We use cookies to improve your browsing experience.

And dolphins make us happy. Find out more about our cookies policy here.

All listings in Anacortes

Great sailboat rentals near Anacortes, Washington.

Page 1 of 14 listings

Sailing Trips out of La Conner, Washington
Sailing in Anacortes · 8 guests

Sailing Trips out of La Conner, Washington

5.0
$500day
Sailing Lesson on a 19' Pearson Resolute Sloop in Olga, Washington
Tours in Anacortes · 6 guests

Sailing Lesson on a 19' Pearson Resolute Sloop in Olga, Washington

5.0
$166-$200hour
Catalina 27 Sailboat Rental in Olga, Washington
Sailing in Anacortes · 6 guests

Catalina 27 Sailboat Rental in Olga, Washington

5.0
$90-$125hour
Santana 22 for up to 4 people in Olga Washington
Sailing in Anacortes · 4 guests

Santana 22 for up to 4 people in Olga Washington

New
$100-$150hour

Sailing Reviews in Anacortes

  1. Jess

    Jess

    Sailing Trips out of La Conner, Washington

    The location, sailboat, incredible captain made this trip phenomenal. We made up our own itinerary based on what we needed and the captain ensued that was part of the itinerary. Prior to the trip, the captain promptly answered all our questions, and while sailing was easy going and extremely knowledgeable. Our group had never sailed, however TK (the captain) provided clear guidance and direction completely erasing this concern. We had an incredible time out on the water, sailing for the very first time. Would very much do it again, and know I will rate everyone in the further against the captain (TK). He had great communication, conversation was incredible, and better yet he made you feel comfortable on the boat.

  2. Sherne-marie

    Sherne-marie

    Sailing Trips out of La Conner, Washington

    Terje was an excellent host whose main focus was ensuring the trip was both memorable and magical. i learned so much from this experience and from the captain. we went to the most beautiful spots that made me question if i was in Washington or Tahiti.

  3. SL

    Sarah

    Sailing Trips out of La Conner, Washington

    We has a perfect day on the water to celebrate my mom's life with close family. Captain was so accomodating and made sure we got our full time in even though we had to delay our departure due to one party arriving late. Terje was flexible and respectful of our wishes and made the trip so easy. We thoroughly enjoyed every minute and highly recommend chatering with Terje. Will definitely sail with him again!

  4. Rachel

    Rachel

    Sailing Lesson on a 19' Pearson Resolute Sloop in Olga, Washington

    What a fun day sailing around the orcas . Nat was an amazing sailing instructor and we loved learning about sailing and checking out the islands by water . Would highly recommend doing this - highlight of the trip .

  5. AN

    Amanda

    Sailing Trips out of La Conner, Washington

    We had a great trip with Terje! It was a fun, authentic, sailing experience, where we got involved in helping with the sails and everything! He was very flexible and communicative leading up to our trip.

  6. MS

    Michelle

    Catalina 27 Sailboat Rental in Olga, Washington

    Lots to learn of you're new at sailing. Great teacher. Guess over it until you get it. Did a wonderful job explaining everything. The who what when where and why's. Also gave us a great dinner ideas.