San Diego’s Classic Sailing Tours
Step aboard Sail Liberty and experience one of the most timeless sailing tours San Diego has to offer — aboard a handcrafted classic yacht built for those who love design, craftsmanship, and calm waters.
San Diego’s Favorite Classic Yacht
For those who appreciate timeless design, classic craftsmanship, and maritime history — Sail Liberty is a living piece of nautical art. Designed after a 1904 Friendship Sloop, this yacht offers an intimate and genuine connection to the sea — perfect for couples, families, and friends seeking an authentic, down-to-earth sailing experience in San Diego.
Escape the Crowds. Sail in Style.
Small-Group Sailing Tours San Diego (Maximum 6 Guests)
Afternoon Sail Adventure
2.5-hour private sail through San Diego Bay — ideal for sightseeing, relaxation, or celebration.
From $125 / person
Book NowSunset Sail Experience
Sail into golden hour with fine wine, craft beer, and breathtaking views of San Diego’s skyline.
From $125 / person
Book NowPrivate Group Charter
A private sail for up to six guests — your yacht, your crew, your memories.
From $750 / group
Book NowGive the Gift of Sailing
Perfect for anniversaries, retirements, birthdays, or simply saying “thank you.” A Sail Liberty Gift Card gives your loved ones the freedom to enjoy sailing tours in San Diego Bay aboard a true piece of nautical history.
🎁 Purchase a Gift Card