Savor a San Diego Bay sunset with drinks on an intimate six-passenger sail aboard a classic yacht
2.5 Hours
Up to 6 people
Craft beer, wine, snacks
Sail San Diego Bay at sunset aboard a classic 1904-style gaff-rigged sloop. Sip craft beer or wine with light snacks as the skyline glows.
Children are welcome; no pets. Liability waiver required for all passengers. You may bring snacks and beverages, but no red wine.
Cancel up to 24 hours before departure at no charge. Cancellations within 24 hours or no-shows are charged in full. Weather-related cancellations are at the captain's discretion; if your cruise is canceled due to weather and cannot be rescheduled to your satisfaction, you will not be charged.
Our Harbor Island location at Sunroad Resort Marina is within a 5-minute walk to three waterside restaurants; C-Level (bistro), Island Prime (steaks and seafood), and Coasterra (modern Mexican). Tom Ham's Lighthouse seafood restaurant is at the other end of Harbor Island (1 mile, 20 mins on foot). The Boathouse Restaurant (surf n' turf) at Harbor Island West Marina is a bit closer with marina-side views.
You may cancel your reservation up to 24 hours prior to departure at no charge. If you cancel within the last 24 hours or fail to show up at boarding, you will be responsible for the full amount. Weather-related cancellations will be determined by the captain. If your cruise is canceled due to weather and we cannot reschedule to your satisfaction, you will not be charged.
Yes, you may bring snacks and/or beverages, though red wine is not allowed as it can stain the vessel.
955 Harbor Island Drive San Diego, CA 92101 US
Captain Phil is the real draw here, and it shows in nearly every review. Guests consistently rave about his warmth, humor, and deep knowledge of San Diego Bay, its naval history, and the boat itself. The vessel is a beautifully restored replica of a 1905 sloop, and Phil did much of the restoration work himself, which adds a genuinely interesting layer to the experience. The sunset cruise format lends itself to small, intimate groups, which most guests seem to appreciate. Snacks and complimentary drinks are included, and Phil has even been known to store luggage for guests catching flights. Wildlife sightings like dolphins and sea lions come up more than once, which is a nice bonus. Across the board, reviews reflect a relaxed, personal atmosphere that feels a world away from the typical tourist boat tour.
An absolutely amazing evening!!!! Captain Phil with his knowledge and skill made the experience of a sunset cruise magical! The boat he has restored is top notch and beautifully done. If you are looking for an intimate experience to see the sunset please book!
Missy Hein
April 20, 2026
An absolutely amazing evening!!!! Captain Phil with his knowledge and skill made the experience of a sunset cruise magical! The boat he has restored is top notch and beautifully done. If you are looking for an intimate experience to see the sunset please book!
Missy Hein
April 20, 2026