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All listings in Portland

Great sailboat rentals near Portland, Oregon.

5.0(Average of 8 reviews in this area)
4 listings
Catalina 30 sailboat  in Portland, Oregon
Portland · 12 guests

Catalina 30 sailboat in Portland, Oregon

5.0
$199hour
Sail Corsair F24 Trimaran in Portland, Oregon!
Sailing in Portland · 4 guests

Sail Corsair F24 Trimaran in Portland, Oregon!

5.0
$50person
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

5.0
$100hour
Catalina 25 Sailboat Rental in Portland, Oregon
Sailing in Portland · 4 guests

Catalina 25 Sailboat Rental in Portland, Oregon

New
$100hour

Sailing Reviews in Portland

  1. 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!

  2. 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.

  3. RJ
    Ryan
    Sail Corsair F24 Trimaran in Portland, Oregon!

    Weather predictions were gnarly, but Captain Joe was really well prepared and got a really good crew together. I’m so glad because the weather turned out perfect, and we had the best time! Will make this a regular thing for sure, thank you Joe and Bruce!

  4. 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.

  5. 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!

  6. 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!