Master the art of sailing with private lessons in San Diego’s beautiful harbor. Led by certified captains, this three-hour experience is tailored for all levels to learn sailing skills with expert guidance.
More ways to explore the area's outdoor wonders
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Difficulty
moderate
Duration
3 hours
Fitness Level
Suitable for most fitness levels; requires basic balance and agility to move safely on deck.
Wildlife
History
San Diego's maritime history dates back to early Spanish exploration and has long been a strategic naval hub along the Pacific Coast.
Conservation
Sail San Diego promotes eco-friendly practices by encouraging minimal disturbance to marine wildlife and advocating for clean sailing techniques.
Sail San Diego
Master the art of sailing with private lessons in San Diego’s beautiful harbor. Led by certified captains, this three-hour experience is tailored for all levels to learn sailing skills with expert guidance.
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.
Wear Non-Slip Shoes
Choose shoes with good grip to stay safe and comfortable while moving on a wet deck.
Bring Sunscreen and Hat
Protect your skin from strong California sun exposure on the open water.
Stay Hydrated
Keep a water bottle handy during your lesson to stay refreshed and focused.
Listen Closely to Instructions
Pay attention to your captain’s guidance to safely learn and enjoy the experience.
Non-slip Deck Shoes
Provides grip and stability on wet surfaces during sailing.
Light Jacket or Windbreaker
Keeps you warm against cool breezes, especially in the morning.
spring
Wide-brimmed Hat
Offers sun protection during bright daytime hours on the water.
summer
Water Bottle
Stay hydrated throughout the lesson in the sun and wind.