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The Best Sailboat Rentals in Oregon
Browse, book, and get out onto the water with local captains and boat owners.
Suggested Searches
Types of Boats Popular in Oregon
Kayaks
Who says you need a motor to have fun on the water?
$15-$300
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$130-$1,000
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$90-$380
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$200-$250
Fishing Charters
Let a captain do the driving while you do the fishing
$85-$300
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$85-$300
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$100-$200
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$1,000
Top Sailboat Rental Locations Near Oregon
Recent Reviews in Oregon
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.
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.
EJ
Edward
Sailing on the Columbia River aboard 27' Cape Dory Sailing Vessel
We really enjoyed captain Sean. He clearly has tons of experience on the boat and is very hospitable. He was great with our 1 and 3 year old kid and made the boat ride a relaxing one. Would 10 out of 10 recommend.
AN
Alex
Sailing on the Columbia River aboard 27' Cape Dory Sailing Vessel
What a wonderful experience!!! Sean was so kind, warm and knowledgeable, and his boat is beautiful, adorable, and was just the perfect vessel for our sailing excursion. I highly recommend. Thank you, Sean!
RP
Rena
Sailing on the Columbia River aboard 27' Cape Dory Sailing Vessel
Captain Sean was awesome! The trip was fun and relaxing. Got to be involved as much as we wanted. Can’t wait to go again. Sean was very flexible with the weather and our schedules!!
Quinn
Sailing on the Columbia River aboard 27' Cape Dory Sailing Vessel
Listen, this was a last minute thing but ever so worth the value. Great time and Captain Sean was amazing!! Can’t wait to get out on the water again.
Top Sailboat Rental Locations in the United States
How To Book on Getmyboat
Browse
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Inquire & Book
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Enjoy
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!
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