San Diego Private Sunset Sailing Experience

Our private afternoon and sunset cruises offer an exclusive adventure for up to six individuals. Immerse your family and friends in the many sights of San Diego Bay, while enjoying the personalized touch of a family-owned venture.
With over 50 years of sailing experience, Captain Phil offers an unparalleled tour of San Diego Bay that combines breathtaking views, local history, and great photographic moments. Our meticulously crafted sailing yacht, a faithful reproduction of a 1904 vessel, guarantees an unforgettable journey filled with sophistication and charm.
Enjoy unlimited refreshments, including beer, white wine, sodas, water, and packaged snacks. Book your private voyage with Sail liberty for an unparalleled sailing adventure that combines elegance, history, and breathtaking San Diego views!
We also offer individual tickets to join other travlers in small group sailing experiences aboard Sail Liberty. Discover our shared afternoon and sunset adventures on this platform.

Meeting Point

Safe Harbor Sunroad

955 Harbor Island Dr, San Diego, CA 92101, USA

Our departure point is located at:
Safe Harbor Sunroad Marina
955 Harbor Island Drive, San Diego, 92101.   
Gate #1 Docks A-D

What's included:

• Beer, white wine and soft drinks

Not included:

• Parking

What to expect:

Duration: 2 hours, 30 minutes

Maritime Museum of San Diego

1492 N. Harbor Dr, Discovery Pier, San Diego, 92101, California

The Maritime Museum of San Diego, located along the waterfront, is home to one of the world’s finest collections of historic ships. As you sail past, you’ll see iconic vessels like the Star of India, the world’s oldest active sailing ship, along with a replica of the 16th-century San Salvador and the impressive HMS Surprise, known from Master and Commander. The museum offers a glimpse into maritime history, making it a striking sight from the water.

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USS Midway Museum

910 N Harbor Drive, , San Diego, 92101-5811, California

The USS Midway Museum, located in downtown San Diego along the Embarcadero, is a maritime museum housed 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, participating in significant military operations including the Vietnam War and Operation Desert Storm, before being decommissioned in 1992. The ship was transformed into a museum and opened to the public on June 7, 2004.
Visitors to the museum can explore over 60 locations throughout the ship, including the engine room, galley, sleeping quarters, bridge, and flight control areas. The museum features 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, enhances the experience by providing personal insights into life aboard the carrier.

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Seaport Village

849 W Harbor Dr, Downtown, San Diego, 92101-7744, California

Seaport Village is a charming waterfront destination in downtown San Diego, featuring boutique shops, waterfront dining, and live entertainment. With its cobblestone pathways, scenic bay views, and vibrant atmosphere, it’s a perfect spot for a leisurely stroll, shopping for unique souvenirs, or enjoying fresh seafood with a view. Located along the Embarcadero, Seaport Village offers a relaxing and picturesque escape by the bay.

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San Diego Convention Center

111 W Harbor Dr, , San Diego, 92101, California

The San Diego Convention Center is a striking waterfront venue known for its modern architecture and iconic sail-like rooftop. Located 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.

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Coronado Island

Coronado, 92118, California

Coronado Island offers a perfect mix of relaxation and adventure after your 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 take in stunning skyline views from Centennial Park. Whether you’re looking to unwind or explore, Coronado provides a picturesque coastal escape.

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Coronado Bridge

State Route 75, San Diego, 92118, California

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.

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Cabrillo National Monument

1800 Cabrillo Memorial Dr, Point Loma Ecological Reserve, San Diego, 92106-3601, California

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 Rodríguez 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.

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Shelter Island Park Shoreline

South Of Shelter Island Dr., San Diego, 92106, California

Shelter Island is a peaceful 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 paddle boarding. With its laid-back atmosphere and picturesque setting, Shelter Island is a great place to unwind after a day on the water.

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