Embark on an exclusive private sailing adventure in San Diego with your loved ones. Sail on a replica 1904 yacht, enjoy breathtaking views, and indulge in refreshments. Book now!
Embark on an exclusive private sailing adventure in San Diego with your loved ones. Sail on a replica 1904 yacht, enjoy breathtaking views, and indulge in refreshments. Book now!
- Maritime Museum of San Diego - Situated along the waterfront, the Maritime Museum of San Diego boasts one of the world’s most impressive collections of historic ships. As you pass by, you’ll encounter legendary vessels such as the Star of India, the oldest active sailing ship globally, a replica of the 16th-century San Salvador, and the remarkable…
- Maritime Museum of San Diego - Situated along the waterfront, the Maritime Museum of San Diego boasts one of the world’s most impressive collections of historic ships. As you pass by, you’ll encounter legendary vessels such as the Star of India, the oldest active sailing ship globally, a replica of the 16th-century San Salvador, and the remarkable HMS Surprise, famed from Master and Commander. The museum provides a fascinating insight into maritime history, making it a captivating sight from the water.
- USS Midway Museum - Located in downtown San Diego along the Embarcadero, the USS Midway Museum is a maritime museum aboard the USS Midway (CV-41), the longest-serving U.S. Navy aircraft carrier of the 20th century. Commissioned in 1945, the Midway served for 47 years, taking part in significant military operations such as the Vietnam War and Operation Desert Storm, before being decommissioned in 1992. The ship was converted into a museum and opened to the public on June 7, 2004. Visitors can explore over 60 areas throughout the ship, including the engine room, galley, sleeping quarters, bridge, and flight control areas. The museum showcases more than 30 restored aircraft spanning 80 years of naval aviation history, interactive exhibits, and flight simulators. A self-guided audio tour, narrated by former Midway sailors, enriches the experience by offering personal insights into life aboard the carrier.
- Seaport Village - Seaport Village is a delightful waterfront destination in downtown San Diego, featuring boutique shops, waterfront dining, and live entertainment. With its cobblestone pathways, scenic bay views, and lively atmosphere, it’s an ideal spot for a leisurely stroll, shopping for unique souvenirs, or enjoying fresh seafood with a view. Located along the Embarcadero, Seaport Village provides a relaxing and picturesque escape by the bay.
- San Diego Convention Center - The San Diego Convention Center is a stunning waterfront venue renowned for its modern architecture and iconic sail-like rooftop. Situated in the heart of downtown along San Diego Bay, it hosts major events like Comic-Con International, trade shows, and conventions. Spanning over 2.6 million square feet, it features expansive exhibit halls, meeting rooms, and a scenic outdoor terrace with panoramic bay views. Its prime location offers easy access to the Gaslamp Quarter, making it a vibrant hub for both business and entertainment.
- Coronado Island - Coronado Island offers a perfect blend of relaxation and adventure after a sailing excursion. Visitors can stroll along the famous Coronado Beach, known for its sparkling sand, explore the historic Hotel del Coronado, or browse charming shops and cafés in Coronado Village. Outdoor enthusiasts can bike along scenic paths, kayak in the bay, or enjoy stunning skyline views from Centennial Park. Whether seeking to unwind or explore, Coronado provides a picturesque coastal escape.
- Coronado Bridge - The Coronado Bridge is an iconic 2.1-mile-long curved bridge connecting downtown San Diego to Coronado Island. Rising 200 feet above the bay, it offers breathtaking panoramic views of the San Diego skyline, bay, and naval ships. A striking architectural landmark, it provides a scenic drive and serves as the gateway to Coronado’s beautiful beaches, charming shops, and the historic Hotel del Coronado.
- Cabrillo National Monument - The Cabrillo National Monument offers breathtaking panoramic views of San Diego Bay, the Pacific Ocean, and downtown San Diego. Located at the southern tip of the Point Loma Peninsula, this historic site commemorates Juan RodrÃguez Cabrillo, the first European to explore the West Coast in 1542. Visitors can explore scenic coastal trails, tide pools, and the iconic Old Point Loma Lighthouse, making it a perfect post-sailing adventure for history and nature lovers alike.
- Shelter Island Park Shoreline - Shelter Island is a tranquil waterfront retreat known for its marinas, parks, and stunning views of San Diego Bay and the city skyline. Visitors can enjoy a relaxing walk along the Shoreline Park promenade, dine at waterfront restaurants, or watch boats sail by from scenic picnic spots. The island is also a popular spot for fishing, kayaking, and stand-up paddleboarding. With its laid-back atmosphere and picturesque setting, Shelter Island is a great place to unwind after a day on the water.

- Complimentary bottled water
- Selection of beer, white wine, and soft drinks included
- Delicious snacks provided
- Complimentary bottled water
- Selection of beer, white wine, and soft drinks included
- Delicious snacks provided
- Gratuities
- Parking
- Gratuities
- Parking
Our exclusive afternoon and sunset cruises provide a unique adventure for up to six guests. Invite your family and friends to explore the stunning sights of San Diego Bay, enhanced by the personal touch of a family-run business.
With more than 50 years of sailing expertise, Captain Phil delivers an exceptional tour of San Diego Bay, blending stunning…
Our exclusive afternoon and sunset cruises provide a unique adventure for up to six guests. Invite your family and friends to explore the stunning sights of San Diego Bay, enhanced by the personal touch of a family-run business.
With more than 50 years of sailing expertise, Captain Phil delivers an exceptional tour of San Diego Bay, blending stunning vistas, local history, and excellent photo opportunities. Our carefully designed sailing yacht, a faithful replica of a 1904 vessel, ensures a memorable journey filled with elegance and charm.
Enjoy unlimited refreshments, including beer, white wine, sodas, water, and packaged snacks. Reserve your private trip with Sail Liberty for an unmatched sailing experience that merges elegance, history, and breathtaking San Diego scenery!
We also provide individual tickets for those wishing to join other travelers in small group sailing experiences aboard Sail Liberty. Explore our shared afternoon and sunset adventures on this platform.
- Boat is a traditional sailboat with wooden mast, gaff rigging, and classic decor
- Restroom is available on board
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.