San Diego Sailing Cruise Small Group 6 Guests Classic Yacht

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. Sunset sail — watch the sky change over the water as the city lights come on. Afternoon sail — open skies, warm sun, and the city in full view. 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

   Pass by

   Sail around the Star of India The World’s oldest active sailing ship, the Star of India, is docked at the Maritime Museum of San Diego and is the featured attraction of this special museum.

2. 2

   USS Midway Museum

   Pass by

   Sail under the bow of the aircraft carrier Midway for an out-of-this-world experience. The USS Midway Museum is an experience the whole family can enjoy. There are 60 exhibits, dozens of restored aircraft, flight simulators and much more.

3. 3

   Seaport Village

   Pass by

   Seaport Village is home to 14 acres of waterfront shopping, dining, and entertainment. You can spend several hours day or night visiting the unique shops and enjoy a delicious meal as you watch the sun go down over the harbor

4. 4

   Coronado Island

   Pass by

   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.

5. 5

   Coronado Bridge

   Pass by

   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.

6. 6

   The Rady Shell At Jacobs Park

   Pass by

   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.

7. 7

   San Diego Convention Center

   Pass by

   he 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.

• Wheelchair accessible
• Infants and small children can ride in a pram or stroller
• Public transportation options are available nearby
• Transportation options are wheelchair accessible
• All areas and surfaces are wheelchair accessible
• Suitable for all physical fitness levels

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