Discover the thrill of exploring California's stunning coastline on a private all-day sailing trip. Perfect for personalized adventures, this experience offers scenic views, wildlife encounters, and luxurious comfort—all on the open water of San Diego Bay.
More ways to explore the area's outdoor wonders
Hang tight — photos are loading
This usually takes just a second.
Difficulty
easy
Duration
6–8 hours
Fitness Level
No specific fitness level required; basic comfort moving on a boat recommended
Wildlife
History
San Diego has a rich maritime history dating back to the Spanish mission era, with strong naval traditions influencing its coastal culture.
Conservation
Sail San Diego emphasizes eco-friendly practices, including waste reduction and habitat preservation efforts to protect local marine life.
Sail San Diego
Discover the thrill of exploring California's stunning coastline on a private all-day sailing trip. Perfect for personalized adventures, this experience offers scenic views, wildlife encounters, and luxurious comfort—all on the open water of San Diego Bay.
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.
Dress in layers
Weather on the water can change quickly; bring layered clothing to stay comfortable throughout your sailing day.
Bring sun protection
Use sunscreen, sunglasses, and a hat to protect yourself from strong sun exposure during the day.
Stay hydrated
Carry plenty of water to stay refreshed while enjoying the sunny ocean breeze.
Inform crew of any medical needs
Let the crew know about allergies or medical conditions beforehand for a safe experience.
Sunscreen
Protect your skin from strong UV rays while out on the water.
summer
Hat and sunglasses
Shield your eyes and face from direct sunlight for comfort and safety.
summer
Light jacket or windbreaker
Layer up against cooler breezes during different seasons.
spring|fall|winter
Waterproof camera or phone case
Capture stunning moments without worry of water damage.