See San Diego From the Water — Harbor Tours, Dinner Cruises & Whale Watching
Luxury yachts with open-air decks, live DJs, complimentary champagne on select sailings, and guaranteed whale sightings — book an iconic Flagship Cruises & Events experience.
Featured Cruises & Experiences
One-hour harbor tours, two-hour narrated bay trips, specialty spectator sailings, gourmet dinner cruises, and seasonal whale-watching adventures.
About Flagship Cruises & Events
Flagship Cruises & Events operates San Diego’s premier harbor and dinner cruises aboard modern, well-maintained yachts. The company offers a range of curated experiences — short one‑hour harbor tours, two‑hour narrated full-bay journeys, specialty spectator cruises for fireworks and holiday lights, seasonal whale-watching expeditions, and elegant dinner and brunch cruises. Each cruise features spacious outdoor seating on open-air decks, comfortable indoor lounges, live DJ entertainment on evening sailings, and select complimentary beverages such as a glass of champagne on dinner departures.
Flagship focuses on clear route highlights and local landmarks, showing guests sights like the USS Midway, Coronado Bay Bridge, Star of India, and Cabrillo Monument. Guides provide informative narration on full bay tours and whale-watching voyages include live commentary and a guarantee of sightings when scheduled. Special event sailings — including Father’s Day brunch, patriotic fireworks runs, and the downtown Holiday Boat Parade — deliver seasonal experiences suited for families, couples, and groups celebrating milestones.
Bookings are handled with transparent scheduling and specified boarding times to ensure prompt departures; several cruises run on regular weekend schedules including Saturday harbor dinners. Safety and guest comfort are priorities: modern yachts are staffed with trained crew, offer multiple seating options, and present clear descriptions of duration and inclusions to set expectations. For travelers seeking a scenic San Diego outing, Flagship Cruises & Events blends sightseeing, dining, and wildlife encounters into accessible, memorable harbor adventures. Reservations are available online and by phone, with group and private-charter options for corporate events and weddings, and seasonal packages too.
Reserve a San Diego Cruise — Seats Fill Fast
Select dinner and whale-watching cruises sell out quickly; book now to secure preferred dates, times, and seating.