Private & Luxury Tours

PORTLAND

10 Best Private & Luxury Tours In Portland

Portland's standouts, both coasts.

The 10 standout private & luxury tours a Portland traveller will actually book. What each one covers, who runs it, and what it costs from the dock or the trailhead.

10 Best Private & Luxury Tours In Portland

Private Sightseeing Charter on a Vintage Lobster Boat with Drinks

Private Sightseeing Charter on a Vintage Lobster Boat with Drinks - Why this Portland Harbor charter beats the usual cruise

1.Private Sightseeing Charter on a Vintage Lobster Boat with Drinks

Most Popular 5.0

Private 2-hour charter on a vintage lobster boat in Portland Harbor with four lighthouses, Casco Bay islands, and drinks.

“Captain Nick and first hand Jack were great, it was just the right amount of narration and private time to take in the scenery. They do have catering services available but the orders needed to be placed at least 3 days b4 tour, which Viator site didn’t call out. Next time we’ll know!”

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Private Island Fort Tour in Casco Bay: Boat Cruise & Island Tour

Private Island Fort Tour in Casco Bay: Boat Cruise & Island Tour - Views back to Portland: photos, sea air, and the sense of scale

2.Private Island Fort Tour in Casco Bay: Boat Cruise & Island Tour

5.0

Boat cruise to House Island for a guided tour of Fort Scammel, with underground passages, views, and one included local drink.

“Great 2 hour trip to a historical fort in the Casco Bay, the guide was very knowledgeable and friendly. Perfect for the whole family, and there were a number of families on this trip.”

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Private Customized Willamette Valley Wine Maker Tour with lunch

Private Customized Willamette Valley Wine Maker Tour with lunch - Carmine’s guide style: winemaker-level context, not just talk

3.Private Customized Willamette Valley Wine Maker Tour with lunch

5.0

Private Willamette Valley wine maker tour from Portland with an expert guide, about four estate tastings, and lunch included.

“Touring the wineries and tasting the wines was fabulous! We really enjoyed that part, but we could not stand our tour guide/driver. He was very full of himself and opinionated. And he never shut up!! We could not wait to get away from this obnoxious “know it all”.”

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Private Wine Excursion Willamette Valley, Oregon – Wine Tour

Private Wine Excursion Willamette Valley, Oregon - Wine Tour - Seven Hours and Four Stops: How the Day Actually Flows

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

5.0

Private Willamette Valley wine day with four winery stops, picnic lunch, chilled water, coffee on board, and pickup from Portland.

“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 Sunset Charter on a Vintage Lobster Boat with Drinks

Private Sunset Charter on a Vintage Lobster Boat with Drinks - The captain-guide touch: local history without turning it into a lecture

5.Private Sunset Charter on a Vintage Lobster Boat with Drinks

5.0

Private sunset cruise on a vintage lobster boat in Casco Bay with drinks, onboard comfort, and guided lighthouse history.

“This experience was amazing! We just got married and this was the first time where we just got to sit back and relax since the wedding. Captain Zach and Deckhand Lauren were incredible! They showed us all the lighthouses and were knowledgeable! They answered all our questions. We really enjoyed our time with each other…”

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Private Arrival Transfer from Portland Airport PDX

Private Arrival Transfer from Portland Airport PDX - How the Pickup Works at Portland International Airport

6.Private Arrival Transfer from Portland Airport PDX

4.0

Private PDX airport pickup to Portland, Beaverton, Lake Oswego, or Tigard. Clear meeting, 24/7 service, sedan or SUV options.

“Paid for the transfer with a meet and greet, but it wasn’t meet and greet like others I have had elsewhere. We got our luggage and then had to go find the car/driver outside based on a text message from him. Not sure if this was the fault of the driver or the company. Regardless,…”

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Bar Harbor and Acadia Full Day Private Tour from Portland

Bar Harbor and Acadia Full Day Private Tour from Portland - Acadia National Park: Thunder Hole, Schooner Head, Cadillac Mountain, Jordan Pond

7.Bar Harbor and Acadia Full Day Private Tour from Portland

5.0

Private Portland to Acadia full-day tour with a dedicated guide, Fort Knox bridge views, major park viewpoints, Bar Harbor time, and more.

“My wife and I had a great day on this private tour. No cramp conditions with strangers. No set timetables or being rushed. Private is the way to go! Our guide Mimi was very accommodating, informative, and conversational. Highly recommend this tour.”

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6 Hours Private Lighthouses and Kennebunkport Tour in Portland

6 Hours Private Lighthouses and Kennebunkport Tour in Portland - How the 6 hours actually feel with a private driver-guide

8.6 Hours Private Lighthouses and Kennebunkport Tour in Portland

4.5

Private 6-hour Portland and Kennebunkport tour with lighthouse viewpoints, Casco Bay stops, and a Kennebunkport waterfront stroll for up to 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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Private Wine Tours

Private Wine Tours - From Patricia Green Cellars to Alexana: What Tastings Look Like

9.Private Wine Tours

5.0

A private Willamette Valley wine day from Portland with pickup, bottled water, and a picnic lunch, plus 3 tailored winery stops.

“We started our tour at Patricia Green Cellars and our experience was so far above expectations. Our vineyard host was knowledgeable; he talked with us the whole time. We started with a rose, then 6 pinots. Once we rated these, he brought us 3 more to taste. We had food, became wine club members and…”

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Private Departure Transfer to Portland Airport (PDX)

Private Departure Transfer to Portland Airport (PDX) - Your car choice: sedan comfort vs SUV room (and what it means for luggage)

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