Experience the beauty of San Diego’s harbor on a classic yacht tour with Sail Liberty. Enjoy a wine-inclusive sail on our 1904-replica sloop and see all the highlights of the harbor. Book a private tour for a more personalized experience.
Experience the beauty of San Diego’s harbor on a classic yacht tour with Sail Liberty. Enjoy a wine-inclusive sail on our 1904-replica sloop and see all the highlights of the harbor. Book a private tour for a more personalized experience.
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Maritime Museum of San Diego - Embark on a journey aboard the Star of India
The Star of India, the world’s oldest active sailing vessel, is moored at the Maritime Museum of San Diego and serves as the main attraction of this exceptional museum. - USS Midway Museum - Experience the thrill of sailing beneath the bow of the aircraft carrier…
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Maritime Museum of San Diego - Embark on a journey aboard the Star of India
The Star of India, the world’s oldest active sailing vessel, is moored at the Maritime Museum of San Diego and serves as the main attraction of this exceptional museum. - USS Midway Museum - Experience the thrill of sailing beneath the bow of the aircraft carrier Midway. The USS Midway Museum offers a memorable experience for the entire family, featuring 60 exhibits, numerous restored aircraft, flight simulators, and much more.
- Seaport Village - Seaport Village boasts 14 acres of waterfront shopping, dining, and entertainment. Visitors can spend hours exploring unique shops and savoring a delightful meal while watching the sunset over the harbor.
- Coronado Island - Coronado Island provides an ideal blend of relaxation and adventure following a sailing trip. Guests can wander along the renowned Coronado Beach, famous for its glistening sand, explore the historic Hotel del Coronado, or peruse charming shops and cafés in Coronado Village. Outdoor enthusiasts can cycle along scenic routes, kayak in the bay, or enjoy breathtaking skyline views from Centennial Park. Whether seeking relaxation or exploration, Coronado offers a picturesque coastal retreat.
- Coronado Bridge - The Coronado Bridge is a notable 2.1-mile-long curved structure linking downtown San Diego to Coronado Island. Standing 200 feet above the bay, it presents stunning panoramic views of the San Diego skyline, bay, and naval vessels. As a remarkable architectural icon, it provides a scenic drive and acts as the gateway to Coronado’s beautiful beaches, quaint shops, and the historic Hotel del Coronado.
- The Rady Shell At Jacobs Park - The Rady Shell at Jacobs Park is a breathtaking open-air concert venue on the San Diego waterfront. With its futuristic, seashell-inspired architecture, it offers stunning views of the bay and skyline while hosting performances by the San Diego Symphony and internationally acclaimed artists. Situated in Embarcadero Marina Park South, it delivers a distinctive outdoor music experience with premium seating, picnic areas, and superior acoustics, making it a must-visit for live entertainment enthusiasts.
- San Diego Convention Center - The San Diego Convention Center is a remarkable waterfront venue celebrated for its contemporary design and iconic sail-like rooftop. Nestled in the heart of downtown along San Diego Bay, it hosts significant events such as Comic-Con International, trade shows, and conventions. Covering over 2.6 million square feet, it includes vast exhibit halls, meeting rooms, and a scenic outdoor terrace with sweeping bay views. Its prime location ensures easy access to the Gaslamp Quarter, establishing it as a lively center for both business and entertainment.

- Bottled water
- Snacks
- Carbonated beverages
- Alcoholic beverages
- Bottled water
- Snacks
- Carbonated beverages
- Alcoholic beverages
- Gratuities
- Parking
- Gratuities
- Parking
Embark on a unique San Diego sailing adventure aboard Liberty, a classic Friendship sloop replica inspired by a 1904 yacht. Enjoy an exclusive San Diego sunset sail or afternoon tour on San Diego Bay, limited to just six guests, ensuring a serene small-group experience away from the hustle of crowded harbor cruises. Guests can relax on a San Diego Bay…
Embark on a unique San Diego sailing adventure aboard Liberty, a classic Friendship sloop replica inspired by a 1904 yacht. Enjoy an exclusive San Diego sunset sail or afternoon tour on San Diego Bay, limited to just six guests, ensuring a serene small-group experience away from the hustle of crowded harbor cruises. Guests can relax on a San Diego Bay sailing tour with craft beer, wine, and snacks provided, as the wind propels this beautifully crafted traditional sailboat. Whether seeking a romantic San Diego sunset cruise, a private sailing charter, or a distinctive activity in San Diego Bay, sailing on Liberty promises an authentic and unforgettable experience. With over 50 years of sailing expertise, Captain Phil delivers an exceptional tour of San Diego Bay, blending stunning views, local history, and excellent photo opportunities. Interested in a private tour? Simply reserve all six seats.
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.