The Best Sailboat Rentals Near Oregon

30ft Catlina Sailboat Charter in Alameda CA

Bradford was quite charming and very knowledgeable about California in general. We had a gun and informative trip with him

Captained Sail on San Francisco Bay on 51' Morgan Out Island Ketch

We had the best day sailing with Captain Ed and Joan - part of Captain Pam’s crew! They kept us safe and worry free. We celebrated on Glory Days with a surprise engagement party, could not have been better experience! Captain Ed helped us maintain the surprise in the dock.

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.

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.

50' Pirate Ship Adventure Aboard Queen Anne's Revenge in Seattle

Pirate bachelorette/bachelor party is not only doable but amazing with Peter. Everyone had a wonderful time and the crew were all so accommodating of all requests! Great communication and easy loading and unloading. Will pillage with them again anytime!

Captained Charter On 63ft Sailing Schooner from Seattle Washington

A large and well maintained vessel! While it's not a lightening fast sailing vessel, it felt stable and no one felt even a tiny bit "seasick". This was fantastic activity for our 3 generation family reunion (3 siblings, their children and even a few grandkids.) The 4 hour excursion on Lake Washington went by quickly. Highly recommended!!