Recently I took a kayak out to see a concert at Humphrey's Concerts by the Bay, an outdoor venue on the San Diego Bay offering concerts from May to October.
I had a fantastic time and I hope to get out there again this summer.
If you have a kayak and want to see one of the concerts, you can launch from Bessemer St. in Point Loma. It takes about 15 min. to get to a location where you can see the concert. The view of the stage is obstructed, but the sound quality is great and it's a fun atmosphere. Bring your own food and drinks.
If you don't own your own kayak, it can be tough getting a rental in the evening. If you're associated with the University of San Diego, you can get a good price for a rental and you can rent for a day or weekend.
For a concert listing, check out: www.humphreysconcerts.com