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15 Best Private Tours In Portland

Portland’s best days out.

The 15 most popular private tours in Portland. The ones worth your time, with what each costs, how long it runs and who to book through.

15 Best Private Tours In Portland

Private Customized Willamette Valley Wine Maker Tour with lunch - Meeting Carmine and setting a tasting plan that actually fits you
Lunch Experiences, Portland, Private, Tour Reviews, Tours, Willamette Valley Wine Tours, Wine Tours

Private Customized Willamette Valley Wine Maker Tour with lunch

1.Private Customized Willamette Valley Wine Maker Tour with lunch

Private Willamette Valley winery tour with Carmine, lunch included, pickup, estate tastings, and stress-free transportation from Portland.

Most Popular 5.0

“We had an awesome day. Carmine was very flexible in how we wanted to spend the day. We left it to his judgement based on our preferences and had a great experience. He shared a tremendous amount of knowledge about the wines, vineyards and region in an entertaining and easy going way and made us…”

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Private Wine Excursion Willamette Valley, Oregon - Wine Tour - Pickup and Timing: The 10:00am Start That Helps You Beat the Crowds
Portland, Private, Tour Reviews, Tours, Willamette Valley Wine Tours, Wine Tours

Private Wine Excursion Willamette Valley, Oregon – Wine Tour

2.Private Wine Excursion Willamette Valley, Oregon – Wine Tour

Private Willamette Valley wine day with Portland pickup, four stops, picnic lunch, and optional tastings for a budget-friendly Oregon getaway.

5.0

“I was responsible for an executive committee retreat for professionals. Shane did an excellent job of helping me organize a team building experience of wineries, a cidery, chocolate tasting and dinner. He was easy to work with, communicative, and knowledgeable. His expertise and hospitality created a fun atmosphere that allowed us to enjoy the day.…”

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Private Arrival Transfer from Portland Airport PDX - Pickup and meet-and-greet: what you should plan for
Portland, Private, Private Drivers, Tour Reviews

Private Arrival Transfer from Portland Airport PDX

Private Wine Tours - How 3 Winery Stops Turn Into a Learning Day
Portland, Private, Tour Reviews, Tours, Wine Tours

Private Wine Tours

4.Private Wine Tours

A private Willamette Valley wine day from Portland with pickup, 3 winery visits, and a picnic-style lunch. Tasting fees extra.

5.0

“What a PERFECT day!!! Wayne was an amazing guide and took us to the perfect wineries for our day. He scheduled everything and was so much fun. The wineries were perfect for us and Wayne really knew the locations and owners. Lunch was also excellent. If you’re going to Willamette we highly recommend!!”

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6 Hours Private Lighthouses and Kennebunkport Tour in Portland - Western Promenade: another bay viewpoint, plus Portland’s cemetery and elite-era past
Lighthouse Tours, Portland, Private, Tour Reviews, Tours

6 Hours Private Lighthouses and Kennebunkport Tour in Portland

5.6 Hours Private Lighthouses and Kennebunkport Tour in Portland

A private 6-hour Portland to Kennebunkport day: coastal promenade views, Portland Observatory, Portland Head Light, Bug Light, and Dock Square.

4.5

“It was great how Steve, our guide, listened to us and made small changes to the route to show us things that mattered to us!. The trip was for my wife's 65th Birthday and this tour was informative and enjoyable!!”

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Sunset & Scenic Private Boat Tour of Portland & Casco Bay - Getting started at Spring Point (and why that location helps)
Casco Bay Cruises, Cruises & Boat Tours, Evening Experiences, Portland, Private, Tour Reviews, Tours

Sunset & Scenic Private Boat Tour of Portland & Casco Bay

6.Sunset & Scenic Private Boat Tour of Portland & Casco Bay

A private 2-hour sunset boat tour around Portland and Casco Bay, with Portland Head Light and island views, plus blankets and waters on board.

5.0

“We had a fun afternoon seeing the islands of Casco Bay. Kevin and Sarah provided a fun, relaxed time and expertly showed us many scenic views. Near the end, we visited a great restaurant for food and drinks then ended the trip right at dusk when the light turned golden.”

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Private Departure Transfer to Portland Airport (PDX) - The Sedan vs SUV Choice and Why It Matters for Your Flight Day
Portland, Private, Private Drivers, Tour Reviews

Private Departure Transfer to Portland Airport (PDX)

Maine’s Mid Coast Private Day Tour from Portland - Brunswick’s Androscoggin Swinging Bridge: short, classic, and photogenic
Portland, Private, Tour Reviews, Tours

Maine’s Mid Coast Private Day Tour from Portland

8.Maine’s Mid Coast Private Day Tour from Portland

Private Mid Coast day from Portland with L.L.Bean, Brunswick bridge, Coastal Maine Botanical Gardens, Boothbay Harbor, and Fort Edgecomb.

