San Diego Bay’s only 1904-style Friendship sloop replica — a classic 41-foot sailing yacht built for smooth, true wind-powered sailing with up to six guests (maximum allowed by U.S. Coast Guard regulations).
The Liberty isn’t just a boat—she’s a piece of living maritime history and the heart of every San Diego Sailing Adventures experience. As the only 1904-style Friendship sloop replica sailing San Diego Bay, the Liberty combines timeless classic yacht elegance with modern comfort and safety. The total length of the vessel is 41 feet. The cockpit area where guests are seated features comfortable cushioned seating designed for relaxation while maintaining her classic teak aesthetic. The Liberty does not have a shaded bimini top, preserving the authentic open-air sailing experience exactly as traditional sailing was meant to be enjoyed.
With her distinctive gaff-rigged sails, mirror-finish teak woodwork, polished bronze fixtures, and graceful traditional lines, the Liberty turns heads in every harbor.
But her beauty is more than skin-deep — she is a boat with soul. From Massachusetts to the Rockies, her journey reflects her heritage as a genuine sailing vessel designed to move beautifully through the water under wind power alone.
A Classic Yacht’s Cross-Country Adventure
The Liberty was built as a classic Friendship sloop replica, inspired by the traditional design that originated in Friendship, Maine in the early 1900s. Originally rugged working boats for Maine fishermen, she spent over a decade exploring freshwater sailing in the Great Lakes region after years on the Atlantic coast.
Captain Phillip immediately recognized the Liberty’s potential—her good bones, classic lines, and the soul of a genuine sailing vessel. He had been searching for the perfect boat to bring an authentic sailing experience to San Diego Bay, and he found it in her.
In a truly unique story, the Liberty was hauled 2,000 miles across the Rocky Mountains to San Diego. This 41-foot classic yacht traveled by truck through mountain passes and desert highways, becoming one of the few sailing vessels to ever cross the Continental Divide.
After reaching her new home, an 18-month labor of love followed. Through extensive cosmetic and systems restoration, the Liberty was transformed into San Diego Bay’s most beautiful sailing yacht, ready for premium charter experiences.
Transforming a Good Boat into a Masterpiece
Friendship sloops originated in early 1900s Maine, designed by fishermen who needed boats that sailed well in all conditions, carried heavy loads, and could be handled by small crews.
For Sailing Enthusiasts & the Technically Curious
Comfort Meets Classic Elegance
We’ve equipped the Liberty to ensure your journey is as comfortable as it is authentic. From premium seating to private facilities, every detail is designed for your relaxation.
The wide beam creates a surprisingly spacious area.Six guests can sit comfortably on cushioned cockpit seating on teak seats with room to move without feeling crowded.
A full keel creates gentle motion. San Diego Bay's protected waters combined with the Liberty's design makes seasickness extremely rare.
The Liberty offers an authentic open-air sailing experience with unobstructed views and direct connection to the wind and sea. There is no shaded bimini top onboard, intentionally preserving the traditional and immersive nature of classic sailing.
The Liberty offers an authentic open-air sailing experience with unobstructed views and direct connection to the wind and sea. There is no shaded bimini top onboard, intentionally preserving the traditional and immersive nature of classic sailing.
We prioritize your safety above all else. The Liberty is equipped to USCG standards and maintained daily.
The Liberty's traditional rig and responsive helm make her ideal for teaching. Guests can take the helm, help raise sails, and learn traditional techniques—or simply relax and enjoy the views. Every sail is captained by a USCG-licensed captain with over 55 years of experience on the water, ensuring a true sailing experience rooted in seamanship and tradition.
San Diego Bay’s only 1904-style Friendship sloop replica yacht. Her classic lines and traditional gaff rig make her instantly recognizable and timeless.
This is not a party boat or a booze cruise. The Liberty sails under true wind power whenever conditions allow, offering real tacking, jibing, and the authentic feel of classic seamanship.
Restored in 2015 and personally maintained by Captain Phillip. Her brightwork and teak are revarnished seasonally to preserve her craftsmanship and beauty.
Maximum of six guests, as required by U.S. Coast Guard regulations, ensures a refined and personal sailing experience with space, comfort, and individual attention.
A boat with soul. From Maine to California, every detail reflects heritage design, traditional craftsmanship, and decades of sailing passion.
A stable full-keel platform, cushioned cockpit seating, private marine head, and a USCG-licensed captain with over 55 years of experience ensure comfort and confidence for guests of all ages.
Three Ways to Sail San Diego Bay’s Most Beautiful Vessel
Experience San Diego Bay at its most spectacular as the sun sets over Point Loma and the Pacific Ocean. Our sunset sail combines steady evening winds with breathtaking golden hour light, creating an unforgettable journey aboard the Liberty — a 41-foot 1904-style Friendship sloop replica. This is authentic wind-powered sailing — not a party boat. All sails are exactly 2.5 hours.
Perfect for:
Couples, anniversaries, proposals, romantic celebrations, photographers
What's Included:
Highlights:
Sail during San Diego Bay’s optimal wind conditions for the most engaging and active sailing experience. Afternoon breezes fill the Liberty’s traditional gaff-rigged sails beautifully, offering the true feel of classic seamanship aboard a 41-foot 1904-style Friendship sloop replica. This is authentic wind-powered sailing — not a party boat. All sails are exactly 2.5 hours.
Perfect for:
Families with children, sailing enthusiasts, active adventurers, first-time sailors
What's Included:
Highlights:
Book the entire Liberty for your group and enjoy a completely private sailing experience aboard a classic 41-foot 1904-style Friendship sloop replica. This is authentic wind-powered sailing — not a party boat atmosphere — designed for meaningful celebrations and relaxed gatherings. Private charters are exactly 2.5 hours.
Perfect for:
Proposals, corporate events, family celebrations, milestone occasions, photography sessions
What's Included:
Highlights:
Book Your Sail Aboard the Liberty Today
Whether you’re celebrating a special occasion, seeking a unique family adventure, or simply want to experience authentic sailing on San Diego Bay, the Liberty provides the perfect platform for unforgettable memories.
Golden hour romance and spectacular views (2.5-3 hours)
Optimal wind conditions and active sailing (2.5-3 hours)
Complete exclusivity for your group (flexible duration)
shared experience, max 6 guests
$115–$135 per person
shared experience, max 6 guests
$115–$135 per person
entire boat, up to 6 guests, flexible duration
Give the gift of authentic sailing on San Diego Bay. Perfect for birthdays, anniversaries, holidays, or any special occasion.
