Set sail on San Diego Bay with a private 3-hour day or sunset cruise that blends serene waters, iconic views, and personalized service. Celebrate special moments with drinks, snacks, and the city skyline as your backdrop.
More ways to explore the area's outdoor wonders
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Difficulty
easy
Duration
3 hours
Fitness Level
Suitable for all fitness levels; no sailing experience required.
Wildlife
History
San Diego Bay has served as a vital naval and commercial harbor since the early 19th century, shaping the city’s maritime heritage.
Conservation
Operators follow strict regulations to protect marine habitats and encourage responsible boating practices to minimize environmental impact.
Sail San Diego
Set sail on San Diego Bay with a private 3-hour day or sunset cruise that blends serene waters, iconic views, and personalized service. Celebrate special moments with drinks, snacks, and the city skyline as your backdrop.
Sail San Diego operates a fleet of premium sailboat charters in San Diego Bay and the Pacific Ocean. They offer private and ticketed sails tailored to small groups, bachelorette and bachelor parties, wildlife watching, and full-day charters. Trips include private morning, midday, sunset and all-day sails, ticketed morning, midday and sunset cruises, themed bachelor and bachelorette sails, an Easter Sunday special, and a dedicated whale-watching sail for migrating Grey Whales. Charters accommodate up to twelve guests on private sails and smaller ticketed departures for groups of six or fewer. Options include bareboat charters for experienced sailors or a licensed captain for guests who prefer to relax. Complimentary drinks and snacks are provided on every trip. Safety is prioritized with well maintained vessels, experienced captains, and local knowledge of weather and marine conditions. Sail San Diego emphasizes personalized itineraries, respectful wildlife viewing practices, and clear booking policies, including transparent pricing and duration details. Reviews highlight friendly crews, clean boats, and memorable coastal views. Reservations are available for single tickets or private charters and include flexible time slots for morning, midday, sunset and all-day adventures. Sail San Diego is licensed to operate in San Diego waters and follows local regulations and marine guidelines. Whether guests seek a short family outing, a romantic sunset, a lively celebration, or a focused wildlife experience, Sail San Diego delivers professional service, comfortable boats, and reliable scheduling for memorable time on the water.
Experienced crews provide local commentary, navigation, and attentive service throughout each sailing experience daily.
Max Guests
Up to 12
Private sails seat up to 12 guests
Trips Offered
10 Trips
Morning, midday, sunset, all-day, specials
Duration
2–6 hours
Morning two hour to six hour options
Included
Drinks & Snacks
Complimentary on every trip
Book a private charter or join a ticketed cruise for morning, midday, sunset, or whale watching adventures.
Book Your Preferred Time Early
Sunset sails fill up quickly—reserve your spot in advance to catch the perfect evening light.
Bring Layers
Even in summer, the bay breeze can get chilly after sunset—pack a light jacket.
Consider Your Captain Options
You can bring your own captain for a personalized sailing experience or use the provided crew.
Arrive Early for Check-In
Plan to arrive 15 minutes before departure to manage boarding smoothly and enjoy pre-sail views.
Windbreaker Jacket
Protect against the cool bay breeze especially during evening sails.
summer
Sunscreen
Shield your skin from strong sun exposure while on open water.
summer
Motion Sickness Bands or Medication
Helpful if you’re prone to seasickness on the water.
Sunglasses
Reduce glare off the water and protect your eyes.
summer