Take in the sights, sounds and stories of the bay on a relaxing sailing cruise with a unique perspective on San Diego that you can only get from the water.  Our San Diego Bay Sailing Adventures provide up-close access to scenic waterfront architecture, military crafts, historical landmarks, natural sea life and spectacular photo opportunities.

We also offer offshore sailing adventures, seasonal whale watching as well as sailing lessons, birthday events, engagement charters, and more!  Call or fill out the form for more information and rates.  


​We are conveniently located at Sunroad Resort Marina on San Diego's Harbor Island, 955 Harbor Island Drive, San Diego, CA 92101.   Parking is $10 per car in the marina parking lot.  We will meet at the top of the ramp at Gate 1, docks "A-D" which is located at the North-West corner of the marina parking lot.  See the map below for more detail. 

For availability, rates and reservations call 858-952-9390 or fill out the form on the left.

3 1/2 Hour Whale Watching Charters available now until March 1st!

Whale sightings are guaranteed or you sail again until you see one!

Sailing Charters in San Diego Bay for up to 6 Guests 

Welcome to Cast Off Sailing!