Portland Travel Guides (Updated September 2026)

Very informative and interesting history about Portland’s ghosts. Victoria was very knowledgeable and animated, really kept our attention. Definitely recommend!

A lovely excursion on the Willamette River Beautiful views of the river and shorelines showcasing historic businesses and collimating at the waterfall. Our boat pilot and narrator did a wonderful job

A great 1/2 day trip - James was amazing, super friendly and knowledgeable! Went solo and I really enjoyed being with the group!

Best tree stump and other cool stuff tour! The tour guide Jim was very enthusiastic, knowledgeable, and friendly. He hooked us up with excellent recommendations and great views. Definitely recommend this tour when visiting Portland.

So perfect! Carrie was a great and informative guide even helping teach us about plants (eat some sorrel and lemon balm!). Hikes were just right - challenging enough but not too much.

I had a great time exploring the Willamette River on this cruise. The crew was very friendly and the food was really good. As a first timer in Portland, I would highly recommend this cruise.

This was a lifetime experience, thanks to Nicole! She was so educational, funny and easy going. She took us to places we probably wouldn't of seen on our own. We definitely will come back and request her again! Thank you guys anyone whose new to the state recommended 100%

Its a great tour with interesting facts about the local ghosts and history, Brendan was verv informative, a great story teller and also dealt with the 'night people' very calmly and efficiently! The tour is not rushed. and Brendan had time for everyone on his tour and loves to hear persona experiences.

Our guide Oscar was a great guide. He was attentive, knowledgeable and a great driver. He gave us ample time to enjoy each site we visited but kept us on schedule. We loved each place on the itinerary and saw multiple whales on the whale watching portion of the tour. The drive on Hwy 101 was amazing.

Great trip! The tour met our expectations plus wonderful tour guide.

Captain Nate was wonderful! Very knowledgeable gave history of the river and Portland. He pointed out wildlife and points of interest. We enjoyed our time with him very much! A great tour!

Look no further for the best street car/walking tour of Portland. Kelly and Nancy were phenomenal tour guides. I will be back and will bring friends and family. Portland is a beautiful, interesting, historic city and viewing it in this way with these guides was spectacular!

We had a great, relaxing time. The chairs along the rooftop to sit and watch the scenery go by was a nice touch!

This tour is so much fun (whether you believe in ghosts or not!). Skippy our tour guide was brilliant and very immersed in the story of Nina! We didn’t stay for pizza, but it t smelt amazing!

This river lunch tour was a beautiful relaxing tour of the city and bridges from the perspective on the river. The sights were spectacular. The food was amazing. The printed tour guide was interesting. Some of us parked in nearby parking ramp. Others took the Maxline and were dropped off just a few blocks from the dock. The booking and communication from Cool Destinations made the whole experience seamless. Can’t wait to do it again with other family and friends!

This is the second time I've used the trolley, it's so much easier than trying to fight traffic and our deal with permits