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Browse Boat Rentals in Portland, OR.

Page 1 of 110 listings

26' Sunchaser Rear Lounger Pontoon Boat in Portland with Captain
Powerboats in Portland · 12 guests

26' Sunchaser Rear Lounger Pontoon Boat in Portland with Captain

5.0
Best of 2025
$199/hour
Sailing on the Columbia River aboard 27' Cape Dory Sailing Vessel
Sailing in Portland · 4 guests

Sailing on the Columbia River aboard 27' Cape Dory Sailing Vessel

4.9
$100/hour
Instant Book
Open 29' daysailor for up to 12 friends in Portland, Oregon
Sailing in Portland · 12 guests

Open 29' daysailor for up to 12 friends in Portland, Oregon

5.0
Best of 2025
$129+/hour
Catalina 30 sailboat  in Portland, Oregon
Sailing in Portland · 12 guests

Catalina 30 sailboat in Portland, Oregon

5.0
Best of 2025
$199/hour
Come Cruise with Us.  Nothing beats a Cruise on the Water on a HOT Summer day
Events in Portland · 5 guests

Come Cruise with Us. Nothing beats a Cruise on the Water on a HOT Summer day

5.0
$225+/hour
Classic Fantail Launch with room for 47 friends, family and corporate events!
Events in Portland · 47 guests

Classic Fantail Launch with room for 47 friends, family and corporate events!

5.0
Best of 2025
$799+/hour
Celebrate Boldly. Sail Beyond Ordinary on our 86 foot Schooner
Events in Portland · 49 guests

Celebrate Boldly. Sail Beyond Ordinary on our 86 foot Schooner

New
Best of 2025
$999/hour
E-Foil Lesson/Tour in Portland Oregon!
Adventures in West Linn · 2 guests

E-Foil Lesson/Tour in Portland Oregon!

5.0
$250/hour
City lights and bridge tour aboard Classic Fantail Launch in Portland, Oregon
Tours in Portland · 47 guests

City lights and bridge tour aboard Classic Fantail Launch in Portland, Oregon

New
Best of 2025
$999/hour
Surf the Columbia river
Powerboats in Portland · 12 guests

Surf the Columbia river

New
$250/hour

Portland Reviews

  1. Valerie

    Valerie

    26' Sunchaser Rear Lounger Pontoon Boat in Portland with Captain

    Had an amazing cruise with captain Chris on the Willamette River. We saw the falls, learned about the history of Portland, and had a relaxing afternoon on the water. Highly recommend if you’re visiting on a nice day. We were a bachelorette group of 7 and had plenty of space on the boat.

  2. nd

    nicole

    26' Sunchaser Rear Lounger Pontoon Boat in Portland with Captain

    Captain Shane is fantastic! I booked hoping for an escape on the water from the record temps in Portland this week... maybe find a swim spot, cool off, eat snacks celebrate and enjoy the sun. The weather however had a different plan, clouds rolled in and temperatures dropped. Captain Shane really saved the day. He is fun, knowledgeable, silly and completely dedicated to making sure you have a great time. Thank you!

  3. MP

    Mindy

    Sailing on the Columbia River aboard 27' Cape Dory Sailing Vessel

    I highly recommend sailing with Sean! He is not only a professional captain with years of experience but he has a great personality to make your sailing trip enjoyable. He made sure everyone onboard was safe and having a great time throughout our trip. I will definitely book his boat in the future.

  4. Ana

    Ana

    Catalina 30 sailboat in Portland, Oregon

    Captain Shane warmly welcomed us into his boat. He was really accommodating throughout the course of sailing. I love the conversations and trivia he tells us about the views. The boat was superb and amazing! I love it with or without the mainsail. Overall, our experience was really great! We will definitely want to do this again with him as our Captain.

  5. AK

    Alexey

    Come Cruise with Us. Nothing beats a Cruise on the Water on a HOT Summer day

    Everything was really great! Fred is so communicative and ready to help! Really solved some of our problems bcs we were late and help us with food, changing the route and other things. We feel so comfortable! And of course the trip was fantastic! So we truly recommend to choose that boat and that captain❤️❤️❤️And we want to repeat))

  6. Yaniv

    Yaniv

    Come Cruise with Us. Nothing beats a Cruise on the Water on a HOT Summer day

    his was my first time ever using this application, and I believe I got so lucky with the greatest captain and the best time we have ever had, I have a yacht back in Miami but our captain Fred made it feel so amazing. Do not book anyone else only book this boat and Captain Fred!!!