Explore Santa Barbara by Sea, Trail, and Vine
Private and group tours: stand up paddle, wine tastings, brewery crawls, horseback rides, and custom Sideways experiences.
Featured Tours & Experiences
Curated adventures across Santa Barbara Harbor, the Santa Ynez Valley, and coastal canyons.
About Captain Jack's Santa Barbara Tours
Captain Jack's Santa Barbara Tours operates guided outdoor and tasting experiences based in Santa Barbara, California. The company offers a diverse menu of private and shared tours, including stand up paddle boarding in Santa Barbara Harbor, multiple wine tasting options in the city and the Santa Ynez Valley, brewery tours, and coastal canyon horseback rides. Several experiences provide door-to-door or round-trip transportation, and private options are available for groups seeking customized itineraries. Guides and staff include experienced drivers, knowledgeable tour guides, and professional wranglers who lead horseback rides and document memorable moments. Tours vary in length from 1.5-hour paddle and horseback outings to multi-hour wine and film-themed excursions such as the Sideways-inspired tour. Tastings typically visit three wineries or tasting rooms, with some wine tours also including an olive oil farm and picnic elements for private bookings. Brewery tours feature visits to three local breweries with curated samplings and guided transportation. The platform emphasizes safety, local expertise, and seamless logistics—participants can expect provided transportation on many tours and guided interpretation of regional highlights like Stearns’ Wharf, the Santa Barbara Sea Center, and Santa Ynez wine country.
Reservations accommodate varying group sizes, seasonal availability, and custom requests to create personalized Santa Barbara outings for celebrations, sightseeing, and memorable moments together.
Book a Santa Barbara Adventure Today
Reserve a stand up paddle, wine tasting, brewery crawl, or horseback ride — private and group options with transportation available.