San Diego Private Sailing Excursion Adventure

Set sail on the ultimate San Diego adventure! Departing from 955 Harbor Island Drive, our thrilling voyage takes you through breathtaking waters, past iconic landmarks, and into the heart of coastal paradise. Feel the wind in your hair, the sun on your skin, and the pure exhilaration of sailing. Explore hidden gems, soak in panoramic skyline views, and hear incredible stories from our expert guides. Whether you’re seeking excitement, relaxation, or unforgettable memories, this journey delivers it all. Don’t miss your chance to experience the magic of the ocean—book your adventure today!

Meeting Point

955 Harbor Island Dr

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

955 Harbor Island Dr, San Diego, CA 92101, USA
Arrive at least 20 min. early. Turn into Sunroad Safe Harbor Marina Parking lot just before the flag pole. Park on the Left side of the parking lot or street parking is availble, and wait for your Captain at Gate 1. Says Docks A thru D above the gate

What to expect:

Duration: 2 hours, 30 minutes

San Diego

San Diego, California

Embark on a breathtaking private sailing excursion in the captivating waters of San Diego. Set sail aboard a luxurious yacht, where you and your companions can enjoy the ultimate seafaring experience. With a skilled and experienced captain at the helm, you'll navigate the sparkling Pacific Ocean, taking in panoramic views of San Diego's stunning coastline. Feel the refreshing ocean breeze against your face as you glide through the water, indulging in moments of tranquility and serenity. Whether you're seeking a romantic sunset sail, a memorable family adventure, or a unique way to celebrate a special occasion, this private sailing excursion promises an unforgettable journey on the shimmering seas of San Diego.

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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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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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San Diego Bay Walk

N Harbor Drive, San Diego, 92101, California

The San Diego Baywalk along North Harbor Drive is a scenic waterfront promenade perfect for a relaxing stroll after your sailing excursion. Lined 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 take in the beautiful coastal sunset.

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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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Coronado

Coronado, 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 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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Shelter Island

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 paddleboarding. 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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USS Midway Museum

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

The USS Midway Museum offers an unforgettable experience after your sailing excursion. This historic aircraft carrier-turned-museum lets visitors explore over 60 exhibits, including the flight deck with restored aircraft, the captain’s bridge, and interactive flight simulators. Guided by former sailors, you’ll hear firsthand stories of naval aviation and life at sea. Located along the waterfront, it’s a perfect way to dive into San Diego’s rich maritime and military history.

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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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