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.

“Fun adventure with a fantastic captain and crew! A wonderful overview of Portland’s coastline, lighthouses, and neighborhoods from the comfort of your private luxury boat!”

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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

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.

“Carmine was a fabulous guide! His knowledge and insight for grape viticulture and wine making in general and his extensive knowledge of Oregon wine making in particular made for an awesome educational and fun day!! I totally recommend him - from the experienced wine connoisseur to the beginner!! Definitely one of the best experiences my…”

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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

Private Arrival Transfer from Portland Airport PDX

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

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

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.

“Our driver didn’t show up. I had no notice though he said he sent a text. He was sick and since we didn’t want to get sick I’m glad we didn’t go.”

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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.

“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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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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