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.
Private Willamette Valley winery tour with Carmine, lunch included, pickup, estate tastings, and stress-free transportation from Portland.
Most Popular“It was a great experience. We learned a lot from Carmine and the wine was wonderful and the wineries were very interesting!”
Private Willamette Valley wine day with Portland pickup, four stops, picnic lunch, and optional tastings for a budget-friendly Oregon getaway.
“The title says it all, Good Vibes all around! They were so easy to work with, made great recommendations for wineries to visit and just so much fun. Every detail is taken care of for you and so well thought through. We had the best day, learned new places to visit and I can't recommend…”
Private PDX arrival transfer with meet-and-greet pickup, clean sedan/SUV options, and 24/7 service to downtown Portland and nearby cities.
“Driver was very reliable . Was worried about pick up time for my son and the driver was even a bit early. Will use again.”
A private Willamette Valley wine day from Portland with pickup, 3 winery visits, and a picnic-style lunch. Tasting fees extra.
“Wayne picked us up at our accommodations and took us to 3 wineries over around 7 hours and provided a great lunch too. Wayne, himself, was a very interesting and entertaining guy.”
A private 6-hour Portland to Kennebunkport day: coastal promenade views, Portland Observatory, Portland Head Light, Bug Light, and Dock Square.
“Pam was so pleasant and a great wealth of knowledge when it came to the history and culture of Portland and the towns we visited. We had beautiful weather, and Pam recommended a great lunch spot in Kennybunkport for lobster rolls and clam chowder. Although private tours can be pricy, we felt this one was…”
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.
“Very nice day seeing the calendar islands with Captain Kevin. Tailored the tour based on our interests, very accommodating. Clean ship with comfortable seating and the extras, such as blankets, hats etc. were available. I would do this trip again!”
Private sedan or SUV transfer from Portland hotels to PDX, door-to-door, 24/7, pay ahead with voucher and luggage help.
“Driver was a very pretty lady. Phoned a day before our arrival so we already established pick up location, so sweet that I received a text message as soon as our aircraft touched down to welcome us to Portland . Did not have too wait long for our ride was already waiting. Excellent service.”
Private Mid Coast day from Portland with L.L.Bean, Brunswick bridge, Coastal Maine Botanical Gardens, Boothbay Harbor, and Fort Edgecomb.
“Stephanie was amazing! She picked us up from the hotel, had snacks available (which she made sure were within dietary restrictions), drove us to a lot of really cool places and made sure to take pictures for us and tell the significance of each location, let us pick the restaurant to accommodate my dietary restriction,…”
Private jetboat tour for up to six on the Willamette River from Newberg, with Captain Scott, snacks, and history stop.
“Captain Scott is terrific!! First, we booked this tour, because it seemed like a fun event we could do with the entire family 12yrs to 65yrs! And, Yes it was! Captain Scott’s directions and communication of the meet up point were on point. He was so easy to locate. He gave us the overview and…”
Private Willamette Valley wine tour from Portland with pickup, a 4x4 Mercedes Sprinter, and tasting fees included for a flexible day.
“We booked a private tour for a group of 7 friends (all active adults in mid 50s/early 60s). We booked them for three days. Willamette Valley wine tour with three wineries day 1; Oregon coast with Tillamook dairy tour day 2 + Columbia gorge waterfalls and salmon hatchery day 3. All tours were excellent, well…”
Private 5-hour Columbia River Gorge waterfalls tour from Portland with pickup, live guide commentary, and a Mercedes ride to Multnomah Falls.
“Our tour guide , Shaun Hughes was amazing!!! He was very knowledgeable and provided a lot of history. The falls were breathtaking!”
Private 2-hour lobster boat cruise in Portland for fall foliage, lighthouses, forts, and local beer or wine included.
“Had a great time. Our guide was very inspiring! The boat was fine and the scenery was beautiful! Just wished the weather would have been better.”
Private Columbia Gorge tour from Portland with Multnomah Falls, Vista House, easy hikes, Bridge of the Gods, and Brigham Fish Market.
“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”
Chauffeured private Willamette Valley tour from Portland with 3–4 tastings, expert guidance, water, and arranged lunch for groups.
“The 3 wineries we visited were all great for different reasons. First one was Lange which had incredible views and wine, second visit was Furioso and the views and interior architecture were unmatched, as well as the wood fired pizza but the wine here was not good at all considering a flight was $80 a…”
Private White Mountains day trip mixing covered bridges, apple-country stops, and Kancamagus Highway scenery with AJ as your guide.
“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.”
Every corner of the region, and every way to see it.
