Top Rated San Diego Sunset Sail Classic Yacht 6 Guests

Skip the crowded tour boats. Liberty carries just six guests and that changes everything. Sail San Diego Bay aboard a classic 41-ft Friendship sloop with Captain Phil, a USCG-licensed captain with 55 years of sailing experience. Whether you choose an afternoon sail or stay for sunset, the experience is calm, unhurried, and genuinely personal — less like a tour, more like being invited onto a private yacht. Take in the San Diego skyline, Coronado Bridge, and USS Midway from the water — no narration script, no rushing, just the bay at its best. Afternoon sail — open skies, warm sun, and the city in full view. Sunset sail — watch the sky change over the water as the city lights come on. Ideal for couples and travelers who want an authentic, uncrowded San Diego sailing experience. All sails are 2.5 hours. Included: craft beer, California white wine, soft drinks, and packaged snacks. Paid marina parking available. Gratuity for the captain is appreciated and not included.

1. 1

   Maritime Museum of San Diego

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   The Maritime Museum of San Diego, established in 1948, preserves one of the largest collections of historic sea vessels in the United States. Located on the San Diego Bay, the centerpiece of the museum's collection is the Star of India, an 1863 iron bark.

2. 2

   Coronado Bridge

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   The San Diego–Coronado Bridge, locally referred to as the Coronado Bridge, is a prestressed concrete/steel girder bridge, crossing over San Diego Bay in the United States, linking San Diego with Coronado, California. The bridge is signed as part of State Route 75.

3. 3

   USS Midway Museum

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   The USS Midway Museum is a historical naval aircraft carrier museum located in downtown San Diego, California at Navy Pier. The museum consists of the aircraft carrier Midway. The ship houses an extensive collection of aircraft, many of which were built in Southern California.

4. 4

   Coronado Island

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   Naval Air Station North Island or NAS North Island is located at the north end of the Coronado peninsula on San Diego Bay and is the home port of several aircraft carriers of the United States Navy

5. 5

   Seaport Village

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   Seaport Village includes more than 50 places to shop, for items including men’s and women’s clothing, souvenirs, books, original art, toys and more. Shoppers also can enjoy a meal at one of the four fine-dining restaurants, which serve everything from fresh seafood to burgers, or they can grab a quick snack at the many casual dining stops.

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   Embarcadero Marina Park North

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   North Embarcadero, the Public Art Collection includes more than 30 pieces of art along the waterfront. You’ll see A National Salute to Bob Hope and the Military, which includes 16 larger-than-life bronze statues. There’s also the Urban Trees Artwork display, which is a yearly exhibit that features tree-size art pieces representing the San Diego landscape from local artists.

7. 7

   The Rady Shell At Jacobs Park

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   The Rady Shell at Jacobs Park is a stunning open-air concert venue on the San Diego waterfront. With its futuristic, seashell-inspired design, it offers breathtaking bay and skyline views while hosting performances by the San Diego Symphony and world-renowned artists. Located in Embarcadero Marina Park South, it provides a unique outdoor music experience with premium seating, picnic areas, and top-tier acoustics, making it a must-visit destination for live entertainment lovers.

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   San Diego Convention Center

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   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.

• Infants and small children can ride in a pram or stroller
• Infants are required to sit on an adult’s lap
• Suitable for all physical fitness levels
• Traditional sailboat with wooden mast, gaff rigging, classic decor
• Restroom on board

For a full refund, cancel at least 24 hours before the scheduled departure time.