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All listings in Oregon

Incredible sailboat rentals in Oregon, United States.

Page 1 of 13 listings

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
$99-$199hour
Catalina 30 sailboat  in Portland, Oregon
Sailing in Portland · 12 guests

Catalina 30 sailboat in Portland, Oregon

5.0
$199hour
Sailing the Columbia in Longview!
Sailing in Washington · 6 guests

Sailing the Columbia in Longview!

New
$250hour

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Sailing Reviews in Oregon

  1. 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.

  2. AM

    Allison

    Catalina 30 sailboat in Portland, Oregon

    Wonderful experience. Great boat and experience and knowledgeable Cpt. Shane. Thank you and looking forward to another glorious day on the river.

  3. AP

    Alecia

    Catalina 30 sailboat in Portland, Oregon

    Captain Shane was great! He was personable and shared many interesting factors along the way. We will definitely be back to do a 3 hour sail!

  4. DT

    Daniel

    Catalina 30 sailboat in Portland, Oregon

    Captain Shane is great to communicate with. Boat is in good shape and very easy to operate. Looking forward to chartering again!

  5. GO

    Gunther

    Catalina 30 sailboat in Portland, Oregon

    Capt Shane made sure we had a great time and shared lots of great stories about Oregon and Portland.

  6. AS

    Aida

    Catalina 30 sailboat in Portland, Oregon

    Great boat trip experience with captain Shane! Super friendly and helpful.