Small-group catamaran adventures in San Diego Bay with experienced crews and flexible private charters.
Sunset sails, Barefoot Sailing, and private charters aboard Tigress or Wind Drum.
boat-charters · San Diego
Cap off your day with a 2.5-hour sunset sailing in San Diego’s harbor, enjoying wine, scenic views, and playful sea lions. Perfect for relaxing and taking in the city’s coastal beauty from the water.
Fun Cat Sailing Catamaran Adventures is a San Diego-based sailing company offering small-group and private catamaran trips in San Diego Bay and the harbor. With over 30 years of combined sailing experience, Fun Cat specializes in relaxed, scenic cruises that showcase the city skyline, coastal views, and local marine life such as dolphins and sea lions. Guests can choose from public sails like the Wind and Wine Sunset Sail and the Barefoot Sailing Adventure, or reserve Special Occasion Private Charters aboard either the Tigress or the Wind Drum.
Public trips typically run 2.5 to 3 hours and include complimentary beverages, a friendly crew, and options for guests to participate in sailing or simply relax. The Wind and Wine Sunset Sail focuses on sunset views with wine and beer available, while the Barefoot Sailing Adventure emphasizes casual, small-group enjoyment with wildlife viewing opportunities. Private charters provide a customizable experience for birthdays, anniversaries, and other celebrations; guests may bring their own food and drinks and select the vessel that best fits their event.
Safety and local knowledge are emphasized on every voyage. Crews are experienced with San Diego Bay conditions and maintain small guest counts to ensure personalized attention. Reservations can be made for scheduled public sails or for private charter dates. Fun Cat Sailing Catamaran Adventures is a locally rooted operator providing approachable, wildlife-friendly sailing experiences in San Diego.
Booking information, availability, and vessel details are provided on the operator's official website and through authorized ticketing channels. Guests are encouraged to book well in advance.
“Every outing is organized with local river knowledge, basic safety instruction, and equipment checks before departure.”
Decades of sailing expertise
Departures from San Diego Bay
Classic half-day sailing excursions
Tigress and Wind Drum options
Open the individual experience guide to confirm current availability, pricing, policies, conditions, and inclusions before booking.
The operator provides clear meeting points, departure times, and destination coordinates for all outings.
Personal flotation devices, emergency protocols, equipment checks, and paddling orientations are provided before departure.
Recommended layering, water shoes, sunscreen, and dry bags are detailed in each experience guide.
Guides share rich knowledge of regional flora, fauna, scenic landmarks, and river navigation.
A glimpse into the experiences, natural landscapes, and adventures waiting on your next trip.
Images supplied on the current Fun Cat Sailing Catamaran Adventures listing.
Fun Cat Sailing Catamaran Adventures offers a variety of guided outdoor excursions, scenic routes, rentals, and custom itineraries tailored for families, couples, and adventure enthusiasts.
Yes. Most trips feature comprehensive safety orientations, equipment fittings, and calm routes suited for first-time adventurers. Check the details on individual experience guides for specific age and skill requirements.
Standard safety equipment (such as certified life vests and essential gear) is supplied for each booking. Detailed checklists regarding weather-appropriate attire and personal items are provided prior to departure.
Secure seats for public sails or book a private charter for special occasions—space is limited.
boat-charters · San Diego
Cruise San Diego Bay barefoot on a 2.5-3 hour catamaran sail with Fun Cat Sailing. Spot dolphins, sea lions, and enjoy drinks onboard in a relaxed, small group setting.
boat-charters · San Diego
Celebrate your special occasion aboard a private sailing adventure in San Diego Bay. Experience stunning city views, marine wildlife, and personalized service for an unforgettable experience.
Click into any experience card above to view current dates, live availability, transparent pricing, cancellation policies, and booking details.