4.5

“AJ was our driver and tour director for the day. He is very knowledgeable of the area north of Portland to Boothbay Harbor. One pleasant surprise was Maine Botanical Garden. Not only is it landscaped with a large variety of trees and plants but it also has a unique set of eco-friendly sculptures. Our favorite…”

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Guided Jetboat Tour for Six -Private - Meeting at Rogers Landing and the 10:00 am rhythm
Guided, Portland, Private, Tour Reviews, Tours

Guided Jetboat Tour for Six -Private

9.Guided Jetboat Tour for Six -Private

Private jetboat tour for up to six on the Willamette River from Newberg, with Captain Scott, snacks, and history stop.

5.0

“Captain Scott was a great guide to show us the river , especially good with our grandson. He tells great stories and teaches about the wildlife, keeping us fully engaged and entertained . The trip was exciting and educational. Our grandson gave me the "thumbs up" a bunch of times. I would highly recommend this…”

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Private - Willamette Valley Wine Tour From Portland (tasting fees included) - Tasting Fees Included: Why This Is Better Value Than It Looks
Food & Drink, Portland, Private, Tour Reviews, Tours, Willamette Valley Wine Tours, Wine Tours

Private – Willamette Valley Wine Tour From Portland (tasting fees included)

10.Private – Willamette Valley Wine Tour From Portland (tasting fees included)

Private Willamette Valley wine tour from Portland with pickup, a 4x4 Mercedes Sprinter, and tasting fees included for a flexible day.

5.0

“We were a group of 7 friends that love to travel together. We did the Wine Tour, the Coastal Beaches/Tillamook and Columbia River Gorge and Waterfall tours. We were most fortunate to have Shawn as our tour guide. As a native to the area he was very proud of his home state and it showed…”

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Private - 1/2 day Columbia River Gorge & Waterfalls Tour From Portland - Pickup in Portland and the smooth Mercedes ride
2-Day Experiences, Columbia River Gorge & Multnomah Falls Tours, Portland, Private, Tour Reviews, Tours

Private – 1/2 day Columbia River Gorge & Waterfalls Tour From Portland

11.Private – 1/2 day Columbia River Gorge & Waterfalls Tour From Portland

Private 5-hour Columbia River Gorge waterfalls tour from Portland with pickup, live guide commentary, and a Mercedes ride to Multnomah Falls.

5.0

“Our tour guide , Shaun Hughes was amazing!!! He was very knowledgeable and provided a lot of history. The falls were breathtaking!”

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Maine Fall Foliage Private Lobster Boat Cruise with Local Drinks - Bug Light area and the weirdly fun Portland details you’ll want to photograph
Casco Bay Cruises, Cruises & Boat Tours, Portland, Private, Tour Reviews

Maine Fall Foliage Private Lobster Boat Cruise with Local Drinks

Columbia River Gorge & Multnomah Falls Tours, Portland, Private, Tour Reviews, Tours

Private Tour of Multnomah Falls and Columbia Gorge from Portland

13.Private Tour of Multnomah Falls and Columbia Gorge from Portland

Private Columbia Gorge tour from Portland with Multnomah Falls, Vista House, easy hikes, Bridge of the Gods, and Brigham Fish Market.

5.0

“Dan was communicative throughout the booking process, answering questions and accommodating our special requests. He even offered to drop us off at the airport. While the weather wasn't ideal, that was beyond his control. His caRead more”

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Willamette Valley Wine Tour - For Private Groups - Pickup, timing, and what a 7–8 hour day feels like
Portland, Private, Tour Reviews, Tours, Willamette Valley Wine Tours, Wine Tours

Willamette Valley Wine Tour – For Private Groups

14.Willamette Valley Wine Tour – For Private Groups

Chauffeured private Willamette Valley tour from Portland with 3–4 tastings, expert guidance, water, and arranged lunch for groups.

4.5

“To see how everybody had a great time. Shawn(driver and guide) was great. He organized and helped in answering questions. He was the perfect person for the group.”

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New Hampshire White Mountains Exclusive Private Tour - Portland pickup and how to think about timing (6 to 8 hours)
Portland, Private, Tour Reviews, Tours

New Hampshire White Mountains Exclusive Private Tour

15.New Hampshire White Mountains Exclusive Private Tour

Private White Mountains day trip mixing covered bridges, apple-country stops, and Kancamagus Highway scenery with AJ as your guide.

5.0

“This was the most amazing trip! AJ was the best guide and we saw so much more than I hoped for. I am so glad I found this tour and I highly recommend anyone visiting the area to take it.”

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