• San Diego Convention Center - The San Diego Convention Center is a remarkable waterfront venue celebrated for its contemporary architecture and iconic sail-like rooftop. Situated 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 boasts 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.
• San Diego Bay Walk - The San Diego Baywalk along North Harbor Drive is a picturesque waterfront promenade ideal for a relaxing stroll after a sailing excursion. Adorned with palm trees, public art, and stunning bay views, it offers a lively atmosphere with street performers, waterfront dining, and landmarks like the USS Midway Museum and the Maritime Museum of San Diego. Visitors can unwind at outdoor cafés, watch boats glide by, or simply enjoy the beautiful coastal sunset.
• Cabrillo National Monument - The Cabrillo National Monument provides 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 enthusiasts alike.
• Coronado Island - Coronado Island offers a perfect blend of relaxation and adventure after a sailing excursion. Visitors can stroll along the renowned Coronado Beach, famous 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 seeking to unwind or explore, Coronado provides a picturesque coastal escape.
• Shelter Island - 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 leisurely 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 relax after a day on the water.
• 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.
• The Rady Shell At Jacobs Park - 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 enthusiasts.
• Seaport Village - 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.
• USS Midway Museum - 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.

• Beer, wine, and soft drinks
• Bottled water
• Alcoholic beverages
• Snacks

• Gratuities
• Parking

Avoid the hustle and bustle of large tour groups; our trips are limited to just six passengers.

Reserve a memorable tour with Captain Phil and cruise in elegance on Liberty, a beautiful replica of a 1904 gaff-rigged Friendship sloop. The vessel boasts exquisite woodwork, bronze fittings, and gaff rigging that highlight the superb craftsmanship of a past era.

With more than 50 years of sailing expertise, Captain Phil provides an unmatched tour of San Diego Bay, blending stunning views, local history, and excellent photo opportunities.

No other sailing tour on the bay can rival the charm and personal touch of this family-owned and operated business. Sit back and enjoy unlimited refreshments, including craft beer, white wine, sodas, water, and packaged snacks, while taking in the numerous landmarks and sights of San Diego Bay.

Interested in a private tour? Simply reserve all six seats.

• Restroom on board
• Traditional sailboat with wooden mast, gaff rigging, classic decor

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