This was my first trip to San Diego and first time sailing. Hands down this was the best part of the trip! The views and boat were beautiful to see, the drinks/snacks were delicious, and a baby whale even paid us a visit too. Read more…
Private Charter in San Diego
Family Friendly Experiences
Exclusivity
Personalized Cruises
Sail San Diego Bay—Reserve Your Private Yacht Charter Today
Ready to escape the crowds and create lasting memories with family and friends? Reserve your own classic yacht for an intimate, unforgettable journey along San Diego’s sparkling harbor. With 35-year U.S. Coast Guard Licensed Captain Philip at the helm, every cruise is personalized to your occasion—birthdays, anniversaries, reunions, or just a special day out. Enjoy a relaxed, welcoming atmosphere and stunning waterfront views you won’t find anywhere else.
Spots fill fast—book your preferred date today and experience the best of San Diego from the water.
Why Choose Sail Liberty?
Step aboard a vintage yacht and experience the golden age of sailing
Select afternoon or sunset sails—ideal for any celebration or getaway
Unwind as we cruise calm bay waters, taking in iconic San Diego sights
Make yourself at home—our crew crafts every detail to your wishes
Enjoy complimentary soft drinks, snacks, wine, and beer
Let us mold this into the experience you want it to be
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Trip Details
Trip Details
Price
$810
Departure time
Varies – please inquire
Meeting point
Safe Harbor Sunroad Resort Marina, 955 Harbor Island Drive Docks A-D
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Season
All year round
Days
Thursday through to Monday
Duration
Varies – let us know your desires
Group size
Minimum 2, maximum 6
Included
- Soft drinks
- Water
- Packaged snacks
- White wine
- Beer
Not included
Gratuity
What to bring
- Light jacket
- Soft-soled shoes
- Hat/cap
- Sunglasses
- Don’t forget your sunscreen!
About your guide
U.S. Coast Guard Licensed Captain with 45 years’ experience sailing San Diego Bay.
Customize Your Experience
Liberty is perfect for sunset cruises, afternoon tours, open-water sailing, ladies’ nights, team building, staff appreciation, memorial services, and more. Have a special idea? We love accommodating unique requests—just ask!
Overview
Onboard Liberty, we offer a variety of events and activities to suit your needs, including:
- Sunset Cruise
- Afternoon Tour
- Open-water sailing tour (hours and price may vary)
- Ladies night
- Staff appreciation night
- Team building
- Memorial services
We are always open to accommodating your unique requests and ideas. Don’t hesitate to contact us today to discuss additional options or to customize your own sailing experience aboard Liberty.
Recent Guest Experiences
Captain Phil was awesome. Smooth sailing, with great conversation. Plenty of great snacks and complimentary beverages. Thank you for the laughs and a great experience! Highly recommend.
Phenomenal – Captain Phil is a master captain who provides a beautiful, safe, memorable, sailing experience in a unique, exquisitely maintained vintage sloop.
Great Experience! The captain was great. Beautiful views, smooth ride and an overall wonderful experience. We didn’t have one complaint.
Amazing tour! We had a blast and couldn’t have asked for a better captain! Phil loves what he does and it shows! We learned so much about the area as well! Absolutely beautiful 🙂
