Discover the beauty of San Diego's coastline on a private guided sailing tour. Perfect for those seeking luxury, personalized service, and stunning ocean views, this adventure offers a unique way to experience Southern California's maritime charm.
More ways to explore the area's outdoor wonders
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Difficulty
easy
Duration
2–4 hours
Fitness Level
Suitable for most fitness levels; minimal physical effort required
Wildlife
History
San Diego has a rich maritime history rooted in its naval base and shipbuilding industry dating back over a century.
Conservation
San Diego Sailing Tours emphasizes eco-friendly practices, including waste reduction and respectful wildlife observation to protect local marine ecosystems.
San Diego Sailing Tours
Discover the beauty of San Diego's coastline on a private guided sailing tour. Perfect for those seeking luxury, personalized service, and stunning ocean views, this adventure offers a unique way to experience Southern California's maritime charm.
San Diego Sailing Tours operates guided and private sailing experiences on San Diego Bay, based in San Diego, California. The company offers a wide range of trips including two-hour Signature and Sunset Tours, Moonlight and Private Moonlight sails, multi-hour private charters, a wildlife tour with deli-style lunch, and a large bareboat four-hour charter for groups up to 12 passengers.
Many experiences include complimentary beverages and unlimited snacks, with select trips offering a first round of beer, chilled white wine, or champagne. Private options provide a dedicated captain to handle navigation and guest needs while allowing guests to customize their route and pace. The fleet includes classic sailing yachts suitable for intimate outings as well as larger bareboat charters for bigger groups.
San Diego Sailing Tours emphasizes memorable on-water experiences: scenic views of Point Loma, the downtown skyline, and coastal wildlife are central to the itineraries. Trip durations range from two to four hours, with flexible private bookings available for special occasions, romantic getaways, family outings, and group celebrations.
Information about specific inclusions—such as deli lunch on the Wildlife Tour, beverage options, and passenger limits for the large bareboat—appears in individual trip descriptions. Bookings depart from San Diego Bay and are designed for comfort across seasons, with guidance to dress appropriately for summer warmth or cooler evenings.
Tours Offered
11 experiences
Range of tours and private charters
Location
San Diego Bay
Departures in San Diego, California
Trip Durations
2–4 hours
Short sails to multi-hour tours
Group Capacity
Up to 12
Large bareboat charter accommodates 12
Reserve a private charter, sunset cruise, or wildlife tour to enjoy unforgettable coastal views — easy online booking and flexible private options.
Dress in layers
Mild mornings can turn cooler in the afternoon, so bring layered clothing to stay comfortable throughout the trip.
Bring sun protection
Wear sunscreen, hats, and sunglasses to shield yourself from the sun while on the water.
Opt for early bookings
Reserve your private tour well in advance to secure preferred dates and customized options.
Stay hydrated
Bring water bottles to stay refreshed during your sailing adventure.
Sunscreen
Protect your skin from UV rays during sunny sailing trips.
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Hat and sunglasses
Keep your face shaded and eyes protected from glare on the water.
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Light jacket or sweater
Bring an extra layer for cooler weather or breezy conditions onboard.
spring|fall|winter
Comfortable shoes and clothing
Wear non-slip footwear and casual attire suitable for outdoor activity on a boat.