you to the makers who have called the neighborhood their home for decades, each with a …More

Portland, USA

4.9 (12)

Coffee Roasters of Portland Eastside Walking Tour

Our small group Eastside Coffee Roaster walking tour takes you to the makers who have called the neighborhood their home for decades, each with a...

2 hours Free Cancellation

4.9 (12)

from
$55

Makers and Artisans of Portland Walking Tour

Explore the past and the present of Portland's craft culture. Portland was a leader in the DIY culture and is home to every kind of …More

Portland, USA

4.6 (14)

Makers and Artisans of Portland Walking Tour

Explore the past and the present of Portland's craft culture. Portland was a leader in the DIY culture and is home to every kind of...

2 hours 15 minutes Free Cancellation

4.6 (14)

from
$55

Essential Portland Oregon Bike and E-Bike Tour!

Explore Portland, Oregon! This signature bike tour is an ideal introduction to the City of Roses. Visit historic Old Town, pedal the Waterfront Park Esplanade, …More

Portland, USA

4.9 (556)

Essential Portland Oregon Bike and E-Bike Tour!

Explore Portland, Oregon! This signature bike tour is an ideal introduction to the City of Roses. Visit historic Old Town, pedal the Waterfront Park Esplanade,...

2 hours Free Cancellation

4.9 (556)

from
$54

Forest Park Hiking Tour to Pittock Mansion

Mere minutes from the hustle of downtown Portland, a wooded wonderland awaits you. Forest Park boasts over 5,200 acres of lush greenery and 70 miles …More

Portland, USA

5.0 (6)

Forest Park Hiking Tour to Pittock Mansion

Mere minutes from the hustle of downtown Portland, a wooded wonderland awaits you. Forest Park boasts over 5,200 acres of lush greenery and 70 miles...

180 to 210 minutes Free Cancellation

5.0 (6)

from
$50

Discover Downtown Bend a Guided 90 Minute Walking Tour

Explore the hidden stories of Bend with an immersive 90-minute guided walking tour led by local expert Jason Bradley. Discover historic landmarks and intriguing corners …More

Bend, USA

5.0 (1)

Discover Downtown Bend a Guided 90 Minute Walking Tour

Explore the hidden stories of Bend with an immersive 90-minute guided walking tour led by local expert Jason Bradley. Discover historic landmarks and intriguing corners...

1 hour 30 minutes Free Cancellation

5.0 (1)

from
$49

Bike Around Portland Oregon: Art, Culture, Bridges, Poetry

It's all about the bike ride! We spend more time riding in the neighborhoods Portlanders love, & always stopping to smell the roses. Start in …More

Portland, USA

4.9 (319)

Bike Around Portland Oregon: Art, Culture, Bridges, Poetry

It's all about the bike ride! We spend more time riding in the neighborhoods Portlanders love, & always stopping to smell the roses. Start in...

3 hours Free Cancellation

4.9 (319)

from
$47

Aerial Tram Ride with Doughnuts near Sunrise in Portland Oregon

Note: Sunrise is too early in the summer to ride during the tram’s open hours! We will be riding after sunrise April - August. The …More

Portland, USA

4.7 (41)

Aerial Tram Ride with Doughnuts near Sunrise in Portland Oregon

Note: Sunrise is too early in the summer to ride during the tram’s open hours! We will be riding after sunrise April - August. The...

1 hour 30 minutes Free Cancellation

4.7 (41)

from
$46

Portland's longest running Ghost Tour with 300+ 5 star reviews. The city's wicked and wild history will blow you away! On this spine-tingling walking tour, …More

Portland, USA

4.6 (174)

Haunted Pub Tour

Portland's longest running Ghost Tour with 300+ 5 star reviews. The city's wicked and wild history will blow you away! On this spine-tingling walking tour,...

2 hours 30 minutes Free Cancellation

4.6 (174)

from
$45

Exclusive: Street Art of Portland 2-Hour Bike Tour

Portland's street art culture is older than any of us, but until the past decade, the culture was a shadowy one. Thanks to support from …More

Portland, USA

4.9 (33)

Exclusive: Street Art of Portland 2-Hour Bike Tour

Portland's street art culture is older than any of us, but until the past decade, the culture was a shadowy one. Thanks to support from...

2 hours Free Cancellation

4.9 (33)

from
$45

Shanghai Tunnels Underground Tour - with Beer Tasting

This tour is the only access to Portland's underground Shanghai Tunnels with a new bonus visit to the 2nd floor and ballroom of the haunted …More

Portland, USA

4.3 (487)

Shanghai Tunnels Underground Tour - with Beer Tasting

This tour is the only access to Portland's underground Shanghai Tunnels with a new bonus visit to the 2nd floor and ballroom of the haunted...

1 hour 30 minutes Free Cancellation

4.3 (487)

from
$44

Take in the sights of Portland, Oregon from a different perspective. Cruise through the heart of Portland on the Willamette River. Enjoy a narration of …More

Portland, USA

4.5 (129)

Happy Hour Sightseeing Cruise

Take in the sights of Portland, Oregon from a different perspective. Cruise through the heart of Portland on the Willamette River. Enjoy a narration of...

1 hour 30 minutes Free Cancellation

4.5 (129)

from
$43

Waterfall Hop-On Hop-Off Trolley Tour Multnomah Falls Day Pass

See more waterfalls without traffic, parking, or timed-entry stress on the Historic Columbia River Highway. The Waterfall Trolley lets you explore the world-famous waterfall corridor …More

Portland, USA

4.8 (226)

Waterfall Hop-On Hop-Off Trolley Tour Multnomah Falls Day Pass

See more waterfalls without traffic, parking, or timed-entry stress on the Historic Columbia River Highway. The Waterfall Trolley lets you explore the world-famous waterfall corridor...

2 to 8 hours Free Cancellation

4.8 (226)

from
$41

Portland Hop-On Hop-Off Pink Trolley Tour with Gray Line - 1 or 2 Day Pass

See all of Portland’s top attractions on this hop-on hop-off trolley tour, a fun, easy way to sightsee. With your 1-day or 2-day pass, explore …More

Portland, USA

4.3 (199)

Portland Hop-On Hop-Off Pink Trolley Tour with Gray Line - 1 or 2 Day Pass

See all of Portland’s top attractions on this hop-on hop-off trolley tour, a fun, easy way to sightsee. With your 1-day or 2-day pass, explore...

1 hour 5 minutes Free Cancellation

4.3 (199)

from
$39

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Oregon Luxury & Special Occasions?

What are the best kid-friendly options for Oregon Luxury & Special Occasions Tours?

Which Oregon Luxury & Special Occasions have Instant Confirmation?

Which Oregon Luxury & Special Occasions have Free Cancellation?

Oregon Luxury & Special Occasions with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which Oregon Luxury & Special Occasions have Hotel Pickup?

Got any more Oregon trip ideas?

What are the most popular styles of Tours and Activities in Oregon?